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Montebello Vacation Rentals

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    Don't let other travellers get your favourite Montebello area vacation rental. You're so close to securing your perfect getaway. Book today.
    All 56 Rentals in Montebello
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    Three Sisters Log Cabin1 / 11
    (10)Excellent
    Montebello
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Second Creek Farm near  Blue Ridge Parkway in Virg1 / 11
    (1)Excellent
    Montebello
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Montebello
    3 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    The following rentals are within 25 kilometres of Montebello.
    Chestnut Place Mountain Lodge1 / 13
    (1)Excellent
    Wintergreen
    5 Bedrooms, 5 Bathrooms, Sleeps 15 Quick View
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    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Housekeeping Included
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • Cable/satellite TV
    • Children's Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 5, 2018
    We rented the house for a family and friends holiday get together and everyone had a great time. The house was well located, had excellent views, and was nice and quiet. The...
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    About this property
    This is a SUPER beautiful modern home with 5 bedrooms, 3 full bathrooms and 2 half baths. All hardwood floors except for the tile kitchen.There are 2 big family rooms perfect for big families or groups of friends. 3 big flat screen TVs and pingpong. Two large dining room tables. Beautiful kitchen....
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    Location Information
    Wintergreen, Virginia 22958
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 15
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    TREELOFT- in the snow drift!1 / 14
    (5)Excellent
    Wintergreen
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Central Heating
    • Housekeeping Included
    • Patio
    • Balcony
    • Grill
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 2, 2018
    Our family of six thoroughly enjoyed our weekend stay at this house. First of all, we’ve rented a lot of vacation homes, and I can’t think of a host who was more thoughtful or...
    Reviewed February 6, 2018
    This place seems bigger than 1100 sq ft, the best use of space. 3 Full bathrooms is a must when you have 8 people. Plenty of room to walk around and relax in front of fireplace...
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    About this property
    TREELOFT #1 is Located in a really GREAT spot, right in the Middle of Wintergreen Resort. It is walking distance to several overlooks, and the main lodge called the Mountain INN, and our Market. It is just 100 STEPS to the Tyro ski slope! 200 steps from there to the top of Eagles swoop and Big...
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    Wintergreen, Virginia 22967
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Fit for a KING ( king size beds!)1 / 64
    (8)Excellent
    Wintergreen
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Children's Pool
    • Mountain Views
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    • DVD Player
    • Central Heating
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 6, 2017
    This was our family's second trip to Fit for a King, and we are already planning our third next fall. This location is absolutely gorgeous in the fall, and with the close...
    Reviewed October 25, 2016
    My family (and extended family) stayed during the peak leafing weekend of the year. The house was incredible and suited our needs perfectly. The host was extremely helpful...
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    About this property
    Now HERE is a really great house! Fit for a KING or two. This house has 4 large bedrooms with 2 of them having KING size beds. Then there is a Queen & 2 twins and then the loft has a twin day bed that has a pop up trundle so this could be another KING (that makes 3) ..or they can separate into...
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    Wintergreen, Virginia 22958
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    CRAZY AMAZING get-a-way! (Crazy, in a GOOD way)1 / 41
    (9)Excellent
    Wintergreen
    5 Bedrooms, 6 Bathrooms, Sleeps 13 Quick View
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    Amenities & Details
    • Washer
    • Housekeeping Included
    • Mountain Views
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Shared Indoor Pool
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 2, 2017
    We had a large group of ski patrol women and this house was perfect! Dawn was great at communication and was always available via text. The location was great. The large...
    Reviewed January 9, 2017
    Booked the house for the New Year's weekend for family skiing, hiking and celebration. Mission accomplished! House was great with plenty of room. The house was well appointed...
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    About this property
    This is a really amazing home! It is so perfect for all kinds of groups because it has 3 SERIOUS master suites. You could say it is perfect for 'separate togetherness'. The main floor has the kitchen that overlooks a huge deck right on the 16th tee box of Devils Knob Golf course, a big dinning...
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    Location Information
    Wintergreen, Virginia 22958
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 13
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    A Cajun Chalet1 / 28
    (1)Excellent
    Wintergreen
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Shared Indoor Pool
    • Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 8, 2018
    What a great (long) weekend we had at the Cajun Chalet ! Dawn has everything you’ll need to cook at home after a day exploring the mountain.The secluded master bedroom upstairs...
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    About this property
    Welcome to A Cajun Chalet! We are located in the Blue Ridge Mountains, inside Wintergreen Resort. Beautiful modern home with 4 bedrooms, and 3 bathrooms, with a hot tub and a stream, and central AC and the All Access passes! The passes allow you to do the 3 things at Wintergreen that are Private....
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    Location Information
    Wintergreen, Virginia 22967
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Wintergreen -  Slope Side  w/ Resort Pass1 / 11
    (27)Excellent
    Wintergreen
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Sauna
    • Mountain Views
    • Cable/satellite TV
    • DVD Player
    • Shared Indoor Pool
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 7, 2018
    So glad I spent 4 nights at this comfortable condo. I spent the first night enjoying pizza and a great fire in the wood fireplace. The owner left fire starter and there was...
    Reviewed November 24, 2017
    Great place. Beautiful view, comfortable and well maintained. This condo has everything you need. We enjoyed our stay immensely.
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    About this property
    Welcome to Wintergreen! This condo is located near the top of the Highlands lift, within walking distance to the slopes and the nearby fitness and spa center. The included membership guest passes allow access to the fitness center, spa, golf, and tennis areas of the resort with a small fee. These...
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    Location Information
    Wintergreen, Virginia 22967
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Simple Pleasures -N Ridge - Holidays Upon Us1 / 46
    (20)Excellent
    Wintergreen
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Mountain Views
    • Hot Tub
    • Skiing: Property Is In A Ski Resort
    • Cable/satellite TV
    • Sauna
    • Wi-Fi
    • Air Conditioning
    • Shared Indoor Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 31, 2017
    Condo was well stocked and very comfortable for family of five. Loved the Christmas decorations and the fireplace. Could be cleaned a little better. Especially the oven that...
    Reviewed February 27, 2017
    What a lovely little place. We stayed with our family 2 sons and their wives and 2 of my grandchildren. Very accommodating. Although it was a bad weekend for tubing and...
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    About this property
    North Ridge Condos at Wintergreen Resort, VA - top of the mountain near Wintergarden and Devils Knob Golf/Tennis. WiFi available along with TV in each bedroom and den. Discount passes available for limited sporting activities. Walking distance to Wintergarden/ Devil's Knob Golf Course/Tennis Courts...
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    Location Information
    Wintergreen, Virginia 22958
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    4 Season Mountain Inn Retreat1 / 23
    (6)Very good
    Wintergreen
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Mountain Views
    • Parking
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 26, 2018
    We booked a ski weekend at Wintergreen at the end of February. While the weather didn't cooperate very much, we still decided to come for the weekend since we had the place...
    Reviewed February 17, 2018
    Condo was very nice and in a very convenient location. I would def reccomend staying here to anyone planning to visit the resort!
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    About this property
    Nestled in the Blue Ridge Mountains in the heart of Mountain Village, this loft condo has everything needed for a quick weekend getaway or an extended vacation. This unit is at the Mountain Inn, the heart of the Winter Village, and is the best condo for skiing at the resort. It is also ideal if...
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    Location Information
    Wintergreen, Virginia 22958
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Greenville
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Hot Tub
    • Parking
    • Shared Garden
    • Shared Outdoor Pool (Unheated)
    • Mountain Views
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lovely & Cozy log cabin at charming country retreat at a working farm and equestrian center. Cabins are fully furnished and fully stocked with linens,towels, pots, pans, dishes and more. The facility has a full equestrian center, a lake for fishing and canoeing, lots of trails for walking or...
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    Location Information
    Greenville, Virginia 24440
    Cabin Holiday Rental - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Up-On 18th! Walk to Golf Clubhouse, Spa, Pool, Membership Access to Facilities1 / 15
    (2)Excellent
    Wintergreen
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Hot Tub
    • DVD Player
    • Mountain Views
    • Wi-Fi
    • Shared Indoor Pool
    • Sauna
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 17, 2018
    It was an unbelievable location. The kitchen was great, beds were comfortable, and the view was beautiful.
    Reviewed August 30, 2017
    Our weekend at your condo in Wintergreen was superb! The layout, decor and practicality of the condo fit us to a tee! Thank you for allowing us to rent it for one night! We...
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    About this property
    Gorgeous Views/Beautiful Weather/Perfect Sectional Couch to relax!Golf/Pool Pass Please be advised we request a two night stay on the weekends. CHECK OUT OUR OTHER 2BR/2BA PROPERTY DIRECTLY BELOW THIS UNIT: PROPERTY ID 8742760 Do you have a large group/family. Do you need 4 Bedrooms? Do you need...
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    Location Information
    Wintergreen, Virginia 22967
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Cottage at Massies Mill & the Blue Ridge Mountains1 / 29
    (2)Excellent
    Massies Mill
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Mountain Views
    • Cable/satellite TV
    • Wi-Fi
    • Patio
    • DVD Player
    • Air Conditioning
    • Housekeeping Included
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 5, 2017
    Very nice and comfortable place. Looking to return this winter when wintergreen mountain is open for skiing.
    Reviewed August 30, 2016
    It was just like staying in a cottage Southern Living would have featured...mountain views,privacy,cottage gardens, tranquil, & beautifully decorated. Many nearby attractions...
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    About this property
    Welcome to our cottage located in the foothills of the Priest Mountain. It's close to many hiking trails among the Blue Ridge Mountains, Crabtree Falls, local wineries and breweries. We are within a mile of the Tye River, which offers fishing, canoeing and kayaking. Wintergreen ski resort and...
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    Location Information
    Massies Mill, Virginia 22967
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    On A Mountain Stream, Pet Friendly 3BR - Oakwood1 / 36
    (4)Very good
    Tyro
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Balcony
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Mountain Views
    • DVD Player
    • Air Conditioning
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful, pet-friendly vacation home is full of country charm, with country-style paintings on doors and walls scattered throughout. There's plenty of room to spread out, with a large living/dining room, a sun room, a covered deck overlooking the creek, and three bedrooms. The living room...
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    Location Information
    Tyro, Virginia 22952
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Beautiful Home and Best Value at Wintergreen1 / 7
    (3)Very good
    Roseland
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Parking
    • Washer
    • Grill
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One of the nicest homes and BEST VALUES at Wintergreen! Snowmaking has already begun, suggesting a great ski season this winter. For new and repeat guests, we know that you will enjoy our newly renovated kitchen, just completed in December 2016. Rental of our 4-bedroom, 3.5-bath home includes...
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    Location Information
    Roseland, Virginia 22967
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Feb 23-25 Weekend: Luxury Mountain House near Ski Slopes w/ Resort Membership1 / 13
    (7)Excellent
    Wintergreen
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Hot Tub
    • Internet Access
    • Sauna
    • Cable/satellite TV
    • Shared Indoor Pool
    • Mountain Views
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 6, 2017
    My wife and I are from Michigan and were looking for a central location to get together with our son, daughter-in-law, daughter, and 2 year old grandson who all live in...
    Reviewed June 25, 2014
    I recently rented this home for a bachelorette weekend for a friend who is more the outdoors type then the Vegas type. It was close to our home in Northern Virginia ~3 hours...
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    About this property
    Book now for Spring/Summer. We have been booked every weekend (Sep -Oct). Some March weekends still available. We have brand new living room furniture - so new that the pictures are not yet posted online. We have the Wintergreen Resort membership so you have access to resort facilities that are...
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    Location Information
    Wintergreen, Virginia 22957
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    3BR Wintergreen House w/Private Decks!1 / 22
    (2)Excellent
    Wintergreen
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Wi-Fi
    • Grill
    • DVD Player
    • Cable/satellite TV
    • Parking
    • Air Conditioning
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 22, 2018
    Our family enjoyed our stay and the house was great. Kitchen well equipped. Bedding really comfy. Allows pets and we enjoyed having our dog with us so family complete. Loved the...
    Reviewed January 12, 2018
    The house was clean, well equipped, and comfortable. I especially appreciate that they allow dogs. Our dogs are 12 and we like to travel with them when we can.
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    About this property
    For your next mountain getaway, why not stay somewhere that lets you truly take advantage of all the Blue Ridge Mountains have to offer? This premier Wintergreen vacation rental house does just that - ideally situated within walking distance of Wintergreen Resort, this home will let you enjoy easy...
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    Location Information
    Wintergreen, Virginia 22958
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    WINTERGREEN MOUNTAIN HOUSE1 / 17
    (24)Excellent
    Wintergreen
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Hot Tub
    • Sauna
    • Mountain Views
    • Housekeeping Included
    • Internet Access
    • Central Heating
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 21, 2018
    It was great place from start to finish! Very close to the slopes and great parking passes and other amenities. Mike was great at communicating with us about everything. 5...
    Reviewed January 31, 2018
    Had a great time at Wintergreen. Mike’s home is perfect for families and has everything that you could possibly need. The location is great and close to all the activities. Also...
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    About this property
    Time to start thinking about Skiing and tubing! Best snow conditions in years! Just Renovated, beautiful rental in the woods!!! New carpet/hardwood floors/tile bathrooms. New granite in kitchen, all new appliances, completely painted inside including ceilings! Close to ski slopes! Enjoy the...
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    Location Information
    Wintergreen, Virginia 22967
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Romantic, Pet-Friendly Cabin in Blue Ridge Mountains - Barnwood1 / 26
    (5)Excellent
    Tyro
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Air Conditioning
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Mountain Views
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This romantic one-bedroom cabin in the Blue Ridge Mountains of Virginia is a delightful setting to bring that special person in your life. The peacefulness of the stream, just outside of the cabin, is a place to relax and let the worries of life fall away. The queen-size handmade pencil poster...
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    Location Information
    Tyro, Virginia 22952
    Cabin Holiday Rental - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Secluded 2BR Pet-Friendly Cabin on Mountain Stream-Screen Porch1 / 20
    (1)Excellent
    Wintergreen
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • DVD Player
    • Mountain Views
    • Shared Outdoor Pool (Unheated)
    • Waterfront
    • Washer
    • Patio
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Right on a mountain stream, this two-bedroom cabin is very private. No other cabins or homes can be seen. Two double beds make this very accommodating for four. The full kitchen with stove, refrigerator, microwave, coffeemaker, toaster, dishes, pots & pans, and silverware has everything you need...
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    Location Information
    Wintergreen, Virginia 22952
    Cabin Holiday Rental - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Down On 18th! Walk to Golf Clubhouse, Spa, Pool, Membership Access to Facilities1 / 16
    (1)Excellent
    Wintergreen
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Mountain Views
    • Shared Indoor Pool
    • Hot Tub
    • DVD Player
    • Wi-Fi
    • Sauna
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Relax, Golf, Beautiful Views, Passes for Golf, Tennis and Pool Please be advised we request a two night stay on the weekends. CHECK OUT OUR OTHER 2BR/2BA PROPERTY DIRECTLY ABOVE THIS UNIT: 8743003 Do you have a large group/family. Do you need 4 Bedrooms? Do you need some space during your...
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    Location Information
    Wintergreen, Virginia 22967
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Greenville
    16 Bedrooms, 14 Bathrooms, Sleeps 48 Quick View
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    • Central Heating
    • DVD Player
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Penmerryl Farm is located in the heart of the Shenandoah Valley, has beautiful mountain views and lots of activities on the farm. The farm is perfect for family reunions, wedding, corporate retreats and more! It is located on a working horse farm. It has 2 log cabins fully equipped with kitchens...
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    Location Information
    Greenville, Virginia 24440
    Private Room - 16 Bedrooms, 14 Bathrooms, Sleeps 48
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    Cozy and Clean Resort Condo - New Ownership and listed for the first time!1 / 10
    (1)Excellent
    Wintergreen
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Skiing: Property Is In A Ski Resort
    • Housekeeping Included
    • Washer
    • Air Conditioning
    • DVD Player
    • Mountain Views
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    We booked a short 3-day getaway over Spring break in April, and absolutely loved our time and stay in Ritta's condo. Not only is the condo conveniently located to everything...
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    About this property
    Take advantage of all the Blue Ridge Mountains have to offer while staying at this CHARMING FIRST FLOOR CONDO. This premier Wintergreen vacation rental is ideally situated within a short distance of Wintergreen Resort, on the 12th hole of Devils Knob Golf Course. From this home enjoy easy access to...
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    Location Information
    Wintergreen, Virginia 22967
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Escape to Campbell's Creek1 / 22
    (2)Excellent
    Tyro
    2 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    • Mountain Views
    • Terrace
    • Parking
    • Outdoor Dining Area
    • Porch
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 13, 2015
    This is just a charming place, in the middle of the Shenandoah Mountains...We came with our 7 year old grandson and enjoyed hiking, identifying trees and wildflowers, and most...
    Reviewed November 6, 2014
    Location is very nice and only a short distance from the main road. Short driving distance from numerous activities if you enjoy hiking or wineries or breweries. Just a great...
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    About this property
    Our cabin seems rustic, full of rough wood and handmade details that our father included when he built it in the 80s. But while seemingly rustic, it is warm, comfy, and charming. The downstairs has an ample living space with a living room (with working fireplace), dining room (seats 6...
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    Location Information
    Tyro, Virginia 22976
    Cabin Holiday Rental - 2 Bedrooms, 3 Bathrooms, Sleeps 5
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    Wintergreen Resort 2 BR 2 BA Condo with LOW Rates1 / 12
    (15)Excellent
    Wintergreen
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Balcony
    • Porch
    • Internet Access
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 18, 2017
    This is the perfect (feel like home) Wintergreen Condo. The furniture, beds and pillows were all comfortable. Nice VHS movie collection! The kitchen was stocked generously...
    Reviewed March 14, 2017
    Cozy and accommodated us very well. Nice to be able to use the fireplace and enjoyed the whirlpool tub. Will book again.
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    About this property
    Cozy and Convenient! Our Condo is centrally located for easy walking access to the full-service SPA, Golf course and indoor-outdoor Tennis facilities. We have been owners of this Condo for the past 9 years and love the Wintergreen Resort. We manage the Condo ourselves, to ensure the Condo is...
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    Location Information
    Wintergreen, Virginia 22958
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2BR Walkout Condo Private and Cozy!1 / 19
    (3)Very good
    Wintergreen
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Wi-Fi
    • Cable/satellite TV
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    • Mountain Views
    • Shared Outdoor Pool (Unheated)
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 28, 2017
    The owner of this condo obviously cares a great deal about every detail and wanted to make sure our stay was an enjoyable one. The condo is immaculately clean, the beds are...
    Reviewed March 9, 2016
    We loved staying here. Most everything we needed was supplied--even coffee and basic toiletries! The bedrooms were very nice. Full washer and dryer. We plan to stay here...
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    About this property
    We invite you to stay in our lovely totally updated golf-front walk-out condo, right in the heart of the Devils Knob area of Wintergreen Resort. Relax in the private, cozy cottage feel of our condo while having easy access to resort amenities. The Wintergarden Spa and the Nature Foundation are...
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    Location Information
    Wintergreen, Virginia 22967
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Pet Friendly Virginia Blue Ridge Mountain Cabin Rental-Foxwood1 / 19
    (4)Excellent
    Wintergreen
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Mountain Views
    • Air Conditioning
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    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You'll be delighted with our Pet-Friendly, fully furnished mountain home, located just two miles from the Blue Ridge Parkway, and one mile from Sherando Lake. With all the comforts of home, you'll be able to enjoy the outdoors without roughing it! Spend the day hiking on mountains trails, driving...
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    Wintergreen, Virginia 22952
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    Fab mountaintop condo at Wintergreen Resort1 / 5
    (31)Very good
    Nellysford
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 18, 2017
    When I entered my dates I didn't expect to find anything this beautiful. From the views to the hiking, it was a pleasant surprise. My Sister and I just wanted to find a quick...
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    About this property
    Three-bedroom, three-bath condo with mesmerizing eastern view and perfectly situated at classy Wintergreen Resort, Virginia's top skiing resort and a super escape from sweltering summer weather, with 45 holes of championship golf, clay tennis courts, and a nearby lake and beach for the kids....
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    Location Information
    Nellysford, Virginia 22958
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Tyro Slope-Side House Ski In/Out Yr Rnd Views w/AC1 / 16
    (3)Very good
    Wintergreen
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    • Mountain Views
    • Grill
    • Balcony
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 13, 2017
    Beautiful setting, lovely house with toasty fireplace! Could not have been better! When we come back to Wintergreen, this will be our first choice to stay1
    Reviewed September 17, 2015
    A group of eight friends stayed at this home in the Wintergreen Resort to enjoy a wine tasting weekend. Eric was extremely helpful in the booking process, and his instructions...
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    About this property
    A skier's delight can be found at our Wintergreen vacation home on Squirrel Tree Lane, featuring ski in and ski out on the intermediate slope Tyro so that no time is wasted in traffic. Home is located 70' from the parking area, located in a private wooded area directly on the Tyro slope. The house...
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    Location Information
    Wintergreen, Virginia 22958
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Greenville
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Hot Tub
    • DVD Player
    • Central Heating
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Penmerryl's Log Cabins are beautifully finished, fully equipped, Air Conditioned and heated. There are three bedrooms with the master having one Queen bed, and the other two having 2 twin beds in each room and there is a pullout sofa in the Living room. There are 1.5 baths. Equipped with ceiling...
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    Location Information
    Greenville, Virginia 24440
    Cabin Holiday Rental - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Wintergreen
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • Wi-Fi
    • DVD Player
    • Washer
    • Patio
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    * 15% discount for 1 week bookings * Explore all the best of Wintergreen, Virginia from this newly built 5-bedroom, 4.5-bath vacation rental home that sleeps 12. Boasting a spacious deck with views, an outdoor grill and close proximity to a wide range of indoor and outdoor activities, this...
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    Location Information
    Wintergreen, Virginia 22967
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    The Bear Dance Cabin at Wintergreen1 / 20
    (16)Excellent
    Wintergreen
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Children's Pool
    • Cable/satellite TV
    • Private Garden
    • Washer
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 7, 2018
    We had a great stay recently at Bear Dance Cabin at Wintergreen. The cabin has a wonderful fire place which is great after a day of skiing. The location is very convenient to...
    Reviewed December 30, 2017
    Thank you for sharing your beautiful cozy cabin with us! We had a delightful Christmas getaway! The cabin has everything we needed for our fun quality family time. Convenient...
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    About this property
    We decided to build our cabin after a family trip to WTG. We fell in love with the Wintergreen community and much like you we searched for a place to stay at Wintergreen. For us and our guests Wintergreen is a perfect getaway. Our cabin is located near the very top of the mountain and is on the...
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    Location Information
    Wintergreen, Virginia 22958
    Cabin Holiday Rental - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Middlebrook
    4 Bedrooms, 2 Bathrooms, Sleeps 15 Quick View
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    • Air Conditioning
    • Grill
    • Cable/satellite TV
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    • Mountain Views
    • Washer
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    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Four Girls Farm Guest Cottage is part of a larger farm that makes up hundreds of verdant acres to explore and enjoy. There is a lovely pond to relax by or go fishing! The house is large and spacious but cozy with a fireplace to gather around and a sun room to enjoy. Fire pit and miscellaneous...
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    Location Information
    Middlebrook, Virginia 24459
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 15
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    Nellysford
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Garden
    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Awesome views and only 5 minutes to Wintergreen Resort! We offer an immaculate 3 bedroom/2 bath home with everything you need to enjoy a mountain getaway vacation. The cottage is 1500 sq ft and has a gas fireplace, full kitchen and a large hot tub for relaxing after skiing or hiking! The views...
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    Location Information
    Nellysford, Virginia 22958
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Buena Vista
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Housekeeping Included
    • Patio
    • Mountain Views
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Historic Victorian home with a private guestroom (own outside entrance) and attached private full bath. Walking distance to downtown antique shops, grocery, restaurants, and Southern Virginia University. Includes continental breakfast. Appalachian Trail, Blue Ridge Parkway, and Lexington are all...
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    Location Information
    Buena Vista, Virginia 24416
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 3
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    The Mountain House1 / 9
    (1)Excellent
    Wintergreen
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Mountain Views
    • Wi-Fi
    • Washer
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    • Cable/satellite TV
    • Central Heating
    • Secure Parking
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful 5 bedroom, 2 1/2 bath home located in the Blue Ridge Mountains at Wintergreen Resort, Va.We are a four season community, with golf, tennis, swimming, boating, hiking (Appalachian Trail), skiing, ice skating, tubing, horseback riding, wine tasting, and more, located on our near our...
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    Location Information
    Wintergreen, Virginia 23831
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    The Retreat at Wintergreen1 / 21
    (1)Excellent
    Wintergreen
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Central Heating
    • DVD Player
    • Mountain Views
    • Washer
    • Skiing: Property Is In A Ski Resort
    • Internet Access
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 12, 2016
    Our stay at The Retreat at Wintergreen was a perfect mountain getaway! The home is very spacious, inviting and comfortable. The well stocked kitchen which is open to the...
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    About this property
    The Wintergreen Retreat Is a spacious house with an open floor plan, four large bedrooms and four full bathrooms. Two bedrooms have king beds, one has a queen bed and another has two twins and a bunk bed. We also have two Pack and Plays. The two king bedrooms have private bathrooms. The main level...
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    Location Information
    Wintergreen, Virginia 22967
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    Mountaintop Resort-Center 3 Kings Twins PASSes1 / 37
    (7)Very good
    Wintergreen
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Mountain Views
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Hot Tub
    • Shared Indoor Pool
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 12, 2018
    Great condo located on Wintergreen mountain convenient to everything. Three bedroom all with comfortable king size beds and each has its own full bathroom. Lots of pillows...
    Reviewed December 10, 2015
    I stayed at this condo with my husband, daughter, and friends for a wedding. The location is great and near different attractions. The condo was clean and the owners had labels...
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    About this property
    Come play on the mountain! The best location In the heart of Wintergreen Resort. Private but close to everything. 2 minutes to the slopes! You'll be right beside the pool, spa and the mountaintop golf course. All Resort PASSES cover all our guests for Aquatics and Fitness Center right next door...
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    Location Information
    Wintergreen, Virginia 22958
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Wintergreen
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We have a newly remodeled basement with its own door and private deck. We are .6 miles from the mountain inn/ski slopes. I have a pass for the chestnut / Rodes farm pools and tennis access . We are within a half hour of several winery's and brewery's. Wintergreen is a beautiful place to come and...
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    Location Information
    Wintergreen, Virginia 22967
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    wintergreen pet ski hot tub fireplace hike golf pool pets firepl1 / 38
    (6)Average
    Wintergreen
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Mountain Views
    • Central Heating
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Home on one acre in wintergreen ski resort 5 - 10min walk to ski slopes, mountain inn restaurants ice rink basketball court ourdoor grill gift and ski equip shops rental and ticket office, market store deli beer wine pizza sundries, hiking , overlooks, newyears and july fourth fireworks Pets...
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    Location Information
    Wintergreen, Virginia 22967
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Top of the Resort (Discounted Rates Available)1 / 24
    (8)Excellent
    Wintergreen
    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Internet Access
    • Grill
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    • Hot Tub
    • Mountain Views
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 24, 2017
    What a beautiful home! Our family of 12 was quite comfortable with plenty of room to spread out in this large and immaculate home. We could tell right away that the owner took...
    Reviewed June 22, 2015
    This house is absolutely beautiful!! It had plenty of room for all of us, including the 8 kids. There were even games for them to play with. We had plenty of room in the kitchen...
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    About this property
    The Wintergreen Chalet is a sprawling 6-bedroom 4.5 bath home located at the top of Devil's Knob Mountain within the Wintergreen Resort in the Blue Ridge Mountains of Virginia. The home sleeps 12-14 comfortably and is available for rent daily or weekly throughout the year. Our home is set on a...
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    Location Information
    Wintergreen, Virginia 24477
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 14
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    Nellysford
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
    • Parking
    • Cable/satellite TV
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    • Air Conditioning
    • Terrace
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Escape to one of the most beautiful destinations in Nelson County Virginia. Situated on 200 beautiful acres. Overlooking Hamilton lake our log cabins are a unique blend of rustic and modern. The hand hewn logs give the warmth you would expect from a log home we've added modern amenities to make...
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    Location Information
    Nellysford, Virginia 22938
    Cabin Holiday Rental - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Vesuvius
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    Pet friendly
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    Smoking allowed
    About this property
    Just 20 minutes from Lexington, this home in Vesuvius is the perfect getaway for quiet and solitude or family retreat. Enjoy hunting, fishing in the Irish Creek on hiking the trails nearby. Great place to stay if you're at a Horse Center event or visiting your student at W&L or cadet at VMI. This 3...
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    Location Information
    Vesuvius, Virginia 24483
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Cabin at Wintergreen - VA Mt. Resort Luxury Rental1 / 24
    (24)Very good
    Wintergreen
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Hot Tub
    • Cable/satellite TV
    • Central Heating
    • Skiing: Property Is In A Ski Resort
    • Internet Access
    • DVD Player
    • Washer
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 3, 2018
    My family and I headed to wintergreen for a ski vacation and found this gem of a vacation rental! It was well kept, clean, spacious, and overall great! Bonnie was easy to...
    Reviewed January 14, 2018
    We booked this cabin for a Thanksgiving reunion, as it was reasonably centrally located between points of origin in NC and DE. Pickings were slim by the time we decided to book...
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    About this property
    **** GUEST PASSES - WI-FI - FLAT SCREEN TV - HOT TUB - SCREENED IN PORCH - 2 MASTERS - RELAXATION - PEACE - & TRANQUILITY ALWAYS **** Bonnie Fagan has designed and built a fabulously luxurious 4-bedroom, 3-bath, log and stone vacation home in the Wintergreen VA Resort. The Fagan's offer this...
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    Location Information
    Wintergreen, Virginia 22958
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    Wintergreen
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Shared Indoor Pool
    • Wi-Fi
    • Mountain Views
    • DVD Player
    • Hot Tub
    • Cable/satellite TV
    • Air Conditioning
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful, custom built and spacious three bedroom home located right on Devil’s Knob Golf Course at Wintergreen Resort, just a short distance to the ski slopes. This gorgeous post and beam designed home has three bedrooms: a king, queen, and a room with a full bed and a twin. There is a brand new...
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    Location Information
    Wintergreen, Virginia 22967
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Steeles Tavern
    1 Bedroom, Sleeps 3 Quick View
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    • Cable/satellite TV
    • Mountain Views
    • Air Conditioning
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Mill Store cabin is where the miller originally sold his products. A massive stone wood burning fireplace is the focal point of the cabin. It features a sunken hot tub next to the fireplace, queen bed, sitting area with satellite TV, DVD player, private deck overlooking the cascading marl...
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    Location Information
    Steeles Tavern, Virginia 24476
    Cabin Holiday Rental - 1 Bedroom, Sleeps 3
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    Wintergreen
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • DVD Player
    • Skiing: Property Is In A Ski Resort
    • Mountain Views
    • Washer
    • Patio
    • Balcony
    • Hot Tub
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Terrace level apartment of personal mtn house w/ private entrance, shared hot tub on deck, 2 bdrms, full kth, stocked wine frig, Keurig w/ coffee, LR w/ vintage Pacmac game, private W/D. Deck w/ shared hot tub. Walk to lodge/restaurants & slopes. Seasonal mountain views. Wooded picnic area with...
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    Location Information
    Wintergreen, Virginia 22967
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Mountaintop Lodge, Wintergreen Resort1 / 34
    (1)Excellent
    Wintergreen
    9 Bedrooms, 10 Bathrooms, Sleeps 24 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    We had a wonderful weekend celebrating my 50th birthday with 16 amazing individuals!! Beautiful home.
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    About this property
    One of Wintergreen’s premier mountain lodges (near the top of the mountain), this beautifully appointed 9 bedroom & 9.5 bath luxury property is ideal for corporate and executive conferences and retreats, family reunions and vacations, bachelor, bachelorette, and wedding party venues, couples...
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    Location Information
    Wintergreen, Virginia 22967
    Holiday Rental House - 9 Bedrooms, 10 Bathrooms, Sleeps 24
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    Buena Vista
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Porch
    • DVD Player
    • Air Conditioning
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    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stonecutter's cabin (c. mid 1800's), is our largest, most deluxe historic log cabin. Situated in its own private glen with an acre of mowed meadow, this recently remodeled cabin was renovated with a great room addition as well as two fireplaces and a wrap around veranda for comfortable living. Made...
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    Location Information
    Buena Vista, Virginia 24416
    Cabin Holiday Rental - 1 Bedroom, 1 Bathroom, Sleeps 2
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