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Vacation Rentals in Middletown Springs, VT and nearby

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    The following rentals are within 15 kilometres of Middletown Springs, Vermont.

    1 / 26
    5 of 5 stars (1) Excellent
    Ludlow
    3 Bedrooms, 2 Bathrooms, Sleeps 13 | Quick View
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    1 / 25
    5 of 5 stars (1) Excellent
    Ludlow
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    1 / 20
    5 of 5 stars (1) Excellent
    Ludlow
    5 Bedrooms, 3 Bathrooms, Sleeps 13 | Quick View
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    1 / 10
    Proctorsville
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
    • Satellite TV
    • Washer
    • Patio
    • Hot Tub
    • Mountain Views
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Our home is a beautiful 3 bedroom, 2 bath with large family room and sleeps 10. In winter we are 4 minutes to skiing at the fabulous resort of Okemo/Jackson Gore. You ski, board, ice skate, snowmobile, snow shoe, cross country or go to the spa for a day of fun. At our house we have an outdoor hot... View all property information
    Location Information
    Proctorsville, Vermont
    1 / 25
    5 of 5 stars (1) Excellent
    Ludlow
    5 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Washer
    • DVD Player
    • Balcony
    • Parking
    • Satellite TV
    • Terrace
    • Outdoor Dining Area
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Location is everything: We are across the street from the new South Face Village Ski Lift being installed Summer 2015! The Trailside Road Chalet is a beautiful ski chalet with a pool table, 5 bedrooms, 2 bathrooms and plenty of space to spread out! Completely renovated in the Summer of 2014, the... View all property information
    Location Information
    Ludlow, Vermont
    5 of 5 stars Reviewed 17 December 2014
    This house was great!!! We came with the extended family and stayed for a weekend. Okemo was almost fully open - even though it was early season. We dropped off the skiers in...
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    1 / 27
    3.5 of 5 stars (2) Average
    Ludlow
    6 Bedrooms, 2 Bathrooms, Sleeps 16 | Quick View
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    • Skiing: Property Is...
    • Washer
    • Waterfront
    • DVD Player
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    • Hot Tub
    • Mountain Views
    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Lake Rescue Chalet – A Large, Cozy Ski House Minutes from Okemo and Killington This house has it all – a glorious outdoor hot tub to sink into after a hard day skiing nearby Okemo or Killington. Six bedrooms. Two kitchens, two living rooms and two dining rooms. Plenty of room for your group of up... View all property information
    Location Information
    Ludlow, Vermont
    3 of 5 stars Reviewed 27 June 2016
    This home could use some TLC! Walking in you first notice the shaky banister, followed by the leaning railing on the deck. If you sit on the deck and someone walks on the deck...
    4 of 5 stars Reviewed 16 July 2014
    We were very pleased with the rental and would stay again in a moment's notice. The area was great, good fishing and boating, and the amenities in the cabin and at Okemo were...
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    1 / 24
    5 of 5 stars (1) Excellent
    Ludlow
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
    • Satellite TV
    • Mountain Views
    • Washer
    • Skiing: Property Is...
    • Wi-Fi
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The Tomehomes at Clock Tower Lodge are two side-by-side units set on their own private lot, both available for rent. Each Townhome has been beautifully renovated with a lower rec room, 3 bedrooms, 2 bathrooms and plenty of space to spread out in the large open concept kitchen, family and dining... View all property information
    Location Information
    Ludlow, Vermont
    5 of 5 stars Reviewed 3 February 2016
    We had a wonderful stay at the Townhouse. We had 4 adults and 6 kids. Plenty of room to relax and for everyone to sleep. The house had what you needed to make your stay...
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    1 / 26
    Ludlow
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
    • Mountain Views
    • Skiing: Property Is...
    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The Tomehomes at Clock Tower Lodge are two side-by-side units set on their own private lot, both available for rent. Each Townhome sleeps 10 and has been beautifully renovated with a lower rec room, 3 bedrooms, 2 bathrooms and plenty of space to spread out in the large open concept kitchen, family... View all property information
    Location Information
    Ludlow, Vermont
    1 / 14
    Ludlow
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Washer
    • Grill
    • Hot Tub
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Our three story home features 3 large bedrooms, One and Half Bath, and sleeps comfortable for 8 people. The main floor has an inviting open space with wood burning fireplace, ideal for everyone to spread out and wind down, great wifi access, cable and a movie library. You will also find a fully... View all property information
    Location Information
    Ludlow, Vermont
    1 / 20
    5 of 5 stars (10) Excellent
    Weston
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Wi-Fi
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    • Terrace
    • Balcony
    • Private Garden
    • Grill
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    A Country dirt road, Fresh Mountain Air, and centrally located in the Southern Green Mountains! 3 ski areas and the BEST southern Vermont rental experience ... Come stay at Reilly's Rest and we are sure you'll have a good time. Reilly's rest is smack in the middle of ski country; 7 mi to Magic,... View all property information
    Location Information
    Weston, Vermont
    4 of 5 stars Reviewed 19 February 2016
    Very nice Cabin. Great location between many ski mountains and hiking trails. Excellent fireplace and living room/dining room area. Plenty of space for multiple guests with 3...
    5 of 5 stars Reviewed 14 December 2015
    We were so happy with the rental house, all the instructions were very clear and the weather was just perfect. It is a charming rustic home in the woods of Vermont. Each bedroom...
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    1 / 20
    5 of 5 stars (8) Excellent
    Ludlow
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Washer
    • Hot Tub
    • Mountain Views
    • DVD Player
    • Parking
    • Central Heating
    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The Okemo House, fully renovated in 2012, is the consummate Vermont ski chalet, located just steps from the base lodge of Okemo Mountain in Ludlow, Vermont. With beds to sleep 10, this home is on a private wooded lot with views of the Okemo ski resort and is a spacious 2,000 square foot home with 4... View all property information
    Location Information
    Ludlow, Vermont
    5 of 5 stars Reviewed 6 November 2014
    This is a great rental property for so many reasons. First, the house is so close to the base lodge and the ski slopes - right down the street. Second, the house is great for...
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    1 / 35
    5 of 5 stars (1) Excellent
    Ludlow
    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • Porch
    • Internet Access
    • Washer
    • Satellite TV
    • Balcony
    • DVD Player
    • Grill
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    About this property
    Dreaming of a Vermont vacation?<BR><BR>OUR "HOME AWAY FROM HOME" IN MOUNT HOLLY IS LESS THAN THREE HOURS FROM BOSTON... <BR><BR>and...<BR><BR>LESS THAN FIVE HOURS FROM NEW YORK CITY...(the "Ethan Allan Express" and "The Vermonter" on Amtrak run daily from Penn Station to Rutland and Bellows Falls,... View all property information
    Location Information
    Ludlow, Vermont
    5 of 5 stars Reviewed 30 October 2014
    Our family has been renting this very flexible house for a week or two each summer so long that the grandchildren think we own it. All three grandkids once slept in the "cave...
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    1 / 9
    4.5 of 5 stars (2) Very good
    Ludlow
    5 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    • Outdoor Dining Area
    • Mountain Views
    • Parking
    • DVD Player
    • Satellite TV
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    5 bedroom, 3 bath house in wooded setting for weekly or weekend rental. Nicely decorated and very clean. Enjoy the mountains or just relax. Walk to lake, boat rentals, near golf, shopping, hiking. 5 minutes from Okemo, 20 minutes from Killington. great summer or for fall foliage View all property information
    Location Information
    Ludlow, Vermont
    5 of 5 stars Reviewed 4 weeks ago
    The place has everything and anything a summer rental should have including a big deck, large yard for lawn games, and a great fire pit. Easy walking access to the lake and plenty...
    4 of 5 stars Reviewed 4 weeks ago
    Arriving during a downpour, we had to open all the windows due to the high humidity and use the old dusty box fans in the house to get the air moving. Once we got over the very...
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    1 / 12
    5 of 5 stars (1) Excellent
    Chester
    5 Bedrooms, 2 Bathrooms, Sleeps 14 | Quick View
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    • Mountain Views
    • Central Heating
    • DVD Player
    • Skiing: Property Is...
    • Wi-Fi
    • Washer
    • Patio
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    CLASSIC VERMONT HILLTOP FARMHOUSE - 5 BEDROOMS SLEEP UP TO 12 PEOPLE. GREAT FOR FAMILY & GROUP GET TOGETHERS. SECLUDED, YET WITHIN 1 HOUR'S DRIVING DISTANCE TO 6 MAJOR SKI/RECREATIONAL AREAS – OKEMO IS 8 MILES AWAY. Private and secluded, yet less than 8 miles to the Okemo Mountain resort and... View all property information
    Location Information
    Chester, Vermont
    5 of 5 stars Reviewed 17 August 2016
    Clean, cozy, comfortable. The house was a lot larger than we expected, as was the backyard. It sort of just opens up to a great view of a few peaks in the distance. There is a...
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    1 / 27
    Ludlow
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Patio
    • Grill
    • DVD Player
    • Wi-Fi
    • Parking
    • Air Conditioning
    • Washer
    • Skiing: Property Is...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This cozy and clean three bedroom/two full bath cabin, which sleeps 6 people, offers comfort, privacy, complete amenities, easy access, and all the beauty of the Okemo Valley at an affordable price. It's perfect for weekend getaway and vacation all year round.<BR>Location, location, location: the... View all property information
    Location Information
    Ludlow, Vermont
    1 / 22
    5 of 5 stars (2) Excellent
    Londonderry
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Wi-Fi
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    • Satellite TV
    • Mountain Views
    • Patio
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Welcome to The Humphreys Farmhouse, a 65-acre year-round vacation home in Vermont. Located in the heart of the Green Mountains minutes away from skiing in the winter, and hiking, swimming and many other activities in the summer, Humphreys Farm is a great place to get away from it all and have fun.... View all property information
    Location Information
    Londonderry, Vermont
    1 / 32
    5 of 5 stars (2) Excellent
    Belmont
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Grill
    • Porch
    • Central Heating
    • Wi-Fi
    • Washer
    • Satellite TV
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    LOCATION: Belmont, Vermont (near Okemo) A cozy Vermont mountain cottage one mile to picturesque Belmont Village and Star Lake, and 6 miles to Okemo Ski Resort and Ludlow. A private location with a deck overlooking Star Lake, meadows and mountain vistas (with a 75 mile view!). Sleeps 2 to... View all property information
    Location Information
    Belmont, Vermont
    5 of 5 stars Reviewed 8 August 2016
    Our second stay in this cottage that is really a comfortable and beautifully situated house. You can relax at home in the shade or on the deck, enjoying the mountain views and...
    5 of 5 stars Reviewed 3 August 2015
    From arrival, this house was all that I had expected and hoped for. The location is great with so much to take advantage of close by: hiking, kayaking, swimming holes, Weston...
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    1 / 15
    Ludlow
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Balcony
    • DVD Player
    • Central Heating
    • Patio
    • Terrace
    • Mountain Views
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    **Special runs March 21 through May 31st! Discount applied immediately after booking** IN THE SUMMERTIME. HIKE, BIKE, FISH, SWIM, PLAY GOLF. EXPLORE. (Scroll down for 2017 ski details) Our well-appointed contemporary home is nestled against the backside of Okemo Mountain, just steps away for... View all property information
    Location Information
    Ludlow, Vermont
    1 / 11
    5 of 5 stars (2) Excellent
    Ludlow
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Internet Access
    • Air Conditioning
    • Sauna
    • Mountain Views
    • DVD Player
    • Hot Tub
    • Shared Indoor Pool
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This spacious condominium is 'top of the line' for Okemo Mountain Resort. Park in the heated underground garage and board the express elevator to the top floor where you will be surrounded by the elegance of a deluxe full kitchen, 3 bedrooms, 3 bathrooms, an entertainment center with TV/DVD, a... View all property information
    Location Information
    Ludlow, Vermont
    5 of 5 stars Reviewed 15 February 2015
    Recently stayed at this spacious condo at Adams House. Steps from the ski trail, snow tubing, and a great outdoor hot tub. This location is close to the Jackson Gore Inn but...
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    1 / 16
    Ludlow
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Wi-Fi
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    • Mountain Views
    • Satellite TV
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    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Beautiful well-appointed slopeside condo right on Okemo Mountain- ski right to your door! Located in the Okemo Mountain Lodge right in the Clock Tower Village. Steps away from the lifts, lodge, learning area, ski rentals, parking as well as a couple bars and restaurants. This top floor end unit... View all property information
    Location Information
    Ludlow, Vermont
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    1 / 12
    Peru
    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Satellite TV
    • Porch
    • Washer
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Rustic Log Home located on 10 secluded acres in quintessential Peru. Our property is very private and is our primary home 9 months out of the year. Please care for our home as if it were your own. This home is a summer rental only. Although our home is 3 bedrooms, we can sleep up to 10 people.... View all property information
    Location Information
    Peru, Green Mountains
    1 / 28
    Ludlow
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Patio
    • Mountain Views
    • Housekeeping...
    • Skiing: Property Is...
    • Waterfront
    • Hot Tub
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Stunning New Luxury Timberframe Home on Lake Rescue Our brand new (built in 2008) luxury 3,500 SF timberframe home is located directly on Lake Rescue and close to Okemo and Killington ski areas. The views of the lake and mountains are spectacular and the location is wonderful all year round.... View all property information
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    Ludlow, Vermont
    1 / 28
    Ludlow
    5 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This Okemo Mountain home is the perfect Vermont getaway within walking distance of the slopes. Our home features a completely renovated main level including a new kitchen with cherry cabinets, granite counters, and stainless steel appliances. The main bathroom has been remodeled with a marble... View all property information
    Location Information
    Ludlow, Vermont
    1 / 30
    Peru
    4 Bedrooms, 2 Bathrooms, Sleeps 15 | Quick View
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    • Skiing: Property Is...
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    • Mountain Views
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Located at Bromley Mountain with mountain trail access from the back door. This newly renovated slope side house is the ultimate in convenience. With two full baths and four bedrooms, it will accommodate an extended family or group comfortably. House also has an updated kitchen and dining area,... View all property information
    Location Information
    Peru, Green Mountains
    1 / 23
    Chester
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Air Conditioning
    • Internet Access
    • Porch
    • Satellite TV
    • Grill
    • Waterfront
    • Washer
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Charming Antique Colonial/Farmhouse with 5 bedrooms, 3 full baths, two living rooms, huge dining room. Also has a great covered outdoor space (see pics, it's hard to describe), a two-acre field, frontage on the middle branch Williams River, large hay barn, covered two-car parking (and plenty of... View all property information
    Location Information
    Chester, Vermont
    1 / 18
    5 of 5 stars (10) Excellent
    Ludlow
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Skiing: Property Is...
    • Washer
    • Internet Access
    • Satellite TV
    • Waterfront
    • DVD Player
    • Central Heating
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    A contemporary lakefront Vermont cottage nestled in the pines offers views of the lake from the large deck. The cozy 1400 square foot home centers on a wood-accented cathedral great room. A stone fireplace provides warmth on a cold winter evening. A fully equipped galley kitchen extends from the... View all property information
    Location Information
    Ludlow, Vermont
    5 of 5 stars Reviewed 1 March 2016
    This lovely rental is conveniently located to Jackson Gore and Okemo Mountain. This charming house easily accommodated six persons. The house was clean and immaculate with...
    4 of 5 stars Reviewed 23 January 2016
    Stayed at this small, cozy but very comfortable 3 bedroom house on our recent Okemo Mountain ski vacation. Reasonably priced. Very close to Okemo resort and close to Ludlow for...
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    1 / 30
    Chester
    Private Room, 7 Bathrooms, Sleeps 18 | Quick View
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    • Satellite TV
    • Terrace
    • Air Conditioning
    • Balcony
    • DVD Player
    • Porch
    • Internet Access
    • Secure Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This listing is an option for renting the entire Inn. Individual rooms can be rented as well. Please check our other listings for individual rooms. Thank you!!! Bed & Breakfast Inn and Teddy Bear and Toy Shop. The Inn - an historic Victorian residence circa 1850, is an enchanting B & B in the... View all property information
    Location Information
    Chester, Vermont
    1 / 20
    5 of 5 stars (1) Excellent
    Belmont
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    A one-room Vermont mountain Cabin one mile to picturesque Belmont Village and Star Lake, and 6 miles to Okemo Resort and Ludlow. Enjoy this guest cabin on a knoll above our home, with a 500 sq. ft. deck overlooking Star Lake, meadows, mountain vistas and spectacular sunsets. Sleeps 1 or 2 guests... View all property information
    Location Information
    Belmont, Vermont
    1 / 10
    5 of 5 stars (1) Excellent
    Chester
    Private Room, 2 Bathrooms, Sleeps 2 | Quick View
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    • Washer
    • Satellite TV
    • Mountain Views
    • Central Heating
    • DVD Player
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    • Grill
    • Patio
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    We have a Classic Vermont Hillside Farmhouse. There are 5 bedrooms - all rooms can accommodate two people. One room has 2 twin beds AND a double, so 4 people could share that room. There are two full bathrooms in the house, a large kitchen, large dining room and living-room. There is also a... View all property information
    Location Information
    Chester, Vermont
    5 of 5 stars Reviewed 1 week ago
    This was my first visit to the Okemo area in the summer (have skied several times) and I was looking for a place stay while I did some hiking and mountain biking. The farmhouse...
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    1 / 10
    4 of 5 stars (1) Very good
    Chester
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    • Porch
    • Air Conditioning
    • Terrace
    • Balcony
    • DVD Player
    • Satellite TV
    • Secure Parking
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    About this property
    The Tower Room in Hugging Bear Inn and Shoppe, a bed 'n breakfast Inn. Cozy and romantic with queen-sized bed, full private bathroom with shower and air-conditioning for hot weather days. A round room (actually hexagonal) in the tower of this Victorian home overlooks the village green. Full Vermont... View all property information
    Location Information
    Chester, Vermont
    4 of 5 stars Reviewed 19 July 2015
    We stay in Vermont several times a year and this time we stayed at the Hugging Bear Inn in Chester. Laura and her family are wonderful people and welcomed us into their home as...
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    1 / 24
    Ludlow
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Internet Access
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    About this property
    With ski-in/ski-out access and surrounded by the great outdoors, this Okemo condo is perfect for small families that want to enjoy Vermont's natural beauty and shared seasonal amenities in the community. Tucked in the quiet Trailside Community just steps away from the beginning slope Sachem, guests... View all property information
    Location Information
    Ludlow, Vermont
    1 / 14
    Grafton
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    • x
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    About this property
    Built circa 1840, our home, called the West Corner, is nestled in the west end of the village center, providing unusual privacy for an in village home. It is very private, yet only a minute's walk to the main street, village park & the tavern, the general store and churches. Grafton is a very... View all property information
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    Grafton, Vermont
    1 / 34
    Grafton
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    • Grill
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    About this property
    Enjoy a getaway situated on the brook, less than a mile from the town center of Grafton. The cabin offers a perfect place for anyone looking for a relaxing and peaceful get-away. We have designed the cabin with the goal of making it a very special place. The cabin was built in 2009 with logs from... View all property information
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    Grafton, Vermont
    1 / 19
    Grafton
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • x
    • ?
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    • x
    About this property
    The vintage barn studio offers an open living plan with Queen bed, fully equipped gourmet kitchen and a cozy seating area w/ fireplace. Once an artist's studio, it is has been painstakingly renovated with a "reduce reuse recycle" philosophy. The studio it is adorned with beautiful antique wide... View all property information
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    Grafton, Vermont
    1 / 17
    Ludlow
    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • Skiing: Property Is...
    • Hot Tub
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    • Pet-friendly
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    • x
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    • x
    About this property
    Your cozy chalet on a private 1 acre wooded lot on Okemo mountain awaits! Escape the city and enjoy beautiful mountain views and make wonderful memories at Okemoskichalet! Location! Location! Location! We are on the west side of Okemo mountain about 1 mile to the Okemo clock tower (about 2 min.... View all property information
    Location Information
    Ludlow, Vermont
    1 / 20
    4.5 of 5 stars (3) Very good
    Windham
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • x
    About this property
    The Windham Country House, a spacious contemporary home, sits on a secluded country road, providing you with peace, privacy and beautiful scenery, while being near many of southern Vermont's summer activities.<BR><BR>GREAT ACCOMMODATIONS<BR>The Windham Country House has five large, lovely bedrooms... View all property information
    Location Information
    Windham, Vermont
    5 of 5 stars Reviewed 23 June 2014
    First of all, I want to thank Mary for being very friendly in providing us with information and details on getting to their house. We (group of 7) did not get to meet them since...
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    1 / 25
    Peru
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • x
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    • x
    About this property
    This cozy Bromley retreat has great mountain views, is walking distance to ski lifts, and has plenty of space for up to 10 guests to spread out and relax. This duplex rental is in a fantastic location where guests can easily frequent the slopes for downhill skiing and snowboarding, and walk to... View all property information
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    Peru, Green Mountains
    1 / 21
    Ludlow
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • x
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    • x
    About this property
    Large multi-floor carriage house, perfect for large or extended families. This is a multi-unit offering allowing the use of one or 2 floors. Conveniently located near Okemo and along the Okemo Village Shuttle bus route. The larger second floor unit has 3 bedrooms, 2 baths, laundry, large... View all property information
    Location Information
    Ludlow, Vermont
    1 / 15
    Ludlow
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Hit the slopes in no time at this convenient ski-in/ski-out condo in Okemo, where you can enjoy plenty of amenities and a prime location at one of Vermont's top ski destinations. This vacation rental is ideal for both avid skiers and snowboarders, or families looking for a winter getaway - you'll... View all property information
    Location Information
    Ludlow, Vermont
    1 / 27
    Ludlow
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Waterfront
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    • Pet-friendly
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    • x
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    • x
    About this property
    Plan a quintessential Vermont vacation at this two-bedroom (plus a loft) Ludlow home, where you'll enjoy a beautiful lakefront property, an expansive private deck, and a small dock on Lake Pauline. This two-level cottage sits on the tranquil shores of Lake Pauline, offering a wonderful getaway for... View all property information
    Location Information
    Ludlow, Vermont
    1 / 18
    Ludlow
    6 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    This ski-in/ski-out Okemo getaway has the comforts, sights, and sounds you need in your Vermont mountain getaway. Conveniently located in the Trailside Community, guests can walk to the beginner slope of Sachem to access the rest of the mountain. Wood-beamed ceilings, plentiful natural light, and... View all property information
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    Ludlow, Vermont
    1 / 23
    Andover
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • x
    • x
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    • x
    About this property
    LOG HOME 8 MILES FROM OKEMO MOUNTAIN. LOCATED ON TOP OF TERRIBLE MOUNTAIN WITH BEAUTIFUL VIEWS OF MAGIC MOUNTAIN. FULLY EQUIPPED KITCHEN, COFFEE MAKER , MICROWAVE, STOVE, REFRIGERATOR. BEDS ALL HAVE LINENS. THIS IS A TURN KEY. SLEEPS 10 IN BEDS. BEAUTIFUL AND READY TO RENT. HOLIDAY RENTALS... View all property information
    Location Information
    Andover, Vermont
    1 / 26
    Ludlow
    4 Bedrooms, 3 Bathrooms, Sleeps 16 | Quick View
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    • ?
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    • x
    About this property
    Our house is located 3.5 miles from the main entrance to Okemo Mountain. There's plenty of off-street parking available (5 cars without the need for jockeying them around). Open floor plan, wood stove (loaded firewood rack in mudroom) 5 TVs (ALL flat screens) Blu-Ray, DVD and VCR. Game room with... View all property information
    Location Information
    Ludlow, Vermont
    1 / 22
    Peru
    4 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
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    • Mountain Views
    • Balcony
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Recently renovated townhome on Bromley Mountain. 3 bedrooms plus loft, 2.5 bathrooms. Sleeps 9-11 comfortably. This home is located slopeside, adjacent to one of the trails on Bromley Mountain. In winter, it is less than 100 yards to the top of the Lord’s Prayer lift and you can ski down to the... View all property information
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    Peru, Green Mountains
    1 / 8
    Ludlow
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Child-friendly
    • ?
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    • x
    About this property
    3 Bedroom 2 full bath with finished basement playroom including air hockey and 3 HD TV's. Large kitchen/eating area with granite and tile floor, living room, and master bedroom/bath on first floor. 2 bedrooms with 3 twin beds in one and 4 twins in the other and a full bath on the second floor.... View all property information
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    Ludlow, Vermont
    1 / 16
    Londonderry
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • x
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    • x
    About this property
    House is super clean with new roof, newer carpet & newer interior paint!! Open floor plan with wood burning stove. Very clean & comfortable. Perfect for families or group of friends. Open floor plan living room, dining room & kitchen. 1 loft bedroom has king size bed w/ private bath, 1 bedroom... View all property information
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    Londonderry, Vermont
    1 / 12
    Ludlow
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    There is no better place to stay than Winterplace Condominium, #F-201! Winterplace is located on beautiful Okemo Mountain. F-201 is a large end unit with three spacious bedrooms and two full baths. The unit has large garden windows giving it bright rooms and beautiful views! Vermont has it... View all property information
    Location Information
    Ludlow, Vermont
    1 / 22
    Chester
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
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    • Private Garden
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    • Pet-friendly
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    • x
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    • x
    About this property
    The Amare Guesthouse is a relaxed and inviting recently restored Victorian home steps from downtown Chester VT. From coffee to cocktails relax on one of the large porches. Walking distance to restaurants and pubs, rivers, farms, trails, antique shops, galleries, and a grocery store.  Enjoy small... View all property information
    Location Information
    Chester, Vermont
    1 / 13
    Chester
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
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    About this property
    Charming 1820 stone house, The Cairn, just off Rte 103 in a small village enclave reached by crossing the historic Bartonsville covered bridge- rebuilt after hurricane Irene. The house is surrounded by a lovely garden that reaches down to the Williams River in the back. The main floor has an open... View all property information
    Location Information
    Chester, Vermont
    1 / 11
    Chester
    Private Room, 1 Bathroom, Sleeps 5 | Quick View
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    • Balcony
    • Terrace
    • DVD Player
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    • Porch
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Overlooking the village green, this bright and spacious room accommodates a family or group of people. Has two queen-sized beds and a love-seat sleeper sofa with a twin bed. Has wall-to-wall carpeting, private bath with shower and air conditioning for hot weather days. Also features a infrared... View all property information
    Location Information
    Chester, Vermont