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Pittsfield Vacation Rentals

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    Pittsfield is popular with travellers just like you. Don’t let them get your perfect place first—book today!
    All 294 Rentals in Pittsfield
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    Sweet Life1 / 26
    (1)Terrible
    Pittsfield
    3 Bedrooms, 2 Bathrooms, Sleeps 20 Quick View
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    Charming mountain farmhouse1 / 27
    (1)Excellent
    Pittsfield
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Pittsfield
    4 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    Pittsfield
    5 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
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    • Grill
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home is set along the Tweed River just before the scenic Village of Pittsfield. Rustic, secluded with total privacy. Cell phone sercie is spotty and 4 wheel drive vehicles are required. Only a short 10 minutes drive to the Killington ski resort. The home is spacious and great for groups....
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    Pittsfield, Vermont 05762
    Condo/Apartment - 5 Bedrooms, 3 Bathrooms, Sleeps 16
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    Pittsfield
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • DVD Player
    • Balcony
    • Grill
    • Washer
    • Terrace
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    LookOut! .... this recently constructed, 3 bedroom 3 bathroom large lovely secluded home is nestled in the heart of the Green Mountains. It's expansive, open concept, main floor is perfect for entertaining large groups or just enjoying an intimate dinner for two. It's granite counters, cathedral...
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    Pittsfield, Vermont 05762
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Pittsfield
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Internet Access
    • DVD Player
    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wonderful three bedroom two bathroom home located in the mountains of Pittsfield, Vermont - a postcard Vermont town. Hawk Landing is surrounded by lush woods, offering a perfect getaway for families and small groups. Only a short drive to all that Killington has to offer. This wonderful family...
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    Pittsfield, Vermont 05762
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Pittsfield
    3 Bedrooms, 2 Bathrooms, Sleeps 20 Quick View
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    • Balcony
    • Internet Access
    • Washer
    • Terrace
    • Grill
    • Parking
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come ski Killington and Pico Peak mountains while staying in this lovely Vermont Chalet located only 7 miles and a 15-minute drive from the Killington access road and shops! This beautiful Vermont Chalet is located on the side of a high mountain right off picturesque Route VT-100, and it...
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    Pittsfield, Vermont 05762
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 20
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    Pittsfield
    4 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    • Satellite TV
    • Internet Access
    • Balcony
    • Shared Indoor Pool
    • Washer
    • DVD Player
    • Mountain Views
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Your home away from home! Whether you are looking for peace and relaxation or convenience and accessibility, the Blue Diamond House is the perfect mountain retreat. Tastefully appointed, warm and inviting, you will love stepping into this charming home. Three beautiful bedrooms plus a loft provide...
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    Pittsfield, Vermont 05762
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 11
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    Pittsfield
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Wi-Fi
    • Satellite TV
    • Washer
    • DVD Player
    • Grill
    • Mountain Views
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    -->LOOKOUT! .... this recently constructed, 3 bedroom 3 bathroom large lovely secluded home is nestled in the heart of the Green Mountains. It's expansive, open concept, main floor is perfect for entertaining large groups or just enjoying an intimate dinner for two. It's granite counters, cathedral...
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    Pittsfield, Vermont 05762
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Killington area ski house1 / 16
    (1)Excellent
    Pittsfield
    5 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    • Washer
    • Central Heating
    • Internet Access
    • DVD Player
    • Satellite TV
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 December 2016
    The house is suitable for group as many as 10 ppls. The house itself and the facility in house is BRAND NEW. The kitchen is equiped with all gadgets you may need to cooking. The...
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    About this property
    Location: Killington, Vermont, USA (Pittsfield - 8 miles to Killington slopes) Accommodations: House, 5 Bedrooms + living room, Den, game room, dining room (Sleeps 11) Set on a private road in the hills of historical Pittsfield, our house welcomes you – winter, spring, summer or fall. Right in...
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    Location Information
    Pittsfield, Vermont 05762
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 11
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    Pittsfield
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pittsfield, Vermont is like something out of a greeting card with true old school Vermont charm, only 15 minutes from the slopes but miles from the hustle and bustle. If you are looking for some quiet relaxation and a place to enjoy your family and friends, you will find all that you need with a...
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    Pittsfield, Vermont 05762
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Pittsfield
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • DVD Player
    • Washer
    • Parking
    • Hot Tub
    • Satellite TV
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy all of the amenities available to you in this lovely condo - like a shared sauna and hot tub (available only during the colder winter months) - and settle in for a vacation filled with the perfect balance of R&R; and outdoor fun! Located in the Wintergreen community in quiet Pittsfield,...
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    Pittsfield, Vermont 05762
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 8
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    The following rentals are within 15 kilometres of Pittsfield.
    Killington
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Terrace
    • Balcony
    • DVD Player
    • Parking
    • Hot Tub
    • Internet Access
    • Sauna
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy luxury at the top…of Killington's Sunrise Village! 5 large bedrooms and 3 high-end finely detailed bathrooms will make you feel like you're staying in a palace with a modern Vermont Mountain style ambiance. This beautiful home was recently remodeled keeping hi-end luxury in mind. Almost...
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    Killington, Vermont 05751
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    Killington Mountain Retreat: Big, fun, vacation home in Killington Resort1 / 16
    (5)Excellent
    Killington
    7 Bedrooms, 4 Bathrooms, Sleeps 28 Quick View
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    • Hot Tub
    • Washer
    • Satellite TV
    • Central Heating
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Killington Mountain Retreat is a vacation home located just off the main access road in Killington, Vermont. This three-floor, 7 bedroom home is fully equipped and furnished. In addition to the bedrooms, there is a large kitchen, living room, game room, media room, mud room and large outdoor...
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    Killington, Vermont 05751
    Holiday Rental House - 7 Bedrooms, 4 Bathrooms, Sleeps 28
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    Stockbridge
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Mountain Views
    • Wi-Fi
    • Washer
    • Satellite TV
    • DVD Player
    • Shared Indoor Pool
    • Hot Tub
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Getaway and enjoy yourself at this Green Mountain Vermont Chalet located in Stockbridge, VT near Killington Ski Resort. The views are breath taking at our secluded home. Cedar Rock has a large stone fireplace and a new outdoor Hot Tub to enjoy with friends and family. Our home is at the end of the...
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    Stockbridge, Vermont 05746
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    ‘Serenity at Sunrise’ 3BR Townhome by Bear Mtn1 / 24
    (1)Excellent
    Killington
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
    • Washer
    • Private Outdoor Pool (Heated)
    • DVD Player
    • Internet Access
    • Patio
    • Satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 December 2016
    Great accommodations. Well appointed kitchen. Very comfortable and welcoming. Everything you need is there.
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    About this property
    'Serenity at Sunrise’ is a spacious vacation rental townhome and the ideal location for all-season family fun! Sleeping up to 6 guests, this 3-bedroom, 3-bathroom Killington property will instantly feel like home, with its open concept floor plan and well-appointed furnishings. Whether you’re...
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    Killington, Vermont 45751
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Killington
    8 Bedrooms, 4 Bathrooms, Sleeps 24 Quick View
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    • DVD Player
    • Satellite TV
    • Hot Tub
    • Wi-Fi
    • Mountain Views
    • Washer
    • Skiing: Property Is In A Ski Resort
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Cabin at Killington is the perfect place to spend your Killington vacation. Located just off the main access road in Killington, VT (close to the Killington Market), the house is less than 2 miles to the mountain and close to all the stores, bars and restaurants. It's the perfect vacation spot...
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    Killington, Vermont 05751
    Holiday Rental House - 8 Bedrooms, 4 Bathrooms, Sleeps 24
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    Modern 3-Bedroom Slopeside Pico Condo1 / 12
    (1)Excellent
    Killington
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Washer
    • Parking
    • Skiing: Property Is In A Ski Resort
    • Wi-Fi
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 February 2017
    We booked this condo never having been to Pico Mountain. What a wonderful surprise. The condo is right at the base of the mountain and when you look out the window or sit on...
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    About this property
    Cozy and convenient Pico/Killington condo right next to the slopes! Immaculate 3 bedroom condo right at the edge of the Pico lifts. Enjoy an easy walk to the slopes or drive 5 minutes to the amazing Killington resort. Enjoy skiing in the winter and hiking and other activities in any season. A cozy...
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    Killington, Vermont 05751
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 9
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    Killington
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Satellite TV
    • Sauna
    • Mountain Views
    • Internet Access
    • Balcony
    • DVD Player
    • Hot Tub
    • Private Indoor Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This premium extra large two level is like your home away from home! The two downstairs bedrooms come equipped with a television, and the kitchen features a full-size fridge, stove, and dishwasher - as well as a full complement of utensils, cooking aids and appliances. A 50-inch flat screen HDTV...
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    Killington, Vermont 05751
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Killington
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Sauna
    • Parking
    • Balcony
    • Washer
    • Terrace
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This condo across the street from the lifts! Comfortably sleeps 2-4, we are conveniently located at the top of the Killington Road, steps to Killington's Snow-shed Lodge & lifts, Killington snow tubing park, Killington Golf Course, restaurants and night clubs. The condominium has 1 bedroom & 1...
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    Killington, Vermont 05751
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Killington
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With its wild decor and mountain charm, that is where Junglebook gets its name. This four bedroom, two bathroom Killington vacation home is perfect for groups of up to 10 people. Bedroom one includes a queen. Bedroom two includes a queen with a bunk bed. And bedrooms three and four contain bunk...
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    Killington, Vermont 05751
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    SCENIC COOL VT 2 Bd 1&1/2 B Condo  $89 av nt. Four Season Resort Condo Sleeps 61 / 21
    (2)Average
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Satellite TV
    • Shared Indoor Pool
    • Sauna
    • DVD Player
    • Washer
    • Patio
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    New flooring throughout so everything was clean. Room sizes were good. Direct view of Killington slopes when you pull into parking lot. It is nice having 1 1/2 baths. We got...
    Reviewed 1 February 2017
    This condo was the perfect location to the slopes! Everyone was so nice and so helpful. The restaurant in the main building was amazing. I would suggest anyone who is looking...
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    About this property
    Four season resort. Conveniently located at the top of KILLINGTON access road accros road from ski lifts,. 900 sq. ft., two bedrooms, 1 1/2 bathrooms with tub / shower. Master bedroom with new 2016 queen bed, second bedroom with two single beds, and living room with new 2016 queen pull out sofa,...
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    Killington, Vermont 05751
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Hot Tub
    • Sauna
    • DVD Player
    • Parking
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A fantastic skiers dream getaway at Killington's Sunrise Village! Come stay in this cozy single level 2 bedroom trail side condo with access to Bear Mountain and Killington. Comfortably sleeps 4-6 people and is the perfect place for a romantic ski getaway or small family trip. Download our...
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    Killington, Vermont 05751
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Killington
    4 Bedrooms, 3 Bathrooms, Sleeps 19 Quick View
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    • Washer
    • Satellite TV
    • Hot Tub
    • Wi-Fi
    • Grill
    • Balcony
    • Sauna
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Matterhorn House offers a one-of-a-kind Vermont ski vacation experience, arguably boasting some of the most incredible mountain views of any property in all of the resort! The private slopeside setting on the Great Eastern ski trail (service by the Killington Skyeship Gondola) has inspired an...
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    Killington, Vermont 05751
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 19
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    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • Balcony
    • Terrace
    • Sauna
    • Parking
    • Internet Access
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly updated ski condo conveniently located at the base of the mountain across the street from the lifts! Comfortably sleeps 4-6 with complimentary health spa access! This unit in Building 1 features 2 bedrooms and 1.5 bathrooms, new flooring throughout, a fully equipped kitchen with an upgraded...
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    Killington, Vermont 05751
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Killington
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Grill
    • Internet Access
    • Parking
    • Balcony
    • Terrace
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautifully designed custom 5 bedroom, 5 1/2 bathroom, 5,300 square foot home, in the heart of Killington accommodates 10 guests. This dramatic house sits on a private setting with majestic views of Killington and the Northern Green Mountains and is located just minutes from the lifts. It is...
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    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Tanglewood Vista at Killington: Amazing Mountain Vacation Destination!1 / 14
    (1)Excellent
    Killington
    5 Bedrooms, 3 Bathrooms, Sleeps 18 Quick View
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    • Satellite TV
    • Central Heating
    • Wi-Fi
    • Mountain Views
    • DVD Player
    • Hot Tub
    • Skiing: Property Is In A Ski Resort
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Tanglewood Vista is a three-floor, five bedroom, three bathroom home that is located just off the main access road in Killington, Vermont. This puts you close to all the excitement of the shops, restaurant and bars and less than 2 miles to the resort. Our home is perfect for families or groups...
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    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 18
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    Killington
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Sauna
    • Shared Indoor Pool
    • Wi-Fi
    • Washer
    • Hot Tub
    • Satellite TV
    • DVD Player
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy luxury at the top…of Killington's Sunrise Village! 5 large bedrooms and 3 high-end finely detailed bathrooms will make you feel like you’re staying in a palace with a modern Vermont Mountain style ambiance. This beautiful home was recently remodeled keeping hi-end luxury in mind. Almost...
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    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    Killington
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Internet Access
    • Hot Tub
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Thundering Brook Chalet boasts the opportunity for amazing levels of comfort and relaxation. The Green Mountains offer many summer activities for the outdoor enthusiast. Killington Resort offers mountain biking trails for all abilities, zip lines and a free fall jump tower for the dare devils...
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    Killington, Vermont 05751
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    Luxury Trail side Condo - Ski In Ski Out & unmatched all season family amenities1 / 23
    (4)Very good
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • Sauna
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • Shared Indoor Pool
    • Internet Access
    • Satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 March 2015
    Can't imagine the relief after driving 7 1/2 hours through a snow storm to arrive at such an awesome place with cold beer in the fridge! Kitchen was stocked with spices and...
    Reviewed 22 December 2014
    Overall:Great place to stay, which is why I gave it a 5. It was quiet, and felt like you were at home.Cleanliness:All in all, it was clean. Aside from the fact that there...
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    About this property
    Our tastefully renovated and contemporary Killington trailside condo is perfect for a family or couples getaway! Conveniently located directly on gravity feed trail to Sundog & Sunrise lift. Ski home for lunch and avoid the shuttles, base lodges and parking! Featuring 2 en-suite bedrooms with full...
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    Killington, Vermont 05751
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    LUXURY, hot tub, private, 5 BR, 3 BA1 / 29
    (2)Excellent
    Killington
    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Hot Tub
    • Parking
    • Satellite TV
    • Internet Access
    • Balcony
    • Washer
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    If you are looking for the perfect Vermont home experience, look no further! You've find it with CEDARWALK at Killington. Our family of 9 stayed Memorial Day weekend 2017 for a...
    Reviewed 1 June 2016
    The owner, Susan, was a pleasure to work with – personable, helpful and responsive – she made arrangements a breeze and offered suggestions for local activities, dining and...
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    About this property
    Welcome to CEDARWALK! In the heart of Killington you will find our beautiful private home close to shops, restaurants and just two minutes drive to the Mountain for mountain biking and the Killington Summer Adventure Center. From our home you can explore all that Vermont has to offer with beautiful...
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    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 14
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    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • Sauna
    • Satellite TV
    • Washer
    • Private Outdoor Pool (Heated)
    • DVD Player
    • Internet Access
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fond memories and relaxation await you at this delightful Killington vacation rental condo! Ideally situated a quick walk away from Killington’s premier “The Spa at The Woods” in a peaceful wooded setting, this condo will serve as your ultimate home base for Vermont attractions in any season!...
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    Location Information
    Killington, Vermont 05751
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    The Cabin at Killington: Left Unit - Best Ski Home1 / 14
    (6)Excellent
    Killington
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Skiing: Property Is In A Ski Resort
    • Wi-Fi
    • Mountain Views
    • Washer
    • Satellite TV
    • Central Heating
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Very nice home, well kept and comfortable. Everything you need is available in the home. Very quiet area, no traffic on roads but access road is easy to get to. Would definitely...
    Reviewed 13 August 2013
    The house was spacious, clean and had all the necessaties. Overall we had a great time. The only drawback is that you share the house with another unit, and if they stay up...
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    About this property
    The Cabin at Killington is the perfect place to spend your Killington vacation. Located just off the main access road in Killington, VT (close to the Killington Market), the house is less than 2 miles to the mountain and close to all the stores, bars and restaurants. It's the perfect vacation spot...
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    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    Killington
    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Satellite TV
    • Internet Access
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    5 bedrooms, 3.5 bathrooms, Sleeps 14 The Snowy Owl House is one of the finest houses in the Killington region. There are five bedrooms including a master bedroom suite with your very own fireplace. After skiing, sit in your two person indoor jacuzzi and relax in your eight person sauna. The sunken...
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    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 14
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    Killington
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Hot Tub
    • DVD Player
    • Wi-Fi
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • Satellite TV
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Cabin at Killington is the perfect place to spend your Killington vacation. Located just off the main access road in Killington, VT (close to the Killington Market), the house is less than 2 miles to the mountain and close to all the stores, bars and restaurants. It's the perfect vacation spot...
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    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    Unit 1 - New House On Killington Access Road1 / 25
    (1)Excellent
    Killington
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Central Heating
    • Mountain Views
    • Hot Tub
    • Satellite TV
    • Grill
    • Patio
    • Skiing: Property Is In A Ski Resort
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 January 2017
    I want to say that this place was so nice and clean and updated. It felt like home away from home. The owner was extremely accommodating I couldn't have asked for anyone better...
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    About this property
    Heavenly in Killington This page is for Unit 1 (upstairs) and sleeps 10 people. If you are interested in renting entire house/both units please use http://www.flipkey.com/killington-vacation-rentals/p2299891/ Enjoy this brand new modern luxury home offering an unparalleled experience. This...
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    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Mountain Green Condo - 2BR 1.5 Bath - Across The Streets From The Slopes1 / 25
    (1)Excellent
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Shared Indoor Pool
    • Satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 March 2017
    Apartment has many convenient and modern upgrades. Location is at the base of the mountain with frequent shuttle service about every 10 minutes all day right to your front door...
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    About this property
    We just purchased this 2 bedroom condominium (1A1) at the Mountain Green condominium complex about a month ago. We just finished performing a bunch of upgrades and just put it VRBO / Home Away. We have had great luck renting and using our one bedroom unit in the same condominium complex so we...
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    Location Information
    Killington, Vermont 05751
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Bridgewater Country Cottage1 / 26
    (1)Very good
    Killington
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Satellite TV
    • DVD Player
    • Mountain Views
    • Wi-Fi
    • Secure Parking
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 August 2014
    WE chose this rental house because of its 5 minute walk to the Long Trail Brewery. Hubby and I and another couple and their 2 pre-teen daughters went to the 25th Anniversary...
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    About this property
    Winter, spring, summer and fall, there is always something to do and something to fall in love with at this cozy Vermont vacation home. Kids will love the rustic sturdy bunk beds and folks just love to relax in front of the fire, cozying up to a good book. There are many downhill and cross country...
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    Location Information
    Killington, Vermont 05035
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Killington
    7 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    • Wi-Fi
    • Parking
    • Satellite TV
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Heavenly in Killington The house can be used as two separate fully equipped units (by floor) or together. This listing is for entire house and both units. Enjoy this brand new modern luxury home offering an unparalleled experience. This stunning retreat comfortably sleeps sixteen and is located...
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    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 7 Bedrooms, 4 Bathrooms, Sleeps 16
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    Killington
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This condo across the street from the lifts! Comfortably sleeps 2-4, we are conveniently located at the top of the Killington Road, steps to Killington's Snow-shed Lodge & lifts, Killington snow tubing park, Killington Golf Course, restaurants and night clubs. The condominium has 1 bedroom & 1...
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    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 bedroom 2 bath  Pinnacle Condo at Killington1 / 10
    (3)Very good
    Killington
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Sauna
    • DVD Player
    • Balcony
    • Central Heating
    • Washer
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 January 2017
    Are you looking for a condo where you can have lots of "public space" for chatting, eating, and TV, but also private space for your family -- and maybe another family...
    Reviewed 24 January 2016
    Our family of four and a friend's family of four stayed here for Martin Luther King holiday weekend 2016.The place is surprisingly large. Two floors. First floor has the...
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    About this property
    Conviently located in Pinnacle on Killington grounds, a 3 bedroom, 2 bath townhouse condo can sleep 10 people and has all the amenities of home. A free shuttle that loops every 15min picks you up right at the end of the building (50yds from the front door) to take you to the main lodge at...
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    Location Information
    Killington, Vermont 05751
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • Internet Access
    • Sauna
    • Parking
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come enjoy this spacious extra large 2 bedroom condo featuring a huge master bedroom with a private en-suite. Live like a king with private access from your own back door. There is a free three minute shuttle ride to the slopes and free local transportation to all of Killington's night life. Why...
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    Location Information
    Killington, Vermont 05751
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Killington
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Washer
    • Internet Access
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy one of the best locations in Killington! Colony Club C11 is a three-level end unit that has a lot to offer. Straight in from the parking lot you will enter into a large mudroom with plenty of storage for your personal belongings. Once into the unit you will find bedroom one with a queen...
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    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Killington
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Parking
    • Internet Access
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Skye Larke Home: Large 4 bedroom 2 bath home with private hot tub in the heart of Killington. Large living room with cathedral ceilings. Living room features a large flat screen TV and a wood burning fireplace. on the lower level a family room with a pool table and a second fireplace. Master...
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    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Killington
    7 Bedrooms, 5 Bathrooms, Sleeps 25 Quick View
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    • Satellite TV
    • Internet Access
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    For your next family reunion or company outing, consider the Sunburst Chalet as the place to stay, play, and enjoy Killington Vermont! As one of the largest premiere rental house properties in Killington, this house is able to accommodate a maximum capacity of 25 guests. With both indoor and...
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    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 25
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    Killington
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Satellite TV
    • Shared Outdoor Pool (Unheated)
    • Mountain Views
    • Internet Access
    • Sauna
    • DVD Player
    • Washer
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The ultimate ski mountain escape awaits you at this 3-bedroom, 2.5 bathroom Pico-Killington vacation rental townhouse, which sleeps 9! With prime ski-in/ski-out* access to Pico Mountain Ski Area, this Vermont property is guaranteed to bring you the best of what this area has to offer! Nestled in...
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    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Mt Green 1-D51 / 34
    (1)Excellent
    Killington
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Balcony
    • DVD Player
    • Wi-Fi
    • Mountain Views
    • Shared Indoor Pool
    • Sauna
    • Satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 April 2015
    We're a group of working professionals from NYC and ATX and loved our stay. Everything was included and it was very homie. Thanks again.
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    About this property
    Views of the ski trails form your bedroom window at this conveniently located 3 bedroom 2 bath condo which is across the street from the lifts! Comfortably sleeps 6-8, conveniently located at the top of the Killington Access Road. This unit has a great layout and comfortable beds - Sleeping...
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    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Satellite TV
    • Private Indoor Pool
    • DVD Player
    • Sauna
    • Balcony
    • Mountain Views
    • Hot Tub
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This newly upgraded condo and health spa is centrally located at the base of the mountain with stunning views! This unit in Building 1 features 2 bedrooms & 1 full bathroom with a tub/shower and 1/2 bath with a sink and vanity. The master bedroom has a queen bed and the second bedroom has 2 single...
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    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Shared Indoor Pool
    • Balcony
    • DVD Player
    • Satellite TV
    • Wi-Fi
    • Hot Tub
    • Mountain Views
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This condo has an open floor plan with a large outdoor porch. Located on the same level as the main entrance and restaurant so no elevators needed. The master bedroom has a queen bed with a queen fold out sofa bed and a TV. The second bedroom has a queen bed. In the living room there is a queen...
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    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Killington
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Terrace
    • Grill
    • Washer
    • DVD Player
    • Balcony
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bask in the tranquility of a Green Mountain getaway at this four-bedroom, four-bathroom Killington vacation home with a private hot tub, a pool table, and plenty of modern conveniences. A popular destination for skiers, snowboarders, and all other varieties of outdoor enthusiasts, Killington...
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    Location Information
    Killington, Vermont 05751
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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