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Stockbridge Pet Friendly Rentals

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    Don't let other travelers get your favorite Stockbridge area vacation rental. You're so close to securing your perfect getaway. Book today.
    53 Matching Rentals in the Stockbridge AreaView all 200 rentals
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    Stockbridge
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    The following rentals are within 10 miles of Stockbridge.
    Ski In & Out Spruce Glen Townhome A on Great Eastern Trail1 / 26
    (1)Excellent
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Killington Mountain Retreat: Big, fun, vacation home in Killington Resort1 / 14
    (6)Very good
    Killington
    7 Bedrooms, 4 Bathrooms, Sleeps 28 Quick View
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    Ski In & Out Spruce Glen Townhome D on Great Eastern Trail1 / 23
    (3)Very good
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    • Parking
    • Patio
    • Sauna
    • Mountain Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 13, 2017
    Beautiful private location; nice, rustic condo with all the necessities. Convenient to Bear Mountain, right on the ski trail and just 10 minutes to Killington resort area and...
    Reviewed December 10, 2017
    Great Location... Ryan was very easy to get hold of. Easy to find and access. Great location and couldn’t believe how close it was to trails.... literally feet from condo. Will...
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    About this property
    Spruce Glen offers a completely rare and much sought Vermont vacation experience. A carefully planned 4 townhome retreat on 3.5 acres of private wooded lands with 200 feet of direct frontage to the famous Great Eastern Trail at Killington! Ski out the back door to the Skyeship Gondola and access...
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    Killington, Vermont 05751
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Killington
    8 Bedrooms, 4 Bathrooms, Sleeps 24 Quick View
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    • DVD Player
    • Cable/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
    Rental Home - 8 Bedrooms, 4 Bathrooms, Sleeps 24
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    Tanglewood Vista at Killington: Amazing Mountain Vacation Destination!1 / 47
    (1)Excellent
    Killington
    5 Bedrooms, 3 Bathrooms, Sleeps 18 Quick View
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    • Cable/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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    Killington, Vermont 05751
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 18
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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
    • Cable/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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    Killington, Vermont 05751
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    Killington
    3 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Balcony
    • Sauna
    • Terrace
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perfection on the mountain! Charming and updated ski on/ski off condominium literally steps from the Sundog trail on Sunrise Mountain in Killington, Vt. Perfect for families. Ski down to the Sunrise chair lift to connect to Bear Mountain and the rest of Killington's 73 miles of terrain, or...
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    Killington, Vermont 05751
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 12
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    Bridgewater Country Cottage1 / 26
    (1)Very good
    Killington
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Balcony
    • Mountain Views
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 25, 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 our Killington vacation rentals, and Bridgewater Country Cottage is no different! Kids will love the rustic sturdy bunk beds and folks just love to relax in front of the fire, cozying up to a good...
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    Killington, Vermont 05035
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    The Cabin at Killington: Left Unit - 4 BR, 2 BTH, Sleeps 12, Close to Mountain1 / 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
    • Cable/satellite TV
    • Central Heating
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 10, 2017
    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 August 13, 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
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    Killington
    3 Bedrooms, Sleeps 8 Quick View
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    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Knotty and Nice (formally Hawks' Landing) located in the heart of Killington is a great little house with three bedrooms and 2 baths. This cozy ski chalet had hard wood floors and leather furniture. There is a wonderful wood burning stove to warm your bones after a day on the slopes. Hawks Landing...
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    Killington, Vermont 05751
    Rental Home - 3 Bedrooms, Sleeps 8
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    Sunrise - W Glade J-11 / 27
    (1)Excellent
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Mountain Views
    • Sauna
    • Terrace
    • Balcony
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 31, 2015
    This is really ski on ski off. We were not disappointed. The space was clean, well stocked kitchen and nice linens.
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    About this property
    A fantastic skiers dream getaway at Killington's Sunrise Village! Come stay one of the nicest Killington vacation condos for rent around! 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...
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    Killington, Vermont 05751
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Colonial-style solid-timber home in a quiet setting; sanctuary.1 / 19
    (2)Very good
    Barnard
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • DVD Player
    • Porch
    • Parking
    • Outdoor Dining Area
    • Mountain Views
    • Grill
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 3, 2014
    In early October I stayed at Heidi's place with two of my sisters and our spouses. What an awesome place! When we arrived, there were lights on and a welcoming note left by...
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    About this property
    'Sanctuary' describes this green-built, two-story log home perfectly. Peaceful, quiet, nestled on a wooded mountainside in Vermont, it's the superlative setting to escape the noise of everyday life. A fully furnished screened back porch, complete with soft patio lights, padded porch swing, and...
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    Barnard, Vermont 05031
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    TrailsideRetreat1 / 26
    (4)Very good
    Killington
    4 Bedrooms, Sleeps 14 Quick View
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    • Cable/satellite TV
    • Hot Tub
    • Internet Access
    • Sauna
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Trailside Retreat is where you will have a true Killington experience. This big rental house is situated in a secluded and woodsy setting near the Skyeship Gondola. The Green Mountains offer many summer activities for the outdoor enthusiast. Killington Resort offers mountain biking trails for...
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    Killington, Vermont 05751
    Rental Home - 4 Bedrooms, Sleeps 14
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    Killington
    2 Bedrooms, Sleeps 9 Quick View
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    • Cable/satellite TV
    • Sauna
    • Hot Tub
    • Internet Access
    • Private Indoor Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Want a vacation rental that has everything you need and then some? Come and experience The Woods Resort & Spa. This two bedroom, two and 1/2 bathroom Killington vacation rental will have you and your guests fully equipped for your vacation. For the summer: The Green Mountains offer many summer...
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    Killington, Vermont 05751
    Rental Home - 2 Bedrooms, Sleeps 9
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    Killington
    4 Bedrooms, Sleeps 10 Quick View
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    • Hot Tub
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Winter or summer, dog-friendly Lakewood Lodge, on Kent Pond, is the perfect location for a wonderful vacation with family and friends. Located just minutes from the the Killington Access Road, Lakewood Lodge is one short mile down Route 100N. You have the choice of going to the Killington Base...
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    Location Information
    Killington, Vermont 05751
    Rental Home - 4 Bedrooms, Sleeps 10
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    Killington
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Internet Access
    • Hot Tub
    • Grill
    • Private Indoor Pool
    • Mountain Views
    • Washer
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a rare opportunity to experience one of the areas finest residences. Topridge is ideally located for ski on, ski off convenience, and offers panoramic views of Bear Mountain here at Killington. This elegantly furnished, serene retreat features double height vaulted ceilings in the living...
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    Killington, Vermont 05751
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    Killington
    4 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Grill
    • Internet Access
    • Hot Tub
    • Sauna
    • Mountain Views
    • Washer
    • Private Indoor Pool
    • Cable/satellite TV
    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
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 16
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    Killington
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Balcony
    • Parking
    • Central Heating
    • Shared Indoor Pool
    • Hot Tub
    • Wi-Fi
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This Ski -on, Ski-off 3 bedroom 3 bathroom condo is our pride and joy! 'The Lodges' are regarded as one of the most prestigious developments in the Killington area and offer top quality accomodation and priviliged apres ski facilities for the discerning skier. The location of The Lodges affords...
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    Killington, Vermont 05751
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Sweet Life1 / 26
    (1)Terrible
    Pittsfield
    3 Bedrooms, 2 Bathrooms, Sleeps 20 Quick View
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    • Mountain Views
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come ski Killington and Pico Peak mountains while staying in one of the loveliest Killington vacation condos for rent. 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...
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    Pittsfield, Vermont 05762
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 20
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    Killington
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Sauna
    • Cable/satellite TV
    • Mountain Views
    • Internet Access
    • Washer
    • Grill
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Are you looking for the ultimate, romantic get away or the ultra affordable family ski vacation? These one bedroom units are located on the Great Eastern Ski Trail and are serviced by the Killington Skyeship Gondola (high speed, eight person, and HEATED)! Each deck has a private outdoor hot tub...
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    Killington, Vermont 05751
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Ski In & Out Spruce Glen Townhome C on Great Eastern Trail1 / 23
    (1)Excellent
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Sauna
    • Wi-Fi
    • Parking
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • Patio
    • Central Heating
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 10, 2017
    Ryan was a pleasure to deal with and very responsive. Easy to find and access. Great location and couldn’t believe how close it was to trails.... literally feet from condo. Will...
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    About this property
    Spruce Glen offers a completely rare and much sought Vermont vacation experience. A carefully planned 4 townhome retreat on 3.5 acres of private wooded lands with 200 feet of direct frontage to the famous Great Eastern Trail at Killington! Ski out the back door to the Skyeship Gondola and access...
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    Location Information
    Killington, Vermont 05751
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Ski In & Out Spruce Glen Townhome B on Great Eastern Trail1 / 24
    (1)Excellent
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Sauna
    • Patio
    • Parking
    • Wi-Fi
    • Central Heating
    • Skiing: Property Is In A Ski Resort
    • Mountain Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 10, 2017
    Ryan was a pleasure to deal with and very responsive. Easy to find and access. Great location and couldn’t believe how close it was to trails.... literally feet from condo. Will...
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    About this property
    Spruce Glen offers a completely rare and much sought Vermont vacation experience. A carefully planned 4 townhome retreat on 3.5 acres of private wooded lands with 200 feet of direct frontage to the famous Great Eastern Trail at Killington! Ski out the back door to the Skyeship Gondola and access...
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    Killington, Vermont 05751
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Killington
    3 Bedrooms, Sleeps 6 Quick View
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    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 and more in the Adventure center. Hike Vermont's Long Trail or branch off on to the Appalachian...
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    Killington, Vermont 05751
    Condo/Apartment - 3 Bedrooms, Sleeps 6
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    Killington
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Terrace
    • Sauna
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This charming and well-lit, this second-floor condo is tastefully decorated and offers the comforts of home.  The Woods Resort & Spa development is centrally located off Killington's Access Road, a stone's throw from all the area has to offer, and offers some of the best vacation homes for rent in...
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    Killington, Vermont 05751
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Killington
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Private Indoor Pool
    • Internet Access
    • Cable/satellite TV
    • Mountain Views
    • Washer
    • Sauna
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This unit property is ski off. You cannot ski on, but you can ski home. You may walk to the lifts, but if you have children you may consider driving up there (3min drive). You may walk 0.3 mile to the Sundog Ski Trail which will take you down Sunrise Village Triple Chair Lift. *** This unit...
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    Killington, Vermont 05751
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    KillingtonCountryEstate1 / 12
    (3)Average
    Killington
    3 Bedrooms, Sleeps 12 Quick View
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    • Hot Tub
    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bucolic in nature, the Killington Country Estate is where you can imagine yourself spending your Killington summer vacation. Nestled in the Green Mountains,, this three-bedroom, and three-bathroom Vermont vacation home is the epitome of country living. This country estate has 11 acres of rolling...
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    Killington, Vermont 05751
    Rental Home - 3 Bedrooms, Sleeps 12
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    Killington
    4 Bedrooms, 2 Bathrooms, Sleeps 14 Quick View
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    • Internet Access
    • Washer
    • Sauna
    • Grill
    • Mountain Views
    • Hot Tub
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The '76' house is truly a special slopeside property. It is located in Killington’s Trailside Village, along the Great Eastern ski trail, which is Killington’s number one slopeside address! Designed by a famous architect, this home has lines in are beyond creative! The Trailside Village 76 House...
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    Location Information
    Killington, Vermont 05751
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 14
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    Killington
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Mountain Views
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you love the Vermont outdoors, this home is for you! Riverview is a 4-bedroom private home in the heart of Killington. Winter fun is minutes away with the Skyship gondola just 5 minutes from the home and 10 minutes to the main basin for all the night life Killington has to offer. Located on...
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    Location Information
    Killington, Vermont 05751
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    Killington
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Parking
    • DVD Player
    • Grill
    • Cable/satellite TV
    • Mountain Views
    • Hot Tub
    • Internet Access
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you are looking for more room to roam, while maintaining the ultimate in slopeside convenience and amenities, then treat your group to the Trailside Village Three Bedroom Townhouse Condo. These units have a wood burning fireplace and we supply all the wood you can burn, including fire starters!...
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    Killington, Vermont 05751
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Killington
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Mountain Views
    • Internet Access
    • Hot Tub
    • Washer
    • Sauna
    • Grill
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you are looking for more room to roam, while maintaining the ultimate in slopeside convenience and amenities, then treat your group to the Trailside Village Three Bedroom Townhouse Condo. These units have a wood burning fireplace and we supply all the wood you can burn, including fire starters!...
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    Killington, Vermont 05751
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Killington
    7 Bedrooms, Sleeps 25 Quick View
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    • Cable/satellite TV
    • Internet Access
    • Hot Tub
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    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
    Rental Home - 7 Bedrooms, Sleeps 25
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    Red Acre Cottage in the Green Mountains of Vermont1 / 57
    (2)Excellent
    Hancock
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 28, 2017
    Fantastic house. Stayed here with our two kids for nearly a week and had a wonderful time. So mellow, well appointed, comfortable! Tasteful decoration, lovely yard, idyllic...
    Reviewed July 21, 2017
    We stayed at Red Acre for some Vermont summer hiking and sight seeing. The home is very impressive; spacious, clean and comfortable, with plenty of natural light. What a great...
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    About this property
    Red Acre Cottage is the quintessential Vermont country home. The architecture is reminiscent of early 1900s farmhouses from this area. It sits upon a ridge in the heart of Vermont in the Green Mountains. (Please note! Although the TripAdvisor listing says Hancock, the house is actually in...
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    Hancock, Vermont 05767
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Killington
    5 Bedrooms, 3 Bathrooms, Sleeps 20 Quick View
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    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • Wi-Fi
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    Pet friendly
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    About this property
    Become part of the legend! Before you book ask about our FREE extended checkout option! Beautiful 3000+ square foot home located less than five minutes from the lifts in the heart of the Killington Access Road. Second to none amenities to include indoor regulation racquetball court, 7-person...
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    Killington, Vermont 05751
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 20
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    Killington
    6 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Internet Access
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    About this property
    A beautiful custom built home on 18 acres in the heart of Killington. This unique property was built for those who truly enjoy life, family and entertaining. Significant thought and care went into every detail of this 6, 000 square foot home. Features include, gourmet kitchen, open floor plan,...
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    Killington, Vermont 05751
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 16
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    Killington
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
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    • Balcony
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    • Mountain Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Slopeside Estate Apartment space is separate from the house, which represents an additional apartment above the detached garage on the property. That space can be rented to compliment your housing needs. The Slopeside Estate Apartment features one bedroom (king size bed) and a sleeping loft...
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    Killington, Vermont 05751
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Pittsfield
    4 Bedrooms, Sleeps 8 Quick View
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    • Hot Tub
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    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
    Rental Home - 4 Bedrooms, Sleeps 8
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    Killington
    4 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Navillus House has the distinction of sitting right on Killington’s number one novice ski trail, the Great Eastern, and is serviced by the Killington Skyeship Gondola (eight person, high speed and HEATED)! This home was completely rebuilt two years ago with no expense spared. The interior...
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    Killington, Vermont 05751
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 16
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    Killington
    5 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    • Sauna
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    • Patio
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    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Slopeside Estate features Five Bedrooms and Four Full Size Custom Bathrooms, covering four floors of elegant living space. The master bedroom suite features a king size bed with an en suite custom bathroom featuring a steam shower, heated towel bars, jetted tub and a Toto NeoRest electronic...
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    Killington, Vermont 05751
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 16
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    Killington
    3 Bedrooms, Sleeps 10 Quick View
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    About this property
    Quietly secluded, Hemlock Ridge is conveniently located near the the heart of Killington's fast-paced scenery. With its mountain-town decor and room for up to 10 people, this three bedroom, two bathroom Killington vacation rental has all the amenities you need! The Green Mountains offer many summer...
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    Location Information
    Killington, Vermont 05751
    Rental Home - 3 Bedrooms, Sleeps 10
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    Ski In & Out Trailside Condo Hot Tub, Gym, Pool and more1 / 16
    (3)Excellent
    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Central Heating
    • Wi-Fi
    • Mountain Views
    • Hot Tub
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    • Shared Indoor Pool
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 11, 2017
    The location of this condo is great. Owner was easy to communicate with, and gave great instructions
    Reviewed January 9, 2017
    The condo is clean, has everything we need ( kitchen, cable TV, especially Wi-Fi since it is a must for our kids). Location is very convenience, we just step out of the door and...
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    About this property
    Our contemporary Killington trailside condo is perfect for a family or couples getaway! Premium location a few short steps and under 50 yards from the Sundog trail. Ski home for lunch and avoid the base lodges, shuttles and parking! Larger than most Sunrise 2 bedroom units, offering a finished...
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    Killington, Vermont 05751
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Killington
    7 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    • Grill
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    • Mountain Views
    • Washer
    • Air Conditioning
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    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We are proud to introduce the newest member of our family here in Killington, a spectacular 5,500 sq. ft. property known as The Top Star House. (227 Dean Hill Road, Killington, VT 05751) This special property is brand new and located in the heart of Killington, providing a unique opportunity to...
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    Killington, Vermont 05751
    Rental Home - 7 Bedrooms, 6 Bathrooms, Sleeps 16
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    Killington
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Private Indoor Pool
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a rare opportunity to experience one of the areas finest residences. Topridge is ideally located for ski on, ski off convenience, and offers panoramic views of Bear Mountain here at Killington. This elegantly furnished, serene retreat features double height vaulted ceilings in the living...
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    Killington, Vermont 05751
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    Killington
    3 Bedrooms, Sleeps 8 Quick View
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    • Private Indoor Pool
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    Smoking allowed
    About this property
    This wonderful three bedroom/three bath town house is located at Sunrise Mountain Village. The Sunrise experience combines the beauty of the outdoors with the warmth of a comfortable home. Spacious town-homes and condominiums complement the mountain setting with panoramic views, carefree living and...
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    Killington, Vermont 05751
    Rental Home - 3 Bedrooms, Sleeps 8
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    Killington
    3 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    • Sauna
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You won't be far from the action in this dog-friendly mountain townhome, no matter the season! With both the slopes and some excellent golf courses nearby, you'll find plenty of ways to fill your days with fun and activity. As an added bonus, this dog-friendly vacation rental includes access to...
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    Killington, Vermont 05751
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 9
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    Killington
    6 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    • Mountain Views
    • Washer
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    • Hot Tub
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Mountainside House is a six bedroom, six and one half bath, 10,000 square foot, custom built property that is recognized as the finest slopeside estate in the Village of Killington. Each of the six bedroom suites has their own private bathroom. There is a half bath powder room off of the...
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    Killington, Vermont 05751
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 16
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    Bethel
    3 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Grill
    • Secure Parking
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    • Central Heating
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    • Mountain Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *Spacious 2 bdrm. Apt.fully equipped kitchen*Beautiful rural setting in Heart of Vermont.Privacy, nature,stunning views.*Hollywood author Per Hampton of trilogy, SUNSET & VINE :Loose Lips, uses Hidden House as his writers retreat.Lounge on the sofa or on one of 2 porches or deck and get inspired or...
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    Bethel, Vermont 05032
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 4
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    Killington
    6 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy three levels of pure decadence at this gorgeous Killington vacation rental. Soak in the hot tub or recline in any of the three living rooms. With six bedrooms and two sleeping lofts, up to 16 people can get that much-needed shut eye! The slopes at Killington are just three miles away and...
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    Killington, Vermont 05751
    Rental Home - 6 Bedrooms, 3 Bathrooms, Sleeps 16
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    Killington
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Mountain Views
    • Hot Tub
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    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Are you looking for the ultimate, romantic get away or the ultra affordable family ski vacation? These one bedroom units are located on the Great Eastern Ski Trail and are serviced by the Killington Skyeship Gondola (high speed, eight person, and HEATED)! Each deck has a private outdoor hot tub...
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    Location Information
    Killington, Vermont 05751
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Killington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Charming doesn't begin to describe this Killington home. When you stay in this house you can look forward to amazing amenities, from a wood-burning fireplace to a communal spa to a jetted tub in the master bath. This home is in The Woods Resort and Spa, which is just four miles from Killington...
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    Location Information
    Killington, Vermont 05751
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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