Killington Vacation Rentals

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This is Killington’s premier resort complex! Right near the Top of Killington Road is Highridge Condominiums. It Features a ski home trail and shuttle service to and from Snowshed Base Lodge, Killington Road with all the shops, restaurant and nightlife.

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Whiffletree Condos are nestled in the heart of Killington's main basin. About 1/2 mile from the ski lifts and free shuttle access to the Snow shed base lodge. Enjoy using the Whiffletree/Edgemont trail back to the property! (natural snow fall needed)

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The Woods Resort is considered Killington's Premium Condominium Resort. Their accommodations are Top Notch! It offers an on-site Spa, indoor pool, hot tubs, sauna, steam room, fitness center and on site brewery, Killington Beer Company.

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Very spacious property for those with a larger family. This property is can also be rented with Snow Flurry if available. Main Level Fully equipped Kitchen - dishwasher, microwave Dining Area seat 6 Bar with seating for 3 Living room with 46" Flat screen

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Very spacious property for those with a larger family. This property is can also be rented with Snow Flake if available. Main Level Fully equipped Kitchen - dishwasher, microwave Dining Area seat 6 Bar with seating for 3 Living room with 46" Flat screen

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The perfect ski house! Stay in this 3 bedroom + loft home and let the kids hang out downstairs with the ping-pong table while the adults relax in the living room. Book online now!

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Location, Location, Location!!! Located in the heart of Killington. Large, spacious three level, 4 bedroom, 3 bath townhouse just off the Killington Road. Rare find!! 4 bedrooms with 3 full bath. End unit townhouse, with open floor plan.

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This three bedroom plus loft private home has the location in Killington. Just a short drive to the Snowshed area you won't have to waste any time getting to the slopes.

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Enjoy this very large private home with a very quiet setting away from it all, only 15 minutes to the ski slopes.

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Highridge Motel Unit- Spacious motel unit, with 1 Queen bed, TV, private bathroom. No kitchen, living room or fireplace in this unit. Access to applicable property amenities, such as pool, sports center, game room and more.

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Glazebrook Townhouses are located 2.9 miles up Killington Road, and is minutes from the Killington, Snow Shed, and Rams Head Base Lodges. Also located in the Glazebrook Plaza Chef Claude's Choices Restaurant and Peak Performance Ski Shop.

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This is Killington’s premier resort complex! Right near the Top of Killington Road is Highridge Condominiums. It Features a ski home trail and shuttle service to and from Snowshed Base Lodge, Killington Road with all the shops, restaurant and nightlife.

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Upscale, 4 bedroom private home with wrap-around deck. Spacious interiors - sleeps 12! Super fun game room. Minutes to the Killington access road.

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Whiffletree Condos are nestled in the heart of Killington's main basin. About 1/2 mile from the ski lifts and free shuttle access to the Snow shed base lodge. Enjoy using the Whiffletree/Edgemont trail back to the property! (natural snow fall needed)

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Extremely spacious well maintained home on Alpine Drive on Pico Mountain. Walk out your door and across the street is one of Pico's Trails to start skiing and riding.

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Rustically renovated Chestnut Farms is a 9 bedroom Vermont farmhouse. Open and sunny post and beam with fully equipped kitchen including top end appliances. The large cozy dining room/living room features a wood stove, cable T.V./VCR.

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This NEWLY upgraded unit features a living room with wood burning fireplace, dining area with ample seating, full kitchen, 1 bedroom and full bath with Sauna and easy access to your balcony.

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This premium, distinctive and spacious 4-level, 4 bedroom townhouse is located between Killington and Pico ski areas. The deck has a 6 person hot tub with views of both Pico and Killington peaks, watch the trails being groomed at night.

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Large 6 bedroom 4 bathroom home with private hot tub in the heart of Killington. newly renovated.

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The Woods Resort is considered Killington's Premium Condominium Resort. Their accommodations are Top Notch! It offers an on-site Spa, indoor pool, hot tubs, sauna, steam room, fitness center and on site brewery, Killington Beer Company.

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This spacious five bedroom chalet is located in the center of the Killington Basin area. Just minutes away from Killington Road where you will find all the ski shops, restaurants, night life and base lodges.

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Our Rustic home, spacious and economical, is perfect for a group of friends or family vacation. It is in a great location right off the Killington Road and is just minutes to the ski slopes, restaurants, night clubs and shops that Killington is famous for!

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Frosty's is a short walk to the Home Stretch Trail, sunny and spacious 3 bedroom home plus loft. Sauna and game room. Beautiful views!

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Pamper yourself in this newly built, deluxe vacation home. From the living room with stone fireplace, to the hot tub on the deck. Secluded, yet convenient to ski lifts, gondola and Killington night life. This home is 0.6 mile from the Great Eastern Trail.

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An exceptionally decorated 1 bedroom condo with radiant heated floors, ski locker and patio. Take advantage of Shuttle access to the slopes and back to your condo! With enough natural snow fall Ski back to property on the Whiffletree/Edgemont trail!

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Ski right home when you stay in this elegant one bedroom at the Edgemont or take advantage of the complimentary shuttle service to the lodge and downtown.

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Great location! One bedroom condo, features a private patio, ski locker, Ski right home when you stay at Edgemont...located at the end of Whiffletree/Edgemont Trail!. Or take advantage of the complimentary shuttle service to and from the lodge.

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The regions best kept secret! The Pico Ski Area is quiet and secluded. Take advantage in this 1 bedroom + loft unit directly across from the lodge and minutes from Killington.

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Whiffletree Condos are nestled in the heart of Killington's main basin. About 1/2 mile from the ski lifts and free shuttle access to the Snow shed base lodge. Enjoy using the Whiffletree/Edgemont trail back to the property! (natural snow fall needed)

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If location is important, nothing beats Whiffletree Condominiums. Located 1/2 mile from the ski lifts, these condominiums are a comfortable and affordable option, offering tremendous value and the Whiffletree ski home trail lets you ski home.

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Ski home on the trail from Showshed! Or take the free shuttle to and from the lodge, dining and entertainment. This 2 bedroom unit in Edgemont has it all!

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Beautifully decorated 2 bedroom condo nestled slopeside on Pico Mountain. Fully equipped kitchen, wood burning fireplace. Ski-in, ski-out.

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If location is important, nothing beats Whiffletree Condominiums. Located 1/2 mile from the ski lifts, these condominiums are a comfortable and affordable option, offering tremendous value and the Whiffletree ski home trail lets you ski home.

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NEWLY RENOVATED, 2 bedroom condo is the perfect home base for your ski vacation. Free shuttle to the base lodge. Plenty of snow around the unit. Check it out!

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The Pinnacle Condominiums are located on Killington Mountain with easy access to the slopes, restaurants and night life.

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Stay right in the heart of Killington's infamous night life. This 3 bedroom, 2 bath unit is just one quick FREE shuttle ride away from the base lodge.

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Location, Location, Location! 1/2 mile from the ski lifts, these condominiums are a comfortable and affordable option, offering tremendous value. The Whiffletree ski home trail lets you ski home and a free shuttle to the Snowshed Base Lodge.

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If location is important, nothing beats Whiffletree Condominiums. Located 1/2 mile from the ski lifts, these condominiums are a comfortable and affordable option, offering tremendous value and the Whiffletree ski home trail lets you ski home.

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This is Killington’s premier resort complex! Right near the Top of Killington Road is Highridge Condominiums. It Features a ski home trail and shuttle service to and from Snowshed Base Lodge, Killington Road with all the shops, restaurant and nightlife.

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The Woods Resort is considered Killington's Premium Condominium Resort. Their accommodations are Top Notch! The resort is set in a spectacular wooded setting along the Killington Road. It offers an on-site Spa.

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This Resort is located right at the Top of Killington Road. It is across the street from the Upper Snowshed base lodge parking lots. If a 5 min walk is too much there is also a shuttle provided that takes you to and from the slopes every 15 min.

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This unit features a living room with wood burning fireplace, dining area with ample seating for 6, easy access to your balcony. The Main level has the living room, dining room, kitchen and full bathroom.

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This spacious, cheerful condo features two bedrooms plus loft, large windows, and W/D in unit. Enjoy the laid-back atmosphere of Pico Mtn.

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Wonderful 3 bedroom home located in the mountains of Pittsfield - a postcard VT town. Surrounded by lush woods, this is the perfect getaway home. Cozy features!

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With 4 bedrooms and 2 full bathrooms, this is perfect for your next family getaway to Killington! Free shuttle to the lodge. Location, location, location!

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This large 3 bedroom end unit is just a short drive to all base lodges and walking distance to night life. Stunning mountain views. Convenienve and comfort at its finest.

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Killington latest ski in/ ski out development. Ski right from your 3 bedroom condo, the lift is just seconds from your front door.

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Killington latest ski in/ ski out development. Ski right from your 3 bedroom condo, the lift is just seconds from your front door.

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If location is important, nothing beats Whiffletree Condominiums. Located 1/2 mile from the ski lifts, these condominiums are a comfortable and affordable option, offering tremendous value and the Whiffletree ski home trail lets you ski home.

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This rustic Killington home is designed with stone and natural woodwork. This home is only 3 miles from the slopes and close to the nightlife.

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Glazebrook Townhouses are located 2.9 miles up Killington Road, and is minutes from the Killington, Snow Shed, and Rams Head Base Lodges. Also located in the Glazebrook Plaza Chef Claude's Choices Restaurant and Peak Performance Ski Shop.

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Glazebrook Townhouses are located 2.9 miles up Killington Road, and is minutes from the Killington, Snow Shed, and Rams Head Base Lodges. Also located in the Glazebrook Plaza Chef Claude's Choices Restaurant and Peak Performance Ski Shop.

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Located in building #1 in the 1st floor, 1 mile from the Killington Skyeship Gondola, three miles from Bear Mountain and walking distance to snowmobiling, Cedarbrook is only seconds to your favorite winter activities. Also only 16 miles to Okemo Mountain.

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Located in building #1 on the 1st floor, 1 mile from the Killington Skyeship Gondola, three miles from Bear Mountain and walking distance to snowmobiling, Cedarbrook is only seconds to your favorite winter activities. Also only 16 miles to Okemo Mountain.

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Located in building #1 on the 2nd floor, 1 mile from the Killington Skyeship Gondola, three miles from Bear Mountain and walking distance to snowmobiling, Cedarbrook is only seconds to your favorite winter activities. Also only 16 miles to Okemo Mountain.

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Located in building #1 on the 2nd floor, 1 mile from the Killington Skyeship Gondola, three miles from Bear Mountain and walking distance to snowmobiling, Cedarbrook is only seconds to your favorite winter activities. Also only 16 miles to Okemo Mountain.

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Located one mile from the Killington Skyeship Gondola, three miles from Bear Mountain and walking distance to snowmobiling, Cedarbrook is only seconds to your favorite winter activities. Also only 16 miles to Okemo Mountain.

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This unit is only two miles away from Snowshed Base Lodge and even closer to entertainment and restaurants.

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1 mile from the Killington Skyeship Gondola, three miles from Bear Mountain and walking distance to snowmobiling, Cedarbrook is only seconds to your favorite winter activities. 16 miles to Okemo Mountain.

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1 mile from the Killington Skyeship Gondola, three miles from Bear Mountain and walking distance to snowmobiling, Cedarbrook is only seconds to your favorite winter activities. 16 miles to Okemo Mountain.

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1 mile from the Killington Skyeship Gondola, three miles from Bear Mountain and walking distance to snowmobiling, Cedarbrook is only seconds to your favorite winter activities. 16 miles to Okemo Mountain.

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1 mile from the Killington Skyeship Gondola, three miles from Bear Mountain and walking distance to snowmobiling, Cedarbrook is only seconds to your favorite winter activities. 16 miles to Okemo Mountain.

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1 mile from the Killington Skyeship Gondola, three miles from Bear Mountain and walking distance to snowmobiling, Cedarbrook is only seconds to your favorite winter activities. 16 miles to Okemo Mountain.

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1 mile from the Killington Skyeship Gondola, three miles from Bear Mountain and walking distance to snowmobiling, Cedarbrook is only seconds to your favorite winter activities. 16 miles to Okemo Mountain.

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1 mile from the Killington Skyeship Gondola, three miles from Bear Mountain and walking distance to snowmobiling, Cedarbrook is only seconds to your favorite winter activities. 16 miles to Okemo Mountain.

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Located in building #2 on the 1st floor, 1 mile from the Killington Skyeship Gondola, three miles from Bear Mountain and walking distance to snowmobiling, Cedarbrook is only seconds to your favorite winter activities. 16 miles to Okemo Mountain.

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Killington latest ski in/ ski out development. Ski right from your 3 bedroom condo, the lift is just seconds from your front door. A short walk you find the Spa and fitness center with indoor pool and outdoor hot tub.

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Cozy private 4 bedroom private home with hot tub. Three miles from the Snow Shed base lodge in winter and Killington Golf course, hiking, bike riding and fun center for summer, spring and fall!

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Located in building #2 on the 1st floor, 1 mile from the Killington Skyeship Gondola, three miles from Bear Mountain and walking distance to snowmobiling, Cedarbrook is only seconds to your favorite winter activities. 16 miles to Okemo Mountain.

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Located in building #2 on the 2nd floor. 1 mile from the Killington Skyeship Gondola, three miles from Bear Mountain and walking distance to snowmobiling, Cedarbrook is only seconds to your favorite winter activities. Also only 16 miles to Okemo Mountain.

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One mile from the Killington Skyeship Gondola, three miles from Bear Mountain and walking distance to snowmobiling, Cedarbrook is only seconds to your favorite winter activities. Also only 16 miles to Okemo Mountain.

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This premium, distinctive and spacious 3-level, 4 bedroom townhouse is located between Killington and Pico ski areas. Each level has its own deck accessible from each of the bedrooms. The main level deck has a 6 person hot tub. A perfect vacation home!

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This premium, distinctive and spacious townhouse is located between Killington and Pico ski areas. Upon entering this home you will be able to drop your skis and gear into a large walk-in closet in your mud room.

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Explore this wonderful, family-friendly property. 4 bedrooms with large indoor hot tub/sauna. Game room great for both adults and children. Wood burning fireplace.

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Located one mile from the Killington Skyeship Gondola, three miles from Bear Mountain and walking distance to snowmobiling, Cedarbrook is only seconds to your favorite winter activities. Also only 16 miles to Okemo Mountain.

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Located one mile from the Killington Skyeship Gondola, three miles from Bear Mountain and walking distance to snowmobiling, Cedarbrook is only seconds to your favorite winter activities. Also only 16 miles to Okemo Mountain.

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Located one mile from the Killington Skyeship Gondola, three miles from Bear Mountain and walking distance to snowmobiling, Cedarbrook is only seconds to your favorite winter activities. Also only 16 miles to Okemo Mountain.

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Located one mile from the Killington Skyeship Gondola, three miles from Bear Mountain and walking distance to snowmobiling, Cedarbrook is only seconds to your favorite winter activities. Also only 16 miles to Okemo Mountain.

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Located one mile from the Killington Skyeship Gondola, three miles from Bear Mountain and walking distance to snowmobiling, Cedarbrook is only seconds to your favorite winter activities. Also only 16 miles to Okemo Mountain.

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Located one mile from the Killington Skyeship Gondola, three miles from Bear Mountain and walking distance to snowmobiling, Cedarbrook is only seconds to your favorite winter activities. Also only 16 miles to Okemo Mountain.

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Located one mile from the Killington Skyeship Gondola, three miles from Bear Mountain and walking distance to snowmobiling, Cedarbrook is only seconds to your favorite winter activities. Also only 16 miles to Okemo Mountain.

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Located one mile from the Killington Skyeship Gondola, three miles from Bear Mountain and walking distance to snowmobiling, Cedarbrook is only seconds to your favorite winter activities. Also only 16 miles to Okemo Mountain.

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Centrally located in the heart of Killington, this 1 bedroom condo sleeps 4 and features a gas fireplace and WiFi. Free shuttle to the lodge! Check it out!

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If location is important, nothing beats Whiffletree Condominiums. Located 1/2 mile from the ski lifts, these condominiums are a comfortable and affordable option, offering tremendous value and the Whiffletree ski home trail lets you ski home.

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Located one mile from the Killington Skyeship Gondola, three miles from Bear Mountain and walking distance to snowmobiling, Cedarbrook is only seconds to your favorite winter activities. Also only 16 miles to Okemo Mountain.

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Located one mile from the Killington Skyeship Gondola, three miles from Bear Mountain and walking distance to snowmobiling, Cedarbrook is only seconds to your favorite winter activities. Also only 16 miles to Okemo Mountain.

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Located in building #2 on the 2nd floor. 1 mile from the Killington Skyeship Gondola, three miles from Bear Mountain and walking distance to snowmobiling, Cedarbrook is only seconds to your favorite winter activities. Also only 16 miles to Okemo Mountain.

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Located in building #2 on the 2nd floor, 1 mile from the Killington Skyeship Gondola, three miles from Bear Mountain and walking distance to snowmobiling, Cedarbrook is only seconds to your favorite winter activities. Also only 16 miles to Okemo Mountain.

Not Rated:
Located in building #1 on the first floor, 1 mile from the Killington Skyeship Gondola, three miles from Bear Mountain and walking distance to snowmobiling, Cedarbrook is only seconds to your favorite winter activities. 16 miles to Okemo Mountain.

Not Rated:
Located in building #1 on the 1st floor, 1 mile from the Killington Skyeship Gondola, three miles from Bear Mountain and walking distance to snowmobiling, Cedarbrook is only seconds to your favorite winter activities. Also only 16 miles to Okemo Mountain.

Not Rated:
Located in building #1 on the 2nd floor,1 mile from the Killington Skyeship Gondola, three miles from Bear Mountain and walking distance to snowmobiling, Cedarbrook is only seconds to your favorite winter activities. Also only 16 miles to Okemo Mountain.

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Located in building #2 on the 2nd floor, 1 mile from the Killington Skyeship Gondola, three miles from Bear Mountain and walking distance to snowmobiling, Cedarbrook is only seconds to your favorite winter activities. Also only 16 miles to Okemo Mountain.

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Located in building #2 on the bottom floor, 1 mile from the Killington Skyeship Gondola, three miles from Bear Mountain and walking distance to snowmobiling, Cedarbrook is only seconds to your favorite winter activities. 16 miles to Okemo Mountain.

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Located in building #2 on the 1st floor, 1 mile from the Killington Skyeship Gondola, three miles from Bear Mountain and walking distance to snowmobiling, Cedarbrook is only seconds to your favorite winter activities. Also only 16 miles to Okemo Mountain.

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Unique authentic mountain Log-Cabin facing the Green Mountain National Golf Course. If you're looking for that special place look no further. Come experience true magic at the Killington Moose Log-Cabin.

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Take a virtual tour of this newly renovated, 2 bedroom condo. Stainless steel appliances and gas fireplace. Free shuttle to the mtn.! Located in the heart of Killington.

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Tucked just a few miles from the Killington Ski Resort Showshed Base, this 2 bedroom townhouse is perfect for your next Killington getaway. Sleeps 7.

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Affordable Valley Park home just 5 miles from the Killington ski area. Beautiful wood burning fireplace.

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This three level spacious home is located off of East Mountain Road between Bear Mountain and the Snowshed Base Lodge.

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This is Killington’s premier resort complex! Right near the Top of Killington Road is Highridge Condominiums. It Features a ski home trail and shuttle service to and from Snowshed Base Lodge, Killington Road with all the shops, restaurant and nightlife.