Killington Vacation Rentals

Not Rated:
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.

Guest Rating:
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

Guest Rating:
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

Guest Rating:
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!

Guest Rating:
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.

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

Not Rated:
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.

Guest Rating:
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.

Guest Rating:
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.

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

Guest Rating:
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)

Guest Rating:
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.

Guest Rating:
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.

Not Rated:
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.

Guest Rating:
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.

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

Guest Rating:
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.

Guest Rating:
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.

Guest Rating:
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!

Guest Rating:
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!

Guest Rating:
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.

Guest Rating:
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!

Guest Rating:
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.

Guest Rating:
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.

Not Rated:
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.

Guest Rating:
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)

Guest Rating:
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.

Guest Rating:
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!

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

Guest Rating:
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.

Guest Rating:
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!

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

Guest Rating:
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.

Guest Rating:
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.

Guest Rating:
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.

Guest Rating:
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.

Guest Rating:
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.

Guest Rating:
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.

Guest Rating:
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.

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

Guest Rating:
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!

Guest Rating:
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!

Guest Rating:
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.

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

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

Guest Rating:
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.

Guest Rating:
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.

Guest Rating:
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.

Guest Rating:
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.

Not Rated:
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.

Guest Rating:
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.

Guest Rating:
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.

Guest Rating:
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.

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

Not Rated:
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:
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:
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:
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:
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:
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:
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 #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.

Guest Rating:
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.

Guest Rating:
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!

Not Rated:
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.

Not Rated:
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:
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.

Guest Rating:
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!

Guest Rating:
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.

Not Rated:
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.

Not Rated:
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.

Not Rated:
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.

Not Rated:
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.

Not Rated:
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.

Guest Rating:
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.

Not Rated:
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.

Not Rated:
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.

Not Rated:
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.

Not Rated:
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!

Guest Rating:
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.

Not Rated:
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.

Not Rated:
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.

Guest Rating:
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.

Not Rated:
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.

Guest Rating:
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 #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.

Guest Rating:
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.

Guest Rating:
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.

Guest Rating:
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.

Guest Rating:
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.

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

Guest Rating:
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.

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

Guest Rating:
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.

Guest Rating:
Just a stones throw from the heart of Killington, this 2 bedroom + loft unit features a whirlpool tub, fireplace, W/D. Located in the Woods Resort & Spa with free access to amenities

Guest Rating:
Featuring a whirlpool tub, wood burning fireplace, equipped kitchen, washer/dryer and high speed internet connection, your accommodation is its own secluded haven amidst a ski resort that boasts the most extensive terrain in the East.

Guest Rating:
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.