Killington Vacation Rentals with Private Pool
96 properties available
The whole group will enjoy easy access to everything from this centrally located spacious home. BearForceOne is the flagship rental property of Killington Mountain Homes, conveniently located on route 4 and the access road. This home has been designed specifically for rental use from the ground up. Completed in 2023, the home has been thoughtfully
Bearcelona is a 5th-floor Mountain Green condo featuring a king bedroom, queen pullout sofa, and private balcony. Enjoy full access to the indoor pool, hot tub, sauna, steam room, fitness center, and winter ski shuttle. On-site ski shop and restaurant add extra convenience. Minutes to Killington Resort. Hosted by Killington Mountain Homes.
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Come stay at the historic Bearet Home in Killington! This 5br/5.5ba home was recently updated in ‘22, and offers everything your family will need during their stay! This home sits in the perfect location, being just minutes away from the slopes, and walking distance to many local favorites such as The Garlic, Pickle Barrel night spot, and the marke
Make yourself at home at Bernie’s Bear Den, a spacious and inviting townhome in The Woods—perfect for families looking to enjoy Killington in comfort and style.
After a day on the mountain, unwind in your private sauna, or step outside to the back deck overlooking a peaceful yard and small pond—the perfect spot for morning coffee or winding down i
Welcome to SlopeSide Sanctuary — your family’s mountain home at the base of Pico Mountain! This two-bedroom, two-bath condo offers ski-in/ski-out access, a fully stocked kitchen, and a cozy living area with a private balcony and a wood burning fire place. You'll enjoy access to the Pico Fitness Center with a pool, gym, and classes, plus a free bus
Welcome to your cozy retreat in Building 3 at Mountain Green Condos! This two-bedroom rental offers a king bedroom and a second bedroom with 3 twin beds, essential amenities, and a prime location. Enjoy on-site pool, hot tub, and ski store. Shuttle to Killington Resort or walk to the slopes. In summer, relax by the pool, fire pit, and grills. Perfe
Experience Slopeside Estate, a luxury Killington retreat on the Great Eastern Trail with ski-in/ski-out access when conditions allow. Perfect for families and groups, this spacious estate features a private hot tub, sauna, theater room, pool table, chef’s kitchen, fireplace, mountain views, multiple en-suite bedrooms, ski storage, and room to sprea
Experience authentic Vermont charm in this historic home, dating back to 1850. Nestled on nearly 4 acres in Killington, it's perfect for families. Enjoy the private pool, hot tub, screened porch, front deck, and fire pit. Enjoy shuffleboard, foosball and lots of games. Plus, a Tesla EV Charger is included for your convenience.
The home is surrou
Estelle Cottage is a bright, open two-bedroom home in The Woods, just 7 minutes from Killington and Pico. Each bedroom has a king bed and en-suite bath, plus there’s a Murphy bed in the sunken living room. The easy layout includes a fully stocked kitchen and a half bath on the main level. Guests can enjoy The Woods amenities: indoor pool, hot tub,
Relax in this cozy 3BR/4BA open-concept home with a large deck, fire pit, and plenty of space for families or small groups. Enjoy peaceful mornings, starry nights, and say hello to Jaa (pronounced Jayyyy), the property’s friendly goat resident. Whether you're sipping coffee on the deck or gathering around the fire pit, this home offers comfort, cha
BearHaus is a fully renovated 6 bedroom Killington chalet that is conveniently located in the heart of town in a tranquil forest setting. The Chalet is built in the classic Austrian style and lovingly renovated top to bottom with brand new modern amenities. There are two kitchens, a giant table for 16 people, one of the biggest hot tubs in all of
Welcome to CubsCorner, a 1-bed short-term rental in Killington's RobinWood neighborhood, minutes from Pico Mountain and 7 from the Killington base. Fully renovated, it features a fireplace, quartz counters, and a stylish bathroom. The queen bed with premium linens ensures a restful stay. The kitchen is fully stocked, and a murphy bed for additional
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