All Killington Vacation Rentals
94 properties available
Welcome to "Bear8" Penthouse Paradise!
Sleep 20 in dual luxury condos atop the mountain. Boasting 8 unique bedrooms, 2 full kitchens, 75-inch Roku HD TVs, and blazing-fast WiFi. Ski straight home from Snowshed lift or catch the weekend/holiday shuttle. Summer? Dive into our heated pool or ace tennis matches. Workspaces available for business meetup
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
Forget your worries in this spacious and serene space. Close to everything Killington has to offer with all of the amenities of the Woods - Spa, Pool, Tennis, Hot Tub, Grill.
You'll have exclusive access to the entire condo unit. You'll walk in to the entrance with ample storage and into the soaring main living room with 2 stories ceilings and l
Welcome to NewMont Lodge—your mountain playground! This 3-story, 3BR/3BA home has space for the whole crew with two queen rooms, a room with 4 twin beds, and a game-packed basement with 2 more twins, a pool table, board games, and a cozy TV lounge. Each level has its own full bath! The main living room has high ceilings and a beautiful fireplace. E
Bluebird Escape is your cozy mountain retreat at Whiffletree Condominiums in Killington, Vermont! This bright and comfortable two-bedroom, one-bath condo offers everything you need for a relaxing and convenient stay year-round.
Inside, you’ll find a fully stocked kitchen ready for home-cooked meals, a welcoming dining area, and an open living room
ThreeBears is a wonderful property boasting fantastic mountain views. Great location on the mountain with skiing to the left (Bear) and right (Snowshed, K1) of the home. This fantastic home is equipped with an outdoor hottub, Tesla EV charger, giant TV, fully stocked kitchen and views from all three floors.
You will have the entire property to y
This beautiful 4 bedroom (plus loft) ski-off unit was just renovated in 2021. Right next to the Killington Golf Course, and less than 1/2 mile from Killington's popular Snowshed base area, Adventure and bike center and learn-to-ski trails, the location is prime. Go from your private ski locker to the shuttle stop at the end of the driveway to acces
Ahoy, ski enthusiasts! "Jack S'Bearo" - a renovated 1-bed, 1-bath on Pico Mountain, VT, offers an exhilarating ski experience steps from the lift and a shuttle to Killington Resort. The new kitchen, wood-burning fireplace, and balcony make it a haven for relaxation. This ski on/ski off treasure boasts a cool design for easy access to the slopes. Gr
Welcome to Bear-varia! A Bavarian themed chalet in the heart of Killington. Close to everything with a great location off the access road by the market. Perfect for friends and families with plenty of space to spread out. Inside there's a fireplace, TV with Roku and fast internet. Also, an area for gaming with a second TV with Nintendo, a PacMa
Welcome to RiojaBear, your cozy Killington escape perfectly suited for couples, friends, or a small family looking to enjoy everything the mountain has to offer.
This thoughtfully laid-out studio condo features a comfortable king bed along with a queen sleeper sofa, giving you flexible sleeping arrangements without sacrificing space. The unit also
Dancing Bears is a two home compound in the heart of Killington. Great location just off the access road, minutes to the slopes, walking distance to the market, restaurants and shuttle. Enjoy 2 homes on 2.7 gorgeous acres. Plenty of space for friends and family to connect and relax. Two hot tubs, 2 game rooms, 4 TVs, tons of indoor and outdoor
Get the group trip out of the chat and into the mountains. This 4-bedroom Killington chalet brings everyone together with a private hot tub, two living rooms and a kitchen for shared meals. Spend the day on the slopes, walk to Access Road dining, then settle in for games and good company. Full beds and bunk beds suit friends and families comfortabl
Tell us what you're looking for and someone will contact you with available options.