Vacation Add-ons
96 properties available
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
CountryBear -Game Room, Hot Tub, Fireplace
House
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5
bedrooms
2
baths
12
guests
4.9
(159)
Birch Hollow is a cozy, bright two-bedroom escape in The Woods, just 7 minutes from Killington and Pico. Enjoy an open living space with a wood-burning fireplace, a fully stocked kitchen, and a small patio. One bedroom has a queen with an en-suite bath; the other has a king bed. Guests can enjoy The Woods amenities, including the indoor pool, hot t
Birch Hollow - Pool, Hot Tub, Fireplace, Sauna, Gym, Fireplace
Apartment
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2
bedrooms
1
baths
4
guests
5
(20)
Your group will be close to everything when you stay at this centrally-located condo. Enjoy two bedrooms plus a loft for a variety of sleeping options. Condo amenities include pool, gym, spa, tennis and hot tub. You will be close to the bars, restaurants, market and coffee shops and just minutes to the Killington resort base areas.
The end unit
SnowCub- Pets Indoor Pool Hot Tub Sauna Fireplace
Condominium
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2
bedrooms
2
baths
6
guests
5
(211)
Welcome to Peak2Creek! This spacious 3-bedroom, 2.5-bath home in Killington, VT, is your ideal mountain retreat. Located centrally yet tucked in a serene neighborhood, it features a cozy living room, fully stocked kitchen, eat-in nook, formal dining room, and a game room. Unwind in the hot tub on the back deck after a day of adventure. Bedrooms off
Peak2Creek- HotTub, FirePlace, Central.
House
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3
bedrooms
2
baths
8
guests
5
(29)
Stay at our grand skiing chalet right in the heart of Killington. Surround your family and friends with timeless style, while enjoying all the modern amenities, including gigabit internet and RokuTV. This house is well-positioned, nestled in the woods a few minutes from the slope, and right around the corner from The Garlic restaurant, The Pickle B
Royalbear - Hot Tub, Fireplace, Close to Slopes
House
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6
bedrooms
3
baths
14
guests
5
(157)
Enjoy the Slopeside Estate experience in a private 3-bedroom guesthouse with ski-in/ski-out access on Killington’s Great Eastern Trail when conditions allow. Perfect for a family ski trip, two small families, couples, or a year-round mountain getaway, this standalone retreat offers the rare combination guests care about most: location, comfort, mou
Slopeside Estate Guesthouse
House
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2
bedrooms
2
baths
6
guests
5
(5)
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
Bernie’s Bear Den
Apartment
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2
bedrooms
2
baths
6
guests
5
(9)
Welcome to The Penthouse, a welcoming top-floor one-bedroom condo at Mountain Green Resort with elevator access and a private deck. The home features a queen bedroom, pull-out sofa, fully stocked kitchen, and one bathroom. Enjoy resort amenities including pools, hot tubs, sauna, steam room, gym, ski lockers, restaurant, ski shop, and winter shuttle
The Penthouse- Hot tub pool shuttle on shuttle off
Apartment
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1
bedrooms
1
baths
4
guests
5
(19)
Revel in this bright and modern ski condo just off Killington's main road and close to everything. Relax after a day on the mountain streaming on one of your 3 smart TVs. Indulge with the fabulous condo amenities including the pool, hot tubs, spa, gym, and tennis courts, or settle in by the wood-burning fire. Spread out in this spacious condo and e
FirBear- Pool, Gym, Fireplace, Hot tub!
Condominium
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2
bedrooms
2
baths
6
guests
5
(251)
Welcome to Bearathon, the perfect home base for adventure and relaxation. This ground-floor condo at Mountain Green Resort offers an open-concept living space, a fully stocked kitchen, and easy bike and ski storage. Enjoy resort amenities including indoor hot tubs, a saltwater pool, saunas, and a steam room, plus a shuttle to Killington Ski Resort.
Bearathon- Shuttle on shuttle off, Hot tub, pool!
Apartment
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2
bedrooms
1
baths
6
guests
5
(25)
Welcome to SnowDen - Your Family-Friendly Retreat at the Base of Pico Mountain!
Nestled at the base slopes of Pico Mountain in Killington, SnowDen offers the perfect getaway for families seeking adventure and relaxation in the heart of Vermont's picturesque landscape. With three cozy bedrooms, including a king bedroom, a room with two twin beds, a
SnowDen- Ski on Ski Off at Pico, FirePlace, Pool!
Apartment
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3
bedrooms
2
baths
8
guests
5
(50)
Experience the charm of Killington, VT in our cozy 2-bed, 2-bath rental. Enjoy a wood-burning stove, pool, hot tub, and fire pit. Relax in comfortable bedrooms and bathrooms. Explore outdoor adventures nearby. Convenient and unforgettable mountain retreat.
Welcome to Bearmont! Nestled in the picturesque town of Killington, Vermont. This cozy mou
Bearmont- Pool, HotTub, Fireplace
House
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2
bedrooms
2
baths
6
guests
5
(90)
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