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Family-friendly holiday rentals in Killington Ski Area
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Killington Ski Area
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Killington Ski Area family-friendly rentals
Family-friendly home rentals with a hot tub
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Guesthouse in Randolph
4.96 out of 5 average rating, 256 reviewsMacintosh Hill Farm
Came up to VT for a ski trip and the air bnb was a perfect base camp. Cozy and quiet. It was the perfect place to recharge and get back to the mountains. Hot tub was awesome with a spectacular view! Would go back!
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Chalet in Killington
4.83 out of 5 average rating, 243 reviewsKillington Chalet - Hot Tub, Sauna, Boot Dryer
Great place for a vacation stay with friends or family. Hot tub was a nice bonus in the winter after long days skiing. Plenty of sleeping space, clear instructions for everything you’d need in the place
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Chalet in Ludlow
4.95 out of 5 average rating, 121 reviewsOkemo Ski Chalet with Hot Tub
Bob was wonderful and very helpful and responsive during the whole trip. The house was also great and had more than enough space for all of the members of my group. I would very gladly stay there again in the future!
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Home in Pittsfield
4.83 out of 5 average rating, 233 reviewsKillington area home - 4-seasons & hot tub
Good house overall. Pool table and hot tub were fun. Close to Killington. Fire pits were nice. David was great to communicate with.
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Condo in Ludlow
4.92 out of 5 average rating, 101 reviewsOne Bedroom Suite Near Okemo
Wonderful ski weekend at Okemo. Everything was perfect. We would definitely stay here again. Highly recommend!
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Chalet in Stockbridge
4.92 out of 5 average rating, 178 reviewsKillington ski house winter MTbike -new jacuzzi
Dean was very proactive with communicating about our stay and giving helpful tips on getting to his place. It was in a great location. His place was clean and spacious, with everything we needed. We had a great stay! Thanks Dean!
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Chalet in Killington
4.87 out of 5 average rating, 245 reviewsLarge Chalet; Sauna, Hot Tub; Walk to Trail
We had a wonderful stay at Cammie’s house! It was more than enough space for 2 families of 5 to spread out! The kids really enjoyed foosball and ping pong. The adults really enjoyed sitting by the fire. The walk to the ski trail was a little tricky as the path was not well traveled and the snow was deep. The walk home from the trail was much easier. One small suggestion would be to have more mugs and more wine glasses available. Overall, a fantastic long weekend!
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Cabin in Ripton
5 out of 5 average rating, 103 reviews#7 - Hemlock Hideaway Cabin
Just perfect! Hemlock Hideaway was a great place to recharge. Carol & Marty have thought of everything, and the cinnamon twists the first morning are amazing! We already booked our return trip :)
Family- and pet-friendly home rentals
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Cabin in Cavendish
4.95 out of 5 average rating, 153 reviewsThe Cozy Little Red Cabin
We enjoyed our stay. Location was perfect! Cabin was cozy with movies and games to keep us entertained when not on the slopes
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Apartment in Middlebury
4.79 out of 5 average rating, 184 reviewsDowntown Middlebury 3 BR Home - Walk Everywhere!
The Airbnb is perfectly located next to everything in town. Comfortably slept 6 of us and I could easily see fitting another person. Kitchen was fully stocked and had a perfect little space for the group gathering.
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Cabin in Woodstock
4.95 out of 5 average rating, 198 reviewsHideaway Cabin by the Stream on 27 Acres
We had an awesome getaway at Kevin and Lesley’s cabin! This was our last little getaway before we get married this fall and it was the perfect unplugged retreat to feel connected going into the stressful time before the wedding. The cabin is cozy, the bathroom is adequate and sort of surprisingly not as buggy as it could have been, and the porch was my favorite spot to feel connected to nature. Kevin was very communicative and the instructions in the cabin were very clear. Luce’s lookout was amazing at the top and a really great recommendation by our hosts. We would definitely go back!
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Cabin in Hancock
4.95 out of 5 average rating, 246 reviewsHancock hideaway
Heidi‘s cabin is lovely. We went for a snowboarding trip, it’s situated perfectly between Killington and Sugarbush. Would definitely stay again.
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Home in Goshen
4.83 out of 5 average rating, 283 reviewsNature Lover's Paradise
Had a fantastic time. Went backcountry skiing before work and then worked from his place with multiple people doing zoom calls without issues. Perfect place for us
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Home in Hancock
4.77 out of 5 average rating, 105 reviewsSugarbush 1880s Farmhouse - With Scenic Views 5/2
This place is exactly as described.. not luxurious, old style farmhouse with lots of charm. Plenty of space for many people, with 2 living room areas plus an upstairs with sleeping quarters.. laundry and kitchen. The road is exactly as Bethany describes… but not so busy that you feel like you’re on a main route. Beautiful scenery.. close to the town we had a family wedding in. Many local attractions nearby. A couple hiccups, but nothing unexpected in an old house and Bethany was responsive and very happy to get feedback. Tons of linen, kitchen accessories and windows to let the fresh air in. The home has beautiful old charm, could use some upgrade in furniture but otherwise great place and we’d rent again. Bethany was flexible for check out abs reasonable
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Home in Rochester
4.98 out of 5 average rating, 203 reviewsThe Guest House at Sky Hollow
The house more than met our expectations! We skied at Killington and Sugarbush and snowshoed on trails behind the house. The house was very cozy and quiet with a large kitchen and very cozy spots to read and sleep in after a long day of being outside. I highly recommend staying here!
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Cabin in Pawlet
4.93 out of 5 average rating, 146 reviewsHickory Ridge, Vermont Log Cabin, no cleaning fee
Hands down the coolest Airbnb I have ever stayed in. Plus, Rik was a great host! Will definitely be back again
Family-friendly home rentals with a pool
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Guest suite in Killington
4.95 out of 5 average rating, 142 reviewsCozy, private, spacious, 3 bedrooms, 5 mi to K Rd.
This place was great! Nothing fancy but a great price and plenty of room for me and my friends. Exactly as photographed and described. Foster is also a very nice man! Super friendly. Would definitely recommend and stay there again!
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Condo in Killington
4.95 out of 5 average rating, 103 reviews⭐️Cozy Ski On/Ski Off 2-Bed/Bath w/Fireplace
James was a great host, the place was very clean and VERY close the the ski trail. Would love to stay again some day!
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Guesthouse in Granville
4.9 out of 5 average rating, 875 reviewsMoon Valley Country Retreat no clean fee pets yes
We had a lovely stay. The site was as private as described, but we never felt Lorraine was unavailable or distant. She was terrific with all communication.
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Condo in Killington
4.8 out of 5 average rating, 105 reviewsSki Mountain Escape: 3 Bdrm, Ski In & Bus In
Dray was great - immediate response to any questions. Finding the place and getting in was easy. Had everything you need - maybe could of used a couple extra towels. Beds were comfortable. Great stay!
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Condo in Killington
4.82 out of 5 average rating, 257 reviewsSki, Ride, Walk On/Off Condo On Pico at Killington
We had a great stay, everything was as described! Jonathan was great, always got back to us immediately when we had questions and was really accommodating and helpful.
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Condo in Killington
4.78 out of 5 average rating, 298 reviewsSerene Top Floor Condo (resort style amenities)
Can't think of anything to add to all that's been said in the 5 star reviews! Scott was great to deal with and will absolutely stay again
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Condo in Killington
4.96 out of 5 average rating, 137 reviews#45 Luxury Ski & Summer Condo with Private Sauna
Perfect location for our weekend ski trip to Killington, about a 10 min walk to Snowshed Lodge area and a ski home trail right to the building. The condo is well outfitted and spacious, with newer mattresses. We didn't get a chance to use the sauna, but everything was very comfortable.
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Condo in Killington
4.93 out of 5 average rating, 437 reviewsPico Ski in out 1 bedroom 1 nite Ok free shuttle
Gabe's place was great for our ski weekend at Killington and Pico. A spacious place for our family of four and the kitchen had everything we needed. Super convenient ski location for Pico and a short drive to Killington. Would definitely look to stay again!
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