
Family-friendly vacation rentals in Killington
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Top-rated family-friendly rentals in Killington
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Popular amenities for Killington family-friendly rentals
Family-friendly home rentals with a hot tub

Private Apt. on Farm, Hot Tub with views!
Amazing view, great and comfy Airbnb. The hot tub is such a nice plus with the incredible view over the mountains. It was so well equipped we had most of our meals in the Airbnb because the kitchen was so functional. I highly recommend this Airbnb!

25 Rocky Ridge Road: Ski Home for Groups. Hot Tub.
The house was exactly what we were looking for. It was at most 8 minutes from the bottom of the mountain. Super easy to get to and fron everything at Killington. Classically, the first morning we forgot gloves, then skis, then a helmet. Doing the roundtrip from the mountain was easy. The house was exactly as discribed and perfectly appointed for a ski house. Kids loved the foosball table. Kitchen was easy to use and had plenty of fridge space, cooking areas, and seating. The two living rooms allowed people space to decompress differently. Bedrooms were well sized and had plenty of sleeping areas. The hot tube was hot! Simple Vacation was highly responsive and a great host. We couldn't have asked for more. It was exactly what we were looking for and we will be back.

Macintosh Hill Farm
A wonderful ski weekend! We spent two nights and spent the day (Saturday) skiing at Killington. Quiet drive there and back so it was a perfect location to come back to a peaceful evening. Hot tub was amazing after skiing and very clean! Laura and Aaron were very helpful and let us know the conditions of the roads prior to our arrival. Flexible, kind and friendly! Would stay again for sure.

Okemo Ski Chalet with Hot Tub
Stop scrolling, you found your next vacation. Bob is a fantastic host with a stunning home. We have stayed with Bob many times and he continues to invest in the property and ensures your stay is nothing short of fantastic. Cannot recommend the ski chalet enough.

Lower Yurt Stay on VT Homestead
Beautiful spot to relax, reconnect and leave refreshed! We enjoyed everything about our stay, especially the sauna, living pool, and hike to the yurt! We would love to return, thank you for sharing such a peaceful place with us, it was exactly what we needed.

Killington area home - 4-seasons & hot tub
We had a great time at David's place. The kitchen was well stocked, plenty of firewood, and the hot tub was ready to go. The house was very clean. All the bedrooms had plenty of linens, and extra blankets. We would definitely stay at David's again!

Serene Top Floor Condo (resort style amenities)
Amazing view and cozy vibes. Hot tub and a pool are fun amenities to have. Building has freshly renovated pool and tubs. If you like it there are also sauna pods. So do not forget your swimsuit. It was clean and if you cook there is a kitchen. On top of that it was great to have a balcony with a view. May is a nice time to come even if you are not skiing because it’s not crowded and nature is stunning. And there are plenty of spots for mountain bike. Scott is a great host and local recommendations are helpful and honest. Visit liquid art, if you want a good cup of coffee that’s the right place. Great place!

Killington ski house winter MTbike -new jacuzzi
Great place to stay! The hot tub after a long day of snowboarding was amazing. Dean responds fast to any questions you have too. Definitely recommend
Family-friendly home rentals with a pool

Chilson Brook Alpacas
This was my third time staying at this property. With every visit, it feels more and more like a home away from home. The property has great views and a calming environment. I enjoy cracking the windows at night to hear owls hooting and the stream running. The owners are fantastic people. It's a short 5-minute drive into town where you can find some good food.

Magical Farm Getaway - a must visit!
We had a wonderful & relaxing weekend here with a large group for my sister's lowkey bachelorette party. Even with a day of non-stop pouring rain, we were perfectly content with staying in and enjoying the coziness of the house. We had a blast watching the chickens roam around and hanging out with the overly-friendly barn cats while we sat outside. The goats & pigs were happy to greet us at the fence every time. The hot tub and pool were perfect! Highly recommend staying here if you're looking for a beautifully scenic and peaceful getaway. Thanks, Sarah & BBVF team!

Right at Killington !
Our family had a wonderful stay at the condo in Killington. The location could not be beat! A very short 5 minute walk to the lifts and Snowshed lodge. The complex had an amenity building with pool/hot tub that the kids loved and the condo was quite spacious and clean. Ruslana was a great host and very responsive! There is a solid chance we will be back next year!

Secluded Paradise on the Connecticut River, VT
beautiful property. very private. our dog really enjoyed. the patio had swings with the river view it was gorgeous.

⭐️Cozy Ski On/Ski Off 2-Bed/Bath w/Fireplace
This space was perfect for our family. With walking distance to the entrance of the slopes, this location was ideal for our ski getaway. I appreciated the small touches that made this experience feel luxurious, the provided coffee, wine, wood for the usable fire place. The beds were comfortable and the space was spacious. We would definitely visit Jim’s place again!

TWO BEDROOM RENOVATED MOUNTAIN VIEW CONDO
Extremely nice cabin, very recently renovated. The owner has a keen eye for organization, everything is neatly placed where it should be. Linens are clean, beds were super comfortable. Amazing stay, thank you Cathy

One Bedroom Suite Near Okemo
Excellent apartment in a resort hotel. Well staffed and the property is kept in excellent condition. Highly recommend this host.

Cozy 3BR/2BA Chalet – Mins to Mtn & Biking Trails
Dray was thorough and the airbnb was clean, comfortable, and close to everything! I hope to stay here next time I visit!
Family-friendly home rentals with a kitchen

Cozy Vermont Cabin near Okemo.
A very clean, cozy, and comfortable home! We came to ski at Okemo and were pleased that the house is only about a 10 minute drive from the resort and the town of Ludlow where there are great restaurants and shops. The living area of the home is spacious and great for hanging out - there were tons of movies on DVD and video games to enjoy. The kitchen was well-equipped and perfect for cooking meals at home. The beds were comfy. Overall a wonderful stay! We hope to be back in the future.

Private Vermont Oasis Under 10 Mins from Woodstock
Adam and Nicole's house is wonderful! Great view, spacious, and so clean. We all felt very comfortable and cozy. Great amenities, and a nice deck that unfortunately we didn't get to enjoy because of the rainy weather! Still, we enjoyed our stay and didn't let the rain dampen our spirits. Hosts were both very responsive, no issues with check in. Highly recommend if you're looking for something off the beaten path and quiet, but close enough to restaurants and sight-seeing. Thumbs up for sure!

A million-dollar view near Killington on 60 acres.
Perfect location for us and what we can to Pittsfield for. We had plenty of room for five of us. Nice to have a bedroom for everyone. Kitchen was equipped to do anything we wanted to as far as cooking etc Close to skiing Loved being on 60 acres. All worked out perfect for all of us

Pine Cabin, Galusha Hill Farm, incredible view!
We loved our stay and hope to come back again!

Cozy Mountain Cabin @ Killington! 5 min to Gondola
Great location that’s very close to Killington with ample places to stay in the cabin. Super cozy and cute

LOG HOME APARTMENT IN WOODST. VILLAGE 3 night min.
We absolutely loved our stay with Bob and Sherry. They were so kind and attentive on the app, providing recommendations and checking in frequently when the weather turned on us. Although we were technically in their home, it still felt very private. The apartment is beautifully done and I’m obsessed with the pine wood everywhere. We would absolutely return and cannot recommend this little place highly enough!

The McKinley House
We had a great stay, lovely welcoming home and great location - short walking distance to nice places in town and 30min drive to either Sugarbush or Killington/Pico. Thank you!

Dawnside - Green Mtns Home with White Mtns View
Dawnside is just as beautiful in person as in the photos. We had a wonderful time and appreciated the views, privacy, and cleanliness of the property. Erich is a great host and the house manual is detailed and useful. We would visit again!
Quick stats about vacation rentals that are family-friendly in Killington
Total rentals
710 properties
Nightly prices starting at
G$16,719 GYD before taxes and fees
Total number of reviews
24K reviews
Pet-friendly rentals
160 properties allow pets
Rentals with a pool
320 properties have a pool
Rentals with dedicated workspaces
290 properties have a dedicated workspace
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- Stratton Mountain
- Sugarbush Resort
- Okemo Mountain Resort
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- Dartmouth Skiway
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Ragged Mountain Resort
- Fort Ticonderoga
- Dorset Field Club
- Autumn Mountain Winery
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- Country Club of Vermont
- Baker Hill Golf Club
- Northeast Slopes Ski Tow
- Ekwanok Country Club
- Hooper Golf Course
- Fox Run Golf Club
- Santa's Land USA
- Adirondack Extreme Adventure Course
- Lincoln Peak Vineyard
- Lucky Bugger Vineyard & Winery
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