Family-friendly vacation rentals in Killington Ski Area

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Killington Ski Area family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
Home in Plymouth
4.95 out of 5 average rating, 251 reviews

Top of the World! Jacuzzi! Private Hiking Trails!

MichaelRating, 5 stars1 month ago
Nice place thanks Mike
Top guest favorite
Guesthouse in Randolph
4.96 out of 5 average rating, 259 reviews

Macintosh Hill Farm

MadelynRating, 5 stars1 month ago
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.
Guest favorite
Chalet in Killington
4.84 out of 5 average rating, 249 reviews

Killington Chalet - Hot Tub, Sauna, Boot Dryer

ConnorRating, 5 stars4 weeks ago
Second time staying and it was better than the first time. Totally recommend and will definitely be going back for our annual ski trip. If it’s available of course!
Guest favorite
Chalet in Ludlow
4.95 out of 5 average rating, 125 reviews

Okemo Ski Chalet with Hot Tub

KatieRating, 5 stars2 weeks ago
Bob’s place is great for several families. Many bedrooms, multiple bathrooms, great amenities and close to skiing!
Superhost
Home in Pittsfield
4.84 out of 5 average rating, 238 reviews

Killington area home - 4-seasons & hot tub

KenleyRating, 5 stars1 month ago
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!
Guest favorite
Chalet in Stockbridge
4.92 out of 5 average rating, 181 reviews

Killington ski house winter MTbike -new jacuzzi

ZachRating, 5 stars1 month ago
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
Guest favorite
Chalet in Killington
4.87 out of 5 average rating, 248 reviews

Large Chalet; Sauna, Hot Tub; Walk to Trail

AudreyRating, 5 stars3 weeks ago
We could not have found a better home for our Killington ski week. The ski in ski out directions were perfect and so easy. The home comfortably accommodated 8 adults and provided privacy for each of us as well. Fabulous dining area for our family that provided many happy memories. We've never rented a home where every single bed was so luxurious either. Each night we slept so soundly. On days we did not ski there was plenty to do at the house, a beautiful neighborhood to walk in and such close proximity to Killington Rd with so many dining options.
Guest favorite
Condo in Killington
4.97 out of 5 average rating, 143 reviews

#45 Luxury Ski & Summer Condo with Private Sauna

ErnestRating, 5 stars1 month ago
Responsive hosts. Directions spot on. Wonderful place. Made a trip to Killington all that much better.

Family- and pet-friendly home rentals

Top guest favorite
Cabin in Corinth
4.99 out of 5 average rating, 240 reviews

Skip's Place

ClaireRating, 5 stars1 month ago
This is an ideal spot for a winter getaway, and Matt goes above and beyond to provide guests with the best possible experience. During the day, we enjoyed snowshoeing and sledding on the property. At night, the stars truly amazed us. We also enjoyed the cozy fire in the wood stove…a very nice thing for the cold temps we were having. The house is well stocked and beds are comfortable. We are so grateful for the few days we spent recharging at Skip’s Place.
Superhost
Apartment in Middlebury
4.79 out of 5 average rating, 190 reviews

Downtown Middlebury 3 BR Home - Walk Everywhere!

BrianRating, 5 stars3 weeks ago
Excellent home in Midd. Would def stay again!
Guest favorite
Guesthouse in Granville
4.9 out of 5 average rating, 889 reviews

Moon Valley Country Retreat no clean fee pets yes

TravisRating, 5 stars2 weeks ago
What an amazing place, truly wonderful as somewhere to regain some peace. There are nice walking trails nearby, and the house itself is so welcoming and cozy: an excellent place to play games (there are some available!) or snuggle up with a book in front of the fire. There’s plenty of space, and the kitchen is well-equipped for cooking and baking. And Loraine is a wonderful host: communicative and generous (we made mac & cheese, and she provided us the little flour we needed so we didn’t have to buy a whole bag). The stair steps are narrow, so not a good choice if that is difficult for you, but that wasn’t a problem for us. I’d gladly have stayed much longer!
Guest favorite
Home in Goshen
4.83 out of 5 average rating, 284 reviews

Nature Lover's Paradise

NathanRating, 5 stars2 months ago
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
Guest favorite
Cabin in Danby
4.89 out of 5 average rating, 295 reviews

April/May special So Vt Cabin Mt Tabor Treasure

FavyanRating, 5 stars4 weeks ago
Second time staying here to hike the area trails. The place was immaculate as was my first visit. The hosts are wonderful and helpful. They gave me check in flexibility that added a lot of time to my plans for the day that ended up being a big value. Highly recommend.
Guest favorite
Home in Rochester
4.98 out of 5 average rating, 203 reviews

The Guest House at Sky Hollow

MargaretRating, 5 stars3 months ago
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!
Top guest favorite
Chalet in Wells
4.9 out of 5 average rating, 143 reviews

Views! Entire Chalet, FAST Wi-Fi, All 18 Acres

TomRating, 5 stars1 month ago
Rita’s chalet is really clean and the view around it is amazon. The place is well stocked with games for fun and firewoods for warmth. Upon request, Rita was able to accommodate our late checkout request with a reasonable surcharge. We have enjoyed our stay at Rita’s place and would definitely come back next time when we are around
Top guest favorite
Barn in Corinth
4.98 out of 5 average rating, 122 reviews

Scenic Barn Loft on Private Vermont Estate

AlexRating, 5 stars1 month ago
Always a joy staying on Tom & Karen’s property. This is our 4th stay at the barn loft. When we arrive it’s always spotless. The linens and kitchen amenities are top notch. We can’t wait to come back and make more memories with our family.

Family-friendly home rentals with a pool

Top guest favorite
Guesthouse in Ticonderoga
5 out of 5 average rating, 210 reviews

Chilson Brook Alpacas

DavidRating, 5 stars6 months ago
I keep coming back as it is a great place, everything is top notch and the hosts are such good people. Highly recommend it if you want a perfect get away
Superhost
Condo in Killington
4.92 out of 5 average rating, 106 reviews

Right at Killington !

CrossanRating, 5 stars1 month ago
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!
Guest favorite
Guest suite in Killington
4.95 out of 5 average rating, 145 reviews

Cozy, spacious, 3 bedrooms, 4 beds, 5 mi to K Rd.

JoshRating, 5 stars3 weeks ago
Amazing stay. Loved how close it was to the mountain. The pool also looked amazing so sad it was winter. Definitely recommend staying there were 4 beds and can comfortably fit 5-6 people.
Guest favorite
Condo in Killington
4.95 out of 5 average rating, 105 reviews

⭐️Cozy Ski On/Ski Off 2-Bed/Bath w/Fireplace

PatriciaRating, 5 stars3 weeks ago
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!
Guest favorite
Condo in Ludlow
4.93 out of 5 average rating, 109 reviews

One Bedroom Suite Near Okemo

ElizabethRating, 5 stars2 weeks ago
Great little studio . Lots of nearby dining options, and a short drive to Okemo.
Superhost
Condo in Killington
4.8 out of 5 average rating, 107 reviews

*Killington Summer Rental: 3 Bdrm, 2 Bth*

MikeRating, 5 stars1 month ago
Dray was thorough and the airbnb was clean, comfortable, and close to everything! I hope to stay here next time I visit!
Superhost
Condo in Killington
4.82 out of 5 average rating, 257 reviews

Ski, Ride, Walk On/Off Condo On Pico at Killington

ZacharyRating, 5 stars1 month ago
Great location for pico mountain. The ski on ski off was pretty easy to find and nicely located. The location is slightly less ideal for killington, as you need to take a shuttle that has multiple stops. We also ended up on a bigger bus to take us back from Killington and the drop off was on the main road, which was a bit difficult to walk on in our snow gear. Overall, nice apartment and perfect for my group of friends.
Superhost
Condo in Killington
4.78 out of 5 average rating, 306 reviews

Serene Top Floor Condo (resort style amenities)

JonRating, 5 stars1 month ago
A wonderful place situated close to the mountain. The amenities were fantastic as well. The only issue was getting the right pin to access the apartment...however Scott responded within seconds so it was minimally disruptive.

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