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

Top of the World! Jacuzzi! Private Hiking Trails!
Nice place thanks Mike

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.

Killington Chalet - Hot Tub, Sauna, Boot Dryer
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!

Okemo Ski Chalet with Hot Tub
Bob’s place is great for several families. Many bedrooms, multiple bathrooms, great amenities and close to skiing!

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!

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

Large Chalet; Sauna, Hot Tub; Walk to Trail
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.

#45 Luxury Ski & Summer Condo with Private Sauna
Responsive hosts. Directions spot on. Wonderful place. Made a trip to Killington all that much better.
Family- and pet-friendly home rentals

Skip's Place
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.

Downtown Middlebury 3 BR Home - Walk Everywhere!
Excellent home in Midd. Would def stay again!

Moon Valley Country Retreat no clean fee pets yes
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!

Nature 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

April/May special So Vt Cabin Mt Tabor Treasure
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.

The 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!

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

Scenic Barn Loft on Private Vermont Estate
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

Chilson Brook Alpacas
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

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!

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

⭐️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!

One Bedroom Suite Near Okemo
Great little studio . Lots of nearby dining options, and a short drive to Okemo.

*Killington Summer Rental: 3 Bdrm, 2 Bth*
Dray was thorough and the airbnb was clean, comfortable, and close to everything! I hope to stay here next time I visit!

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

Serene Top Floor Condo (resort style amenities)
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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- Okemo Mountain Resort
- Sugarbush Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Magic Mountain Ski Resort
- Ragged Mountain Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Mount Snow Ski Resort
- Lake George Expedition Park
- Hooper Golf Course
- Mount Sunapee Resort
- Dorset Field Club
- Ekwanok Country Club
- Hildene, The Lincoln Family Home
- Gooney Golf
- Adirondack Extreme Adventure Course
- Bromley Mountain Ski Resort
- Killington Adventure Center
- Baker Hill Golf Club
- Whaleback Mountain
- Lake Sunapee Country Club
- Santa's Land USA
- Country Club of New Hampshire
- Fox Run Golf Club