
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

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
My family and i had a great stay. Everything was as it said and looked like in pictures and for what we needed, which was a comfortable, clean, roomy, mountain location, access road next to EVERYTHING, and affordable spot, it was perfect. The private hot tub and sauna were the deciding factor and they did not disappoint. The hot tub was so clean and top notch. We will def be going back there next time if available.

Okemo Ski Chalet with Hot Tub
Pictures don’t do Bobs house justice, so much space for a big group, really well kept and lovely cosy and rustic feel. Loved the games room, hot tub and how isolated it was from surrounding properties. Bob was a great host - gave plenty of instructions and super responsive. No complaints!

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!

One Bedroom Suite Near Okemo
It was a very nice and convenient place for our ski trip. The front staff were very helpful and the lobby area was also very cozy. We will use this place again for our ski trip to Okemo in the future.

Stunning Rustic Apple Barn - hot tub & sauna
Our stay at the Barn at Bent Apple Farms was truly a unique experience. My husband and I chose this spot for its proximity to Okemo and Mount Snow (only about 40 min to both of them), but we ended up enjoying the Barn as much as our time on the slopes! It’s clear that the owners put a lot of imagination into transforming this barn into a cozy retreat, and we’re grateful to have had the opportunity to stay here. I would highly recommend this location to anyone who wants an authentic countryside experience plus a few extra amenities like a modern kitchen and access to a hot tub.

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 had a incredible time enjoying the house and all it has to offer, and the proximity to town for restaurants. It was an awesome guys ski weekend and we’ll do it again next year.
Family- and pet-friendly home rentals

The Cozy Little Red Cabin
We are very pleased to have chosen Marina‘s home. It was a perfect size for a small group, very comfortable and cozy, but also a nice spacious feel. The location is beautiful, especially in the winter time. Having the woodstove was an absolute plus and exceeded our expectations. Thank you for having us!

Downtown Middlebury 3 BR Home - Walk Everywhere!
I felt immediately at home in Patrick's apartment in Middlebury. Loved the incredibly well-stocked kitchen, and the full-sized fridge was a real plus. Also loved the table for four in the adjoining room and the fact that there was a desk in that room, as I'd brought my laptop and needed to do some work. The bathroom was squeaky clean, with plenty of towels and an excellent tub/shower. Beds were exceptionally comfy, with nice linens and pillows. The fact that the apartment was within walking distance of town and the college was also a plus and made meeting friends extremely easy. I enjoyed my stay and would definitely return to Patrick's. Highly recommended.

Hideaway 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!

Hancock hideaway
Heidi‘s cabin is lovely. We went for a snowboarding trip, it’s situated perfectly between Killington and Sugarbush. Would definitely stay again.

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

Sugarbush 1880s Farmhouse - With Scenic Views 5/2
A cozy farmhouse with a lot of charm. Good for larger sized groups with the number of beds, as well as dual living rooms and two refrigerators. 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!

Hickory Ridge, Vermont Log Cabin, no cleaning fee
Rik is a phenomenal host and made every detail of our stay fantastic from beginning to end, starting from the warm friendly greeting with thoughtful home-baked scrumptious bread to the intricate woodwork and stone sculpting details all throughout the cabin (and outside!). Our family (including our 2-yr old, 5-yr old + chihuahua) had a ton of imaginative wood forest / “stone cave” themed adventures both inside and outside the cabin - no need for TV cartoons or screens to keep the kids distracted with so much to explore! In addition to the lovely, quiet views as well as warm, cozy fireplace, the kids loved exploring the big, climbable sculpture before we trekked onward to the impressive tree houses nearby on the property. We normally do an annual winter Vermont cabin trip and this one far exceeded our expectations as rare find. Big thank you again for such a memorable experience for our family, Rik, and we look forward to visiting again soon!!
Family-friendly home rentals with a pool

Cozy, spacious, 3 bedrooms, 4 beds, 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!

⭐️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!

Moon Valley Country Retreat no clean fee pets yes
This place is quite the find - both remote and charming. Friendly hosts who provided accurate instructions to the wood burning stove, etc.

Ski 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!

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)
Scott is an outstanding host! His place is conveniently located next to the ski slopes, and he was incredibly responsive to any questions we had. Highly recommended!

#45 Luxury Ski & Summer Condo with Private Sauna
Alexandro was very helpful and proactive. We contacted him with a washer issue and he had someone come to fix it right away. Amazing ski on ski off accommodation!

Pico April discounts 1 bedroom 1 nite Ok shuttle
Gabe’s condo was perfect for me and my kids on our ski trip. Very clean, quiet, and cozy. We loved the fireplace, plus the extra hand and toe warmers left out on the counter were a nice touch. We would definitely stay here again on future trips!
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