Family-friendly vacation rentals in Killington Ski Area
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Top-rated family-friendly rentals in Killington Ski Area
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Killington Ski Area family-friendly rentals
Family-friendly home rentals with a hot tub
Chalet in Killington
4.83 out of 5 average rating, 237 reviewsKillington Chalet - Hot Tub, Sauna, Boot Dryer
We liked it
Chalet in Ludlow
4.95 out of 5 average rating, 119 reviewsOkemo Ski Chalet with Hot Tub
Bob was an amazing host. The whole time he was very responsive and helpful with anything we needed! He made sure we felt comfortable and at home. The house was absolutely gorgeous!
Home in Pittsfield
4.84 out of 5 average rating, 228 reviewsKillington area home - 4-seasons & hot tub
This was the perfect location for family to come together and spend quality time. I highly recommend staying here. The fire places make the whole house cozy.
Townhouse in Ludlow
4.98 out of 5 average rating, 48 reviewsOkemo village/ Indoor private hot tub.
This was the ideal place for a big group! My group of 11 stayed here for a long weekend and it was plenty of space-- a spacious kitchen where we could all sit for a meal together plus a huge couch where we could all fit for games and movies. The bedrooms and bathrooms were clean and matched the photos, and the hot tub was a great amenity. This bnb is also about as close as you can get to Okemo, and walking distance to restaurants and bars in town. Overall, great stay and would definitely recommend for a large group!
Chalet in Stockbridge
4.93 out of 5 average rating, 176 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!
Chalet in Killington
4.87 out of 5 average rating, 243 reviewsLarge Chalet; Sauna, Hot Tub; Walk to Trail
A truly special place. Our second time staying and it lived up to our memories. Great for large groups, kids, dogs... everyone. Fireplace and hot tub were definite highlights but there are comfortable seats and nooks everywhere. Will definitely be coming back again.
Home in Peru
4.63 out of 5 average rating, 57 reviewsNorman Rockwell Spacious Contemporary + Hot Tub
Had an amazing and relaxing time! Beautiful setting and lots of space to spread out. It’s a great location and super close to the resorts, restaurants and things to do. Was a great spot to decompress for a few days!
Loft in Ludlow
4.95 out of 5 average rating, 778 reviewsSpacious Renovated Barn Apt on 100 acres!
Wonderful stay! We’ve been traveling to VT ski mountains for years and this is one of the coolest places we’ve stayed.
Family- and pet-friendly home rentals
Cabin in Cavendish
4.95 out of 5 average rating, 147 reviewsThe Cozy Little Red Cabin
Cute little cabin with everything you need to relax and enjoy the cozy setting. Wood stove worked wonderfully to keep us warm and happy while the snow sifted down outside. DVD selection was fun and we enjoyed a couple funny movies while we were snowed in Thanksgiving evening. Beds were comfy with plenty of extra blankets if needed. Shower was great, plenty of water pressure! Very quiet area with beautiful trees and a quiet dirt road with only an occasional car or truck driving by. Woodstove was all ready to light when we arrived! A nice touch.
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!
Apartment in Andover
4.98 out of 5 average rating, 411 reviewsPrivate Hilltop farm apartment
We recommend Laura’s place to everyone! We stayed for a last minute weekend ski trip at Okemo and it worked perfectly. The place was clean, cozy, and close to the mountain. There were supplies for a fire and fun games to play. Laura was extremely accommodating and very good at communicating. We will be back next time we ski Okemo!!
Home in Goshen
4.84 out of 5 average rating, 279 reviewsNature Lover's Paradise
We really enjoy staying at Phillip's place. Our third stay! A bit out of the way, but tremendous value and comfortable space in a lovely setting for my family and our dog. Unusually well stocked kitchen, comfortable beds, comfortable home.
Home in Hancock
4.8 out of 5 average rating, 102 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
Guesthouse in Hartland
4.95 out of 5 average rating, 964 reviewsYurt In The Woods - Private Refuge
Angela was incredibly responsive and wonderfully generous with her recommendations for local food. In her messages as well as the informational booklets at the rental, spelled out everything you needed to know. It was truly a pleasure! Many thanks!!!
Home in Rochester
4.97 out of 5 average rating, 199 reviewsThe Guest House at Sky Hollow
Our family have been doing Airbnb farm stays for years and Jess’s farm stay experience was one of our favorites! The trails were so beautiful to explore ( trail map was provided) - every corner of the land had the most picturesque views of mountains, streams and meadows . We had a huge snowstorm during our stay so everything was even more magical during our stay at the chalet which had perfect huge windows and a cozy window reading nook to admire the scenery. Kids loved the farm tour and meeting all the animals including the cutest puppy named Copper. My personal highlight was the sauna house in the middle of the woods/meadow area - the wood burning stove and the snow outside to walk barefoot into was quite a thing . Jess and her family were super friendly and helpful . Highly recommend:)
Cabin in Pawlet
4.93 out of 5 average rating, 140 reviewsHickory Ridge, Vermont Log Cabin, no cleaning fee
What a beautiful comfortable cozy place to stay. Rik was a great host, making us feel so welcome, and his homemade bread was out of this world. His home is so much more than you can even imagine and the craftmanship in the home was beyond my wildest imagination. Rik had great recommendations of places to eat and explore which we took advantage of but you can honestly just hunker down and enjoy his home, which we will definitely do next time. Thank you Rik! We can’t wait to come back!!
Family-friendly home rentals with a pool
Yurt in Randolph
4.94 out of 5 average rating, 445 reviews4 season Upper Yurt Stay on a VT Small Homestead
We had the best time! What an amazing stay my partner and I experienced. As members of the LGBTQ+ community, we felt incredibly safe and welcomed with open arms. The farm embodies a spirit of inclusivity, encouraging guests to embrace their humanity while connecting with nature. If you’re someone who recharges in natural surroundings, I can’t recommend this spot enough. The stunning views, the living pool, and the sauna were true highlights of our stay. Jonathan is so kind and responsive, showing he truly cares about his guests! His attentiveness made our stay even more special. Randolph is also a wonderfully warm town. When we visited, the locals were so friendly and happy to share recommendations and information. The living pool and sauna were especially enjoyable, even in the colder weather. As I mentioned before, it’s a truly rejuvenating experience!
Guest suite in Killington
4.95 out of 5 average rating, 139 reviewsCozy, private, spacious, 3 bedrooms, 5 mi to K Rd.
Large and well-furnished space just minutes from Killington ski area! Erin was a great communicator and the property was beautiful. Great home base to explore the area in winter or summer.
Guesthouse in Granville
4.9 out of 5 average rating, 859 reviewsMoon Valley Country Retreat no clean fee pets yes
Cozy cabin that has everything we needed for a relaxing stay. The wood stove was a lovely centerpiece that kept us warm through frigid weather. There were tabletop games to play, and there was Starlink for wifi. As others have mentioned, the water seems rich in minerals and does have a sulferic smell. We came to the area specifically to enjoy Saratoga natural springs, so the water at the cabin being unique was welcomed. I recommend procuring the State Seal spring water as a fun activity, if you like a clear taste. Saratoga Springs is an hour away with Lake George being about half an hour, so there is plenty to do.
Condo in Killington
4.82 out of 5 average rating, 251 reviewsSki, Ride, Walk On/Off Condo On Pico at Killington
We enjoyed this condo! It fit our group of 5 adults and a baby with no problem. The kitchen has a big table we all sat at for dinners and games. It was convenient to Killington, Woodstock and Rutland. Jonathan was great at communicating quickly, and sharing recommendations (Sugar & Spice was great!). Check-in and out was easy and Jonathan was accommodating with our early arrival/late check out requests. It felt clean and well taken care of. Would recommend!
Condo in Killington
4.78 out of 5 average rating, 288 reviewsSerene Top Floor Condo (resort style amenities)
This condo was perfect for a ski getaway. The location was perfect, shuttle was so helpful, and Scott was very responsive. 10/10 would reserve this condo again!
Condo in Killington
4.96 out of 5 average rating, 129 reviews#45 Luxury Ski & Summer Condo with Private Sauna
Great spot - even better than expected. The kitchen is fully equipped with everything you need to cook whatever your heart desires. The house is spacious and the layout perfect for groups needing some space. There are two full bathrooms one on each floor. And we absolutely loved the wood fireplace with extra wood just steps from the back door. The complex is awesome with a wonderful pool and hot tub and we were especially grateful for the free shuttle that picked us up right outside and took us to k1 lodge. Alexandros was a great host and even worked with us when we accidentally booked the wrong weekend. We appreciated his flexibility and understanding. Looking forward to the next trip!
Condo in Killington
4.93 out of 5 average rating, 419 reviewsOn the Slope Pico 1 bedroom1 nite Ok free shuttle
The room location and amenities were great, although the bed and pull out couches weren’t the comfiest and could use some updating.
Condo in Killington
4.86 out of 5 average rating, 113 reviewsMountain Retreat: 4 Bdrm/2 Bath, Ski In, Bus Out
Dray was an awesome host and we literally hit the jackpot in choosing this place right next to Killington resort for fall foliage and outdoor adventure games. We had a lot of fun with my family and friends!
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