
Family-friendly vacation rentals in Randolph
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Randolph
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Randolph family-friendly rentals
Family-friendly home rentals with a hot tub

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

Killington Chalet - Hot Tub, Sauna, Boot Dryer
Nice space for a group, plenty of room for dining and relaxing. Clint was very responsive and gave excellent instructions. Appreciated the hospitality!

Great For Large Groups with Hot Tub
Location was amazing. It was more than enough space for our crew of 10 and 3 levels of living space and made you feel like you were in a separate house. Its a super fun house for families that like to play games and enjoy time together. We never felt the need to leave the house to go out to a bar or restaurant. And although it was fully disclosed that it is a shared space, it was still a little weird to have people in other units that were attached and hearing them do their laundry right on the other side of your bedroom door.

Huge deck, hot tub, foosball, surrounded by nature
Great stay at Jen’s beautiful chalet. Easy to communicate with and well equipped with many kitchen supplies and all the needed towels, linens, hairdryers, and a thoughtful welcome package. Only about 15 mins from the mountain and 10 mins to town. Thanks!

White Mountain Bliss on 33 Acres
This is our 2nd time staying at Adley's and once again I gotta say what a peaceful worthwhile escape. A great location and a very beautiful home. It is just as described and then some!

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
Great spot near the mountain. nice community pool and hot tub.

Peaceful setting with Mountain Views
Home away from home! Susan was a fantastic host. She was very responsive and communicated quickly. This home was perfect for our group of 6 and it was extremely cozy! This was our first time in Vermont and it definitely exceeded all of our expectations. If you looking for a pleasant place to stay with amazing views, look no further than this adorable Airbnb! We skied in Stowe, toured the Ben and Jerry’s ice cream factory down the road and enjoyed some live music at the ZenBarn. I would highly recommend this property! We hope to visit again soon :)
Family- and pet-friendly home rentals

Cozy Mountain Home w/Million $ View
Super worth! We came here last week and loved it so much, we came this weekend too! Good dining recommendations from Daveo. He even saved us when our car was stuck in the snow! We truly appreciate his help. One million dollar view, one million points recommend! We'll come again next ski season!

Large New England Home w/ Gorgeous Mountain Views
We loved staying here - a lovely house in a really delightful town and right where we wanted to be for the things we had planned. We would absolutely stay here again the next time we plan to be in the area.

Mid century modern gem with views of Sugarbush
Place was as advertised. Beautiful, great location, great views, close to convenient grocery shopping and slopes. We'd love to come back some day.

Mountain treasures await.
Very nice people loved the small conversation we got to have love the cabin will be back next year.

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!

Charming Old North End bungalow
Genevieve’s place is cozy and interesting, colorful and warm with lovely art and books everywhere. Genevieve is kind, welcoming and leads a fascinating life. This is our second time staying and we will be back.

Entire 2nd Floor Walk to Montpelier
Will’s place was lovely, nicely decorated, and homey. We spent only one night here as we were passing through Montpelier but wish we could have stayed longer!! Super walkable to the downtown area. Really appreciate Will was able to accommodate us last minute.

The Sanctuary: 3 Bedrooms, Easy Walking, +Parking!
Erinn was very polite and helpful. The place was clean and was exactly as advertised. Great location, walking distance from bars, restaurants, and the city plaza. Overall a great experience from the quality of the apartment to communication with host, as well as a great location in the city. Would definitely stay again if I was going back!
Family-friendly home rentals with a pool

Spacious Stowe condo Amzing views w/shared hot tub
great place close to Stowe.

Relax in Recreation Paradise!
Chad was an incredible host! He was extremely accommodating with any requests we had. The views from his place are breath-taking! We enjoyed snowshoeing from the backyard onto trails in the woods. I fell in love with his cat who visited daily! He kept the driveway plowed and salted in a timely fashion. We enjoyed our stay and would highly recommend his place!

Cozy, spacious, 3 bedrooms, 4 beds, swimming pool.
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.

Hilltop View Lodge - White Mountains, NH
Our stay was wonderful at the cabin. The cabin was clean and centrally located to winter activities. Andrea was very responsive. Cant wait to go back 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!

Modern Killington Farmhouse Condo: Close to Resort
Great home near the mountain, exactly how described and shown in pictures. We had a wonderful stay.

EPIC Stowe Getaway - Great For Families & Friends
Kristin was super easy to get in touch with. The house is beautiful and super clean. They provided us with towels and soap, it felt like a hotel. Plenty of space. The pool wasn’t available but the jacuzzi was SO nice. You can see deer from you window, it was magical.

Amazing,Ski, Golf, Hike, Bike, Adventures
A great ski condo for a weekend away- pool/hottub/steam room are located in the same building which was great for family fun off the slopes. Ski shuttles ran frequently & very easy to catch! Gail was super responsive & a great host to communicate with!
Quick stats about vacation rentals that are family-friendly in Randolph
Total rentals
20 properties
Total number of reviews
1.8K reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
Local attractions
Shaw's, Al's Pizza & Deli, and Saap Restaurant
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- Okemo Mountain Resort
- Sugarbush Resort
- Smugglers' Notch Resort
- Spruce Peak
- Bolton Valley Resort
- Pico Mountain Ski Resort
- Cochran's Ski Area
- Fort Ticonderoga
- Tenney Mountain Resort
- Dartmouth Skiway
- Northeast Slopes Ski Tow
- Cozy Cottages & Otter Valley Winery
- Vermont National Country Club
- Autumn Mountain Winery
- Leahy Center for Lake Champlain
- Ethan Allen Homestead Museum
- Fox Run Golf Club
- Baker Hill Golf Club
- Country Club of Vermont
- Burlington Country Club
- Lincoln Peak Vineyard
- Killington Adventure Center
- Whaleback Mountain
- Montshire Museum of Science
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