
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!

Apartment, comfy and cozy with kitchen/gas fire
Rebecca’s air bnb is awesome in a great location and she truly goes the extra mile for her visitors.

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!

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
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
This is a great house to stay in. There's a lot of space, places to sleep, sit and relax, eat, watch tv, play games, work, read, cook. Plenty of hot water.. Very private, although in a neighborhood. Nice back yard area when not covered in snow, looking up at the mountains behind. Sheri is top notch. Easy to reach, super friendly and helpful, easy going. We came at the tail end of a snow storm, but the driveway was cleared enough to get our car in and then Sheri worked with us to make sure everything was cleared before we had to go out the next day. Easy walk into the cute town of Bristol. Handful of nice shops (books, games, art, crafts, gifts, toys) and restaurants: Wokky's--ok Chinese/great staff; Minifactory--out of sight coffee/biscuits/sandwiches/fresh ingredients/lot of gluten free; Cubber's--locals' joint/excellent pizza/sandwiches; Farmhouse Chocolates--superb fresh organic truffles, bars, caramels/chocolatier is wonderful. Easy drive to Mad River Glen, Sugarbush for skiing.

Downtown Middlebury 3 BR Home - Walk Everywhere!
Ideal for a quick college visit. Walkable to campus and breakfast / dinner options. Dog friendly too - exactly what we needed!

3 BR House near Burlington
Great house and location was easy to get to, close to airport, and events.

April/May special So Vt Cabin Mt Tabor Treasure
A great escape. We enjoy our stays here. We are booked again in June. Lori is so attentive. She is always one step ahead. Thank you! 😀

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 bungalow was the perfect home base for a trip to visit UVM with my daughter. The location was perfect — walkable to the lake and downtown. We rented a car so were able to drive to campus in just minutes. Her place was cozy and charming as promised. We loved the huge library of books and beautiful art on the walls. Plus, visits from Cecil the cat made it all the better. Genevieve was very easy to communicate with, directions to get inside etc. were clear, and we felt well taken care of. I can't recommend her place enough. My daughter is likely to attend UVM in the fall, and we'll be sure to book this AirBnB again.

Entire 2nd Floor Walk to Montpelier
Felt right at home. A nice spacious place for us to stay on our way to Montreal.
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, 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.

TWO BEDROOM RENOVATED MOUNTAIN VIEW CONDO
Extremely nice cabin, very recently renovated. The owner has a keen eye for organization, everything is neatly placed where it should be. Linens are clean, beds were super comfortable. Amazing stay, thank you Cathy

*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.

Theatre in the Woods - Stowe, VT
We love our stay. Kitchen was well stocked which made cooking easy. Bathrooms were spotless. Kids loved the games. TVs were huge and we enjoyed watching movies after a long day skiing. Very convenient to ski Stowe. The pool, hot tub and sauna at the community center were great!
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
- Tenney Mountain Resort
- Fort Ticonderoga
- Cochran's Ski Area
- Northeast Slopes Ski Tow
- Baker Hill Golf Club
- Ethan Allen Homestead Museum
- Dartmouth Skiway
- Country Club of Vermont
- Whaleback Mountain
- Storrs Hill Ski Area
- Killington Adventure Center
- Fox Run Golf Club
- Leahy Center for Lake Champlain
- Burlington Country Club
- Autumn Mountain Winery
- Lucky Bugger Vineyard & Winery
- Vermont National Country Club
- Cozy Cottages & Otter Valley Winery