Family-friendly vacation rentals in Randolph

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Randolph family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
A captivating sunset paints the sky with hues of orange, pink, and purple, with rolling hills silhouetted in the foreground. The distant mountains create a serene backdrop, accentuating the natural beauty of the secluded setting.
Home in Plymouth
4.95 out of 5 average rating, 251 reviews

Top of the World! Jacuzzi! Private Hiking Trails!

MichaelRating, 5 stars2 months ago
Nice place thanks Mike
Guest favorite
A private hot tub is illuminated with soft blue lights, creating a relaxing atmosphere. The hot tub features multiple jets and is surrounded by wooden walls and a partially covered area, ensuring privacy. Warm ambient lighting enhances the tranquil setting, inviting relaxation.
Chalet in Killington
4.84 out of 5 average rating, 250 reviews

Killington Chalet - Hot Tub, Sauna, Boot Dryer

MauraRating, 5 stars1 month ago
Nice space for a group, plenty of room for dining and relaxing. Clint was very responsive and gave excellent instructions. Appreciated the hospitality!
Superhost
The exterior of a large, multi-level home showcases a wraparound porch with a red awning and is surrounded by well-maintained green lawns and decorative rocks. Tall trees provide natural shade, creating a welcoming outdoor atmosphere.
Home in Stowe
4.83 out of 5 average rating, 161 reviews

Great For Large Groups with Hot Tub

GailRating, 5 stars2 months ago
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.
Guest favorite
Wooden cabinetry surrounds a gas fireplace, housing a flat-screen TV and various games. A comfortable armchair is situated nearby, with large windows providing views of the surrounding greenery and natural light illuminating the space.
Home in Stowe
4.94 out of 5 average rating, 189 reviews

Huge deck, hot tub, foosball, surrounded by nature

MaritaRating, 5 stars2 months ago
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!
Guest favorite
A rustic wooden house is framed by a lush green lawn and tall trees. The home features a sloped roof and large windows, allowing natural light to fill the interior. The expansive yard offers ample outdoor space for relaxation and activities.
Cabin in Lyman
4.93 out of 5 average rating, 207 reviews

White Mountain Bliss on 33 Acres

RyanRating, 5 stars4 months ago
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!
Guest favorite
A warm living space is crafted with wooden paneling and large windows that provide natural light. Comfortable seating includes a leather sofa and patterned armchairs, arranged around a wooden coffee table. Soft lighting is provided by lamps, enhancing the cozy atmosphere.
Chalet in Killington
4.87 out of 5 average rating, 248 reviews

Large Chalet; Sauna, Hot Tub; Walk to Trail

AudreyRating, 5 stars2 months ago
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.
Guest favorite
A spacious living area features large windows allowing natural light to fill the room. A comfortable sectional sofa is arranged around a coffee table, and a TV is positioned near a wood-burning fireplace. A decorative artwork of a bull's head adorns the wall.
Condo in Killington
4.97 out of 5 average rating, 144 reviews

#45 Luxury Ski & Summer Condo with Private Sauna

MichaelRating, 5 stars2 months ago
Great spot near the mountain. nice community pool and hot tub.
Guest favorite
A comfortable living area features a light-colored sectional sofa, two armchairs, and a wooden coffee table. Natural light fills the space through large windows with wooden blinds. Artwork and framed photos decorate the walls, while a piano is positioned near the window.
Home in Waterbury Center
4.95 out of 5 average rating, 132 reviews

Peaceful setting with Mountain Views

HallieRating, 5 stars3 months ago
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

Guest favorite
A large house featuring a blend of stone and timber architecture is set against a backdrop of lush greenery. The exterior showcases a prominent gable roof, large windows, and a welcoming porch. A separate structure with a barn-like design is visible in the background.
Home in Stowe
4.97 out of 5 average rating, 120 reviews

Cozy Mountain Home w/Million $ View

David RayRating, 5 stars3 months ago
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!
Guest favorite
Home in Bristol
4.88 out of 5 average rating, 157 reviews

Large New England Home w/ Gorgeous Mountain Views

TinaRating, 5 stars1 week ago
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.
Guest favorite
Large glass doors frame a stunning mountain view, showcasing the surrounding landscape. A spacious deck with outdoor seating is visible. Inside, a wooden dining table with several chairs is positioned nearby, illuminated by pendant lighting, and a spiral staircase offers access to the upper level.
Home in Waitsfield
4.96 out of 5 average rating, 163 reviews

Mid century modern gem with views of Sugarbush

PhilippeRating, 5 stars3 months ago
Place was as advertised. Beautiful, great location, great views, close to convenient grocery shopping and slopes. We'd love to come back some day.
Guest favorite
A log cabin is nestled in a lush green landscape, surrounded by mature trees. The structure features a welcoming front porch with seating and a sloping roof. A spacious grassy area lies in front, providing an open space for relaxation.
Cabin in Danby
4.89 out of 5 average rating, 298 reviews

Mountain treasures await.

DustinRating, 5 stars2 weeks ago
Very nice people loved the small conversation we got to have love the cabin will be back next year.
Guest favorite
Home in Rochester
4.95 out of 5 average rating, 196 reviews

The McKinley House

GarethRating, 5 stars3 months ago
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!
Guest favorite
A charming 1925 bungalow showcases a welcoming front entrance with wooden steps leading to a sunlit porch. Lush green shrubs frame the home, accompanied by blooming flowers along the sidewalk. The blue exterior complements the quaint neighborhood, inviting exploration of nearby surroundings.
Bungalow in Burlington
4.92 out of 5 average rating, 802 reviews

Charming Old North End bungalow

AmeliaRating, 5 stars3 weeks ago
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.
Guest favorite
The exterior of the duplex is showcased, featuring a welcoming porch with two umbrellas over a seating area. Steps lead up to the porch, surrounded by lush greenery and neatly arranged flower beds, and the house is embraced by mature trees.
Apartment in Montpelier
4.87 out of 5 average rating, 701 reviews

Entire 2nd Floor Walk to Montpelier

JuliaRating, 5 stars2 days ago
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.
Superhost
A bright living area features a dark sectional sofa adorned with patterned pillows. Sunlight pours in through skylights and windows, illuminating the cozy space. A wooden coffee table and a floor lamp enhance the inviting environment, while the walls display a neutral hue.
Home in Burlington
4.84 out of 5 average rating, 477 reviews

The Sanctuary: 3 Bedrooms, Easy Walking, +Parking!

KyleRating, 5 stars1 month ago
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

Superhost
An indoor swimming pool is shown, featuring clear, inviting blue water that reflects light from the overhead windows. Wood-paneled walls provide a rustic feel, and labeled signs are visible along the sides. A ladder leads into the pool, emphasizing accessibility.
Condo in Stowe
4.81 out of 5 average rating, 284 reviews

Spacious Stowe condo Amzing views w/shared hot tub

JeffRating, 5 stars2 months ago
great place close to Stowe.
Top guest favorite
A breathtaking view showcases the sun rising above the horizon, casting warm orange and yellow hues across the sky. The silhouette of Camel's Hump is visible in the distance, framed by softly illuminated clouds. The scene evokes a sense of tranquility and natural beauty.
Apartment in Barre
4.94 out of 5 average rating, 163 reviews

Relax in Recreation Paradise!

JenniferRating, 5 stars3 months ago
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!
Guest favorite
A spacious backyard features a clear swimming pool bordered by a wooden deck. Colorful flowers accent the landscape, and sun loungers invite relaxation. The two-story residence showcases large windows, blending the indoor and outdoor environments, with an umbrella providing shade beside the pool.
Guest suite in Killington
4.95 out of 5 average rating, 145 reviews

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

JoshRating, 5 stars2 months ago
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.
Superhost
A community pool is shown with various guests enjoying the water. Colorful floatation devices are seen scattered throughout the pool. Several lounge chairs are arranged along the grassy edge, while a forested area and a body of water are visible in the background.
Cabin in N. Haverhill
4.92 out of 5 average rating, 165 reviews

Hilltop View Lodge - White Mountains, NH

AndrewRating, 5 stars3 months ago
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
Superhost
An outdoor pool area is showcased with a well-maintained pool surrounded by a paved deck. Sun loungers are placed at various points, accompanied by red umbrellas for shade. The backdrop features a multi-story building, enhancing the serene atmosphere of the space.
Condo in Killington
4.78 out of 5 average rating, 308 reviews

Serene Top Floor Condo (resort style amenities)

NikitaRating, 5 stars1 week ago
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!
Superhost
A dining area is set with a wooden table adorned with plates and glassware, complemented by a stylish chandelier overhead. In the background, a comfortably furnished living area features a sofa and a smart TV, creating a welcoming environment.
Condo in Killington
4.89 out of 5 average rating, 162 reviews

Modern Killington Farmhouse Condo: Close to Resort

RodneyRating, 5 stars3 months ago
Great home near the mountain, exactly how described and shown in pictures. We had a wonderful stay.
Top guest favorite
A clear blue above-ground pool is seen, bordered by white fencing. Red and white striped chairs are positioned near the house, which features multiple windows and a covered porch. Lush green trees provide a natural backdrop against a bright blue sky.
Home in Stowe
4.98 out of 5 average rating, 266 reviews

EPIC Stowe Getaway - Great For Families & Friends

KatiaRating, 5 stars3 weeks ago
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.
Guest favorite
The exterior of a multi-story building is showcased, featuring a distinct clock tower and the Mountain Green logo. Balconies are visible on the upper floors, and trees surround the structure. Soft lighting lines the path leading to the entrance, enhancing the welcoming ambiance.
Condo in Killington
4.78 out of 5 average rating, 176 reviews

Amazing,Ski, Golf, Hike, Bike, Adventures

ErinRating, 5 stars2 months ago
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

Destinations to explore