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 stars1 month 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 stars3 weeks 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 spacious home is set against a bright blue sky with fluffy clouds. Flowering plants and grass surround the entrance, creating a welcoming outdoor space. The architecture features various slopes and shapes, highlighting the unique design of the residence.
Guest suite in Jericho
4.74 out of 5 average rating, 288 reviews

Apartment, comfy and cozy with kitchen/gas fire

ZachRating, 5 stars1 month ago
Rebecca’s air bnb is awesome in a great location and she truly goes the extra mile for her visitors.
Guest favorite
A spacious living area features a leather sectional sofa, two armchairs, and a coffee table atop a plush area rug. Natural light streams through large windows, highlighting the wooden accents and built-in bookshelves surrounding the fireplace.
Home in Stowe
4.94 out of 5 average rating, 189 reviews

Huge deck, hot tub, foosball, surrounded by nature

MaritaRating, 5 stars4 weeks 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 well-lit outdoor Jacuzzi features soothing water jets, creating a relaxing ambiance. The water is illuminated with soft lights, enhancing the tranquil setting. Visible edges and seating areas allow for comfortable relaxation. Surrounding space remains dark, emphasizing the warm glow of the Jacuzzi.
Chalet in Stockbridge
4.92 out of 5 average rating, 181 reviews

Killington ski house winter MTbike -new jacuzzi

ZachRating, 5 stars1 month ago
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
Guest favorite
An inviting entryway features warm wood paneling and a bench against the wall. Hooks are mounted for coats, and a spacious mat lies underneath. Natural light enters through a window, illuminating the area, with a door leading to the main living space.
Chalet in Killington
4.87 out of 5 average rating, 248 reviews

Large Chalet; Sauna, Hot Tub; Walk to Trail

AudreyRating, 5 stars1 month 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 stars1 month 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
4.96 out of 5 average rating, 131 reviews

Peaceful setting with Mountain Views

HallieRating, 5 stars2 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 stars1 month 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, 155 reviews

Large New England Home w/ Gorgeous Mountain Views

ChristopherRating, 5 stars2 months ago
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.
Superhost
A vibrant purple sofa is complemented by a textured gray throw pillow and a colorful patterned pillow. A wooden coffee table features a decorative tray with a plant and a game, while a patterned rug and lamp add detail to the cozy living area.
Apartment in Middlebury
4.79 out of 5 average rating, 192 reviews

Downtown Middlebury 3 BR Home - Walk Everywhere!

rachelRating, 5 stars2 weeks ago
Ideal for a quick college visit. Walkable to campus and breakfast / dinner options. Dog friendly too - exactly what we needed!
Guest favorite
The exterior of a two-story house is showcased, featuring a light yellow siding and red shutters. A welcoming front entrance with a white door is visible, along with landscaped greenery surrounding the home. The setting is tranquil, bordered by trees.
Home in South Burlington
4.9 out of 5 average rating, 184 reviews

3 BR House near Burlington

DianeRating, 5 stars6 months ago
Great house and location was easy to get to, close to airport, and events.
Guest favorite
A winter scene depicts a cozy log cabin surrounded by snow-covered trees. The wooden structure features a sloped roof and large windows. A path leads to the front porch, which is adorned with holiday wreaths, inviting guests to enjoy the serene winter landscape.
Cabin in Danby
4.89 out of 5 average rating, 296 reviews

April/May special So Vt Cabin Mt Tabor Treasure

MelissaRating, 5 stars1 month ago
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! 😀
Guest favorite
Home in Rochester
4.95 out of 5 average rating, 196 reviews

The McKinley House

GarethRating, 5 stars2 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!
Top 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, 800 reviews

Charming Old North End bungalow

JamesRating, 5 stars2 weeks ago
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.
Guest favorite
A welcoming porch is presented with a rocking chair and small side table. Hanging planters add greenery, while a flower basket enhances the inviting atmosphere. The wooden flooring is complemented by a small welcome mat, creating a cozy outdoor space for relaxation.
Apartment in Montpelier
4.87 out of 5 average rating, 696 reviews

Entire 2nd Floor Walk to Montpelier

IanRating, 5 stars1 week ago
Felt right at home. A nice spacious place for us to stay on our way to Montreal.

Family-friendly home rentals with a pool

Superhost
A clean bathroom features a light-colored countertop and a sink, accompanied by a towel neatly folded beside it. A colorful shower curtain with intricate patterns enhances the space, while a full-length mirror reflects the room's details. Light-colored tiles cover the floor.
Condo in Stowe
4.81 out of 5 average rating, 284 reviews

Spacious Stowe condo Amzing views w/shared hot tub

JeffRating, 5 stars1 month 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 stars1 month 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
Guest suite in Killington
4.95 out of 5 average rating, 145 reviews

Cozy, spacious, 3 bedrooms, 4 beds, 5 mi to K Rd.

JoshRating, 5 stars1 month 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.
Top guest favorite
A children's playground is set among trees, featuring various climbing structures and slides. In the foreground, a gas grill is positioned on a grassy area, offering a convenient cooking option. Sunlight filters through the leaves, creating a pleasant outdoor environment.
Condo in Warren
4.97 out of 5 average rating, 128 reviews

TWO BEDROOM RENOVATED MOUNTAIN VIEW CONDO

PedroRating, 5 stars1 month ago
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
Superhost
A tennis court is set against a backdrop of lush trees and greenery. The court features a smooth, hard surface with clear white lines marking the boundaries. A net stands in the center, ready for play.
Condo in Killington
4.8 out of 5 average rating, 107 reviews

*Killington Summer Rental: 3 Bdrm, 2 Bth*

MikeRating, 5 stars1 month ago
Dray was thorough and the airbnb was clean, comfortable, and close to everything! I hope to stay here next time I visit!
Superhost
An indoor swimming pool is depicted with clear blue water, featuring multiple lanes marked by buoy lines. Surrounding areas include seating and wood-paneled walls, providing a spacious and inviting atmosphere for relaxation and recreation.
Condo in Killington
4.82 out of 5 average rating, 257 reviews

Ski, Ride, Walk On/Off Condo On Pico at Killington

ZacharyRating, 5 stars2 months ago
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.
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, 307 reviews

Serene Top Floor Condo (resort style amenities)

JonRating, 5 stars1 month ago
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.
Superhost
A well-lit bathroom features a clean white sink with modern fixtures. A large mirror reflects the space, while striped curtains add a touch of color. Neatly arranged towels hang from a towel ring, and toiletries are placed nearby, enhancing the functional design.
Apartment in Stowe
4.75 out of 5 average rating, 117 reviews

Theatre in the Woods - Stowe, VT

KatieRating, 5 stars2 months ago
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

Destinations to explore