Family-friendly vacation rentals in Bolton

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Bolton family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
A spacious living room features a large sectional sofa on a vibrant area rug. Light streams in through multiple windows, illuminating a glass coffee table and a stone fireplace. Bookshelves line the walls, adorned with plants and decorative items, creating an inviting atmosphere.
Cabin in Stowe
4.92 out of 5 average rating, 357 reviews

The Rabbit Hole - Luxury Cabin in heart of Stowe

SuzanneRating, 5 stars1 month ago
The house was perfect for us. We were a group of 8 and everyone had a comfortable place to sleep, plenty of space to move around, park our cars and sit while relaxing throughout the house. Ryan was so helpful and quick to respond if we had any questions. Lovely house, hope I get to return.
Guest favorite
The spacious living area features a large sectional sofa and a coffee table made from natural wood. A flat-screen television is mounted on the wall. Sliding glass doors lead to the outdoor space, while wooden floors and a vaulted ceiling create a warm ambiance.
Cabin in Starksboro
4.88 out of 5 average rating, 284 reviews

Charming getaway tucked away in the Green Mtns

TraceyRating, 5 stars4 weeks ago
Not sure if it was the mattress, the sheets and quilt, the pillows, the Vermont woods, Vermont fresh air, or the rain hitting the roof… maybe all of it… but, my husband and I have not slept so well in… maybe EVER! Rob’s home is super comfy and dog friendly. The hot tub is a nice feature and works wonderfully. If you are looking for a quiet, peaceful location for your visit, this hits all the marks. Sitting outside with your morning coffee is a treat. If weather doesn’t cooperate, recommend sitting in the den in front of the picture window. Our old dog truly appreciated exploring the fenced yard, and we loved allowing him off off-leash. Great place to stay!
Guest favorite
A custom-made yurt is nestled among lush greenery, surrounded by tall trees. Sunlight filters through the foliage, illuminating the yurt's circular structure and chimney. Wildflowers and grasses frame the foreground, creating a natural, serene setting.
Yurt in Randolph
4.95 out of 5 average rating, 434 reviews

Lower Yurt Stay on VT Homestead

AlinaRating, 5 stars3 days ago
Beautiful spot to relax, reconnect and leave refreshed! We enjoyed everything about our stay, especially the sauna, living pool, and hike to the yurt! We would love to return, thank you for sharing such a peaceful place with us, it was exactly what we needed.
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!
Top guest favorite
A spacious living room features a large brown leather sofa with decorative pillows, accompanied by two armchairs. A wooden coffee table sits on an oriental-style rug, and a couple of framed artworks adorn the walls. Floor-to-ceiling windows provide an airy atmosphere.
Townhouse in Stowe
4.87 out of 5 average rating, 214 reviews

Gorgeous panoramic views - 4 miles to the mountain

RuthRating, 5 stars1 month ago
Absolutely wonderful stay! As a family of five, we couldn't have asked for a better place. The unit was incredibly spacious, comfortable, and had such a warm, homey feel—it truly felt like a home away from home. The mountain view from the living room window was beautiful, a perfect backdrop for our mornings and evenings. Jeff, the host was exceptional—extremely responsive, thoughtful, and helpful throughout our stay. Every question or request was handled quickly and kindly, which made our experience stress-free and enjoyable. We had some wifi issues which took time to resolve but Jeff helped and made sure it is taken care of. The apartment was impressively well-equipped with everything we needed, clearly a lot of care went into preparing the space for guests. The location was perfect for us— surrounded by beautiful trails that we explored as a family. If you are into skiing, the ski tracks are short drive away. It was the ideal base for both adventure and relaxation. Highly recommended
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 :)
Top guest favorite
The exterior view showcases the Barn at Fielder Farm, its red facade reflecting on the tranquil pond below. Lush green lawns and trees frame the scene, enhancing the sense of serenity in the Vermont countryside.
Farm stay in Huntington
4.97 out of 5 average rating, 113 reviews

The Barn at Fielder Farm

Brian & JulieRating, 5 stars3 months ago
What a beautiful place! Sarah and Bert’s place was one of a kind! Superb location with beautiful views of the surrounding mountains! We booked this location for our family snowboarding trip, there was ample space for us to eat and enjoy family time. Great kitchen to cook and socialize with everybody. I can’t say enough about this home. Sarah and Bert were excellent hosts and we communicated effortlessly and they provided a very positive experience. If you’re planning a trip to the area for adventure or just a getaway, I would highly recommend staying at Fielders farm!
Superhost
A well-lit living room features a gray couch with decorative pillows, a wooden coffee table, and a sleek TV stand. Natural light enters through two windows, enhancing the warm atmosphere. A ceiling fan offers comfort, while a side table holds decorative items.
Apartment in Morristown
4.92 out of 5 average rating, 221 reviews

Cozy Country Apartment with private hot tub

AbbeRating, 5 stars3 months ago
Steve's place was great! Reasonably close to Stowe, easy to check in and out, and as described in the listing.

Family- and pet-friendly home rentals

Guest favorite
An upstairs room features a spacious bed dressed with soft linens and a colorful decorative pillow. A cozy seating area is provided by a couch and a rocking chair. A patterned rug adds warmth, while natural light filters through multiple windows.
Cabin in Hyde Park
4.94 out of 5 average rating, 589 reviews

Dream Cabin in Vermont

RebeccaRating, 5 stars5 days ago
We absolutely adored our stay at the cabin. It is idyllic inside and out! It was amazing to come home to after a day of exploring. The bed was super comfortable and the highlight for us was watching VHS on the TV with snacks. It is so well equipped and cosy, also enjoyed a lovely bath in the claw foot tub. Just perfect for a rustic, cosy stay in nature. A highlight for me was stepping outside at night and listening to (I assume they were) frogs!! They were so loud and it was incredible to hear them, the trees were also surrounded by fireflies (I’d never seen them before!) and I’ll always remember that perfect moment of peace. Thank you for making our 10 year anniversary so memorable with such a lovely place to stay, if you’re thinking of it for a special occasion or just as a base to explore this adorable region of Vermont, look no further :) thank you!
Guest favorite
A serene landscape shows several Jersey cows grazing on lush green grass near a pond. The water reflects the blue sky and distant mountains, while the surrounding trees add depth to the tranquil rural setting.
Farm stay in Fairfield
4.98 out of 5 average rating, 308 reviews

Organic Farm Hideaway Home and Pond

LydiaRating, 5 stars1 month ago
Melanie and Tyler’s place is even better than the photos. It was the perfect stop on our bike trip- and what a bonus to have fresh eggs, cheese, bacon and steaks!
Guest favorite
Cabin in Hyde Park
4.95 out of 5 average rating, 354 reviews

Serene Country Cabins 1 In the heart of Vermont

EdwardRating, 5 stars2 weeks ago
Great little cabin for a weekend stay for my wife and I and our dog. Easy access to town for necessities and close to several local breweries. Would definitely stay here again.
Superhost
A cozy cabin nestled among trees features a wooden exterior and a vibrant red metal roof. A spacious porch wraps around the front, bordered by greenery. Sunlight filters through the leaves, creating a serene and inviting setting in a natural woodland environment.
Cabin in Morristown
4.9 out of 5 average rating, 249 reviews

Dream Log Cabins! Pets Welcome!

DaliaRating, 5 stars3 months ago
Claudia’s cabin was exactly as described- a private little cabin in the woods. The house was adorable, cozy, and close enough to Stowe for skiing (about 25 mins to base). The only minor issues I had were the use of the beautiful soaking tub (unusable due to water pressure/temperature), the temperature of the first floor bathroom( cold), and the amount of dog hair throughout. Disclaimer, I travel with my non-shedding dog so I’m not used to seeing dog hair on my clothing, and perhaps it was the previous renter who had a long haired shedding dog, but it was everywhere- couch, beds, cozy chairs, floor. Came home with hair covered clothing. There’s a sign by the door that says “no outfit is complete without dog hair”! These issues were not enough to complain to Claudia about, because as I mentioned - minor- everything else was spot on. She even had snacks in the fridge. Do bring extra toilet paper and paper towels if you book. I couldn’t find any. Otherwise, great stay.
Top guest favorite
A log cabin with a sloped roof is nestled among tall trees, surrounded by a blanket of snow. The clear blue sky provides a bright backdrop to the tranquil scene, with light casting soft shadows on the ground.
Cabin in Groton
4.99 out of 5 average rating, 640 reviews

Peaceful Log Cabin in the Woods

RimRating, 5 stars1 week ago
This cabin was such a dream. Tucked away in the woods, it gave us the perfect mix of peace, nature, and comfort. Everything was clean and so well equipped. it had everything we needed and more, which made our stay super easy and relaxing. My boyfriend and I really appreciated the quiet, peaceful, cozy vibe. We felt completely at home and could just unplug and enjoy the moment we spent our time playing board games, sipping coffee in the garden or making dinner together in the cute little kitchen. Emily was an absolute pleasure: very kind and thoughtful, and great to talk to. You can tell she really cares about the space and the people who stay in it. We left feeling refreshed, happy, and already dreaming of coming back.
Top guest favorite
A light-filled dining area features a wooden table with four chairs, complemented by a bouquet of flowers in a blue vase. A spacious kitchen counter with stools is visible, and natural light enters through multiple windows, offering a view of the surrounding landscape.
Apartment in West Glover
4.98 out of 5 average rating, 537 reviews

The Lodge at Blackberry Hill

MargaretRating, 5 stars2 weeks ago
We thoroughly enjoyed our stay. the space was very comfortable, clean, well equipped, and in a beautiful setting. We highly recommend this location!
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
4.88 out of 5 average rating, 704 reviews

Entire 2nd Floor Walk to Montpelier

CheriRating, 5 stars5 days ago
Will and Patti responded to questions quickly. The apartment was in a great location. We were able to walk to many Montpelier shops and restaurants. The apartment was very comfortable, with old Vermont charm. It had off street parking, a/c (minisplits) for the hot days and windows/screens for the cooler days. We would definitely stay here again!
Top guest favorite
A lone fisherman is silhouetted in a kayak, cast against the backdrop of a vibrant sunset over the calm waters of Lake Champlain. The sky features warm hues of orange and gold, reflecting softly on the water's surface.
Guesthouse in Highgate
4.97 out of 5 average rating, 667 reviews

Beautiful lake-front cottage, Lake Champlain

JulieRating, 5 stars2 days ago
Williams's place is the perfect stop. The view is breathtaking.

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.
Guest favorite
Guest suite in Ryegate
4.92 out of 5 average rating, 229 reviews

Secluded Paradise on the Connecticut River, VT

JatinRating, 5 stars3 weeks ago
beautiful property. very private. our dog really enjoyed. the patio had swings with the river view it was gorgeous.
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
The exterior of the cottage features a warm wood facade with red accents. Large windows allow natural light to fill the interior. A spacious deck is visible, equipped with a grill and outdoor seating, providing a comfortable area to enjoy nature.
Home in Granville
4.96 out of 5 average rating, 145 reviews

Epic Views of the Green Mountains

ColbyRating, 5 stars1 week ago
We had a great stay at William’s. The location was beautiful and the house was comfortable. We had a great mix of day-tripping and relaxing with a view. We also ran into William and he was very helpful and friendly.
Top guest favorite
An indoor pool area features clear water reflecting the wood-beamed ceiling overhead. Large windows allow natural light to illuminate the space, highlighting the smooth concrete poolside. A few lounge chairs are visible along the edge, offering a place to relax.
Condo in Warren
4.97 out of 5 average rating, 128 reviews

TWO BEDROOM RENOVATED MOUNTAIN VIEW CONDO

PedroRating, 5 stars3 months 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
An open living area features a cozy seating arrangement with a large gray sectional and an accent chair. A flat-screen TV is mounted on one wall, while a decorative cabinet adds character. Light from overhead fixtures illuminates the warm wooden floors.
Townhouse in Stowe
4.89 out of 5 average rating, 167 reviews

Stowe, Topnotch Resort-Best Mt & Luxury in Vermont

JamesRating, 5 stars3 months ago
This condo is a GREAT location if you're skiing at Stowe. Being able to make a right turn onto Mountain Rd in the morning (if you're familiar with Stowe traffic you'll understand what I mean) and be at the slopes in less than 10 minutes was amazing. And with the Topnotch Resort being on Mountain Rd, you're right in the heart of all of the restaurants and shops, too (the ever-popular Matterhorn is a very short drive away). The condo was spotless and cozy we all found the beds to be especially comfy. Overall, a great stay!
Superhost
Apartment in Stowe
4.75 out of 5 average rating, 117 reviews

Theatre in the Woods - Stowe, VT

KatieRating, 5 stars3 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!
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, 267 reviews

EPIC Stowe Getaway - Great For Families & Friends

KatieRating, 5 stars2 weeks ago
weekend family trip for 6 of us and our dog(4 adults and 2 kids), plenty of space for everyone, and much larger than I expected! we enjoyed cooking in the well stocked kitchen, playing board games on the large dining room table, swimming in the pool and soaking in the hot tub, wrapping the nights up with a movie on their Roku TV! Kristin was very responsive in her communication, we had a lovely time and would love to plan future trips here again!

Quick stats about vacation rentals that are family-friendly in Bolton

  • Total rentals

    30 properties

  • Nightly prices starting at

    ﺩ.ﺇ294 before taxes and fees

  • Total number of reviews

    2K reviews

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 properties include access to wifi

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