Family-friendly vacation rentals in Bolton

Find and book unique family-friendly homes on Airbnb

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

  • Total vacation rentals

    Explore 40 vacation rentals in Bolton

  • Nightly prices starting at

    Bolton vacation rentals start at G$16,725 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,640 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Bolton vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Bolton rentals

  • 4.9 Average rating

    Bolton stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated family-friendly rentals in Bolton

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite
A cozy log cabin is nestled among lush greenery, featuring a wooden deck with steps leading up to the entrance. Large windows provide ample natural light, and the surrounding trees contribute to the tranquil setting.
Cabin in Richmond

Log cabin in the woods in Richmond VT (near Stowe)

Informal, cozy, comfortable log cabin on 25 acres of land with a babbling brook. Tucked away on a very well-maintained country road. Perfect for a VT getaway, we are close to incredible year round activities of skiing, hiking, and biking. With easy access to I-89, Route 2, & Route 100, we are 10 minutes from Bolton Valley, 45 minutes from Stowe, and 20 minutes from Burlington. Many restaurants & stores are within a 15 minute drive. The perfect cabin for friends or family to enjoy a VT vacation.

KitchenIndoor spacesComfort

4.94 out of 5 average rating, 198 reviews
Top guest favorite
A comfortable sectional sofa is positioned in the living area, accented by a light throw and decorative pillows. Nearby, a bright lamp provides soft illumination, while a coffee table complements the modern aesthetic. Large windows allow natural light to fill the space, offering views of the outside.
Condo in Bolton Valley

Slopeside Condo ~ Luxe & Cozy ~ Ski, Ride, XC/BC

It doesn’t get more slopeside than this! Impeccably clean & well-appointed. Four Winds condo is the perfect home base for fall & winter activities at Bolton Valley Resort. Located next to Wilderness Lift and the uphill route, ski down to the front door. Short walk to Vista Lift, Base Lodge (Rentals, Tix, Tavern), Sport Center (Pool, Sauna), and XC trails. 1 mile to The Ponds & Timberline Lodge. BTV Airport & downtown Burlington 35 mins; Waterbury & Richmond 18 mins; Sugarbush & Stowe 50 mins.

KitchenIndoor spacesCheck-in

4.99 out of 5 average rating, 128 reviews
Top guest favorite
A spacious living area features a brown sectional sofa with decorative pillows. A wooden coffee table is centered in front of the sofa. Light fills the room from windows, and a doorway leads to a kitchen and dining area, visible in the background.
Home in Bolton

Modular - 3 bedroom house

Modular home has only ever been a short term rental and never fully lived in. 3 bedrooms and 2 bathrooms, including one master bathroom. Electric fireplace to gather around after a long day playing in the snow. Large movie collection for stay at home days. Keurig machine for fresh coffee in the morning or some hot chocolate. 30 minutes to Stowe, Burlington and Montpelier. Lots of places to eat and shop within 30 minutes. Bolton ski resort 5 minutes down the road. Great view of the mountains.

KitchenIndoor spacesCondition

4.96 out of 5 average rating, 158 reviews
Top guest favorite
A charming treehouse is nestled among lush green trees, featuring large windows that glow warmly at dusk. A connecting bridge is illuminated with string lights, creating a welcoming pathway. Ferns and forest foliage add to the natural surroundings, enhancing the serene woodland atmosphere.
Treehouse in Moretown

Treehouse at Bliss Ridge Farm - Best Views in VT!

This treehouse, the Birds Nest, is open May-Oct. Our “4-Season Treehouse @ Bliss Ridge,” is open year-round: https://www.airbnb.com/h/bigtreehouseatblissridgefarm — NEW SAUNA on property! Dr. Seuss-inspired tree home perched @top of 88-acre, organic hill farm, surrounded by 1000s acres of wilderness. Designed by B'fer Roth, DIY network host of The Treehouse Guys - built WITHIN living trees, not stilts! Private hiking & panoramic views of Worcester range, MR valley! No pets or animals please.

KitchenIndoor spacesCheck-in

4.97 out of 5 average rating, 208 reviews
Top guest favorite
A scenic view of Ten Springs Farm showcases vibrant autumn foliage surrounding the farmhouse and red barn. Lush trees with a variety of colors are present in the foreground, complementing the greenery of the field. The backdrop features distant mountains under a bright blue sky.
Home in Underhill

Ten Springs Farm at the foot of Mt. Mansfield

Ten Springs Farm offers easy access to some of Vermont's finest ski areas (Stowe and Jay Peak each 1 hour away, Smugglers Notch and Bolton Valley each 1/2 hour away) and hiking, biking, sledding and groomed cross-country skiing. Located at the base of Mt Mansfield it is a newly renovated 1840's Vermont farmhouse. Surrounded by open fields and beautiful mountain views, it is close to many recreational, cultural and culinary activities. Burlington and Lake Champlain are less than an hour away.

Indoor spacesKitchenAccess

4.99 out of 5 average rating, 115 reviews
Guest favorite
A modern kitchen features sleek white cabinetry and granite countertops with ample workspace. A stainless steel refrigerator and oven stand ready for use. A decorative wall showcases a playful pattern. A spiral staircase leads to the upper level, with natural light flowing through a nearby window.
Guesthouse in Richmond

Send It Inn: Newly Renovated Guest House

Our beautifully renovated guest house is thoughtfully set up for you and your friends to take advantage of the best Vermont and our amazing town has to offer. Located in the center of Richmond, Vermont you are literally footsteps or a short peddle away from restaurants, breweries, trails, swimming holes, and more. Richmond's mountain bike trail system can be accessed out your door. Five of Vermont's best ski resorts are within 45 minutes. Burlington is only a 15 minute drive. Send It!!!!

KitchenIndoor spacesWalkability

4.94 out of 5 average rating, 178 reviews
Guest favorite
A spacious studio features a king size bed with crisp white linens and a cozy sitting area. A large window provides natural light and scenic views. Artwork adorns the walls, and a stylish chaise lounger complements the wood flooring.
Apartment in Bolton Valley

Cozy Bolton Valley Ski Studio • Hike & Relax

Cozy ski lodge studio at Bolton Valley Resort, set at 2,000 feet and surrounded by over 5,000 acres of Green Mountain wilderness. Direct trail access makes it easy to ski, snowboard, snowshoe, bike, or hike scenic trails, then return to a warm, quiet mountain retreat. Inside you'll find a king bed, full kitchen, TV, and bathtub—perfect for relaxing after a day outdoors. Ideal for couples or solo travelers seeking a peaceful mountain escape. Note: Not suitable for pets or children.

KitchenIndoor spacesSkiing

4.93 out of 5 average rating, 179 reviews
Top guest favorite
The exterior of the cabin is framed by lush greenery, featuring a welcoming pink door and multiple windows adorned with flower boxes. The structure is nestled among the trees, providing a sense of privacy and tranquility in a natural setting.
Tiny home in Bolton

Tiny House Cabin between Burlington and Stowe

The Four Seasons has all the comforts of home with the calm and quiet of the mountains. Enjoy the beautiful sunset views from the wooded deck or in front of the cozy wood stove. We are minutes from hiking the Long Trail, rock climbing the Bolton Dome, skiing Bolton Valley, Stowe Mountain Resort, or Smugglers Notch, swimming in Lake Champlain, or playing golf at the West Bolton Golf Course. We are also less than an hour drive to Burlington, Montpelier, Stowe and the Canadian border.

Indoor spacesFamilyBackyard

4.96 out of 5 average rating, 515 reviews
Top guest favorite
A modest front deck is visible, featuring railings and a few steps leading to an entrance door. A potted plant hangs above, while vibrant flowers are located below, set against a backdrop of trees displaying autumn foliage.
Condo in Bolton Valley

Cozy Little Mountain Condo at BV Ski Resort

Relax on the mountain in our little condo. A cozy space to enjoy fresh mountain air. Enjoy easy access for ski in/out, hiking, mountain biking, leaf peeping…something to love here during every season! Bedroom with a queen bed. Pull out couch is best suited for children or one adult—two large adults may find it a tight fit. Located approximately half-way between Burlington and Stowe, about 30 minute drive to either/or. Or check out Waterbury (our favorite) about 15 minutes away!

Indoor spacesFamilyWalkability

5.0 out of 5 average rating, 104 reviews
Top guest favorite
A small vase containing vibrant flowers is placed on a wooden shelf. Sunlight filters through large windows, illuminating a loft area with a wooden ceiling. Spacious seating areas are visible below, providing a welcoming atmosphere.
Barn in Westford

The Book Barn: Newly Renovated Guesthouse

Enjoy all Vermont has to offer in this bright, airy space minutes away from Burlington and the mountains. On 14 acres with a brook, it’s a short walk down a dirt road to a historic covered bridge and town common. Fall colors are breathtaking when taken in from the barn deck, while Spring and Summer visitors enjoy free concerts on the town green on Sundays. Spectacular sunsets and hot air balloons are familiar sights. It doesn’t get much more Vermonty. *Note: No Cleaning Fee!

Indoor spacesKitchenNearby

4.99 out of 5 average rating, 335 reviews
Top guest favorite
A wooden bridge leads to the entrance of the treehouse, surrounded by trees displaying autumn colors. The structure features large windows and a unique architectural design, blending nature with handcrafted elements.
Treehouse in Waterbury

The Roost - Recharge & Relax

Enjoy being immersed in nature when you stay in this unique treehouse to unwind while experiencing some of the best sights and nature in Vermont. This cabin up on stilts and bordering one of Vermont's beautiful state parks. Views of the walkable Waterbury reservoir can be seen from its perch in the trees. "The Roost" aims for a balance of rustic meets elegance. With a tiled shower and heated flooring through out- one can truly reconnect and recharge in this unique experience.

FamilyIndoor spacesNearby

4.94 out of 5 average rating, 201 reviews
Guest favorite
A cozy living area features a green couch adorned with colorful throw pillows and a warm blanket. A round blue chair offers additional seating, complemented by a simple black coffee table placed on a striped rug. Natural light brightens the space from nearby windows.
Apartment in Richmond

Hideaway studio: breweries, skiing, dogs welcome

New construction, private entrance 600+ sq ft apartment close to skiing & all outdoor activities Vermont has to offer, with a unique piece of Phishtory. Steps from hiking & mountain biking trails, lots of ski areas & swimming holes close by. Our studio is a great basecamp or a relaxing getaway. Bright, large & sunny, located in between Burlington & Waterbury/Stowe. 1.5 miles from the charming Richmond village.

FamilyKitchenTV

4.95 out of 5 average rating, 292 reviews

Popular amenities for Bolton family-friendly rentals

Family-friendly home rentals with a hot tub

Family- and pet-friendly home rentals

Top guest favorite
The log cabin features a charming exterior with a prominent stone chimney and rustic red accents. It is surrounded by lush greenery and tall trees, with a serene yard that conveys a peaceful retreat in nature. A welcoming wreath adorns the front door.
Cabin in Stowe

Charming log cabin w/ fireplace in Stowe village

KitchenIndoor spacesHeating

4.97 out of 5 average rating, 263 reviews
Top guest favorite
Aerial view of the vibrant Vermont landscape, showcasing rolling hills adorned with a diverse palette of fall foliage. The rustic barn sits among expansive fields, framed by trees displaying bright autumn colors, with distant mountains in the background under a partly cloudy sky.
Barn in Morristown

200 acre Stowe area Bunkhouse.

Indoor spacesKitchenValue

4.97 out of 5 average rating, 250 reviews
Top guest favorite
A sun-filled living area features large windows that offer views of the surrounding trees. A cozy seating arrangement includes a blue couch and a brown accent chair. A low coffee table sits atop a vibrant, striped rug, complemented by a soft bean bag nearby.
Cabin in Moretown

Waldhaus - Modern Forest Cabin

Indoor spacesKitchenDecor

4.94 out of 5 average rating, 266 reviews
Top guest favorite
The exterior of the barn-style apartment is presented, featuring white siding and large windows. A gravel path leads to the entrance, flanked by vibrant purple irises and lush greenery, creating a welcoming outdoor space in a tranquil setting.
Barn in Williston

The Carriage Barn in Historical Williston Village

Indoor spacesFamilyParking

4.96 out of 5 average rating, 190 reviews
Top guest favorite
Home in Stowe

Vermont Cedar Cottage | Fireplace & Pond Views

FamilyIndoor spacesAccess

4.96 out of 5 average rating, 165 reviews
Guest favorite
A charming single-story house sits on a well-manicured lawn, surrounded by lush greenery and flowering shrubs. The exterior features large windows that invite natural light indoors, and a gentle sloping landscape leads towards a serene backdrop of trees.
Home in Moretown

Home on Flower Farm near VT’s best skiing & brews!

KitchenIndoor spacesAmenities

4.95 out of 5 average rating, 210 reviews
Top guest favorite
An open living area features a wooden dining table surrounded by black chairs. A cozy lounge area includes a navy blue sofa and a wooden coffee table, complemented by a patterned area rug. Exposed beam ceilings add a rustic touch to the bright space.
Home in Waterbury Center

Stunning Views near Stowe /Mountain private home

FamilyIndoor spacesLong stay

4.99 out of 5 average rating, 172 reviews
Top guest favorite
A cozy sitting area features a couch and an armchair, complemented by decorative cushions. Wall art is displayed above a television, and a kitchenette is visible in the background. Warm lighting enhances the inviting atmosphere in this thoughtfully arranged space.
Guest suite in Waterbury Center

Waterbury Center Guest Bedroom - 244 Howard

KitchenIndoor spacesComfort

4.94 out of 5 average rating, 499 reviews

Family-friendly home rentals with a pool

When is the best time to visit Bolton?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$78,188 GYDG$71,289 GYDG$60,209 GYDG$45,575 GYDG$72,125 GYDG$47,038 GYDG$48,083 GYDG$45,575 GYDG$49,965 GYDG$67,944 GYDG$40,975 GYDG$81,533 GYD
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