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Family-friendly vacation rentals in Waitsfield

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Waitsfield

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

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Top guest favorite

The cabin complex is illuminated with warm lighting, surrounded by snow-covered trees. An outdoor fire pit is visible in the foreground, and decorative evergreens add a festive touch. The rustic architecture and inviting decorations create a charming winter setting.

Cabin in Waitsfield

4.97 out of 5 average rating, 175 reviews

Peaceable Nation at Sugarbush Mt. Ellen

Peaceable Nation at Sugarbush Mt. Ellen, a world class experience at the foot of Mt Ellen Sugarbush and on the Catamount X-C ski Trail is available as a fun group rental for 2-4 people. The entire cabin complex is yours! Enjoy the The Bear Den, a rustic cabin with Loft (Queen) and pull out Queen, the Whiskey Bunkhouse with a full size and a drop down table twin bed if requested, This charming Village is part of a larger compound. Stunning views. Winter tubing run! One well behaved pet allowed

A cozy kitchen area features a combination of modern and rustic design elements. Light wood paneling complements the yellow walls and a large window allows natural light to illuminate the space, highlighting a dining table and chairs, along with contemporary appliances.

Cottage in Waitsfield

4.92 out of 5 average rating, 166 reviews

Casa Rio Loco!

This charming guest cottage affords well appointed privacy while being centrally located in convenient proximity to all the activities the Mad River Valley has to offer. Nestled along a quiet oxbow of our namesake waterway, if you have come for the winter sports you will be a 5/7 minute drive to the Sugarbush base areas, and 10 minutes will bring you to Mad River Glen ("ski it if you can"). Explore the towns of Waitsfield and Warren Village in less than 5... Snowshoeing? Walk out the front door!

Top guest favorite

The spacious kitchen features wooden cabinets and countertops with an array of modern appliances, including a stainless steel refrigerator and oven. Pot racks hang from the ceiling, and a window provides natural light, enhancing the inviting atmosphere of the cooking area.

Home in Moretown

4.98 out of 5 average rating, 124 reviews

Cozy Vermont Cabin | Hike | Fall Foliage | Ski

Centrally located to everything the Mad River Valley offers, this well-appointed cabin has all the comforts of home for your next Vermont getaway. An ideal place for anyone seeking outdoor activities or just some relaxation. Secluded in the trees yet a short drive to Sugarbush and Mad River Glen ski areas, mountain biking, and hiking. Fly fishing and swimming spots on the Mad River are nearby. Enjoy great options for casual and fine dining, or prepare meals in our chef’s kitchen! @mrvstays

A cozy log cabin features a covered front porch adorned with string lights. Outdoor seating, including rocking chairs and a bench, provides a welcoming area. Surrounding vegetation and a gravel pathway lead to the entrance, creating a serene, rustic environment.

Cabin in Duxbury

4.98 out of 5 average rating, 128 reviews

Moonlight Woods - Gardener's Log Cabin

Escape to a cozy log cabin on 10 wooded acres. With a covered front porch, seasonal outdoor bath tub, large fire pit, fully stocked kitchen, hotel amenities, high speed Wi-Fi internet and Smart TV. Secluded yet nearby to ski areas, hiking, swimming holes, restaurants, breweries, apple picking and more. Just .5 miles off of RT 100, 22 min to Sugarbush, 20 min to Mad River Glen, and 39 min to Stowe Mtn Resort. 13 min to Waitsfield or Waterbury, 23 min to Montpelier, and 43 min to Burlington.

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

4.96 out of 5 average rating, 160 reviews

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 - an authentic treehouse built WITHIN living trees, not stilts! Private hiking & panoramic views of Worcester range, MR valley!

A spacious living area is showcased, featuring a red sectional sofa positioned around a round coffee table. Natural wood beams cross the ceiling, complementing the stone fireplace. Two modern chairs are arranged nearby, with a decorative plant on a side table, enhancing the welcoming ambiance.

Chalet in Waitsfield

4.96 out of 5 average rating, 141 reviews

Warm Luxury Mid-Century Modern Chalet

Woodward Haus is a stylish MCM retreat with wood, glass, & stone design. Perfect for remote work, a romantic weekend, a multifamily gathering, a girls' weekend, or retreat. MRV offers all season fun: farmer's market, swimholes, farms, hiking, road & mtn bike, golf, climbing, tubes on the river and lake, can't be beat. The house is nestled in the woods w/ beautiful views mountains. The area's food & breweries, including Lawsons are phenomenal. 1 min to MRG & 14 min to Sugarbush. Exp Wifi

A warm kitchen area showcases a spacious wooden island surrounded by four black metal chairs. Sunlight streams in through the three windows, reflecting off the polished wood floors. A pendant light suspended above adds a modern touch to the rustic decor.

Apartment in Waitsfield

4.93 out of 5 average rating, 234 reviews

Neighboring the oldest Covered Bridge in VT!

This beautiful apartment is located the second floor of Bridge Street's most popular Historical's Building, neighboring the Covered Bridge with views of the Mad River. The setting is gorgeous, the apartment is immaculate and charming. LOCATION! LOCATION! LOCATION! Central to most all wedding venues in the Mad River Valley, 15 mins. to Sugarbush & Mad River Glen Ski Resorts, endless hiking trails, Mt. biking, kayaking, golfing, swimming and fishing right outside your back door.

A cozy living room is depicted, featuring a brown leather sofa adorned with decorative pillows. A wooden coffee table stands in the center, holding various items. A lampshade softly illuminates the space, and a mirror is mounted on the wall, reflecting light from a ceiling fixture.

Apartment in Waitsfield

4.94 out of 5 average rating, 220 reviews

Historic District Overlooking the Mad River Studio

This beautiful apartment is located the second floor of Bridge Street's most popular building, neighboring the Covered Bridge with views of the Mad River. The setting is gorgeous, the apartment is immaculate and charming. 15 minutes from Sugarbush and Mad River Glen Ski Resorts, endless hiking trails, Mt. biking, kayaking, golfing, swimming, fishing and walking distance to Lawson's Finest Liquids Brewing Company. Please check out our reviews as they have been nothing but positive!

An elevated cabin nestled among trees features a wooden exterior with large windows. A spacious deck is furnished with seating, providing a serene outdoor space surrounded by lush greenery.

Treehouse in Moretown

4.94 out of 5 average rating, 488 reviews

Gorgeous Treehouse! Surrounded by Protected Land

Lilla Rustica is an elevated cabin among the trees. Private, with Stunning views this was built by "The Tree House Guys" a local Vermont company whom can be found having a season on the DIY network. Tons of detail, while keeping the design natural and simple. Unbelievable views of Camels hump State park. A loft with one queen bed and downstairs has a queen bed with three sides of the bed having windows facing the views. Hiking offered right from the cabin. An awesome getaway!

A cozy sitting area is seen with a green chair and a gray sofa positioned across from each other on a wooden floor. A round table sits between them, accompanied by a small black side table. A TV is mounted on the wall, and a door with a simple design is visible in the background.

Guest suite in Moretown

4.96 out of 5 average rating, 136 reviews

The Nest Studio

Off a quiet dirt road set up in the mountains, The Nest Studio is a bright and cozy space. Great for couples, the studio has a queen bed with an additional small twin pull out sofa, best for a little one. The newly remodeled Moretown studio is close to skiing, mountain biking, hiking and several wedding venues. Coffee and tea is provided. The Nest has a full kitchen, washer, dryer, and tiled shower. Secure bike storage and bike wash are present on the property

A two-story deck house is nestled among lush greenery, featuring a metal roof and large windows that reflect the surrounding nature. Expansive mountain views are visible in the background, complemented by a well-manicured lawn and a seating area with Adirondack chairs.

Home in Waitsfield

4.91 out of 5 average rating, 106 reviews

Mad River Lookout

A unique way to experience Vermont and the Mad River Valley. This two floor deck house on 2+ acres offers mountain views, welcoming spaces and picturesque surroundings. An excellent match for skiers, hikers, as well as those looking simply to detach and unwind. A king sized sleigh bed in the master bedroom with views to the mountains, and sleeps 7 overall. 15 minutes to Sugarbush, Mad River Glen and The Long Trail. 35 minutes to Stowe Village.

A spacious living area features large windows framing mountain views and a cozy fireplace. Natural wood accents complement the soft furnishings, including a circular glass coffee table atop a patterned area rug. A dining table for two is positioned near the sliding doors leading to the outdoor deck.

Home in Moretown

4.98 out of 5 average rating, 293 reviews

Dramatic Views at the Above the Clouds Guesthouse

As featured in Conde Nast Traveler (1/21/22) Peaceful & impeccable retreat with a 180 degree view of Vermont's tallest mountains. Near Vermont's premier skiing, hiking, & outdoor adventures, you’ll love the sunset views and cozy atmosphere (huge sheepskin in front of the fireplace) and the attention to detail (live-edge wood details, spa-like bathroom). This is an incredible retreat for couples and families, adventurers and business travelers alike!

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Popular amenities for Waitsfield family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

An open layout features a dining area with a wooden table, centered under a modern light fixture. The kitchen area includes a stove and refrigerator, while two comfortable seating areas are arranged around entertainment units, with large windows providing views of the surrounding nature.

4.94 out of 5 average rating, 113 reviews

Mountain Cabin Retreat: Game Room, Hot Tub,FirePit

Top guest favorite

The interior space features high wood-paneled ceilings and large windows that invite natural light. A cozy seating area with cushions is positioned next to the window, while a wooden table offers a functional workspace. A staircase leads to the sleeping loft above.

Tiny home in Wolcott

4.97 out of 5 average rating, 118 reviews

The Caterpillar House: Tiny w/ Hot Tub & Fire Pit

A spacious post and beam home is nestled among trees displaying vibrant autumn foliage. The property features a green metal roof and blue windows reflecting the colorful landscape. A grassy area in the foreground provides an inviting contrast to the rich hues of fall.

Home in Moretown

4.92 out of 5 average rating, 141 reviews

South Hill Lodge- 5 BR Post & Beam Home

Top guest favorite

Snow-covered grounds are visible, framed by tall evergreen trees. In the background, a mountain slope is partially visible, marked by ski trails. A white fence and signs of winter's chill set the scene, with cloudy skies overhead.

Condo in Warren

4.97 out of 5 average rating, 130 reviews

TWO BEDROOM RENOVATED MOUNTAIN VIEW CONDO

An open-concept living space features high ceilings with large windows allowing natural light to fill the room. A central dining table surrounded by modern chairs is positioned next to a cozy seating area, with plants and a wood stove adding a touch of warmth.

Chalet in Royalton

4.93 out of 5 average rating, 180 reviews

Scandinavian design Chalet w/ private hiking trail

An outdoor courtyard features a salt-water hot tub and natural wooden seating. Lush greenery envelops the space, creating an intimate feel. A rustic barrel-shaped structure adds a unique element to the design. The ground is covered in smooth gravel, enhancing the serene atmosphere.

Guest suite in Burlington

4.98 out of 5 average rating, 211 reviews

Sauna, Cold Plunge, Hot Tub, Paddle Boards, Bikes

A spacious living area features a large sectional sofa positioned to take in views through floor-to-ceiling windows. A coffee table sits in the middle, complemented by wooden dining chairs and a table in the background. Natural light enhances the wood-paneled ceiling.

4.91 out of 5 average rating, 106 reviews

4br, 3ba with 2 master bedrooms, Sauna, Hot Tub

A quaint wooden cabin with a rustic exterior features a decorative star made of lights above the door. The porch is furnished with two comfortable chairs and a small table, surrounded by lush greenery and trees.

Cabin in Warren

4.82 out of 5 average rating, 290 reviews

Bunny Hill Cabin -Pets, Shared Hot Tub & Lap Pool

Family- and pet-friendly home rentals

A two-story house features a sloped green metal roof, with large windows adorning its beige exterior. A welcoming deck is accessible through a set of stairs, surrounded by landscaped grass and greenery. A storage shed is positioned to the left, tucked among the trees.

Cottage in Moretown

4.95 out of 5 average rating, 210 reviews

Cozy Cottage in the Mad River Valley

Top guest favorite

A two-story log house is set among trees with snow covering the ground. A wide wooden deck features multiple chairs, and a door is visible on the base level. The structure showcases earthy tones and has a circular window above the entrance, enhancing its rustic appearance.

Home in Roxbury

4.92 out of 5 average rating, 210 reviews

Captain Tom's Cabin - Secluded Vermont Getaway

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

4.98 out of 5 average rating, 161 reviews

200 acre Stowe area Bunkhouse.

Two treehouse structures are nestled among the trees, with one featuring warm lighting. A wooden walkway connects them, leading to a cozy outdoor fire pit area. Surrounding foliage is lush, and the twilight sky enhances the serene atmosphere.

Treehouse in Hancock

4.97 out of 5 average rating, 490 reviews

The SugarMaple Treehouse @ Vermont ReTREEt

Farm stay in Topsham

4.98 out of 5 average rating, 372 reviews

Fairytale cabin at The Wild Farm

The interior of a cozy yurt features an orange clay wall and a wooden ceiling with exposed beams. A spacious bed is dressed in white linens, and a small desk with a chair sits nearby. A wood stove is positioned next to a area rug, enhancing the inviting atmosphere.

Earthen home in Granville

4.92 out of 5 average rating, 130 reviews

Earthen Yurt in Green Mtn Wonderland

Top guest favorite

A spacious green field stretches towards a tree line, dotted with colorful wildflowers. A modern home is nestled among the trees, with large windows reflecting the bright blue sky and scattered clouds above.

Apartment in Roxbury

4.99 out of 5 average rating, 150 reviews

Private Resort Luxury in the Heart of Vermont

The cabin features a wood exterior with a sloped roof and a deck extending over a gently rolling lawn. Stacked firewood is arranged neatly beside the entrance. Surrounding trees provide a natural backdrop, enhancing the outdoor setting.

Cabin in Bristol

4.87 out of 5 average rating, 202 reviews

Colonel's Camp in Buck Haven

Family-friendly home rentals with a pool

An outdoor pool is surrounded by a concrete patio and well-maintained grass. Several lounge chairs are positioned around the pool, offering space for relaxation. The pool's clear blue water reflects the greenery of the trees that encircle the area.

Condo in Warren

4.87 out of 5 average rating, 202 reviews

Ski In/Ski Out with upgrades!

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!

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, 148 reviews

Epic Views of the Green Mountains

An indoor pool area features a spacious swimming pool with an adjacent hot tub, both surrounded by lounge chairs. Natural light enters through skylights and large windows, highlighting the wooden ceiling beams and creating a calming atmosphere.

Townhouse in Stowe

4.97 out of 5 average rating, 137 reviews

Stowe, Newly Renovated Topnotch Resort Townhouse

The living area features a light-colored sofa, two armchairs, and a coffee table with a decorative tray. A large window offers natural light and leads to the balcony. A patterned area rug anchors the space, alongside a cozy electric fireplace set into the wall.

Condo in Warren

4.86 out of 5 average rating, 103 reviews

Sugarbush Mountainside Retreat - Ski in Ski out

Top guest favorite

A refreshing inground pool reflects the clear sky, bordered by a stone patio. The backyard features vibrant gardens alongside a two-story home with a combination of light gray and red siding. A deck area can be seen on the left side of the house.

Apartment in Monkton

4.98 out of 5 average rating, 122 reviews

Spacious Private Apartment w/ Green Mountain Views

An aerial view of the property captures a serene outdoor space featuring a rectangular pool surrounded by lounge chairs. Nearby, tennis courts are visible, set against a backdrop of green lawn and trees, providing an inviting area for leisure activities.

4.82 out of 5 average rating, 117 reviews

Charming Sugarbush Standalone Condo

A serene view of rolling mountains is captured during sunset, with soft hues of orange and purple filling the sky. Lush treetops in the foreground provide a natural frame, highlighting the beauty of the landscape and creating a peaceful atmosphere.

Guest suite in Hyde Park

4.85 out of 5 average rating, 270 reviews

Hill Top Apartment With Amazing View Near Stowe

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

Total rentals
100 properties
Nightly prices starting at
ﺩ.ﺇ514 before taxes and fees
Total number of reviews
4.5K reviews
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
60 properties have a dedicated workspace

Destinations to explore