Family-friendly vacation rentals in Waitsfield

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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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Guest favorite

A round yurt is surrounded by lush green trees, with a tan conical roof and large windows that invite natural light. The pathway leading to the entrance is bordered by various plants and shrubs, enhancing the connection to the natural setting.

Yurt in Bristol

4.93 out of 5 average rating, 316 reviews

Bristol Cozy Yurt near Hiking/Swimming|MapleFarm

Our cozy yurt is located within minutes of amazing, hiking, biking, skiing, breweries and much more! Relax around the fire while listening to our resident owls or stare up at the stars through the dome. We're centrally located to some of the best hiking and swimming skiing in Central Vermont. Mt Abe and Bartlett's Falls are the closest options. We're also close to civilization with several towns close by to explore for food, drink, art, and shopping. Or travel a bit further to Burlington..

Top guest favorite

A lush, green landscape is framed by trees and gently sloping hills. The manicured lawn leads to a quaint white home in the distance, surrounded by vibrant foliage under a partly cloudy sky.

Guesthouse in Corinth

5 out of 5 average rating, 146 reviews

The Guest House at Chandlery Farm

This classic Vermont farm estate has everything that description implies: end-of-the-road privacy with breathtaking views, where the only sound is the wind rustling through the leaves. The manicured gardens, stone walls and quaint but luxurious home seem plucked from classic American folklore. Guests can drink their morning coffee while soaking in views of rolling pastures and forested hills, and spend their days exploring the property's trails, and the beautiful towns and countryside nearby.

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, 167 reviews

Mid century modern gem with views of Sugarbush

Wake up to stunning views of Sugarbush in this “Flat Roof A-Frame". Four bedrooms, a sleeping loft, three bathrooms, two living rooms, a dining room, a newly renovated kitchen, a desk area with wifi, two decks (one w/gas grill), and a laundry room/game room provide plenty of space for family gatherings. Located 3 minutes from town. Not suitable for small children/toddlers or guests with mobility issues. During summer we are only renting out 6+ night rentals with changeovers on Friday.

Superhost

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, 140 reviews

South Hill Lodge- 5 BR Post & Beam Home

5 bedroom home ideal for a group of friends skiing our great mountains of Sugarbush, Mad River Glenn or Stowe or in the summer attending a wedding in the Mad River Valley area. Over 2 dozen of Vt's fantastic micro breweries are within an hour's drive. Expansive mountain views, large open first floor space to socialize. Gorgeous well equipped country kitchen and dining areas. Game room with pool table, ping pong and darts. Large covered front porch and deck spaces. Outdoor hot tub.

Guest favorite

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

Guest favorite

The exterior of a blue house is framed by lush gardens and trees in various autumn colors. A stone wall in the foreground adds a rustic element, while several large windows allow natural light to fill the interior spaces.

Cottage in Lincoln

4.87 out of 5 average rating, 918 reviews

The Barn at North Orchard, Near Middlebury

Our barn sits on an 80 acre estate with fab views of the Green Mts. near Middlebury/Burlington. Perfect for 2 adults and a child or grandparents/ 2 friendly couples. Close to skiing, hiking, lake & river swimming, great restaurants... local beer, wine, cheese!. Want yoga, pasta class, or massage? We will gladly hook you up. Or, you could stay in to read, work, and enjoy the serenity of the mountains. A very private garden patio for morning coffee/ afternoon beer or wine or awaits you.

Top guest favorite

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, 286 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! COMPLETE COVID-19 CLEANING

Top guest favorite

A cozy log cabin interior is illuminated by natural light from windows. A comfortable blue couch faces a stone fireplace. Above, a sleeping loft is accessed by sturdy wooden steps and bordered by wood railing. Maple hardwood floors and bookshelves add warmth to the space.

Cabin in Warren

4.97 out of 5 average rating, 132 reviews

Stetson Hollow Cabin by Stetson Brook

Cozy log cabin, by a trout stream adjacent to the Green Mountain National forest. Maple hardwood floors, Persian rugs, fireplace and a wood stove. One large living/dining room/ granite countertop kitchen/ 2 open sleeping lofts each with queen size beds, plus additional queen-size pullout sleep sofa. Newly renovated bathroom/ shower/ washer/ dryer. Separate studio work space with high speed internet. The cabin is a short drive to both Mad River and Sugarbush Ski areas

Guest favorite

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

4.9 out of 5 average rating, 105 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.

Superhost

A cozy living area features a light blue armchair, an elegant yellow and white patterned pillow, and a fluffy white throw. A wooden coffee table sits on a dark blue patterned rug. The kitchen area, with modern cabinetry and a dining table, is visible in the background.

Apartment in Waitsfield

4.86 out of 5 average rating, 353 reviews

1830 Enchanting, Light-Filled Farmhouse Apartment

Gather around the fire pit and stargaze with toasted marshmallows, then cozy up on the cozy sectional in front of a movie. Warm hardwood floors combine with chunky wooden furniture, historic beams, and elegant sash windows at this period retreat. This second floor apartment of a two unit 1830 farmhouse can be rented on its own or with the downstairs unit. Booked as just the second floor, it is completely secluded with its own private entrance.

Top guest favorite

A rustic barn features a combination of wood siding and a dark metal roof, set against a clear blue sky. The structure includes multiple windows and a peaked section at the top. A porch with chairs is visible in the foreground, surrounded by well-maintained grass.

Guest suite in Hinesburg

4.97 out of 5 average rating, 1,280 reviews

Boston Magazine Pick! Barn Loft

*** Chosen by Boston Magazine as one of five New England barns to rent! *** Our beautiful barn loft in Hinesburg is close to Burlington, the Green Mountains and Lake Champlain. It features a new kitchen, cathedral ceilings, plenty of natural light, rustic charm and lovely views. The space has its own entrance and is completely separate and private from the main house.

Top guest favorite

The main living area features a round wooden dining table surrounded by four chairs. A comfortable sofa is positioned next to a cozy ottoman. Natural light enters through two large windows, offering views of the wooded surroundings. A floor lamp and a desk with a computer complete the space.

Cabin in Warren

4.93 out of 5 average rating, 412 reviews

Cabin in the Woods

This cozy cabin is on a well maintained town (dirt) road a short walk to Blueberry Lake (on National Forest land, non-motorized) and is within 15 minutes of Breadloaf Wilderness Area, Sugarbush Ski Resort, Mad River Glen Ski Area, restaurants and dining, arts and crafts, sports and specialty shops. It's wooded, quiet, has a light open feeling inside.