Family-friendly holiday 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 favourite
Yurt in Bristol
4.92 out of 5 average rating, 356 reviews

Bristol Cozy Yurt near Hiking/Skiing|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 favourite
A cozy bedroom space is highlighted by warm wooden walls and twinkling string lights. A spacious bed is dressed in soft linens, adorned with decorative pillows. A large TV is mounted above a dresser, with an inviting area rug complementing the natural wood flooring.
Loft in Duxbury
4.98 out of 5 average rating, 257 reviews

Cozy Studio/Romantic Getaway

Take it easy at this cozy studio which is nestled in the hills of the beautiful Duxbury Vermont. Offered year round so that our guests can enjoy all that Vermont has to offer such as nearby skiing, changing leaves, hiking and so much more! Guests will enjoy their own private space with access to many amenities such as a full kitchen, private entrance, a queen bed, free WIFI and so much more! So grab a mug and sit back and relax next to the gas fireplace! You will want to return every season!

Top guest favourite
Treehouse in Moretown
4.98 out of 5 average rating, 121 reviews

4-Season Treehouse @ Bliss Ridge; Best Views in VT

thermostat control! LUXURY! 1-of-a-kind, 5⭐️Interior bathroom, @Bliss Ridge - 88acre, OG farm, private estate surrounded by 1000s acre of wilderness. NEW SAUNA& cold plunge!!! Our 2 architectural wonders = real treehouses, built withIN the living trees, not stilted cabins. Equipped w. a fabulous yotel fireplace, indoor hot shower / plumbing, fresh mtn spring water, stable access ramp. Our original Dr. Seuss treehouse, "The Bird’s Nest" is open May-Oct. WiFi avail at the barn! Cell svc works!

Superhost
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.
Flat in Waitsfield
4.9 out of 5 average rating, 257 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.

Guest favourite
The exterior of a multi-story condo building is shown, featuring a welcoming entryway adorned with seasonal decor. Private balconies are visible on upper levels, and snow is present on the ground, suggesting a winter setting. Clear blue skies frame the scene.
Apartment in Warren
4.92 out of 5 average rating, 153 reviews

Another Day in Paradise at Sugarbush Mountain

Steps to Sugarbush Mountain in Warren, Vermont. This a one bedroom, one bath condo located in Center Village on Sugarbush Mountain. Pull out sofa is also available in the main living room. Perfect for skiing, snow shoeing, mountain biking & hiking. Condo is walking distance to chairlift. Short drive to Warren Falls, Mad River Glen, Mount Ellen and many delicious restaurants. The condo is within walking distance (5 minutes) to Clay Brook Hotel, where many weddings are held.

Guest favourite
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.
Flat in Waitsfield
4.94 out of 5 average rating, 239 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!

Top guest favourite
A modern living area is highlighted by a comfortable sectional sofa adorned with patterned and solid cushions in shades of gray, yellow, and brown. A rustic coffee table sits in front of the sofa, while soft lighting from the ceiling illuminates the space. The entrance to the bedrooms can be seen in the background.
Flat in Fayston
4.96 out of 5 average rating, 148 reviews

Modern 2BR (K&Q beds). Views! Minutes town!

Come for a quiet retreat in the beautiful woods of the Mad River Valley! Year-around beauty and convenience. Nestled against the 3000-acre state forest, secluded, yet only 3 miles to shops & restaurants in Waitsfield, and 5 to 6 miles to the ski resorts (Sugarbush & Mad River Glen). Sliding on the snow, hiking, biking, swimming... outdoor opportunities abound! This 2 BR guest suite offers a cozy sanctuary for your Vermont getaways! ( Find us on 1nstagram! @maplewoodsvt )

Top guest favourite
A modern house with wooden exterior is shown from an elevated perspective, surrounded by autumn foliage. A hot tub is positioned on a spacious deck, which includes a seating area with four chairs and a small table. Scenic mountain views and vibrant trees enhance the natural setting.
Tiny home in Warren
4.99 out of 5 average rating, 285 reviews

Luxury Glass Tiny House - Mountain View + Hot Tub

Immerse yourself in nature at Vermont's most unique Airbnb, located in the heart of the Green Mountains. This upscale mirrored glass house was built in Estonia and combines Scandinavian design with jaw-dropping Vermont views for an unforgettable experience. You'll return home feeling rejuvenated after relaxing in a hot tub overlooking Sugarbush Mountain or waking up with a panorama of Blueberry Lake at your feet. *One of Airbnb’s Most Wish-listed Stays of 2023*

Top guest favourite
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
4.97 out of 5 average rating, 152 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

Top guest favourite
The exterior of the Little House is showcased, featuring a wooden facade and a gray door. The structure is framed by vibrant autumn foliage, with leaves in shades of yellow, orange, and red. A wooden deck leads up to the entrance, surrounded by a serene forest atmosphere.
Cottage in Waitsfield
4.97 out of 5 average rating, 158 reviews

von Trapp Farmstead Little House

Come stay in the beautiful Mad River Valley! Our guest house named the Little House is surrounded by forest and 3.5 miles from the town of Waitsfield. Located on the North East corner of our farmland you'll find yourself less than a mile from our Farm Store where you can stock up on our organic cheeses, yogurts, and meats or beer, wine, and other provisions from over 40 local producers. Enjoy a quiet vacation or a skiing, hiking, biking, or rafting adventure!

Top guest favourite
The exterior of The Wolf's Den features a welcoming entrance with a wooden sign and vibrant flower baskets. A shaded porch is visible, along with a barbecue grill. The surrounding gravel area is complemented by well-maintained landscaping and a stone wall, enhancing the overall appeal.
Flat in Waitsfield
4.96 out of 5 average rating, 190 reviews

The Wolf's Den at Sugarbush Mt Ellen

The Wolf's Den at Sugarbush Mt. Ellen is a brand new fully equipped custom 1st floor studio apartment at the foot of SUGARBUSH MT ELLEN enjoy the luxurious bedding, and accessories. Also provided is a continental breakfast with a Vermont flair! This property abuts the CATAMOUNT X-C SKI TRAIL!! From here you can walk or bike to many of the Valley's hot spots! Off of German Flats Road. THE VALLEY'S GREATEST LOCATION !!! One well-behaved pet is allowed!

Top guest favourite
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, 115 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.

Popular amenities for Waitsfield family-friendly rentals

When is the best time to visit Waitsfield?

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Avg. price$501 SGD$525 SGD$451 SGD$371 SGD$375 SGD$385 SGD$392 SGD$393 SGD$399 SGD$407 SGD$358 SGD$475 SGD
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Quick stats about holiday rentals that are family-friendly in Waitsfield

  • Total holiday rentals

    Explore 110 holiday rentals in Waitsfield

  • Nightly prices starting at

    Waitsfield holiday rentals start at $193 SGD per night before taxes and fees

  • Verified guest reviews

    Over 4,490 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wifi availability

    110 of Waitsfield holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Waitsfield rentals

  • 4.9 Average rating

    Waitsfield stays are highly rated by guests – averaging 4.9 out of 5!

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