Family-friendly holiday rentals in Underhill

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Underhill

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

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Top guest favourite
The spacious interior features wooden beams that enhance the airy atmosphere. A gas fireplace adds warmth, while natural light floods the room through multiple windows. Furnishings include a work desk and chairs, complemented by hardwood flooring and cozy seating for relaxation.
Flat in Underhill
4.97 out of 5 average rating, 190 reviews

Green Mountain Forest Retreat

Exquisite, newly constructed, private apartment situated in quiet wooded area next to Mt Mansfield in the Green Mountains of VT. Spacious and well equipped with unique features including: Jacuzzi tub with sound system; fully equipped kitchen; large outdoor 2nd floor deck with BBQ, work area with computer for guest use, gas fireplace, and more. Nestled in the forest, surrounded by trees, feels like a tree house. Great access to hiking, skiing, biking, canoeing, and a short drive to Burlington.

Top guest favourite
A round wooden dining table is surrounded by four green chairs, set against a backdrop of large windows that frame a snowy forest view outside. Soft natural light brightens the interior, creating a cozy ambiance.
Cabin in Cambridge
4.99 out of 5 average rating, 153 reviews

Secluded Riverside Cottage w. Sauna next to Smuggs

Welcome to our Smugglers Notch getaway at the family owned and ran Brewster River Campground! This cozy cottage sits right on the beautiful Brewster River and is immersed within 20 acres of nature tucked away in the mountains. Enjoy the river's soothing sounds as you cook, sleep, and unwind from a day of outdoor activities. Only a 3 min. drive to all of the activities at Smuggler's Notch Resort, restaurants, bars, and hiking, as well as the magical Golden Dog Farm "Golden Retriever Experience".

Top guest favourite
A modern guest house nestled among trees features a rich red exterior with a standing seam metal roof. The landscape is adorned with lush greenery and flowering plants, creating a serene environment. Two prominent windows provide natural light while maintaining privacy.
Cottage in Jericho
5 out of 5 average rating, 162 reviews

Selkie’s Shed

This guest house has been built and designed by my husband and I. It sits behind our house with private walking/biking trails right out your door. The design is modern with natural warm colors and tucked away in the trees. The loudest noise you will hear are the owls hooting and a faint distant train whistle two times a day. Our mission is to create an atmosphere of tranquility, calmness and peace. We offer mother nature outside your door with easy access to all the activities you desire.

Guest favourite
A bright, open kitchen space is visible with modern appliances and a small breakfast bar featuring two stools. Natural light floods the area through large windows, with light wood beams adding a rustic touch. The dining area includes a simple wooden chair beside a neatly made bed.
Flat in Richmond
4.92 out of 5 average rating, 127 reviews

The Loft at The High Meadows

Welcome to The Loft at The High Meadows – your stylish Vermont retreat! Perfect for solo adventurers or couples who need a basecamp for exploring Vermont. You're minutes away from downtown Burlington, shopping in Williston, skiing at Stowe/Bolton, kayaking on Waterbury Reservoir, blueberry picking at Owls Head Blueberry Farm, and savoring craft brews at Stone Corral. The Loft offers a well-appointed kitchen with dishwasher, laundry, luxurious queen bed, & more. Book your Vermont getaway today!

Top guest favourite
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, 200 reviews

200 acre Stowe area Bunkhouse.

Hello and welcome to our Red Road Farm 'Bunkhouse' -- We're so happy to host you! Sitting on our 200 acre estate this authentic barn offers our guests a chance to relax in the beautiful rolling hills of Vermont. Access the vast majority of our historic Stowe area land -- from our apple orchards to our extensive walking paths in fields and woodland. We hope that you can experience such fun and quiet time in our cozy, western-style bunk room. Located only a 10 minute drive from downtown Stowe.

Top guest favourite
A quaint cottage features a steeply pitched roof and triangular window above the front door. The exterior is painted in warm red and light beige tones, accented by a decorative wreath on the door. Snow blankets the surrounding landscape, complemented by clear blue skies.
Cottage in Underhill
4.97 out of 5 average rating, 115 reviews

Charming 1BR Cottage-in the Vermont you love

What is your pleasure? (driving time in minutes) Hiking- Mount Mansfield 20 Country Store - 14 Breweries/Restaurants- 24 Burlington- 40 Airport -32 Skiing Smugglers Notch 20 :) Stowe 60 Jay Peak 54 Bolton (Night Skiing) 38 X Country: 20, 22, and 55 Waterfalls & Gorges 25 Local sledding hill (I have a sled for you:) 12 When you are in the Cottage: Food, snacks, treats, local eggs, and gifts await you. Enjoy the fire pit (upon request), roam the property or relax with a book.

Top guest favourite
A cozy living area features a light-colored sofa adorned with decorative pillows, complemented by a leather armchair. A well-equipped kitchen area showcases green cabinetry, a black refrigerator, and various appliances on the countertop, illuminated by wall-mounted lights. The space maintains a warm atmosphere with wooden accents.
Guest suite in Jericho
5 out of 5 average rating, 134 reviews

Guest Suite w/hot tub & fireplace

Our property in Vermont is a slice of heaven: Set between Burlington & Stowe, 10 minutes off the main highway I-89, with quick access to the main spots in Vermont, but tucked down a dirt road with nothing but the sounds of the stream. On our property we built The Tuckaway Suite, an entirely private guest suite above our garage. With access to a hot tub, and hiking trails right outside the door, this space is a brand new build with cozy cabin vibes. Follow the journey on IG at @VTstays!

Top guest favourite
A snow-covered landscape features a yellow house and a red garage. The driveway is lined with snow, creating a serene winter scene. Leafless trees are visible in the background, and snow is accumulating on the roofs, enhancing the tranquil atmosphere of the rural setting.
Flat in Underhill
4.97 out of 5 average rating, 392 reviews

Mt. Mansfield Retreat

This private one-bedroom non-smoking apartment is located in Underhill, Vermont. Nestled at the base of Mt. Mansfield and situated in a quiet and rural setting, enjoy the sounds of the Browns River and neighboring Clay Brook from the solitude of your deck. The apartment has everything that you need to relax and enjoy your stay. Just a 2-minute drive to hiking trails and mountain biking; 20 minutes to skiing at Smugglers Notch; 35 minutes to Burlington and the shore of Lake Champlain.

Top guest favourite
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
4.94 out of 5 average rating, 481 reviews

Waterbury Center Guest Bedroom - 244 Howard

The guestroom room has a separate entrance located off a covered, back porch with a small table and chairs for summer use. There is adjustable heat and cool air from the wall mounted air-source, heat pump. The little kitchen alcove is convenient for coffee or tea or a light meal (toaster oven, single induction “hot” plate, water heater) We live in a historic building. Our neighborhood is very close to Rte 100. Waterbury village and Stowe are nearby too with skiing, hiking and biking.

Guest favourite
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
4.96 out of 5 average rating, 502 reviews

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.

Top guest favourite
Cabin in Underhill
4.97 out of 5 average rating, 319 reviews

Cozy Little Cabin in the Woods

Those who are looking for a furnished, fully equipped tiny home in a very special wooded, private setting close to Smuggler’s Notch, Underhill State Park, Burlington, and many other areas will enjoy the Cozy Cabin. This is a nature lover’s paradise and the perfect place to unwind! Week-long stays are discounted. Please feel free to inquire about blocked dates. When inquiring, please tell me about yourself and your guest, especially if you have no reviews or are new to Airbnb.

Top guest favourite
A rustic cabin with a wooden exterior is surrounded by lush greenery. The inviting porch features several rocking chairs and is accessed by steps from a grassy area, while a gravel driveway leads to the entrance, enhancing the private setting.
Cabin in Wolcott
5 out of 5 average rating, 161 reviews

Meadow Woods Cabin, private, cozy and unconnected

Enjoy beautiful sunsets from your rocking chair on the cabin's wonderful porch. There is a large, well equipped kitchen, open space floor plan, new shower unit and plenty of closet space in the bedroom. Easy access to VAST snowmobile trails, within an hour's drive to 3 ski areas (Stowe, Smuggler's Notch and Jay Peak), X-Country skiing right outside the door or in Craftsbury or Stowe. Elmore State Park is 3 miles away. Hiking trails and kayaking abound!

Popular amenities for Underhill family-friendly rentals

When is the best time to visit Underhill?

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Avg. price$300 SGD$318 SGD$279 SGD$254 SGD$271 SGD$255 SGD$287 SGD$302 SGD$273 SGD$300 SGD$255 SGD$318 SGD
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Quick stats about holiday rentals that are family-friendly in Underhill

  • Total holiday rentals

    Explore 60 holiday rentals in Underhill

  • Nightly prices starting at

    Underhill holiday rentals start at $76 SGD per night before taxes and fees

  • Verified guest reviews

    Over 4,040 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    60 of Underhill holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Underhill rentals

  • 4.9 Average rating

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