Some info has been automatically translated. Show original language

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.

%{current} / %{total}1 / 1
Guest favourite
A spacious tent is set among trees, featuring a wooden deck and rocking chairs for relaxation. A white hammock is suspended nearby, surrounded by nature and dappled sunlight filtering through the leaves.
Tent in Westford
4.94 out of 5 average rating, 116 reviews

Glamping VT, with touch of OZ - Bonnie Doon Manor

Reconnect with nature at this unforgettable escape in the backwoods of Vermont! Escape the noise of the city and come and experience off grid, beautiful custom built amenities & added luxury extras beside our babbling brook. Miles from any towns with nothing to hear but nature, but still close enough to be within 15-30mins of cool alluring local and international attractions. The quirky/different part of a visit here is the added touch of Australiana... Curious? Come check us out at Bonnie Doon!

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, 168 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 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
4.97 out of 5 average rating, 178 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 - built WITHIN living trees, not stilts! Private hiking & panoramic views of Worcester range, MR valley! No pets or animals please.

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, 117 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 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
4.99 out of 5 average rating, 113 reviews

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.

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, 405 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 spacious cabin is set in a lush green landscape, surrounded by tall trees. Large windows dominate the front, allowing natural light to fill the interior. The sloped grassy yard leads to a relaxing outdoor space, perfect for enjoying the serene woodland views.
Cabin in Enosburg
4.99 out of 5 average rating, 196 reviews

The Rustic Retreat at Twin Ponds

Take it easy and make yourself right at home in our woodsy cabin tucked away in the Cold Hollow Mountains. As you head down the drive, let your worries fade away - you’re now on cabin time. Relax in the clawfoot tub after a day of travel or prepare a home-cooked meal in the well equipped kitchen. When morning comes, enjoy your coffee while cozied up in front of the fireplace or stay in bed and take in the views. And with plenty of woods to explore, it's your perfect escape at your pace.

Top guest favourite
A spacious living area features a stone fireplace, with comfortable seating arrangements including a sofa and armchairs. Natural wood accents and warm lighting create an inviting atmosphere. A large area rug anchors the space, while a wall-mounted TV is positioned for easy viewing.
Flat in Cambridge
4.97 out of 5 average rating, 206 reviews

"Mansfield" Suite - The Lodge at Wyckoff Maple

This is a spacious self contained unit with its own entrance in a beautiful VT lodge right next to Smugglers' Notch Resort. Enjoy air conditioning, a gas fireplace & a large private deck w grill. Many things to do nearby all seasons. Minutes from hiking "The Notch" and the Long Trail. 15-20 minutes to dining in Stowe in the summer and fall seasons. In the winter months you will need to take a 50 min detour around the mountain to Stowe. Enjoy cooking in a warm, well appointed kitchen.

Top guest favourite
The cottage, featuring a wooden exterior and large windows, is surrounded by greenery and natural rock formations. A stone pathway leads to the entrance, which is sheltered by an overhanging roof. Sunlight illuminates the peaceful setting, highlighting the rustic charm of the structure.
Guest house in Waterbury Center
4.99 out of 5 average rating, 275 reviews

A true Vermont get-away cabin in the woods

Badger Cottage offers a true rustic Vermont experience nestled in the woods with spectacular views and a quiet and peaceful ambiance. Once a barn, carefully reconstructed on the owners’ property, and modernized to today’s standards, this post and beam cabin is warm and cosy in winter and cool in summer. Well behaved dogs are very welcome and will enjoy the walks in the woods. Covid vaccinations are required. The owners live in an adjacent house with their very friendly Border Terrier

Top guest favourite
Cabin in Underhill
4.97 out of 5 average rating, 321 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 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
5 out of 5 average rating, 296 reviews

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!

Top guest favourite
The loft's interior showcases wooden beams and high ceilings, creating a spacious atmosphere. A dining table for four sits beside a cozy cast iron fireplace. The fully-equipped kitchen features green cabinetry, while sunlight streams through a window adorned with a sheer curtain.
Cabin in Cambridge
4.97 out of 5 average rating, 222 reviews

Secluded Riverside Loft next to Smuggs

Welcome to our Smugglers Notch getaway! Family owned (my husband Matt and me)! This private cozy loft is immersed in 20 acres of beautiful nature tucked away in the mountains and aside the Brewster River. 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".

Popular amenities for Underhill family-friendly rentals

When is the best time to visit Underhill?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$292 SGD$299 SGD$256 SGD$254 SGD$270 SGD$255 SGD$287 SGD$302 SGD$273 SGD$299 SGD$255 SGD$317 SGD
Avg. temp-6°C-5°C0°C8°C15°C20°C22°C21°C17°C10°C4°C-2°C

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 4,170 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 30 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!