Family-friendly vacation rentals in Underhill

Find and book unique family-friendly homes on Airbnb

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

  • Total vacation rentals

    Explore 50 vacation rentals in Underhill

  • Nightly prices starting at

    Underhill vacation rentals start at G$22,965 GYD per night before taxes and fees

  • Verified guest reviews

    Over 4,280 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Underhill vacation rentals include wi-fi 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!

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 favorite
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
5.0 out of 5 average rating, 188 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 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
4.97 out of 5 average rating, 249 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 favorite
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, 115 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 favorite
The exterior of a charming cottage is shown, featuring red siding and a gabled roof. A diamond-shaped window is positioned above the door, framed by two rectangular windows on either side. Simple flower planters add a touch of greenery at the entrance.
Cottage in Underhill
4.98 out of 5 average rating, 120 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 favorite
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, 208 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 favorite
A serene landscape shows several Jersey cows grazing on lush green grass near a pond. The water reflects the blue sky and distant mountains, while the surrounding trees add depth to the tranquil rural setting.
Farm stay in Fairfield
4.98 out of 5 average rating, 333 reviews

Organic Farm Hideaway Home and Pond

The house is tucked into the back of our 300-acre working dairy farm and offers breathtaking views of Mt. Mansfield. We are located in between two of Vermont's best ski resorts, Jay Peak and Smuggler Notch. Come for a winter adventure full of downhill skiing, riding or x-country touring. Stay for the local breweries, distilleries and restaurants. Or just relax at the farm, cozy up by the wood stove and cook up some delicious farm raised food for dinner. Well behaved dogs are welcome anytime!

Top guest favorite
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.
Apartment in Underhill
4.97 out of 5 average rating, 423 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 favorite
A cozy cabin is surrounded by vibrant autumn foliage, with a welcoming red door. The structure features a triangular roof and large windows, framed by a lush green lawn that transitions into colorful leaves. The natural setting is serene and inviting.
Cabin in Underhill
4.97 out of 5 average rating, 322 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 favorite
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
4.99 out of 5 average rating, 334 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 favorite
A modern mountain home with a large front porch sits on expansive green grounds, surrounded by trees and colorful landscaping. The structure features a traditional post and beam design, with large windows allowing natural light. Scenic mountain views can be seen in the background under a clear blue sky.
Home in Cambridge
4.94 out of 5 average rating, 207 reviews

Stunning Pleasant Valley Home

Stunning Pleasant Valley Home! This modern mountain home is situated on over 12 acres of gorgeous Vermont land and is perfect for your next vacation. The traditional post and beam construction mixed with modern flare is sure to make you feel like you are someplace special. This picturesque property is private with lush landscaping and multiple areas to relax and unwind. Enjoy views from the front porch rockers or of the mountain ranges while sitting on the back veranda.

Top guest favorite
An expansive view shows the fully remodeled farmhouse, with contrasting roof materials and surrounding greenery. The property is set against a backdrop of rolling hills and mountains under a clear sky, with gravel access roads and parked vehicles visible nearby.
Home in Cambridge
4.97 out of 5 average rating, 104 reviews

Mansfield View Farmhouse-near Smuggs/skiing/views

Fully remodeled 1800's family farmhouse on 200 acres. Remote setting yet easy access to local amenities. Covered porch and large deck with a phenomenal view of Mt Mansfield. Spectacular place, setting, and property with access to the best Vermont has to offer. Come explore and relax while spending time with family and friends. 10 minutes to skiing at Smugglers Notch and 45 minutes from Burlington. Nearby skiing, hiking, and state parks. Did I mention the great views?

Top guest favorite
Home in Cambridge
5.0 out of 5 average rating, 105 reviews

Smugglers’ Notch 4BR Retreat: Theater, Gym & Games

**Whether you’re here for first tracks at Smugglers Notch, summer hikes through the Notch, or the world-famous Vermont "Snowliage"—the Blissview Bungalow is your ultimate four-bedroom basecamp.** Welcome to where mountain energy meets family-friendly fun. Swap lift lines for movie lines in your private 75" theater, wake up 3 minutes from the base of Smugglers’ Notch, and let the kids disappear into the game room while you sneak in a workout—all under one roof.

Popular amenities for Underhill family-friendly rentals

When is the best time to visit Underhill?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$48,018 GYDG$49,271 GYDG$42,172 GYDG$40,502 GYDG$42,590 GYDG$48,018 GYDG$47,183 GYDG$49,688 GYDG$44,886 GYDG$49,271 GYDG$41,964 GYDG$52,194 GYD
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