Family-friendly holiday rentals in Underhill

Find and book unique family-friendly homes on Airbnb

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

  • Total holiday rentals

    Explore 50 holiday rentals in Underhill

  • Nightly prices starting at

    Underhill holiday rentals start at $140 SGD per night before taxes and fees

  • Verified guest reviews

    Over 4,280 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

    50 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!

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
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

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.

Indoor spacesFamilyCleanliness

4.99 out of 5 average rating, 115 reviews
Top guest favourite
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

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.

Indoor spacesFamilyOutdoor spaces

4.98 out of 5 average rating, 121 reviews
Top 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

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.

Indoor spacesFamilyCheck-in

4.97 out of 5 average rating, 208 reviews
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

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.

Indoor spacesKitchenCondition

4.97 out of 5 average rating, 423 reviews
Top guest favourite
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

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.

KitchenFamilyValue

4.97 out of 5 average rating, 322 reviews
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

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!

KitchenFamilyValue

4.99 out of 5 average rating, 334 reviews
Top guest favourite
A wooden bridge leads to the entrance of the treehouse, surrounded by trees displaying autumn colors. The structure features large windows and a unique architectural design, blending nature with handcrafted elements.
Treehouse in Waterbury

The Roost - Recharge & Relax

Enjoy being immersed in nature when you stay in this unique treehouse to unwind while experiencing some of the best sights and nature in Vermont. This cabin up on stilts and bordering one of Vermont's beautiful state parks. Views of the walkable Waterbury reservoir can be seen from its perch in the trees. "The Roost" aims for a balance of rustic meets elegance. With a tiled shower and heated flooring through out- one can truly reconnect and recharge in this unique experience.

KitchenFamilyCheck-in

4.94 out of 5 average rating, 201 reviews
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

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".

FamilyKitchenOutdoor spaces

4.97 out of 5 average rating, 240 reviews
Top guest favourite
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

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.

Indoor spacesKitchenQuiet

4.94 out of 5 average rating, 207 reviews
Top guest favourite
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

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?

FamilyKitchenWifi

4.97 out of 5 average rating, 104 reviews
Top guest favourite
Home in Cambridge

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.

FamilyIndoor spacesOutdoor spaces

5.0 out of 5 average rating, 105 reviews
Top guest favourite
A spacious wooden deck is surrounded by lush green trees, offering a serene outdoor space. Two colorful chairs, one blue and one orange, are positioned on the deck, inviting relaxation and enjoyment of the natural surroundings.
Flat in Underhill

Mountain Road Getaway

This private one-bedroom non-smoking apartment is located in Underhill, Vermont. The property is located just down the road from Underhill State Park, at the base of Mt. Mansfield. The apartment has recently been completely renovated and includes a tiled rain shower, soaking tub and large private back deck. It is just a 2-minute drive to hiking trails and mountain biking; 20 minutes to skiing at Smugglers Notch; and 35 minutes to Burlington.

KitchenFamilyHeating

4.98 out of 5 average rating, 301 reviews

Popular amenities for Underhill family-friendly rentals

Family-friendly home rentals with a hot tub

Top guest favourite
Cabin in Morristown

Modern Post&Beam w/ Hot Tub, Waterfall, Mtn. Views

Indoor spacesFamilyRiver

4.97 out of 5 average rating, 185 reviews
Guest favourite
The A-frame treehouse is illuminated by warm string lights, showcasing a spacious deck above the ground. The structure is nestled among trees, featuring a mix of wooden materials and large windows that highlight the inviting interior. A cozy seating area is visible on the deck.
Treehouse in Johnson

Designer A-Frame Treehouse | Hot Tub & Sauna

KitchenFamilyComfort

4.91 out of 5 average rating, 110 reviews
Top guest favourite
The rustic treehouse, set amidst towering trees, features a wooden deck leading to the entrance. Warm lighting illuminates the inviting exterior, while a hot tub is positioned nearby. The tranquil setting offers views of the water, blending nature with cozy accommodation.
Treehouse in Newport

Vermont Treehouse with Hot Tub — Open All Winter

KitchenIndoor spacesHot tub

4.99 out of 5 average rating, 948 reviews
Top guest favourite
An outdoor courtyard features a salt-water hot tub and natural wooden seating. Lush greenery envelops the space, creating an intimate feel. A rustic barrel-shaped structure adds a unique element to the design. The ground is covered in smooth gravel, enhancing the serene atmosphere.
Guest suite in Burlington

Sauna, Cold Plunge, Hot Tub, Paddle Boards, Bikes

FamilyIndoor spacesHiking

4.98 out of 5 average rating, 279 reviews
Guest favourite
An outdoor deck is equipped with a dining table and chairs, overlooking a vibrant landscape of fall foliage in various shades of red, orange, and yellow. A hot tub is positioned nearby, providing views of the surrounding trees and mountains.
Cabin in Morristown

Stowe Sky Retreat: Hot Tub/Views/Family Friendly

FamilyKitchenCondition

4.94 out of 5 average rating, 182 reviews
Guest favourite
A modern treehouse features a warm wooden exterior, elevated on a platform among vibrant autumn foliage. Large glass windows provide a view into the inviting interior space. Steps and a small deck lead to seating arranged on the ground level, surrounded by natural scenery.
Treehouse in Newport

Secluded Luxury Treehouse - Hot Tub + Projector

Indoor spacesKitchenBreakfast

4.97 out of 5 average rating, 340 reviews
Superhost
The exterior of Stowe Mountain Lodge is showcased against a backdrop of snow-covered slopes. Surrounding buildings blend into the winter landscape, with ski trails visible on the hillside. The scene is framed by scattered trees, enhancing the natural mountain setting.
Apartment in Stowe

Ski in/out Condo @ The Lodge at Spruce Peak

KitchenIndoor spacesCleanliness

4.8 out of 5 average rating, 243 reviews
Top guest favourite
A cottage is nestled among greenery, reflected in the calm waters of Metcalf Pond. A spacious deck extends from the cottage, and a tent is visible on the lawn. Kayaks are positioned near the shore, surrounded by lush trees and grass.
Cottage in Fletcher

Metcalf Pond Cottage Convenient to Smugglers Notch

Indoor spacesKitchenQuiet

4.99 out of 5 average rating, 152 reviews

Family- and pet-friendly home rentals

Family-friendly home rentals with a pool

When is the best time to visit Underhill?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$293 SGD$301 SGD$258 SGD$248 SGD$260 SGD$293 SGD$288 SGD$304 SGD$274 SGD$301 SGD$256 SGD$319 SGD
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