Holiday rentals in Underhill

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Top-rated holiday rentals in Underhill

Guests agree: these stays 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, 185 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, 131 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, 150 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.

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
4.97 out of 5 average rating, 184 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.

Guest favourite
The exterior of a charming cabin is surrounded by snow-covered trees and a blanketed yard. A bold red door contrasts with the dark wooden facade and multiple windows, inviting entry. The peaceful winter setting emphasizes the cabin's rustic charm.
Cabin in Worcester
4.96 out of 5 average rating, 252 reviews

the little house

Come rejuvenate in our sweet little cabin tucked into the Vermont mountains. It has such wonderful healing energy! ✨ Cozy up to read a book next to the fireplace or book a private healing session at my studio in Montpelier, VT. I have a passion for creating welcoming, safe spaces that support your nervous system & empower your soul. ❤️ -On site Minister Brook access--5 min. walk -Lots of skiing, hiking, water to explore -18 min to Montpelier- funky downtown, eccentric shops & restaurants

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
4.97 out of 5 average rating, 114 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, 108 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 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, 116 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, 381 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.

Guest favourite
A spacious deck is equipped with lounge chairs and a dining table, inviting outdoor relaxation. The surrounding green lawn is dotted with trees, while the farmhouse is visible in the background, featuring a mix of siding and brick. Clear blue skies complete the serene setting.
Guest suite in Essex Town
4.85 out of 5 average rating, 191 reviews

Cozy Country 1825 Farmhouse

Serene farmhouse with 14 acres of nature with pond view from your room. Super comfortable tempurpedic queen bed. First floor suite off main house with private entrance and deck with seating. Private attached his and hers bathroom. In room basic kitchenette (mini frig, microwave, keurig). Ideal for those seeking comfort, safety & nature, but 9 miles to Burlington and 5 mins to shops & restaurants. We are in a part of Essex that is rural (the village, Essex Junction is more of a city.)

Guest favourite
The exterior of Alder Brook Cottage is shown, featuring rustic wooden siding and a metal roof. A wooden footbridge leads to the front door, surrounded by trees and patches of snow. Bright windows are visible, enhancing the cabin's inviting appearance.
Tiny home in Hardwick
4.94 out of 5 average rating, 229 reviews

Alder Brook Cottage: A Tiny House in the Woods

From the moment you cross the cedar footbridge over Alder Brook, you'll know you're somewhere special. Featured in Boston Magazine and CabinPorn, Alder Brook Cottage is an inspired, rustic dream cabin located in the woods of Vermont's Northeast Kingdom. Surrounded by a crystal clear stream and 1400 acres of rugged forest, it is the perfect getaway for glampers looking to experience the tiny house life. Minutes away from Caspian Lake, Hill Farmstead Brewery & Craftsbury Outdoor Center.

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, 198 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.

Popular amenities for Underhill holiday rentals

When is the best time to visit Underhill?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$278 SGD$276 SGD$274 SGD$247 SGD$237 SGD$248 SGD$235 SGD$259 SGD$265 SGD$269 SGD$243 SGD$281 SGD
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Quick stats about holiday rentals in Underhill

  • Total holiday rentals

    Explore 110 holiday rentals in Underhill

  • Nightly prices starting at

    Underhill holiday rentals start at $52 SGD per night before taxes and fees

  • Verified guest reviews

    Over 7,080 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    100 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!

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