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Holiday houses in Canaan

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Top-rated holiday rentals in Canaan

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
Aerial view of the property reveals a charming farm layout with multiple buildings, surrounded by lush greenery and rolling hills. The roofs feature a classic metal design, blending with the natural landscape. A winding gravel path connects the buildings, inviting exploration of the scenic surroundings.
Farm stay in Saint Johnsbury
4.98 out of 5 average rating, 126 reviews

Unique stay at a horse sanctuary

Immerse yourself in the quintessential Vermont experience at Storeybrook Farm. This rescue horse sanctuary is located amidst rolling hills, mountain vistas and a tranquil pond. "The Carriage House” is our largest suite with a fully equipped kitchen (stocked upon request), that opens up to a dining area with forest views. The living room features a woodburning fireplace and 2 built in queen bed "bunks". Enjoy sun-soaked pasture views from the main bedroom or while soaking in the clawfoot bathtub.

Guest favourite
A rustic living area features wood-paneled walls and high ceilings. A gray sofa is positioned in front of a small coffee table, with bookshelves displaying various items nearby. Large windows offer views of the surrounding nature, creating a connection to the outdoors.
Cabin in Clarksville
4.95 out of 5 average rating, 324 reviews

Peaceful Cabin in the Heart of North Country

Our beautiful cabin sits in Clarksville on 6 private acres, close to major ATV and snowmobile trails, as well as the Hurlburt Nature Conservancy Area. We are minutes from Lake Francis and the Connecticut Lakes in NH's northernmost town, Pittsburg. While by no means primitive, our cabin is simple and rustic, and...in the woods. You may be visited by rabbits and coyote, or even a moose or deer grazing early in the morning. You may have the occasional cobweb, fly, swollen door, or sticky evening.

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
4.97 out of 5 average rating, 327 reviews

Secluded Luxury Treehouse - Hot Tub + Projector

Our treehouse is a haven of well-being, peace, and elegance. In our stunning modern treehouse we have brought relaxation to a whole new level. Surrounded amongst us is nothing but woods & wildlife. An experience not to be missed. Put your favorite movie on the projector, get Zen in the cozy sun room, jam out to music on the record player, or grab a towel, and head for the custom cedar hot tub. It is time to create core memories that will never be forgotten. Welcome to a little slice of heaven.

Guest favourite
A serene landscape captures the calm waters of Middle Pond, reflecting fluffy white clouds and surrounding greenery. The cabin sits nestled among trees on the right, offering a scenic view of nature's tranquility.
Cabin in Pittsburg
4.84 out of 5 average rating, 114 reviews

Middle Pond Cabin- Direct ATV & Snowmobile Access

Welcome to the Middle Pond Cabin! This cozy, waterfront cabin is centrally located to all of Pittsburg's amenities. It has direct access to the Great North Woods' vast snowmobile and ATV trails. Middle Pond is an 8 acre, stocked pond that is loaded with trout and other wildlife that call it home. The cabin has three bedrooms (all with queen size beds), a fantastic kitchen, and a beautiful living room / sun room. The cabin also has a back-up Generac generator for the occasional winter storm!

Guest favourite
The image displays a modern living area featuring a dark leather couch adorned with teal accent pillows. A round dining table is visible to the front, with a series of three framed winter landscape images hanging on the wall. The kitchen area, equipped with teal cabinetry and appliances, is seen in the background.
Apartment in Colebrook
4.98 out of 5 average rating, 118 reviews

HILLSIDE Unit - Direct ATV/Snowmobile Access

Welcome to "The Shack"; a new barn featuring three 2-bedroom units each with its own private entrance. Located about 6 miles from downtown Colebrook on 29 acres with a rolling landscape with DIRECT ACCESS to snowmobile (Cor # 5) and ATV trails (Cor # C). The HILLSIDE is a 1st floor unit that has a beautiful and sunny open floor plan with a fully equipped kitchen. The unit comfortably sleeps 4 in the 2 bedrooms, each with a queen size bed. There is a walk-in shower and laundry in the unit.

Top Guest favourite
Cabin in Pittsburg
4.93 out of 5 average rating, 15 reviews

North Woods Cabin Direct trail access Pets & Wifi

Discover the perfect getaway at our cozy cabin in Pittsburg, NH, ideally located for outdoor enthusiasts. Whether you’re here to hit the snowmobile and ATV trails, explore scenic hiking paths, or cast a line in some of New Hampshire's best fishing spots, this cabin provides direct access to it all. Experience the beauty of the North Country in all seasons and enjoy a peaceful retreat with plenty of adventure right outside your door. * direct trail access * * pet friendly * * wifi available *

Top Guest favourite
Two unique chalet structures, designed with a modern aesthetic, are situated on a sloped landscape. The buildings feature angular shapes and large glass windows, which reflect the surrounding forest, inviting nature indoors. The ground is covered with natural foliage and rocks.
Chalet in West Bolton, Quebec
4.99 out of 5 average rating, 243 reviews

La Binocle: Peaceful Architect Cottage

Cosy timeless chalet conceptualized by the architects of _naturehumaine. Nestled into the cliffside at an altitude of 490 meters (1600 feet), its unique design is distinguished by boldness and originality and fits with harmony in its environment. Surrounded by forest, the cottage offers breathtaking views of Mount Glen and the surrounding nature largely protected by the Appalachian Corridor. The perfect silent place to relax and unwind. Photo: Adrien Williams / S.A. CITQ #302449

Guest favourite
An open kitchen with wooden ceilings and natural light features a spacious island with multicolored paneling and three bar stools. White cabinetry provides a clean look, while a framed landscape painting adds a touch of color to the wall.
Home in Colebrook
4.9 out of 5 average rating, 49 reviews

Great North Woods Cabin-Direct Snowmobile Access

Enjoy this newly remodeled cozy cabin with open floor plan, great space for entertaining and cooking, great amenities and centrally located. 5 minute drive into town with grocery store, gas stations, pharmacy and restaurants. Direct snowmobile access and a 5 minute trailer drive to Lemeuix’s for ATV trail access. Plenty of parking for trucks and trailers. Plenty of hiking right out the back door to Lime Pond! Head over to Dixville notch and hike Table Rock Trail for amazing views.

Guest favourite
Home in Le Granit
4.97 out of 5 average rating, 149 reviews

The Rifugio Rental Cottage Hot tub/mountain view

The rifugio is the perfect place to take refuge. A peaceful retreat in the middle of nature surrounded by mountains as far as the eye can see. The Rifugio offers you the freedom to make an authentic connection with nature and to enjoy quality time alone or with others. As soon as you walk through the door, you are greeted in a warm and comfortable atmosphere. Large windows offer beautiful views of the surrounding mountains and in the distance we can see the tip of Lake Mégantic

Top Guest favourite
A serene pond surrounded by lush greenery reflects a colorful sunset in the sky. The tranquility of the water enhances the surrounding trees and plants, creating a peaceful outdoor setting ideal for relaxation and nature appreciation.
Cabin in Stewartstown
4.99 out of 5 average rating, 335 reviews

Moose Pond Lodge Snowmobile and ATV

Moose Pond Lodge is a two bedroom cabin located directly on the snowmobile and ATV trail. The cabin is also perfect for hunters, fishermen, and outdoor lovers of all kinds, or anyone just looking for a quiet place to get away and relax. The deck offers beautiful mountain views, and there are two ponds on the property for catch and release fishing in the warmer months.

Top Guest favourite
The treehouse stands tall on wooden supports among a dense forest of tall trees. Its wooden exterior features a spacious deck with railings, while warm light glows from within, casting a welcoming ambiance. The natural surroundings create a serene atmosphere.
Treehouse in Hardwick
4.98 out of 5 average rating, 881 reviews

Streamside Treehouse in the Woods with Sauna

Welcome to Stone City Treehouse! Stone City is a quiet retreat in the Vermont woods where time slows, and nature leads. Thoughtfully crafted spaces—treehouse & glamping stays, forest sauna, and gathering circles—invite deep rest, reconnection, and simple beauty. Come be held by fire, trees, and stillness, and leave feeling grounded, inspired, and gently restored.

Guest favourite
A single-story home sits surrounded by a manicured green lawn. An American flag stands proudly in the yard, while a paved driveway leads to a welcoming front porch with a white railing. The house features muted colors and large windows, providing ample natural light.
Home in Canaan
4.94 out of 5 average rating, 80 reviews

North Country's Trail Side Home ATV/Snowmobile

Newly updated 4 bedroom 2 bathroom trail side home. Direct ATV/Snowmobile access located on Commerce trail ( no VT registration needed ) Close enough to everything the North Country has to offer yet you feel far enough away in this country setting. Pet Friendly 🐶 ** Brand new 2022 - Fully finished basement with living room bedroom and 2 queen beds.

Popular amenities for Canaan holiday rentals