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Vacation rentals in Canaan

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Top-rated vacation rentals in Canaan

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

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Top guest favorite
A cozy outdoor space is illuminated by string lights, featuring a wooden deck above surrounded by trees. An inviting fire burns in a circular fire pit, with two Adirondack chairs positioned nearby, offering a welcoming setting for evening relaxation.
Camper/RV in Greensboro
4.99 out of 5 average rating, 138 reviews

Vintage, Off-Grid Airstream in the Woods by Stream

Surrounded by forest and the sound of a flowing brook, Fallingwater Airstream is a place to slow down and reconnect. Sip coffee on the deck, sway in the hammock overlooking the water, and gather by the fire beneath a sky full of stars. Perfect for couples seeking a quiet escape, this lovingly restored 1965 Airstream offers vintage charm and simple comforts—an introvert’s paradise for rest, solitude, and rejuvenation, with just enough warmth to make this woodland glamping stay feel truly special.

Guest favorite
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, 330 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 favorite
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, 325 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 favorite
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 favorite
An open kitchen and dining area features wooden cabinetry and appliances, including a microwave, coffee maker, and stove. A round dining table with black chairs sits at the center, while a light streaming in from large windows illuminates the space. A cozy seating area is visible in the foreground.
Home in Pittsburg
4.99 out of 5 average rating, 85 reviews

Cozy home in Pittsburg NH

Newly renovated home in Pittsburg NH. 1 Bedroom with a Queen and a full bed. Dish network. High speed internet. Kitchen has all the essential cookware along with a coffee maker, microwave & toaster. we are located Less than 3 miles to the trophy section and Murphy Dam. Well behaved small dogs are welcome Please contact me first. A short walk to back lake. No Smoking inside. ***There is no direct trail access. There is an ATV/Snowmobiling parking area 1.5 miles away on Back Lake Road.****

Top guest favorite
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
4.99 out of 5 average rating, 246 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 favorite
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 favorite
A hot tub is located on a deck adjacent to the chalet, surrounded by a privacy screen. Bubbles rise in the water under a cloudy sky, with trees visible in the background. The chalet has large windows allowing natural light to enter the space.
Home in Saint-Herménégilde
5 out of 5 average rating, 20 reviews

Spacious chalet, spa, large private plot, nature

Relax with your family in this chalet bordered by a swimming river on an intimate and wooded 4-acre plot. This chalet is located 15 minutes from the Coaticook Gorges and Mont Hereford where you can ski, mountain bike or hike. It is located 5 minutes from the public beach of Wallace Lake. You will not want for anything, the cottage is fully equipped for a memorable stay! Electric vehicle charging station. Hot tub, pool table & ping pong, BBQ, air conditioning

Guest favorite
A wooden cabin with a green metal roof is situated alongside a gravel path. American flags are displayed from the front porch, which features wooden railings. Surrounding greenery and mature trees create a natural setting, with a sparse covering of grass in the foreground.
Cabin in Colebrook
4.94 out of 5 average rating, 71 reviews

Private romantic escape near Pittsburg, Colebrook

Snowmobilers private cabin, on the trails Amazing 1 bedroom cabin that sits over the stream. You will hear the stream all night long. Perfect for hunters, atv's and snowmobilers. The cabin is on the trails where you can travel for miles. Trout stream stocked with brook trout and surrounded by mountains and sits on the VT and Canada border, top of the white mountains. Relaxing and serene, you won't want to leave.

Top guest favorite
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, 338 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 favorite
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, 884 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.

Top guest favorite
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 vacation rentals