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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 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, 314 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, 320 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.

Top guest favorite
A serene lake view is captured at dawn, with soft orange and purple hues reflected on the still water. A wooden dock extends into the lake, framed by silhouetted trees. Mist hovers above the water, contributing to the tranquil atmosphere.
Guest suite in Brighton
4.94 out of 5 average rating, 114 reviews

Vermont North East Kingdom Lakefront Hideaway

Soak up lake life as you bask in coffee and magic sunrises right outside your window. Right on the VAST trails, location is perfect for two to three snowmobiler’s or two couple’s by request. The lake only 40 feet away, nesting loons and moose, great fishing. Canoes and kayaks at the ready. This classic pine "camp" style apartment will be your ultimate hideaway in Vermont. Fully sanitized private apartment, Entire downstairs, private outside entrance. Gorgeous window sunrise lake views.

Top guest favorite
Large glass sliding doors open to a deck, offering expansive views of the surrounding landscape, including distant mountains. Natural light floods the interior space, highlighting the warm-toned floors and minimalist design. A small coat rack is mounted nearby for convenience.
Cabin in Burke
5 out of 5 average rating, 117 reviews

Mountain view cabin, close to ski Burke Mountain!

Welcome to your cozy retreat nestled in the heart of West Burke, Vermont! This charming tiny luxury cabin offers a serene escape with breathtaking views of Burke Mountain and its surrounding wilderness. The cabin features a well-appointed living area, perfect for unwinding after a day of outdoor adventures. Whether you're curling up with a good book by the fireplace or enjoying a cup of coffee on the deck overlooking the tranquil pond and apple orchard, relaxation comes naturally here.

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, 233 reviews

The Binocular: 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

Top guest favorite
An aerial view of a charming red cabin nestled beside a calm lake, surrounded by lush greenery and tall trees. The property features a small dock extending into the water, with a grassy area leading to the cabin, enhancing the natural setting.
Cabin in Pittsburg
4.95 out of 5 average rating, 208 reviews

Back Lake Waterfront - ATV/Snowmobile Trail Access

The location of this charming and private cabin is perfect for your Pittsburg getaway. Located on a short dead end road you will immediately absorb the peaceful atmosphere and beautiful lake front scenery with just under 100' of frontage. This cabin has both ATV and snowmobile access without the need to trailer from the property. The boat launch is conveniently located 1/8 of a mile away and the local beach is a short paddle across the lake using the provided canoe and kayaks.

Guest favorite
An expansive aerial view captures the lush greenery of a working Christmas tree farm. Rolling hills stretch into the distance, framed by a bright blue sky dotted with clouds. A winding road leads through the vibrant landscape, highlighting the serene and private surroundings.
Home in Canaan
5 out of 5 average rating, 13 reviews

FernRay Lodge

Make yourself at home in this 3-bedroom Canaan retreat located on a working 154 acre Christmas tree farm with miles of trails for hiking or ATV’s. This charming, rustic lodge boasts 2 queen beds, 1 full bed, and 1 twin bed and large sofa. Nestled between Mount Monadnock and the Connecticut River valley offering unlimited hunting and fishing opportunities. Snowmobile enthusiasts will love the close proximity to Vermont and New Hampshire’s snowmobile trails.

Guest favorite
A serene lakeside view is framed by lush greenery and tall trees. A picnic table and benches are positioned on a grassy area, providing a comfortable spot to enjoy the tranquil surroundings. The calm water of Big Averill Lake is seen in the distance.
Cabin in Averill
4.87 out of 5 average rating, 99 reviews

Lakefront Cabin Big Averill Lake Vermont

Escape and experience off grid camping with no electricity, phone. (ATT cell phone users usually have great reception) , or internet in a very beautiful but easily accessible old style family cabin on Big Averill lake. Running water and showers if spring water is available. The water is shut off mid October for the winter but local water pump source .7 mile away all year. Toilet is outhouse or bucket flush when water shut officfunctionab

Top guest favorite
A modern kitchen features dark wood cabinetry and granite countertops. Stainless steel appliances, including a large refrigerator and built-in oven, provide functionality. Natural light is allowed through a nearby window, highlighting the warm wood floors and creating a welcoming environment.
Cabin in Colebrook
4.97 out of 5 average rating, 64 reviews

Hatchery Hideaway

DIRECT ATV ACCESS! Come to stay and relax away from the hustle and bustle, or spend your time hitting the trails at our cozy Hatchery Hideaway. This place is perfect for a family get away, hunting trip, or a vacation on the trails. With a spacious living area, 2 fireplaces, newly renovated bathroom, beautiful kitchen, two full bedrooms, one convertible room with two twin futons, and a pull out queen sofa bed, we have room for the whole gang!

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
4.98 out of 5 average rating, 325 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
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, 78 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.

Top guest favorite
A kitchen area features wooden cabinetry and a stainless steel dishwasher, with natural light flooding through large windows. A cozy dining space for two with a small table overlooks a private deck. Exposed wooden beams add warmth to the rustic design.
Treehouse in Newport
4.99 out of 5 average rating, 931 reviews

Vermont Treehouse with Hot Tub — Open All Winter

Nestled in two giant pine trees at the edge of a 20-acre pond, this true Vermont treehouse features a private cedar hot tub, fire pit, and canoe for exploring the water. Open year-round, it’s perfect for a cozy getaway, romantic retreat, or winter snow adventure, just 5 minutes from downtown Newport and 22 minutes to Jay Peak Ski Resort.

Popular amenities for Canaan vacation rentals

  1. Airbnb
  2. United States
  3. Vermont
  4. Essex County
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