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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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Guest favorite
Guesthouse in Newark
4.89 out of 5 average rating, 714 reviews

Hilltop Guesthouse #1

Our guest house is a private detached studio apartment. Close to many local activities, including Kingdom Trails mountain biking, V.A.S.T. snowmobiling, Burke Mountain Resort and beautiful Lake Willoughby. The full kitchen includes a refrigerator/freezer, range with oven, toaster, coffee pot, silverware, glassware, and cookware. The bathroom has an upright shower, and full linens and towels are provided. We invite you to come stay with us and spend time seeing what Northern Vermont has to offer.

Top guest favorite
The exterior of the cottage is shown, featuring a spacious deck adorned with potted flower arrangements and outdoor seating. A woodpile is neatly stored beneath the deck, while the grassy lawn and clear blue sky create a serene atmosphere.
Home in Charleston
4.98 out of 5 average rating, 108 reviews

Scenic cottage Echo Lake, Charleston, Vermont!

This charming cottage is very quiet & private, with sweeping views of Echo Lake and surrounding mountains such as Bald and Wheeler. Perfect for a romantic getaway or a small family vacation. This winter the snow is as good as it gets. Cross country ski or snow shoe here or at the many trails nearby. Or just walk out onto the lake and smile. Message for conditions Bring your passports as Canada is just 20 minutes away with great food shopping and restaurants and scenic spots.. It is beautiful.

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, 112 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 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
4.94 out of 5 average rating, 196 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, 10 reviews

Lodge on Christmas tree farm

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. 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. Very private and peaceful.

Top guest favorite
The manufactured home is partially covered in snow, surrounded by tall evergreen trees. A large moose silhouette is visible on one side of the house. Snow drifts line the walkway leading to the entrance, creating a serene winter landscape.
Home in Pittsburg
4.98 out of 5 average rating, 132 reviews

Pitt Stop Inn- Trail access- late check out

The Pitt Stop Inn is a manufactured home located on a dead end road in the center of the historic village of Pittsburg. Minutes from Lake Francis, Back Lake and the Connecticut Lakes. Enjoy all the outdoor activities that Pittsburg has to offer from this central location. Deer and turkeys are often seen in the yard along with the occasional moose. We are UNABLE to host those guests wishing to access Pittsburg's ATV trail system. We apologize for any inconvenience.

Guest favorite
A calm bedroom features a spacious bed with neutral-toned pillows arranged neatly. Soft natural light filters through sheer curtains, illuminating the space. A small side table holds a plant and a lamp, while a stylish woven chair offers additional seating.
Condo in Magog
4.84 out of 5 average rating, 129 reviews

Waterfront condo with indoor and outdoor pool

Welcome to our modern and cozy condo, ideally located in the heart of Magog, directly on the edge of beautiful Lake Memphremagog. Enjoy a peaceful setting and stunning views of the water, while being steps from the best restaurants and shops in the city center. Whether you're looking to relax or adventure this place is the perfect getaway. 👉 1 closed bedroom with queen bed + sofa bed in the living room (compact format, especially for troubleshooting or children).

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
4.96 out of 5 average rating, 54 reviews

Hatchery Hideaway

DIRECT SNOWMOBILE TRAIL 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 small dining area is presented, featuring a round white table paired with two minimalist chairs. The table is set with woven placemats and a bowl of fresh fruit. Large windows provide ample natural light, while a pendant light adds a warm touch to the space.
Apartment in Hatley
4.89 out of 5 average rating, 237 reviews

Le Loft Hatley House -Hiking, Cycling, Sightseeing

Welcome to Loft Hatley — a peaceful, design-forward escape in the heart of the countryside. Tucked away inside the historic Maison Hatley (built in 1884), Loft Hatley is a charming studio apartment offering the perfect mix of comfort, style, and simplicity. Thoughtfully renovated by One Home Collection, this cozy hideaway is ideal for a romantic escape, a solo recharge, or a laid-back home base for exploring the best of the Eastern Townships.

Guest favorite
A serene winter landscape captures a frozen lake, bordered by tall trees silhouetted against a twilight sky. The soft glow of the setting sun illuminates the horizon with subtle hues, creating a peaceful ambiance in the chill of winter.
Cabin in Pittsburg
4.91 out of 5 average rating, 299 reviews

Kelly's Cottage

If you’re looking for a relaxing time away from it all, Kelly's Cottage is the perfect place to stay during your vacation to the North Country, any time of the year! Warm & cozy in the autumn & winter months. Cool & relaxing in the spring & summer seasons. Snowmobile trail access (not direct) there is a little bit of private road riding required to get to trail 20 ATV trail access WiFi included during your stay Streaming available on TV

Guest favorite
A charming house painted in teal sits under a bright blue sky. Lush greenery surrounds the property, with trees visible in the background. A welcoming front porch features simple steps and a light-colored door, contributing to the house's inviting exterior.
Condo in Lennoxville
4.89 out of 5 average rating, 198 reviews

Private accommodation adjoining a century-old house

Fully self-contained private accommodation adjoining a century-old house (1880). The accommodation was built on the site of the old stable, with modern materials, and includes a full kitchen and bathroom. The entrance to the accommodation is shared with that of the main house. This accommodation is in the countryside, on a large lot surrounded by hilly fields, while being less than 15 minutes from downtown Sherbrooke.

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, 317 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.

Popular amenities for Canaan vacation rentals

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  2. United States
  3. Vermont
  4. Essex County
  5. Canaan