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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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Guest favourite
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 favourite
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 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, 319 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
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 favourite
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
4.98 out of 5 average rating, 48 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 favourite
The exterior of a log cabin is displayed, featuring a warm wood finish and a gently sloped roof. A spacious porch invites relaxation, surrounded by snowy terrain and tall trees. Sunlight pours down, creating a bright, serene setting in a secluded rural area.
Cabin in Pittsburg
4.99 out of 5 average rating, 144 reviews

Winterfell First of it’s name. Direct trail access

Coventry log cabin in rural area, dead end road on ATV and main snow mobile trail 142. Ride for miles come back and sit in front of the wood stove and watch our 55 in HD tv ,and cook dinner in a fully stocked kitchen. Sit on farmers porch and stargaze. Cabin is 100% self sustained. Power goes out no problem... generator automatically kicks in and restores everything including TV , and propane heat. Seclusion at its best! Sreaming tv with Fubo and Netflix, high speed satellite internet.

Top Guest favourite
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 favourite
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 favourite
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 favourite
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

Logement privé attenant à une maison centenaire

Logement privé entièrement autonome attenant à une maison centenaire (1880). Le logement a été construit à l’emplacement de l’ancienne écurie, avec des matériaux modernes, et inclut une cuisine et une salle de bain complètes. L’entrée du logement est partagée avec celle de la maison principale. Ce logement est en pleine campagne, sur un grand terrain entouré de champs vallonneux, tout en étant à moins de 15 minutes du centre-ville de Sherbrooke.

Top Guest favourite
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 favourite
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

Popular amenities for Canaan holiday rentals

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