Vacation rentals in Canaan

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Top-rated vacation rentals in Canaan

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Guest favorite

A serene lakeside view features a wooden dock with lounge chairs and an American flag. A red canoe rests nearby, reflecting in the calm waters. Lush greenery frames the scene, while clouds drift across a blue sky, enhancing the tranquil atmosphere.

Cottage in Newport

4.94 out of 5 average rating, 50 reviews

Vermont Waterfront Cottage

SmartHome, Comcast,Wi-Fi w/extender for nec.work, A/C, Heat, Echo, Music, Fans, Bidet, In-Wall USP outlets w/shelves. Dock w/swim ladder,Umbrella,bench & lounge-sun chairs. Berries(in season) Canoe available, brink your water toys, motor boating but no jetski's. VAST-trails w/i 1/2 mile. Best outdoor fun for gathering w/family @fireplace & grill. Horseshoes & croquet on lawn. BurkeSki & Jay Ski resort w/indoor waterpark plus. Newport, restaurants, shops, cruises, plane rides, festivals. MuchMore

Guest favorite

The kitchen showcases a combination of modern appliances and classic cabinetry. A farmhouse sink is centered between ample countertops, while a wooden island with seating is positioned to one side. Natural light fills the space through multiple windows.

Home in Newport

4.85 out of 5 average rating, 34 reviews

Gorgeous! Spacious! TEN Rooms! 5BR/3BA Flat Rate!

Sparkling clean & beautiful w/ a flat rate for<10 guests! Spacious, sunny and cozy! Perfect location between the lake and Jay Peak. Executive vacation home has 10 rooms (5 BR and 3 full BA) with plenty of space to spread out! Enjoy the best skiing in the East, free skating, snowshoeing, brewery tours, shopping, dining and entertainment in Vermont's beautiful Northeast Kingdom! Ping-pong, board games, cook's kitchen, grill, ample private parking & a huge, private yard to make those snowmen!

Guest favorite

A spacious deck is shown overlooking the lake, featuring two lounge chairs and a shaded seating area beneath a parasol. Vibrant autumn leaves surround the scene, reflecting the season's colors against the calm waters of the lake.

Cottage in Newport

4.87 out of 5 average rating, 154 reviews

Lakefront Cabin | Boat Dock-Fireplace-Sunset Views

Nestled in the Rolling Hills of rural Vermont, our Pet Friendly 3BR/2.5BA Lake House has Tasteful Furnishings, Modern Conveniences, and an airy, open design. Enjoy your stay swimming, boating, or fishing on the lake in the summer or exploring the rich history of downtown Newport (15 min drive) and skiing at nearby Jay Peak (30 min drive) in the winter. You will be welcomed with Luxury White Bedding, a Fully Equipped Kitchen, a Beautiful Private Lake Front Dock, and all the Comforts of Home :-)

Top guest favorite

A bright bedroom features a spacious white bed with decorative pillows, accompanied by a small bedside table. A simple desk and chair are positioned in the corner, providing a workspace. Natural light filters in through a nearby window, illuminating the wood flooring and light area rug.

Home in Lennoxville

5 out of 5 average rating, 32 reviews

Small Town Oasis

Reconnect with loved ones in this pet-friendly, family retreat. This spacious property features 3 bedrooms, workspace and finished basement. A large backyard opens up to a wooded area, perfect for both children and dogs. Close proximity to 2 Universities, our location offers the convenience of city amenities while maintaining the small-town charm you desire. A short drive to numerous lakes, golf courses, ski hills, hiking trails, ensuring your family has plenty of options for a memorable stay.

Top guest favorite

A hummingbird feeder hangs near a wooden deck leading to the lake. Sunlight reflects on the water, while green foliage surrounds the path. The serene atmosphere is enhanced by the natural landscape, providing a calming view.

Guest suite in Brighton

4.93 out of 5 average rating, 96 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.

Guest favorite

A view of a private dock extending into a calm lake under an overcast sky. Two figures can be seen at the end of the dock. Lush greenery borders the water, and wooden chairs are positioned on the grassy area, creating a serene outdoor setting.

Cottage in Derby

4.98 out of 5 average rating, 56 reviews

On Golden Lake Salem

Welcome to our lakefront ranch style home in northern Vermont (a leaf peeper’s dream)! Located on a quaint and quiet street - you will have your own dock, beach, boats, and yard - all the ingredients you need for a fantastic vacation. In case of rain you will be all hooked up with books, board games, and Netflix, Amazon prime, HBO Max, Hulu, etc. Year round fun - as we are right on the snowmobile trail! We are honored to host you knowing that you will make the best memories in our space!

Guest favorite

A charming white cottage is nestled among trees, with a small stone path leading to the water's edge. Window boxes display colorful flowers, and a grill can be seen nearby. Yellow chairs are positioned by the lake, inviting relaxation and scenic views.

Cabin in Barton

4.81 out of 5 average rating, 159 reviews

Charming lake cottage on Crystal Lake! Boats! R&R!

Lakeview Cottage is adorable and located on one of Vermont's cleanest and most beautiful lakes, Crystal Lake! It's in the heart of the Northeast Kingdom, in the charming town of Barton. Sit around the outdoor firepit and soak in the view! You're just steps away from beaches and a dock. You'll find great swimming, fishing, boating, hiking, golfing, and mountain biking. Use our canoe or kayaks! Plus, Hill Farmstead Brewery is a short drive away. Beers there are rated best in the world!

Top guest favorite

A vibrant flower garden features a variety of blooming plants, including orange, yellow, and pink flowers, arranged along a rock pathway. The lush greenery surrounds the colorful floral display, creating an inviting outdoor space complemented by natural stone formations.

Guest suite in Sheffield

4.99 out of 5 average rating, 410 reviews

On top of the Kingdom

A private in-law apartment in this lovely country farm-house sitting high above Sheffield, VT. At the center of Vermont's Northeast Kingdom, you are conveniently located just a short drive from all of the Kingdom's attractions and amenities. Quiet and private, the site offers a peaceful retreat from a busy lifestyle, yet close access to all of Vermont's recreational activities be they athletic, artistic, or passive.

Guest favorite

The exterior of a two-story wooden house is showcased, featuring a spacious front porch with white chairs. Large windows allow for ample natural light, and the structure is surrounded by greenery and gravel. A staircase leads to the entrance, highlighting the inviting design.

Home in Pittsburg

4.95 out of 5 average rating, 39 reviews

Lincoln Lodge

Honeys Hill Top Retreat is the perfect home in the great north woods. No matter what season you enjoy with your friends and family you'll feel right at home here. This home sits up on a hill that overlooks First Connecticut Lake with views of several mountains including Magalloway mountain. Up here your just steps away from hiking, fishing, boating, hunting,snowmobiling, riding an ATV or side by side.

Guest favorite

A fire pit surrounded by eight green Adirondack chairs is situated on a grassy area. In the background, a spacious cabin with a large wrap-around porch is visible, along with a small shed painted in warm tones. Lush trees frame the scene.

Cabin in Burke

4.96 out of 5 average rating, 23 reviews

Lazy Bear Cabin Located on E. Darling Hill Road!

Located on East Darling Hill Road, this beautifully renovated & remodeled cabin, is spacious and secluded offering 3 bedrooms, 2.5 bathrooms, fieldstone fireplace, wrap deck, smoke & pet free. Direct access to Kingdom Trails and the VAST snowmobile network. Paired with our "Moose Tracks" cabin, this rental makes for the perfect location to host multiple family gatherings and retreats.

Guest favorite

The dining area features a modern glass table surrounded by sleek chairs, with a statement light fixture above. A stone fireplace is located in the living space, while a large window allows natural light to fill the room. The kitchen is visible, showcasing white cabinetry and dark countertops.

Condo in Magog

4.83 out of 5 average rating, 47 reviews

2-Floor Vacation Home In The Heart Of Magog

My place is close to restaurants and dining, the beach, family-friendly activities, and nightlife. You’ll love my place because of the ambiance, the outdoors space, and the location. My place is good for couples, solo adventurers, business travellers, families (with kids), and big groups. Please find link below for a virtual tour: https://my.matterport.com/show/?m=Ge65JSiPUqF

Top guest favorite

The cabin showcases a rustic wooden exterior with a sloped roof and a covered porch. A front door is framed by large windows, allowing natural light to fill the space. Snow can be seen on the ground, complementing the surrounding trees.

Home in Lyndon

4.97 out of 5 average rating, 60 reviews

River bend cabins #2 Bear

These cabins located in Sutton VT. Of the North east kingdom, are complete with a beautiful views of mountains , vast winding trails, and close proximity to Burke mountain resort, and several lakes close by included in cabins is a functional kitchen 3 bedrooms a living room, dinning room, bathroom, small field and fire pit. We have a outdoor camera in the listing.