
House vacation rentals in Canaan
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Top-rated house rentals in Canaan
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Stylish Vermont Cabin | Views · Trails · Luxe
Combining sweeping views of distant hills with complete privacy and wraparound porches on two sides, the Red House is a custom cabin built for couples and smaller families. Surrounded by working farms and within easy reach of trailheads to hike or bike Mt Ascutney, or to visit Woodstock, Hanover, Ludlow and the Upper Valley, the Red House sits among some of the best restaurants in Vermont and awaits the discerning traveler who has earned the right to do absolutely nothing and experience it all.

Quiet lakeside retreat with private dock.
Welcome to our charming lakefront home nestled in the tranquil beauty of nature! Situated at the water's edge, our rental boasts a private dock, providing convenient access to the pristine lake for fishing, swimming, or simply enjoying the outdoors. Inside, you'll find two bedrooms comfortably furnished with a total of three beds, ensuring a restful night's sleep for up to six guests. With close proximity to Cardigan Mountain school Dartmouth & DHMC campuses, your home away from home awaits!

The Barnbrook House
Come relax in the serenity of the quiet countryside. This home boasts beautiful views, a large stone fireplace, and stained glass windows throughout the home. Enjoy the comforts of home with a full kitchen, amenities, and beds with 1500 thread count sheets while exploring the interesting features of this one of a kind house. Sit by the spring fed pond overlooking the property laced with apple trees. The home has direct access to short walking trails and is close to VAST trails for snowmobiling.

Romantic Mountain Getaway
Come enjoy the peacefulness that only living in the mountains can give you, without letting go of every day luxuries. Our place is ideal for romantic getaways with its beautiful and private setting! Lots of things to do in the area as well. The serene Indian Pond is located just down the road and it is ideal for swimming & kayaking in the summer and snowshoeing in the winter. Hike Mt. Moosilauke and enjoy stunning views, or hike Mt. Cube or Smarts Mountain for smaller fun family adventures.

Cozy Bow House Perched in Trees w/ Hot Tub & View
The cozy Bow House is perched up above a lovely valley and boasts large south facing windows, a unique bowed loft and a warm, inviting space to relax. Up a charming dirt road past Brushwood & Fairlee Forests with hiking, biking and ATV trails nearby. Lake Fairlee is a scenic 10 min drive; 15 min to Lake Morey & I-91 and 30 min to Dartmouth College. Enjoy the glow of the rising sun and beautiful views above the fog, unwind in the hot tub surrounded by the magical woods and wildlife of Vermont.

The Willow House: a Modern Vermont Retreat
Just 7 miles (12 minutes ) to the Dartmouth Campus, this newly re-built little house sits beside its own pond on the edge of a sheep pasture. All the comforts of a modern home in 600sqft. Enjoy access to hiking trails and State Forest lands as well as an easy drive to world-class skiing an hour away and all that the Dartmouth College community offers just minutes away. This is the best of pastoral Vermont, with outside living-dining space ( south facing deck and north facing screen porch).

The Little Red Retreat - No Adt. Cleaning Fee
Your home base to explore the White Mountains and all they have to offer. 15 minute drive to Lincoln / Woodstock & Loon Mountain; 35 minute drive to Littleton w/ easy access to Plymouth, Waterville Valley, & Lakes Region. This eclectic cabin was built from the ground up in 2024 with the sole intention of welcoming guests like you to its woodsy embrace. We set out to create a peaceful stay with room for the whole family to relax after a long day of exploring, hiking, and adventuring in NH.

Hideaway Cottages, Cottage A
Built in the 1940’s, this 2 Bedroom, 2 Full Bath cottage has a rustic charm, and a peaceful setting, with access to a firepit alongside waterfalls. The Hideaway Cottages are on the same road as a Par 3 Public Golf Course. Located 1.5 miles from downtown New London and in close proximity to The New London Hospital, Colby Sawyer College, Proctor Academy, Lake Sunapee & Mt Sunapee. This area is plentiful in outdoor activities such as skiing, hiking, Lakes/Beaches, and several local restaurants.

Lake house with mountain views.
Super secluded, quiet lakeside cape, Sugar Hill Area. A true winter wonderland in the winter months, with access to Cannon Mountain, Loon and Bretton Woods. Quirky house originally built in 1810 and added onto in the late 1800s. This is a true 4 season destination with skiing, hiking, swimming, and shopping / dining in Littleton which was voted one of the best small towns in America. Franconia Notch sights and activities are 20 minutes away. Snowmobile and hiking trails on my property.

Relaxing Countryside Oasis!
Welcome to our cozy 2BR/1BA cabin, ideal for 6 guests. Relax by the indoor fireplace or outside by the fire pit and hot tub. Listen to the stream from the patio. Fully equipped kitchen and washer/dryer for convenience. Only 10 mins from Dartmouth College and 5 mins to downtown Norwich, VT. Multiple ski resorts within 30-minutes. Perfect for a serene getaway, this cabin offers a blend of comfort, nature, and convenience, ensuring a memorable stay for family, friends, or a romantic retreat!

Cottage in the Heart of the Green Mountains
Welcome to quintessential Vermont! Come stay at my cozy yet spacious, rustic yet modern, much-beloved Red Acre Cottage. Red Acre Cottage is nestled on a scenic ridge in the idyllic town of Rochester, just east of the Green Mountains and right off of Vermont Scenic Byway Route 100, one of the state's prettiest roads. Red Acre Cottage is an easy drive to Killington/Pico, Sugarbush, Mad River Glen, Rikert Nordic Center/Blueberry Hill XC skiing, Suicide Six, and Stowe Mountain.

Luxurious Eagle Ridge Log Home at Newfound Lake
This stunning one of a kind log home, featured in Log Home Living Magazine, built in 2020 is located at the end of a tree lined driveway on 3.5 acres overlooking beautiful Newfound Lake, NH. This 1,586 Sq Ft home can house a MAX of 6 guests in 3 bedrooms. Amenities are 100 mbs Wi-Fi, TV, gas fireplace, gas grill, hot tub, whole house generator, central A/C, screened porch and huge patio. Parking pass to the private town beach that is less than 1/4 mile away.
Popular amenities for Canaan house rentals
House rentals with a pool

Luxury Condo Tucked in the Heart of Killington

Steps to Golf and Mountain Biking

Cozy Hideaway at Waterville Estates!

Spectacular log home with private pool and hot tub

Lovely 2 Bedroom Loft at Loon Mountain! Lincoln NH

Lakefront Peaceful Getaway in Mountain Lakes

Gorgeous Dog Friendly 2BR 2.5 Bath w/ Pool Sauna

Riverside Penthouse Condo- AC, Pool, Hot Tub
Weekly house rentals

Stratton Summer House | Trails + Swim Holes + AC

Hot tub|Sauna|Movie Room! 8 min to Killington Mtn!

Quechee Vermont Home

Killington Chalet: Hot Tub, Fireplace, spacious 4b

VT Views White Mtn Stay Hot Tub Fire Pit Pool Tble

Cozy 1 bedroom home with private hot tub

Luxurious Lakefront Living near Dartmouth/Hanover

Contemporary A-Frame Cabin with Private Sauna
Private house rentals

Charming pet-friendly retreat in the Vermont woods

Charming New England Cape

The Vista, of the White Mountains

Scandinavian Serenity Close to Okemo

Charming cottage on country road

Secluded Waterfront Retreat with Luxe Amenities

Fred Eddy Farmhouse

Hot Tub + Gorgeous Views - Green Mountain Getaway
Quick stats about house rentals in Canaan

Total vacation rentals
Explore 10 vacation rentals in Canaan

Nightly prices starting at
Canaan vacation rentals start at ﺩ.ﺇ 184 per night before taxes and fees

Verified guest reviews
Over 550 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 of Canaan vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Canaan rentals

4.9 Average rating
Canaan stays are highly rated by guests—averaging 4.9 out of 5!
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- White Mountain National Forest
- Okemo Mountain Resort
- Squam Lake
- Weirs Beach
- Killington Resort
- Pats Peak Ski Area
- Loon Mountain Resort
- Magic Mountain Ski Resort
- Pico Mountain Ski Resort
- Franconia Notch State Park
- Tenney Mountain Resort
- King Pine Ski Area
- Gunstock Mountain Resort
- Waterville Valley Resort
- Cannon Mountain Ski Resort
- Ragged Mountain Resort
- Fox Run Golf Club
- Dartmouth College
- Mount Sunapee Resort
- Squam Lakes Natural Science Center
- Montshire Museum of Science
- Attitash Mountain Resort
- Ice Castles
- Stinson Lake





