
Holiday rentals in Canaan
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Top-rated holiday rentals in Canaan
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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!
4.95 out of 5 average rating, 132 reviews
Benton House, Sleeps 10, King Bed Primary
Private 5 Bedroom home, 9 mins to Dartmouth-Hitchcock Medical Center. Your family and friends will be close to everything when you stay at The Benton House. Embrace the calm of the neighbor hood with an evening walk or campfire. Visit the park at the end of Lilac Ave. Ride a bike, snowshoe or snowmobile on the local rail trail. Read a book in the greenhouse. - 6 beds - Full Kitchen with dishwasher - Washer and Dryer - WiFi and 2 Flatscreen TVs - 2 car indoor parking with 4 driveway spaces.
4.87 out of 5 average rating, 158 reviews
Cozy A Frame Cabin
Discover Your Dream Getaway at Our Enchanting A-Frame Cabin in Danbury, NH! Hike lush forest trails, paddle across sparkling lakes, or hit the nearby slopes for seasonal adventure. After a day outdoors, kick back on the spacious deck, fire up the grill, and dine under the stars. Whether you're planning a romantic escape or a fun-filled family getaway, this hidden gem offers the perfect blend of comfort, charm, and natural beauty. Escape the ordinary—book your unforgettable Danbury retreat today!
4.94 out of 5 average rating, 153 reviews
Immaculate Lake House Perfect for Entire Family
This lakefront cottage is a perfect combination of luxury, comfort and fun for the entire family. Take in the views from the deck while the kids play on shore, swim and jump from the swim platform. Grab a kayak and explore the pond before enjoying dinner on the one-of-a-kind floating picnic table and roasting s’mores over the fire. For a cozy winter stay-XC ski, snowshoe or sled right out the back door. Inside, cozy up with a good book in front of the fireplace or gather to play board games
4.99 out of 5 average rating, 75 reviews
Fayrie Ridge Cottage
Fayrie Ridge Cottage is close to climbing in Rumney, Canaan Motor Club (a five minute drive,) and Green Woodlands, known for hiking/biking in summer and cross country skiing in winter. The cottage sits on a property with great views and friendly hosts. The fully equipped kitchen, large bath, queen-sized and bunkbeds, and comfortable living area with many DVD movies make your stay the best. Renovations continue. Internet is now thru cable, so there is WiFi, but the cell tower hasn't gone up.
4.91 out of 5 average rating, 44 reviews
The Old Farmhouse
This is a farm house style lodging with the apartment as seen on the second floor accessible with stairs. Bathroom with stand up shower. A furnished Kitchen. 2 Bedrooms with queen beds. There is Wifi ,TV, and work table. Located in the heart of the Upper Valley. In town on the Main Street. We are 5 miles to Dartmouth College and 2 Hospitals Retail and restaurants near by. We have been vaccinated and would like to remain contact-free when possible. We are available if you have any questions.
4.85 out of 5 average rating, 514 reviews
Mountain Lodge with Private Sauna
Escape to Darkfrost Mountain Lodge, less than 2 hours from Boston - Gather under the stars by the fire pit & garden - Relax or grill on patio with woodland views - Enjoy a pet-friendly working homestead - Ski at nearby Ragged & Tenney Mountain - Explore hiking, biking & snowshoeing nearby at Wellington, Cardigan Mountain State Parks, AMC Cardigan Lodge Looking for options? Visit my Airbnb Host Profile to explore our 3 available cabins: Millmoon A-Frame, Black Dog Cabin, Darkfrost Lodge.
4.99 out of 5 average rating, 337 reviews
Peaceful elevated cabin hideaway in the woods
Enjoy peace and quiet in the woods of Dorchester, at the foothills of the White Mountains! Elevated treehouse-style Cabin approximately 600 feet from the owner's main house. Tucked in the woods you will enjoy nature surrounded by moose, bear, deer, ermine, and more, while being only 15 minutes away from Plymouth. Close to Rumney Rocks climbing and countless hiking trails. Direct access to the amazing Green Woodlands for mountain biking in the summer and cross-country skiing in the winter.
5.0 out of 5 average rating, 130 reviews
Charming, Cozy Cape
Enjoy the warmth, style, and privacy of this lovely home, located on a hillside above the picturesque White River. Just minutes from restaurants, shopping, cocktail bars, and galleries in downtown White River Junction, and a 10-minute drive to Hanover, NH, and the Dartmouth College campus. Set on an acre of open land with beautiful views and sunsets from the back deck. Central heating to keep you cozy during the fall and winter months. Perfect for couples and families ... and pet-friendly!
4.98 out of 5 average rating, 178 reviews
'Taj Garage' is a stylish one BR loft apartment.
Nestled in the woods above beautiful Mascoma Lake in New Hampshire’s Upper Valley, this peaceful one bedroom apartment has everything you need for a relaxed stay. Whether your thing is great food, unique shops, outdoor activities, museums, theater or just enjoying some peace and quiet, this property will be sure to please. Centrally located you are minutes from the intersection of routes 89 and 91 giving easy access to a legion of both famous and charming locations throughout NH and VT.
5.0 out of 5 average rating, 80 reviews
Ogden's Mill Farm
Private guest house situated on over 250 acres, with fully equipped gourmet kitchen and great views of quiet fields and valley. Pond with diving board for swimming in the summer. Giant sledding hill is a favorite of children and adults alike. Trails on property for hiking, xc- skiing, and snowshoeing. 15 mins to Woodstock VT. 45 mins to Killington,Pico and Okemo. Great restaurants and shopping nearby. Hanover and Norwich VT 20 mins. Please note not handicapped accesible.
4.97 out of 5 average rating, 470 reviews
Modern Lakehouse on Mascoma
Tons of natural light, a 2-story screened in porch, and indoor-outdoor dining space await you at this modern lakehouse on Lake Mascoma. Three bedrooms, a daybed and loft can sleep up to 9 adults. The home features an award-winning design with thoughtfully upcycled materials throughout. You can count on plenty of local coffee and a fully equipped kitchen. Highlights include a hot tub with lake views, a shared sandy shallow entry beach, perfect for kids. Mooring available.
5.0 out of 5 average rating, 4 reviewsPopular amenities for Canaan holiday rentals
Other great holiday rentals in Canaan

Peaceful lakefront getaway
4.9 out of 5 average rating, 20 reviews
Pebbles’s Off Grid Tranquility
4.86 out of 5 average rating, 29 reviews
River and Lakeside Apartment
4.87 out of 5 average rating, 99 reviews
Beautiful View, Spacious Apt.
5.0 out of 5 average rating, 21 reviews
Mascoma Lake Quiet Cottage
4.96 out of 5 average rating, 80 reviews
Farrview Studio in Lebanon
5.0 out of 5 average rating, 15 reviews
Cozy Woodland Cabin
5.0 out of 5 average rating, 65 reviews
Historic Hanover Area Home, 16 Miles to Dartmouth!
4.79 out of 5 average rating, 102 reviewsDestinations to explore
- White Mountain National Forest
- Okemo Mountain Resort
- Squam Lake
- Weirs Beach
- Loon Mountain Resort
- Pats Peak Ski Area
- Pico Mountain Ski Resort
- Magic Mountain Ski Resort
- Dartmouth College
- Tenney Mountain Resort
- Franconia Notch State Park
- Gunstock Mountain Resort
- Ragged Mountain Resort
- Attitash Mountain Resort
- Crawford Notch State Park
- Waterville Valley Resort
- Flume Gorge
- Cannon Mountain Ski Resort
- Killington Resort
- Ice Castles
- Squam Lakes Natural Science Center
- Stinson Lake
- Mount Sunapee Resort
- Montshire Museum of Science





