
House vacation rentals in Canaan
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Top-rated house 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!
FamilyValueWalkability
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.
FamilyValueQuiet
4.87 out of 5 average rating, 158 reviews
Cape Cod Home in Woodstock, Pet-Friendly & Wooded
Welcome to this charming 4-bedroom Cape Cod-style retreat in Woodstock, Vermont, a picture-perfect New England getaway set on a wooded hillside lot. With original wide-plank hardwood floors, a fully equipped chef's kitchen, and a spacious back deck with a 6-burner propane grill, this home offers the perfect blend of rustic character and modern comfort. Explore the covered bridges and artisan shops of Woodstock Village, or simply unwind in the peaceful garden setting. Please see: Other Things to
LocationValueCheckout
4.99 out of 5 average rating, 170 reviews
Quechee Getaway Book Your Ski Trip Now
New Build Multi family friendly home near Woodstock, Killington and Dartmouth – Sleeps 12, Modern Aesthetic, Private Porch & Fire Pit Escape to this stunning modern ski home, just 25 minutes from the Skyship Gondola of Killington, Vermont. Whether you're hitting the powder in winter or enjoying the breathtaking foliage and outdoor adventures in the warmer months, this luxurious retreat offers the perfect base for your next getaway. Hike the Gorge or stroll thru the quaint village of Woodstock.
ValueFamilyAir conditioning
4.94 out of 5 average rating, 133 reviews
Chuck's Place
With plenty of warm days ahead, we're stoked for the upcoming season. Chuck's a private home on 7 sunny acres overlooking Mt Ascutney. Great for hiking, biking, skiing, snowshoeing- or R&R! A note about Airbnb fees: Airbnb shifted their 15.5% guest fees to the host. We had to raise our rate to compensate. We are loyal to offer accessible ski vacations for your friends & family at the cost of a hotel room! Dollars a day at Ascutney or on your Indy/Ikon/Epic pass. Hit up the 20% on longer stays.
LocationFamilyAmenities
4.96 out of 5 average rating, 100 reviews
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.
LocationValueView
4.96 out of 5 average rating, 597 reviews
Lower Intervale Grange; Nat'l Register Hist. Site
One-half mile from the Barn on the Pemi!! A full-house rental, you'll be welcomed by full kitchen, comfy beds, original 1912 tin ceilings, hardwood floors, beadboard walls, piano and great modern amenitites like Wifi and Smart TV. The Grange is an award winning restoration while maintaining its historic elements and charm of this National Register property. The kitchen on the main floor meeting room makes cooking and socializing easy. Sleeps 1 to 7 guests, one large bathroom. License 059528
FamilyLocationWifi
4.95 out of 5 average rating, 180 reviews
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.
FamilyValueAccuracy
4.99 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!
ValueLocationLaundry
4.98 out of 5 average rating, 178 reviews
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!
LocationValueCheckout
4.99 out of 5 average rating, 131 reviews
Newfound Lake Log Home | Hot Tub & Lake Views
Escape to Eagle Ridge, a Top 1% Airbnb log home overlooking beautiful Newfound Lake and featured in Log Home Living Magazine. Relax in the private hot tub, enjoy spectacular lake and mountain views, visit the Hebron town beach less than 1/4 mile away, or unwind by the fireplace. Set on 3.5 private acres, Eagle Ridge accommodates up to 6 guests with three bedrooms and two full baths. Enjoy central A/C, a screened porch, large patio, gas grill, high speed WiFi and whole house generator.
ValueFamilyAmenities
4.99 out of 5 average rating, 184 reviews
Hebron Historic Farmhouse
The farmhouse was built between 1795 and 1800 by the ancestors of the owner. We renovated it in 2017 and added 600 square feet to the original structure. The space combines the charm of the old with the convenience of the new. We know you will love this relaxing, quiet country setting with views over a lovely meadow to the south, and Mount Crosby to the north.
ValueFamilyParks
4.98 out of 5 average rating, 301 reviewsPopular amenities for Canaan house rentals
House rentals with a pool

1840 Meredith Farmhouse w/ outdoor Sauna & Pool
ValueFamilyCheck-in
5.0 out of 5 average rating, 101 reviews
Lakefront Peaceful Getaway in Mountain Lakes
FamilyValueNearby
4.8 out of 5 average rating, 195 reviews
Luxury Mid-Century Modern Vermont Home, Okemo View
ValueFamilyBackyard
4.99 out of 5 average rating, 100 reviews
Spectacular log home with private pool and hot tub
LocationValueSkiing
4.92 out of 5 average rating, 367 reviews
Ski Mountain View Estate
FamilyValueHiking
4.96 out of 5 average rating, 142 reviews
SugarBear- Pool, AC, Sauna, Gym, Tennis!
ValueLocationHospitality
4.99 out of 5 average rating, 169 reviews
Charming Barre Getaway
FamilyValueWifi
4.95 out of 5 average rating, 109 reviews
Updated Lake Cottage; 2 Min Walk to Lake
LocationFamilyWalkability
4.88 out of 5 average rating, 16 reviewsWeekly house rentals

Wright’s Mountain Retreat
ValueFamilyDecor
4.98 out of 5 average rating, 213 reviews
Hideaway Cottages, Cottage A
LocationValueSleep quality
4.91 out of 5 average rating, 158 reviews
Luxury Retreat in the Mountains! Gas Fireplace
ValueLocationHospitality
4.91 out of 5 average rating, 103 reviews
Immaculate Lake House Perfect for Entire Family
FamilyLocationView
4.99 out of 5 average rating, 75 reviews
Modern Lakehouse on Mascoma
Indoor spacesComfortSleep quality
5.0 out of 5 average rating, 3 reviews
LAKE House - Enjoy the Views!
ValueFamilyOutdoor spaces
4.83 out of 5 average rating, 23 reviews
Peaceful lakefront getaway
FamilyLocationKitchen
4.9 out of 5 average rating, 20 reviews
Lakehouse 10 mins from skiing w/hottub
FamilyLocationAmenities
4.94 out of 5 average rating, 31 reviewsPrivate house rentals

Private cozy 2-bedroom, short drive to town
LocationValueCheck-in
4.85 out of 5 average rating, 27 reviews
Cottage 3-4BD/2-3BA, 1mi to Dartmouth
LocationFamilyGrill
5.0 out of 5 average rating, 76 reviews
Quechee Retreat. Close to Everything!
LocationFamilyNearby
5.0 out of 5 average rating, 28 reviews
Home in Lebanon
LocationFamilyCleanliness
5.0 out of 5 average rating, 34 reviews
Stunning A-Frame | Hot Tub | Mtn View | 3BR
QuietCleanlinessCheck-in
5.0 out of 5 average rating, 5 reviews
Cozy Lakefront Home: Dock, Skiing and Hiking
FamilyLocationView
4.94 out of 5 average rating, 17 reviews
Getaway at Hebron Bay
LocationValueTV
4.96 out of 5 average rating, 26 reviews
The Looking Glass, a modernistic escape
LocationFamilyNearby
4.98 out of 5 average rating, 51 reviewsDestinations to explore
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- 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
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- Crawford Notch State Park
- Waterville Valley Resort
- Flume Gorge
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- Killington Resort
- Ice Castles
- Squam Lakes Natural Science Center
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- Mount Sunapee Resort
- Montshire Museum of Science





