
House holiday 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!

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

Custom cabin on Mt Ascutney, with faraway views
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.

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.

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!

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.

Birdie's Nest Guesthouse
Welcome to our newly renovated studio apartment, nestled among the trees in the serene hills of West Windsor, Vermont. Elevated on the second floor, this separate structure offers a tranquil escape with breathtaking views of Mount Ascutney and our own private pond. Immerse yourself in the comforts of this thoughtfully designed studio apartment, surrounded by the natural beauty of the Vermont landscape. Every detail has been curated to ensure your utmost comfort and enjoyment.

The Niche...crafted & forged
Welcome to the Niche, crafted and forged to preserve your memories. The many custom touches in this space echo our wish for your experience here: beautiful, unique, and unforgettable. As you relax under the covered patio, I hope you find the peaceful time away you're searching for. The Niche is a cozy return after your day of swimming, hiking, skiing, or other recreational fun here in the White Mountains. You’ll have no shortage of activities to occupy your stay.

The Olde Norwich Cape
Discover The Norwich Cape – An Iconic Historic Retreat in Norwich’s Most Prestigious Enclave Step into timeless elegance at The Norwich Cape, a meticulously updated 1945 Cape-style home nestled on one of Norwich, Vermont’s most coveted roads in the town’s most prestigious, sought-after neighborhood. This million-dollar gem — a beloved favorite among Dartmouth alumni, faculty, and discerning travelers — offers unparalleled charm, privacy, and proximity.

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.
Popular amenities for Canaan house rentals
House rentals with a pool

SugarBear- Pool, AC, Sauna, Gym, Tennis!

Spectacular log home with private pool and hot tub

Lakefront Peaceful Getaway in Mountain Lakes

Luxury Condo Tucked in the Heart of Killington

Golf and Mountain Biking outside the door!

Ski Mountain View Estate

Quiet Retreat: Apple Orchard & Mountain Views

Quechee Cabin | Fall Foliage, Fire Pit & Skiing
Weekly house rentals

Charming Chester Farmhouse Near VT Slopes

Charming, Cozy Cape

19th Century Bohemian Barn House

Wright’s Mountain Retreat

Hideaway Cottages, Cottage A

Quechee Getaway Book Your Ski Trip Now

Scenic Lake Home (near Dartmouth College)

Immaculate Lake House Perfect for Entire Family
Private house rentals

Lakehouse w/view and private dock

Sky Zen - Ridgeline Retreat

The SchoolHouse

Eastman Chalet | Spa, Theater & Game Room

Modern A-Frame w/Sauna - Near Ragged Mtn, NH

Cottage 3-4BD/2-3BA, 1mi to Dartmouth

The House on the Hill

Cozy 2 bedroom house, close to Okemo & Killington
Destinations to explore
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- White Mountain National Forest
- Okemo Mountain Resort
- Squam Lake
- Weirs Beach
- Loon Mountain Resort
- Pats Peak Ski Area
- Magic Mountain Ski Resort
- Pico Mountain Ski Resort
- Dartmouth College
- Tenney Mountain Resort
- Franconia Notch State Park
- Gunstock Mountain Resort
- King Pine Ski Area
- Ragged Mountain Resort
- Killington Resort
- Attitash Mountain Resort
- Waterville Valley Resort
- Crawford Notch State Park
- Cannon Mountain Ski Resort
- Flume Gorge
- Fox Run Golf Club
- Squam Lakes Natural Science Center
- Stinson Lake
- Ice Castles





