Book Holiday Homes in Canaan

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Featured Holiday Homes in Canaan

Camp on Akers Pond

Camp on Akers Pond

Errol
Located in Errol, this vacation home is a 5-minute drive from Errol Town Hall and 6 minutes from Androscoggin River.
Camp on Akers Pond
Direct Snowmobile and ATV trail from front door

Direct Snowmobile and ATV trail from front door

Colebrook
Located in Colebrook, this vacation home is in the mountains, within a 15-minute drive of Numismatic International Book Library and Fiddleheads A Great North ...
Direct Snowmobile and ATV trail from front door
‘Dirt Church’ Brewery charming church, pet-friendly! Close to biking & skiing!

‘Dirt Church’ Brewery charming church, pet-friendly! Close to biking & skiing!

East Haven
Located in East Haven, this vacation home is in the mountains, a 1-minute drive from Dirt Church Brewing Company and 9 minutes from Darling Memorial Park.
‘Dirt Church’ Brewery charming church, pet-friendly! Close to biking & skiing!
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Trailside at Middle Pond

Trailside at Middle Pond

Pittsburg
Located in Pittsburg, this vacation home is on the waterfront, within a 15-minute drive of Arthur and Christie Johnson Memorial Forest and Connecticut ...
Trailside at Middle Pond
Cabin/House Pittsburg Direct ATV Trail access

Cabin/House Pittsburg Direct ATV Trail access

Pittsburg
Located in Pittsburg, this vacation home is on a lake, a 3-minute drive from Arthur and Christie Johnson Memorial Forest and 6 minutes from Bremer Pond Memorial ...
Cabin/House Pittsburg Direct ATV Trail access
Cozy Mountain View Retreat

Cozy Mountain View Retreat

Brighton
With a stay at this vacation home, you'll be centrally located in Brighton, within a 10-minute drive of Island Pond Historical Society Museum and Island Pond ...
Cozy Mountain View Retreat
Cozy Lake Front home for Boating, fishing, winter sports, and gorgeous views,

Cozy Lake Front home for Boating, fishing, winter sports, and gorgeous views,

Errol
Located in Errol, this vacation home is on the waterfront, within a 5-minute drive of Errol Town Hall and Androscoggin River.
Cozy Lake Front home for Boating, fishing, winter sports, and gorgeous views,
Riverview home

Riverview home

Pittsburg
With a stay at this vacation home in Pittsburg, you'll be steps from Connecticut River and a 2-minute drive from Pittsburg Historical Society Museum.
Riverview home
Cozy Errol Home conveniently close to town and with snowmobile access!

Cozy Errol Home conveniently close to town and with snowmobile access!

Errol
Located in Errol, this vacation home is in the mountains, a 4-minute drive from Errol Town Hall and 5 minutes from Androscoggin River.
Cozy Errol Home conveniently close to town and with snowmobile access!
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Canaan Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Canaan vacation homes are the perfect way for you to wing it.

Holiday houses in Canaan let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Canaan in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Canaan adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Canaan with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Canaan vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Canaan Holiday Homes essential information

Accommodation
66 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
Camp on Akers Pond, Direct Snowmobile and ATV trail from front door, ‘Dirt Church’ Brewery charming church, pet-friendly! Close to biking & skiing!, Trailside at Middle Pond, Cabin/House Pittsburg Direct ATV Trail access, Cozy Mountain View Retreat, Cozy Lake Front home for Boating, fishing, winter sports, and gorgeous views, , Riverview home, Cozy Errol Home conveniently close to town and with snowmobile access!

Top trending hotels in Canaan

Romantic waterfront chalet with jacquizzi tub.

Romantic waterfront chalet with jacquizzi tub.

Canaan
Located in Canaan, this chalet is on the waterfront, a 1-minute drive from Wallace Pond and 7 minutes from Fletcher Park.
Romantic waterfront chalet with jacquizzi tub.
 Access to snowmobile trail thru secondary trail/100% Solar Powered

Access to snowmobile trail thru secondary trail/100% Solar Powered

Canaan
Located in Canaan, this vacation home is on the waterfront, a 1-minute drive from Wallace Pond and 8 minutes from Fletcher Park.
Access to snowmobile trail thru secondary trail/100% Solar Powered
Seymour Lake Lodge

Seymour Lake Lodge

2 out of 5
28 Valley Rd., Morgan, VT
Fully refundableReserve now, pay when you stay
When you stay at Seymour Lake Lodge in Morgan, you'll be on the beach and steps from Seymour Lake.
Seymour Lake Lodge
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Island Pond Country Inn (Formerly the Lakefront Inn & Motel)

Island Pond Country Inn (Formerly the Lakefront Inn & Motel)

2 out of 5
127 Cross St, Brighton, VT
Fully refundableReserve now, pay when you stay
Located in Brighton, Island Pond Country Inn (Formerly the Lakefront Inn & Motel) is within a 15-minute drive of Brighton State Park and Seymour Lake.
Island Pond Country Inn (Formerly the Lakefront Inn & Motel)
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.