Canaan Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Canaan Vacation Homes

New Beam construction house on pristine Back Lake
Enjoy serene lakeside views from the wooden dock, surrounded by trees and hills.

New Beam construction house on pristine Back Lake

9.8 out of 10, Exceptional, (89)
"We’ve been coming here almost every year for the past 5 it’s a great place to book! "
New Beam construction house on pristine Back Lake
Direct Snowmobile and ATV trail from front door
Enjoy outdoor dining or relaxation on the covered porch with a set of chairs and a table.

Direct Snowmobile and ATV trail from front door

9.8 out of 10, Exceptional, (47)
"Absolutely loved this house for a repeat stay! Perfect location with stunning views. Secluded yet close to everything. Quick little drive to IGA to get the groceries you need. We will be booking again."
Direct Snowmobile and ATV trail from front door
Riverview home
Enjoy cooking in this well-lit kitchen with a double sink, oven, and microwave.

Riverview home

8.4 out of 10, Very good, (6)
"Nice, clean place. Owner was helpful and responsive. Trail access was clearly marked and easy to find. Would definitely stay here again. "
Riverview home
Trailside at Middle Pond
Relax by the fire pit and enjoy serene lake views from comfortable Adirondack chairs.

Trailside at Middle Pond

10.0 out of 10, Exceptional, (98)
"Very nice place great spot to sled out off . Just very tight to get in if you have a large trailer. "
Trailside at Middle Pond
‘Dirt Church’ Brewery charming church, pet-friendly! Close to biking & skiing!
Guests can enjoy serene views of the surrounding landscape from a tranquil outdoor setting.

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

10.0 out of 10, Exceptional, (2)
"Loved the property and location. "
‘Dirt Church’ Brewery charming church, pet-friendly! Close to biking & skiing!
Maidstone VT<br><br>Great location Majestic Maidstone Lake VT<br> 5 Bedroom retreat
Relax on the lakeside deck with a table and chairs, overlooking the calm water and lush surroundings.

Maidstone VT<br><br>Great location Majestic Maidstone Lake VT<br> 5 Bedroom retreat

9.8 out of 10, Exceptional, (16)
"Had a wonderful stay!"
Maidstone VT<br><br>Great location Majestic Maidstone Lake VT<br> 5 Bedroom retreat
Spacious, family friendly 5-bedroom home in Pittsburg village with trail access.
Situated in a rural setting, this charming house features a front porch and a small yard with a green door.

Spacious, family friendly 5-bedroom home in Pittsburg village with trail access.

2.0 star property
10.0 out of 10, Exceptional, (9)
"The house was clean and Kathy responded immediately to any questions. We would stay here again!"
Spacious, family friendly 5-bedroom home in Pittsburg village with trail access.
Camp on Akers Pond
Cozy living room with a fireplace, flat-screen TV, and bench.

Camp on Akers Pond

9.8 out of 10, Exceptional, (25)
"Pleasant stay no problems"
Camp on Akers Pond
Rustic 3-Story Pittsburg Cabin w/ Lake & Mtn Views
Step up to a cozy lounge area with a comfortable sofa and wooden coffee table.

Rustic 3-Story Pittsburg Cabin w/ Lake & Mtn Views

10.0 out of 10, Exceptional, (26)
"Place was great"
Rustic 3-Story Pittsburg Cabin w/ Lake & Mtn Views
Hideaway in the Great North Woods - direct access to snowmobile trails
Enjoy meals at the dining table with wooden chairs, surrounded by a central island and kitchen amenities.

Hideaway in the Great North Woods - direct access to snowmobile trails

10.0 out of 10, Exceptional, (39)
"This house was perfect for our stay, right location and perfect set up."
Hideaway in the Great North Woods - direct access to snowmobile trails
1 Bedroom Updated camp on Secluded Holland Pond
Relax on the deck overlooking the serene lake, where you can enjoy a peaceful ambiance and outdoor cooking.

1 Bedroom Updated camp on Secluded Holland Pond

9.6 out of 10, Exceptional, (32)
"Great pond front property that is just the place for those that wish to get away. "
1 Bedroom Updated camp on Secluded Holland Pond
Columbia, NH . Fall views and on an ATV and Snowmobile trail to Pittsburg
Staircase leads to an upper level, offering a functional and safe means of access.

Columbia, NH . Fall views and on an ATV and Snowmobile trail to Pittsburg

9.8 out of 10, Exceptional, (29)
"Owners are very responsive"
Columbia, NH . Fall views and on an ATV and Snowmobile trail to Pittsburg
NORTH COUNTRY RETREAT DIRECT ACCESS TO ATV AND SNOWMOBILE TRAILS
Kitchen with central island, stove, sink, and various appliances.

NORTH COUNTRY RETREAT DIRECT ACCESS TO ATV AND SNOWMOBILE TRAILS

9.8 out of 10, Exceptional, (70)
"Really cute place, great location "
NORTH COUNTRY RETREAT DIRECT ACCESS TO ATV AND SNOWMOBILE TRAILS
Northen Camp for a quiet getaway.
Experience a traditional lodging in a serene forest setting, surrounded by a well-maintained grassy area and a wooden deck.

Northen Camp for a quiet getaway.

9.6 out of 10, Exceptional, (52)
"7 days, good location near where we wanted to be, comfortable lodging with just about everytning we could need"
Northen Camp for a quiet getaway.
River view cabin Direct Snowmobile Access
Enjoy meals in the kitchen with stove and dining area with table and chairs.

River view cabin Direct Snowmobile Access

9.0 out of 10, Wonderful, (17)
"Very clean cabin with many amenities."
River view cabin Direct Snowmobile Access
Cozy Mountain View Retreat
Enjoy cooking and dining in this well-equipped kitchen with a central island, oven, microwave, stainless steel sink, and refrigerator.

Cozy Mountain View Retreat

10.0 out of 10, Exceptional, (15)
"Beautiful location and very cute cabin!"
The price is CA $223
CA $369 total
includes taxes & fees
Aug 8 - Aug 9
Cozy Mountain View Retreat
Cabin/House Pittsburg Direct ATV Trail access
Escape to a secluded cabin surrounded by a lush forest, featuring a spacious deck and a tranquil atmosphere.

Cabin/House Pittsburg Direct ATV Trail access

9.4 out of 10, Exceptional, (39)
"Had a great time would stay there again thanks "
Cabin/House Pittsburg Direct ATV Trail access
Perry Stream - Happy Corner Covered Bridge - Direct Snowmobile/ATV Access
Relax on the deck with a round table and comfortable chairs, surrounded by tall trees.

Perry Stream - Happy Corner Covered Bridge - Direct Snowmobile/ATV Access

10.0 out of 10, Exceptional, (73)
"Great spot. Everything was perfect. "
Perry Stream - Happy Corner Covered Bridge - Direct Snowmobile/ATV Access
Gorgeous Lake Log Home ATV, Boat, Swim
Situated in a serene snowy landscape, this cabin offers a peaceful retreat with a front porch and a clear view of a lake and distant mountains.

Gorgeous Lake Log Home ATV, Boat, Swim

10.0 out of 10, Exceptional, (203)
"Great northern getaway Excellent view Lots of wildlife "
Gorgeous Lake Log Home ATV, Boat, Swim
Water Edge Estate
Exterior

Water Edge Estate

Water Edge Estate
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Canaan Hotel Reviews

Trailside at Middle Pond

Trailside at Middle Pond

10/10 Excellent
"Check-in was super easy! The cabin was perfect for our week long stay. We loved the location with quick access to the main trail system. "
Staci B. 8-night trip
Posted 6 days ago
Trailside at Middle Pond