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Canaan Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Canaan vacation rentals

A bedroom with two beds, a wooden headboard, and an air conditioning unit on the wall.

1. South of the Border VT Room 8

South of the Border VT Room 8
Canaan
8.8 out of 10, Excellent, (3 reviews)
"We enjoyed our stay very much"
United States
Penny
$147 nightly
The price is $160
Oct 1 - Oct 2
Total with taxes and fees
South of the Border VT Room 8
A kitchen with a microwave, coffee maker, sink, and dishwasher.

2. South of the Border VT Room 3

South of the Border VT Room 3
Canaan
9.0 out of 10, Wonderful, (4 reviews)
"This was the perfect place for us! Very clean and comfortable!"
United States
Mary and Tim M.
$152 nightly
The price is $167
Oct 1 - Oct 2
Total with taxes and fees
South of the Border VT Room 3
A compact kitchen with a microwave, coffee maker, and dishwasher.

3. South of the Border VT Room 1

South of the Border VT Room 1
Canaan
8.0 out of 10, Very good, (1 review)
$152 nightly
The price is $167
Oct 1 - Oct 2
Total with taxes and fees
South of the Border VT Room 1
A kitchen with a microwave, coffee maker, sink, and dishwasher.

4. South of the Border VT Room 9

South of the Border VT Room 9
Canaan
$152 nightly
The price is $167
Oct 2 - Oct 3
Total with taxes and fees
South of the Border VT Room 9
A compact kitchen with a sink, wooden cabinets, a dishwasher, a microwave, and a coffee maker.

5. South of the Border VT Room 4

South of the Border VT Room 4
Canaan
$147 nightly
The price is $160
Oct 1 - Oct 2
Total with taxes and fees
South of the Border VT Room 4
A kitchen with a microwave, coffee maker, and utensils.

6. South of the Border VT Room 6

South of the Border VT Room 6
Canaan
$147 nightly
The price is $160
Oct 1 - Oct 2
Total with taxes and fees
South of the Border VT Room 6
A kitchen with a stainless steel sink, a coffee maker, a microwave, and wooden cabinets.

7. South of the Border VT Room 2

South of the Border VT Room 2
Canaan
$152 nightly
The price is $167
Oct 1 - Oct 2
Total with taxes and fees
South of the Border VT Room 2
A black off-road vehicle parked in front of a building with a brick facade, a red awning, and outdoor seating.

8. South of the Border VT Room 5

South of the Border VT Room 5
Canaan
"Clean place. A little tight if you have more than two people. Easy sign in and out."
United States
Steven B.
$147 nightly
The price is $160
Oct 1 - Oct 2
Total with taxes and fees
South of the Border VT Room 5
A kitchen with a microwave, coffee maker, sink, and dishwasher.

9. South of the Border VT Room 7

South of the Border VT Room 7
Canaan
$147 nightly
The price is $160
Oct 1 - Oct 2
Total with taxes and fees
South of the Border VT Room 7
A lakeside view with chairs and a sign indicating no lifeguard on duty.

10. Ladd Pond Cabins and Campground

Ladd Pond Cabins and Campground
2.0 star property
Colebrook
9.4 out of 10, Exceptional, (29 reviews)
"Very nice place"
United States
Luis
$96 nightly
The price is $104
Oct 20 - Oct 21
Total with taxes and fees
Ladd Pond Cabins and Campground
An outdoor seating area with four orange chairs and a table, a fire pit, and a view of green hills under a clear sky.

11. Cozy cabin with amazing Mountain View’s

Cozy cabin with amazing Mountain View’s
Stewartstown
10.0 out of 10, Exceptional, (11 reviews)
"This home had everything you could think of to make your stay enjoyable. We liked the location and the access to the ATV trails. The outdoor fire pit and inside wood stove were so nice to sit and relax. We’ll definitely stay here again!"
United States
kelly r.
Cozy cabin with amazing Mountain View’s
A wooden deck with two white plastic chairs and a small table.

12. 01) The Bear Cave Cabin

01) The Bear Cave Cabin
Stewartstown
9.6 out of 10, Exceptional, (7 reviews)
"Small cozy cabin in a lovely setting. Property is accurately described, lovely trout stocked pond on property as well."
United States
Louis D.
$155 nightly
The price is $168
Oct 1 - Oct 2
Total with taxes and fees
01) The Bear Cave Cabin
A covered porch with a view of a grassy field and forested hills.

13. 04) Moose Place Cabin

04) Moose Place Cabin
Stewartstown
9.6 out of 10, Exceptional, (15 reviews)
"The cabin was very cozy and the hosts extremely accommodating! We enjoyed our short stay."
United States
Bristol M.
$117 nightly
The price is $127
Oct 6 - Oct 7
Total with taxes and fees
04) Moose Place Cabin
A covered porch with a view of a rural road leading to a forested area.

14. 03) The Wolf Den Cabin

03) The Wolf Den Cabin
Stewartstown
9.6 out of 10, Exceptional, (4 reviews)
"Would highly recommend staying here. Very friendly owners. "
United States
Steve G.
$144 nightly
The price is $156
Oct 1 - Oct 2
Total with taxes and fees
03) The Wolf Den Cabin

15. Family Cabin in Stewartstown for a New Hampshire Weekend Getaway

Family Cabin in Stewartstown for a New Hampshire Weekend Getaway
Stewartstown
$164 nightly
The price is $177
Oct 1 - Oct 2
Total with taxes and fees
Family Cabin in Stewartstown for a New Hampshire Weekend Getaway
A wooden cabin with a covered porch and steps leading up to it, surrounded by snow-covered trees.

16. 2 bedroom cabin located at its own location

2 bedroom cabin located at its own location
Pittsburg
10.0 out of 10, Exceptional, (5 reviews)
"Clean and cozy cabin just steps from the ATV trail … Stocked little store with ice, wood, and snacks to make everything nice and easy … Super-quiet and relaxing"
United States
Pedro G.
$257 nightly
The price is $279
Oct 1 - Oct 2
Total with taxes and fees
2 bedroom cabin located at its own location
A cozy living room with two armchairs, a wooden staircase, and a dining area in the background.

17. Pittsburg Vacation Rental ~ 1 Mi to Lake Francis!

Pittsburg Vacation Rental ~ 1 Mi to Lake Francis!
Pittsburg
8.4 out of 10, Very good, (6 reviews)
"i would stay there again"
United States
Stephanie G.
$352 nightly
The price is $381
Oct 1 - Oct 2
Total with taxes and fees
Pittsburg Vacation Rental ~ 1 Mi to Lake Francis!
A kitchen with white cabinets, a granite countertop, a stainless steel refrigerator, and a window with a view of trees.

18. Keepsake Inn - Where Memories are Made

Keepsake Inn - Where Memories are Made
2.0 star property
Colebrook
$326 nightly
The price is $353
Oct 6 - Oct 7
Total with taxes and fees
Keepsake Inn - Where Memories are Made
Exterior

19. New Hampshire Cabin near Pittsburg, Ideal for a Vacation in Nature

New Hampshire Cabin near Pittsburg, Ideal for a Vacation in Nature
Stewartstown
$151 nightly
The price is $164
Oct 1 - Oct 2
Total with taxes and fees
New Hampshire Cabin near Pittsburg, Ideal for a Vacation in Nature
Cabin at night in winter

20. Pine Marten Cabin

Pine Marten Cabin
Pittsburg
10.0 out of 10, Exceptional, (1 review)
"Beautiful cabin right on the snowmobile trails. Very cozy and very clean. Plenty of parking for trailers and vehicles. Highly recommend staying here."
United States
Dalton T.
$256 nightly
The price is $278
Oct 1 - Oct 2
Total with taxes and fees
Pine Marten Cabin
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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Top Canaan Hotel Reviews

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

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

8/10 Good
"While the facility is older and shows its age, the room we had was nice with a wonderful view of the lake just steps from the door."
George 1-night trip
Posted 3 hours ago
Island Pond Country Inn (Formerly the Lakefront Inn & Motel)

Find out more about Canaan

Everything you need to know about Canaan vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Canaan vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Canaan vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Canaan vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Canaan. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Canaan in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $104 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Canaan rentals

At Expedia, we put the best Canaan vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Canaan rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Canaan vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Canaan. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find vacation rentals in Canaan?

Yes, there are vacation rentals near popular local attractions in Canaan, or you can go with a secluded option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals in Canaan?

Pittsburg NH Waterfront Cabin. Direct Snowmobile & ATV Trail Access. Middle Pond: This vacation home rental outside of Canaan is located on the waterfront and has a fireplace, a barbecue grill, and laundry facilities to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

How many vacation rentals are there in Canaan?

With 4 Expedia vacation rentals, you're sure to find just the right place for your Canaan stay.

What’s there to see and do in Canaan?

Connecticut River and Wallace Pond are a couple of lovely local spots to get outside and enjoy nature. While here, Ethan Allen Park and Alice M. Ward Memorial Library are other places worth a visit.

What’s a vacation rental in Canaan like?

A vacation rental is a private property where you can stay for several days or longer in Canaan. Vacation rentals offer extras such as hot tubs, fire pits, and patios so your stay will be comfortable. If you're concerned about cleanliness, vacation rentals can provide a sense of privacy away from shared hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for a family trip.