North Canaan Holiday Rentals, Connecticut: Private House Rentals

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Our top choices for North Canaan hotels

A sign for 'The Logust Tree Bed & Breakfast' with a contact number.

A dining room with a wooden table, chairs, a vase with flowers, and red curtains.

A bedroom with a wooden bed, two bedside tables, a window with curtains, and a radiator.

A covered porch with white railings and rocking chairs.

1. Locust Tree Bed and Breakfast LLC

East Canaan

Nicholas

฿3,495

฿4,020 total

includes taxes & fees

20 Sept - 21 Sept

A cozy living room with a fireplace, leather armchairs, a coffee table with fruit, and a bookshelf.

A dining area with multiple tables set for service, wooden floors, and large windows offering a view of the outdoors.

A cozy living room with floral wallpaper, a sofa, a coffee table, and two lamps.

A room with a fireplace, two striped armchairs, and a floral drape.

2. Blackberry River Inn

Norfolk

Rachel

฿4,993

฿5,742 total

includes taxes & fees

20 Sept - 21 Sept

A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

A modern hotel lobby with a seating area, a sofa, and a large window with curtains.

An indoor swimming pool with a diving board, lounge chairs, and a 'No Diving' sign.

A hotel lobby with multiple seating areas, including tables and chairs, a large flat-screen TV mounted on the wall, and a patterned carpet.

3. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington

Bruce

฿6,480

฿7,238 total

includes taxes & fees

20 Sept - 21 Sept

A modern hotel lobby with seating areas, tables, and a reception desk.

A breakfast area with a counter, coffee machine, and a display of pastries.

A coffee station with two coffee machines and a variety of coffee pods and cups.

A hotel room with two beds, a desk, a TV, and a window with curtains.

4. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Great Barrington

Maria Dulce

฿4,294

฿4,797 total

includes taxes & fees

20 Sept - 21 Sept

A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.

A hotel reception area with framed artwork, a coffee machine, and a sign indicating 'Quality by Choice Hotels'.

A hotel room with a wooden desk, a television, a mirror, and a bathroom visible through an open door.

A hotel room with a bathroom, a bed, a desk, and a nightstand.

5. Quality Inn Great Barrington

Great Barrington

Kimberly

฿3,380

฿3,775 total

includes taxes & fees

18 Oct - 19 Oct

A bedroom with a large bed, a chair, and a window with curtains.

A covered porch with a dining area, a sofa, and decorative wall art.

A large, two-story house with a porch and multiple windows, surrounded by a well-maintained lawn.

A framed painting of a white horse on a wooden dresser, a white fireplace with a black mantle, and two green vases with white flowers on the wall.

6. The White Hart

Salisbury

William

฿11,465

฿13,184 total

includes taxes & fees

21 Sept - 22 Sept

A wooden deck with a swing chair and a bench overlooking a lake.

A modern bar area with a counter, bar stools, and a variety of bottles.

A lakeside deck with Adirondack chairs, a canoe, and a wooden railing.

A modern hotel room with a bed, sofa, leather chair, and a small table.

7. Interlaken Inn & Resort

Lakeville

Stacie

฿6,389

฿7,347 total

includes taxes & fees

18 Oct - 19 Oct

A bedroom with a large bed, a dresser, a chair, and a mirror.

A cozy living room with a fireplace, a bookshelf, a coffee table with a book, and a plaid sofa.

8. Wilder House Berkshires

Sheffield

Mark

฿6,417

฿7,168 total

includes taxes & fees

27 Sept - 28 Sept

A rustic wooden building labeled 'GEDNEY FARM' with a signboard indicating 'SERVING DINNER WED-FRI 5:00-9:00pm'.

A wooden sign with "GEDNEY FARM" written on it, surrounded by lush greenery and purple flowers.

A rustic barn-style venue with round tables and chairs, string lights, and a central bar area.

A spacious living room with a fireplace, patterned armchairs, and a staircase leading to an upper level.

9. Gedney Farm

Great Barrington

Jane

฿8,089

฿8,874 total

includes taxes & fees

20 Sept - 21 Sept

A rustic interior with wooden tables and chairs, brick walls, and a large wooden beam structure.

A wooden fire pit surrounded by six Adirondack chairs in a forested area.

A cozy room with a wooden bench, a table with a pitcher, and a sofa with patterned cushions. Large windows with yellow blinds offer a view of greenery outside.

A house with a stone patio and wooden stools.

10. Little Cat Lodge

Copake Falls

Kees

฿5,962

฿6,678 total

includes taxes & fees

21 Sept - 22 Sept

A lobby with a chandelier, a reception desk, and a sign indicating an exit.

A white building with a covered patio area, a brick chimney, and a garden with various plants and flowers.

A rustic bedroom with a large bed, wooden headboard, and a wooden floor. There is a chair and a small table with a lamp.

A long wooden table with potted plants and candle holders in a modern interior setting.

11. The Litchfield Inn

Litchfield

Wei

฿9,349

฿10,751 total

includes taxes & fees

21 Sept - 22 Sept

An outdoor patio with a fire pit, seating, and umbrellas.

A two-story building with a balcony, outdoor seating area with umbrellas, and potted plants.

A bedroom with a bed, a sofa, a wooden bench, a window, and a door.

A bedroom with a large bed, a dresser, a chair, and a table. There are three windows with blinds, and a lamp is on a nightstand.

12. The Millerton Inn

Millerton

Yiu Chung Benjamin

฿8,359

฿9,456 total

includes taxes & fees

20 Sept - 21 Sept

A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

A motel with a parking lot and several cars parked.

A row of white plastic chairs on a covered outdoor area with a white building in the background.

A hotel room with a wooden dresser, a television, a microwave, and a mirror.

13. Monument Mountain Motel

Great Barrington

Analisia

฿2,562

฿2,862 total

includes taxes & fees

20 Sept - 21 Sept

A hotel room with a bed, white pillows, a bedside table with a phone, and a wall-mounted TV displaying a scenic sunset.

A Days Inn building with a blue awning, a lobby entrance, and a well-maintained lawn with various plants.

A kitchen area with a counter, a microwave, a coffee machine, and a display case with pastries.

A Days Inn sign with a sunburst design, surrounded by trees.

14. Days Inn by Wyndham Torrington

Torrington

Kathleen

฿2,925

฿3,364 total

includes taxes & fees

18 Oct - 19 Oct

A modern living room with a fireplace, two blue armchairs, and decorative vases on the mantel.

A modern kitchen with a coffee machine, a refrigerator, and a dining area with chairs and tables.

A hotel room with a bed, a desk, a television, a microwave, and a sofa.

15. Quality Inn Lee - Lenox South

Lee

Christine

฿3,565

฿3,982 total

includes taxes & fees

30 Sept - 1 Oct

A hotel room with a large bed, a desk with a coffee maker, a chair, a TV, and a window with curtains.

A motel with a two-story structure, multiple rooms with red doors, and a central staircase.

A living room with a patterned carpet, two sofas, a dining table, and chairs.

A circular pool with a tiled edge, surrounded by a concrete deck and a grassy area with chairs and a small shed.

16. Travelodge by Wyndham Great Barrington Berkshires

Great Barrington

Kevin

฿2,497

฿2,789 total

includes taxes & fees

20 Sept - 21 Sept

A modern kitchen with a dining area, a large window, and a view of the garden.

A modern outdoor dining area with a round table and white chairs, surrounded by lush greenery and a white railing.

A modern kitchen with a wooden dining table, chairs, a pendant light, and a black countertop with a coffee maker and a plant.

A white building with a number '9' sign, a covered entrance, and six planters with shrubs.

17. 9 Academy

Salisbury

Gina

฿19,765

฿22,730 total

includes taxes & fees

21 Sept - 22 Sept

A patio with a round metal table, a glass of white wine, and a red umbrella.

A large, two-story house with a steeply pitched roof, stone foundation, and a well-maintained garden with various shrubs and a fountain.

A cozy room with a fireplace, comfortable seating, and large windows offering a view of the outdoors.

A dining table with a plate of food and two wine glasses, set in a room with leather furniture and a fireplace in the background.

18. Manor House Inn

Norfolk

Kevin

฿10,952

฿12,157 total

includes taxes & fees

21 Sept - 22 Sept

A modern building with a dark exterior, outdoor seating area with wooden chairs, and string lights.

A dog standing at a door entrance with a wooden floor and a mat with paw prints.

A bar area with a green counter, two pendant lights, and shelves stocked with bottles.

A dining table set with plates of food, wine glasses, and bottles, with a chandelier above and shelves above holding glasses and bottles.

19. the Alander

Copake

Phil

฿4,810

฿5,387 total

includes taxes & fees

21 Sept - 22 Sept

A round wooden table with two wine glasses and a green bottle, set against a window with a view of a blue railing and trees.

A hotel room with a bed, a desk, and two wall-mounted lamps.

A kitchenette with a refrigerator, coffee maker, toaster, and bread display.

A hotel reception desk with an orange counter, a computer, a beverage cooler, and framed awards on the wall.

20. Econo Lodge Lee - Great Barrington

Lee

Anna

฿2,307

฿2,577 total

includes taxes & fees

22 Sept - 23 Sept

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Stay near popular North Canaan attractions

Land of Nod Vineyard and Winery

8.0/10 (1 review)

You can enjoy a tasting or tour at Land of Nod Vineyard and Winery during your travels to North Canaan. Discover the area's waterfalls and countryside.

See properties

North Canaan Town Hall

North Canaan Town Hall is just one of the places to see in North Canaan, so why not enjoy the other things to explore during your travels?

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C H Pease Museum

You can spend time exploring the galleries in C H Pease Museum during your travels in Canann Village Historic District.

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Beckley Furnace Industrial Park

Explore the great outdoors at Beckley Furnace Industrial Park, a lovely green space in North Canaan.

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Douglas Library

Douglas Library is just one of the places to see in Canann Village Historic District, so why not enjoy the other things to explore during your travels?

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Eddy Field

Explore the great outdoors at Eddy Field, a lovely green space in North Canaan.

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Edith Scoville Memorial Sanctuary

Explore the great outdoors at Edith Scoville Memorial Sanctuary, a lovely green space in North Canaan.

See properties

Connecticut Railroad Historical Museum

You can spend time studying the exhibits at Connecticut Railroad Historical Museum during your travels in North Canaan.

See properties

Top North Canaan Hotel Reviews

The Litchfield Inn

10/10 Excellent

"second time staying here! wonderful place"

Holiday Inn Express Hotel & Suites Great Barrington by IHG

8/10 Good

"Basically furnished . Great staff. Easy checkin and check out. Good breakfast. Lots of options. Comfortable queen beds. Convenient to restaurants, stores etc."

Little Cat Lodge

10/10 Excellent

"An adorable hotel and restaurant! Super helpful and kind staff. The attached tavern gave us our best meal anywhere on our trip in New York. Our expectations were exceeded."

the Alander

10/10 Excellent

"They have a restaurant and it is amazing. If you find yourself in this direction go to the restaurant. It is worth the extra time. It’s worth the extra drive and it’s worth staying there for the restaurant. It was amazing food I will be coming back."

The Red Lion Inn

8/10 Good

"Bedding and bed were lovely. excellent to have good lighting at sink as well as a magnified mirror! Often lacking in places we have stayed. AC had trouble cooling the room down until we turned it on full blast. too much ambient light from floodlight on property next door and from hall (I finally turned off hallway light which helped. ) Common areas and halls need some brightening up with fresh, lighter paint--seemed dingy. Was terribly frustrating trying to make the Nespresso machine work. We do not own one and there were NO INSTRUCTIONS. You should assume people do not know how to operate any appliances like that and should have a card with directions. We gave up and went to the Tavern where we had lovely coffee and breakfast. Also had a great dinner in Tavern after our arrival. The patch burrata salad was superb. As was our waitress."

Locust Tree Bed and Breakfast LLC

10/10 Excellent

"Breakfast options were unexpected and appreciated. Speedy breakfast, coffee , juices and breads all set for my specific order."

Americas Best Value Inn Torrington CT

8/10 Good

"More than anything, everything was clean. Everything was in working order, and the host was pleasant and seen tidying up around the property. There were many accommodations right around me. I had the best fish and chips ever at the big Y across the street."

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

8/10 Good

"No extra amenities…just an average hotel"

More cheap stays in North Canaan

Days Inn by Wyndham Torrington

492 East Main St Torrington CT

฿2,925

฿3,364 total

18 Oct - 19 Oct

includes taxes & fees

7.4/10 Good! (1,008 reviews)

Quality Inn Great Barrington

372 Main Street Great Barrington MA

฿3,380

฿3,775 total

18 Oct - 19 Oct

includes taxes & fees

8.6/10 Excellent! (1,000 reviews)

Quality Inn Lee - Lenox South

170 Housatonic Street Lee MA

฿3,565

฿3,982 total

30 Sept - 1 Oct

includes taxes & fees

Holiday Inn Express Hotel & Suites Great Barrington by IHG

415 Stockbridge Rd Great Barrington MA

฿4,294

฿4,797 total

20 Sept - 21 Sept

includes taxes & fees

8.8/10 Excellent! (824 reviews)

Americas Best Value Inn Torrington CT

395 Winsted Rd Torrington CT

฿4,327

฿4,976 total

18 Sept - 19 Sept

includes taxes & fees

5.6/10 (821 reviews)

Little Cat Lodge

37 Catamount Rd Copake Falls NY

฿5,962

฿6,678 total

21 Sept - 22 Sept

includes taxes & fees

9.8/10 Exceptional! (140 reviews)

Frequently asked questions

What's the best place for a stay in North Canaan?

Locust Tree Bed and Breakfast LLC is one of the top choices for your stay based on our traveller data. This B&B offers free breakfast and free parking. Blackberry River Inn is another good option for your stay. See all available top hotels, or vacation rentals in North Canaan.

If I need to cancel my hotel reservation in North Canaan, will I receive a refund?

Yes, most room reservations are refundable provided that you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of check in. If you have a reservation that's non-refundable, you might be able to still cancel and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in North Canaan.

What's the best LGBTQ-friendly accommodation in North Canaan?

Locust Tree Bed and Breakfast LLC is a top LGBTQ-friendly B&B, and features free breakfast and flat-screen TVs. See all available hotels listed as LGBTQ-friendly in North Canaan.

What are some hotels with pools in North Canaan?

Blackberry River Inn: Offers cooked-to-order, a seasonal outdoor pool and free self parking. The Red Lion Inn and Holiday Inn Club Vacations Oak 'n Spruce Resort are a couple of other choices that offer an on-site pool. View all hotels with pools in North Canaan.

What is staying in North Canaan like?

Visitors to North Canaan will definitely find plenty to explore and enjoy. In North Canaan, there are 11 hotels and other accommodation options to choose from. Find out more about North Canaan.

What are the top places to visit in North Canaan?

Favourite places to visit include Housatonic River, Campbell Falls State Park and Lawrence Field. A couple of additional sights to add to your itinerary are Edith Scoville Memorial Sanctuary and Connecticut Railroad Historical Museum. Take a look at what more there is to see and do in Expedia's North Canaan guide.

What's the seasonal weather like in North Canaan?

The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in North Canaan are January, March, February and November, with each month seeing an average of 18 cm of snowfall.

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Book Hotels in North Canaan on Expedia.com

Find hotels in North Canaan, CT from ฿2,789

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in North Canaan

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for North Canaan hotels

1. Locust Tree Bed and Breakfast LLC

2. Blackberry River Inn

3. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

4. Holiday Inn Express Hotel & Suites Great Barrington by IHG

5. Quality Inn Great Barrington

6. The White Hart

7. Interlaken Inn & Resort

8. Wilder House Berkshires

9. Gedney Farm

10. Little Cat Lodge

11. The Litchfield Inn

12. The Millerton Inn

13. Monument Mountain Motel

14. Days Inn by Wyndham Torrington

15. Quality Inn Lee - Lenox South

16. Travelodge by Wyndham Great Barrington Berkshires

17. 9 Academy

18. Manor House Inn

19. the Alander

20. Econo Lodge Lee - Great Barrington

Stay near popular North Canaan attractions

Land of Nod Vineyard and Winery

North Canaan Town Hall

C H Pease Museum

Beckley Furnace Industrial Park

Douglas Library

Eddy Field

Edith Scoville Memorial Sanctuary

Connecticut Railroad Historical Museum

Top North Canaan Hotel Reviews

The Litchfield Inn

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Little Cat Lodge

the Alander

The Red Lion Inn

Locust Tree Bed and Breakfast LLC

Americas Best Value Inn Torrington CT

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

More cheap stays in North Canaan

Days Inn by Wyndham Torrington

Quality Inn Great Barrington

Quality Inn Lee - Lenox South

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Americas Best Value Inn Torrington CT

Little Cat Lodge

Frequently asked questions

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