East Canaan Holiday Rentals, Connecticut: Private House Rentals

A calm lake with autumn foliage reflecting on the water, surrounded by a forested hillside.

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Go beyond your typical stay in East Canaan

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Our top choices for East Canaan hotels

1. Locust Tree Bed and Breakfast LLC

East Canaan

Nicholas

2.731.890 ₫

3.141.674 ₫ total

includes taxes & fees

21 Sept - 22 Sept

43-inch LCD TV with digital channels, streaming services

2. Blackberry River Inn

Norfolk

Rachel

3.902.700 ₫

4.488.105 ₫ total

includes taxes & fees

21 Sept - 22 Sept

Desk, free cots/infant beds, rollaway beds, free WiFi

3. Days Inn by Wyndham Torrington

Torrington

Thomas J

2.079.098 ₫

2.390.962 ₫ total

includes taxes & fees

21 Oct - 22 Oct

Premium bedding, pillow-top beds, in-room safe, desk

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

Great Barrington

Maria Dulce

3.096.142 ₫

3.458.390 ₫ total

includes taxes & fees

19 Oct - 20 Oct

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

Great Barrington

Bruce

5.064.404 ₫

5.656.939 ₫ total

includes taxes & fees

24 Sept - 25 Sept

Room, 2 Queen Beds, Non Smoking | Iron/ironing board, free cots/infant beds, rollaway beds, free WiFi

Iron/ironing board, free cots/infant beds, rollaway beds, free WiFi

6. Monument Mountain Motel

Great Barrington

Victor

2.002.085 ₫

2.236.507 ₫ total

includes taxes & fees

21 Sept - 22 Sept

Standard Room, 2 Queen Beds, Non Smoking | 1 bedroom, premium bedding, pillow-top beds, desk

7. Quality Inn Great Barrington

Great Barrington

Kimberly

2.631.721 ₫

2.939.633 ₫ total

includes taxes & fees

18 Oct - 19 Oct

Premium bedding, down duvets, Select Comfort beds, in-room safe

8. Americas Best Value Inn Torrington CT

Torrington

Carol

2.874.729 ₫

3.305.938 ₫ total

includes taxes & fees

21 Sept - 22 Sept

King Cabin Room | Premium bedding, down duvets, pillow-top beds, minibar

9. The Litchfield Inn

Litchfield

Wei

7.352.166 ₫

8.455.069 ₫ total

includes taxes & fees

30 Sept - 1 Oct

John Harney Suite | Minibar, desk, iron/ironing board, free WiFi

10. The White Hart

Salisbury

William

8.960.599 ₫

10.304.689 ₫ total

includes taxes & fees

21 Sept - 22 Sept

11. Little Cat Lodge

Copake Falls

Kees

4.659.824 ₫

5.219.003 ₫ total

includes taxes & fees

21 Sept - 22 Sept

Penthouse (Penthouse Suite) | Premium bedding, in-room safe, desk, soundproofing

12. Interlaken Inn & Resort

Lakeville

Stacie

4.974.642 ₫

5.720.838 ₫ total

includes taxes & fees

18 Oct - 19 Oct

13. the Alander

Copake

Phil

3.759.601 ₫

4.210.753 ₫ total

includes taxes & fees

22 Sept - 23 Sept

Wilder House Berkshires Room 1 | Premium bedding, blackout curtains, free WiFi, individually decorated

14. Wilder House Berkshires

Sheffield

Mark

5.015.750 ₫

5.602.593 ₫ total

includes taxes & fees

27 Sept - 28 Sept

Room (3) | Iron/ironing board (on request), free WiFi

15. The Millerton Inn

Millerton

Yiu Chung Benjamin

6.533.120 ₫

7.390.673 ₫ total

includes taxes & fees

21 Sept - 22 Sept

16. Gedney Farm

Great Barrington

Terri

5.971.131 ₫

6.550.330 ₫ total

includes taxes & fees

22 Sept - 23 Sept

Standard Room, 1 King Bed, Non Smoking | Desk, iron/ironing board, cots/infant beds, rollaway beds

17. Quality Inn Lee - Lenox South

Lee

Wendy

2.852.874 ₫

3.186.660 ₫ total

includes taxes & fees

19 Oct - 20 Oct

In-room safe, desk, free cots/infant beds, free rollaway beds

Suite, 1 Bedroom, Non Smoking | In-room safe, desk, free cots/infant beds, free rollaway beds

18. Travelodge by Wyndham Great Barrington Berkshires

Great Barrington

Kevin

1.951.350 ₫

2.179.658 ₫ total

includes taxes & fees

21 Sept - 22 Sept

Bluejay Cache | Desk, iron/ironing board (on request), free WiFi, bed sheets

19. Cornwall Inn and Lodge

Cornwall Bridge

Richard T

5.505.409 ₫

6.331.220 ₫ total

includes taxes & fees

21 Sept - 22 Sept

Premium Apartment, 2 Bedrooms, Fireplace, Mountain View | Living area | 55-inch Smart TV with digital channels, Netflix, Hulu

Classic Double Room, 2 Queen Beds, Courtyard View | Premium bedding, pillow-top beds, in-room safe, blackout curtains

20. East Rock Inn

Great Barrington

ERIK

3.714.591 ₫

4.149.199 ₫ total

includes taxes & fees

20 Oct - 21 Oct

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Stay near popular East 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.

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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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Learn more about East Canaan

Trip time! Discover the wineries in East Canaan.

See all hotels in East Canaan

Top East Canaan Hotel Reviews

Locust Tree Bed and Breakfast LLC

10/10 Excellent

"The room was very clean, and nicely set up. Breakfast was very good."

Days Inn by Wyndham Torrington

10/10 Excellent

"Very clean room. I was surprised. Had shampoo and body wash supplied. No tube of lotion by sink so couldn’t TCB. Oh well. For price, would definitely stay there again."

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

10/10 Excellent

"Very clean room. Great breakfast with very friendly and efficient staff. Anne was excellent. We also enjoyed the pool and hot tub."

Belden House & Mews

10/10 Excellent

"Our stay was outstanding. Comforting and convenient. We hope to make another staycation there again"

The Litchfield Inn

10/10 Excellent

"second time staying here! wonderful place"

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 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."

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."