Title: East Canaan Vacation Rentals from $302: Search Short-Term Rentals | Expedia.com

[East Canaan Travel Guide](https://expedia.com/East-Canaan.dx6341133)[Hotels in East Canaan](https://expedia.com/East-Canaan-Hotels.d6341133.Travel-Guide-Hotels)[Flights to East Canaan](https://expedia.com/Cheap-Flights-To-East-Canaan.d6341133.Travel-Guide-Flights)[Car Rentals in East Canaan](https://expedia.com/Car-Rentals-In-East-Canaan.d6341133.Car-Rental-Guide)[East Canaan Vacation Packages](https://expedia.com/East-Canaan.d6341133.Destination-Travel-Guides)

![Lonely Canoe on a Mountain Lake with Wooded Shores in Autumn. Great Reflection in Water](https://images.trvl-media.com/place/6341133/5b41cec6-8380-4b12-a3a9-1edc5c7e8700.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/6341133/5b41cec6-8380-4b12-a3a9-1edc5c7e8700.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=6341133&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=6341133&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 26 - Jun 28](https://www.expedia.com/Hotel-Search?regionId=6341133&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 24 - Jul 26](https://www.expedia.com/Hotel-Search?regionId=6341133&startDate=2026-07-24&endDate=2026-07-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for East Canaan vacation rentals

![Exterior](https://images.trvl-media.com/lodging/92000000/91310000/91304700/91304625/eab09613.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/92000000/91310000/91304700/91304625/db89ae2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/92000000/91310000/91304700/91304625/375323f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/92000000/91310000/91304700/91304625/ba8d6f83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 3 Flr Private 1 Bdrm Apt Tree Line View

[](https://www.expedia.com/Torrington-Hotels-Cozy-3-Flr-Private-1-Bdrm-Apt-Tree-Line-View.h91304625.Hotel-Information)

Torrington

9.2/10

Wonderful

(5 reviews)

"A couple of the surfaces were not clean but mostly a clean comfy space. The bed was very comfortable and the bathroom was spacious and clean.The stairs are not for the faint of heart. A nice cozy place to stay once the luggage and groceries are up there."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rhonda H.

$295 nightly

$339 total

Apr 2 - Apr 3

Total with taxes and fees

[](https://www.expedia.com/Torrington-Hotels-Cozy-3-Flr-Private-1-Bdrm-Apt-Tree-Line-View.h91304625.Hotel-Information)

![Smart TV, books](https://images.trvl-media.com/lodging/106000000/105240000/105230400/105230373/dba15cbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/106000000/105240000/105230400/105230373/807b3960.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/106000000/105240000/105230400/105230373/8425e45e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/106000000/105240000/105230400/105230373/22ef1826.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing

[](https://www.expedia.com/Becket-Hotels-Dog-Friendly2B1B-In-The-Berkshires-Private-Lake-Community-Whot-Tub-Canoe.h105230373.Hotel-Information)

Sherwood Forest

9.8/10

Exceptional

(14 reviews)

"Nicole was very attentive and very quick to respond to any question we had. Her cottage was perfect for a quiet getaway, just what everybody needs!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Matthew F.

$353 nightly

$395 total

Apr 6 - Apr 7

Total with taxes and fees

[](https://www.expedia.com/Becket-Hotels-Dog-Friendly2B1B-In-The-Berkshires-Private-Lake-Community-Whot-Tub-Canoe.h105230373.Hotel-Information)

![Desk, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/105000000/104420000/104413900/104413821/2f199563.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/105000000/104420000/104413900/104413821/5daca958.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/105000000/104420000/104413900/104413821/85f62263.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/105000000/104420000/104413900/104413821/c015b20e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Brooks Motel: Exceptional Suite

[](https://www.expedia.com/Hillsdale-Hotels-The-Brooks-Motel-Exceptional-Suite.h104413821.Hotel-Information)

Hillsdale

7.0/10

Good

(4 reviews)

"Location was good for what we wanted. The people involved responded quickly. The bed was very comfortable. Reasonably clean, the coffee pot had leftover coffee in it and a dirty spoon on the counter. The biggest issue was the musty odor."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

John P.

$170 nightly

$190 total

Apr 2 - Apr 3

Total with taxes and fees

[](https://www.expedia.com/Hillsdale-Hotels-The-Brooks-Motel-Exceptional-Suite.h104413821.Hotel-Information)

![Room](https://images.trvl-media.com/lodging/128000000/127220000/127214700/127214679/5ae53471.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/128000000/127220000/127214700/127214679/ef5a943a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/128000000/127220000/127214700/127214679/0401681f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/128000000/127220000/127214700/127214679/f140e986.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Art House 3 Beds Close to Warner Theater

[](https://www.expedia.com/Torrington-Hotels-Art-House-3-Beds-Close-To-Warner-Theater.h127214679.Hotel-Information)

Torrington

$322 nightly

$376 total

Apr 2 - Apr 3

Total with taxes and fees

[](https://www.expedia.com/Torrington-Hotels-Art-House-3-Beds-Close-To-Warner-Theater.h127214679.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/123000000/122840000/122835900/122835857/f5b911c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/123000000/122840000/122835900/122835857/6f1f9830.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/123000000/122840000/122835900/122835857/w1512h1050x0y79-c667dc04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122840000/122835900/122835857/4ba12a31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Litchfield Retreat, Wineries, Foliage & Skiing

[](https://www.expedia.com/Torrington-Hotels-Litchfield-Retreat.h122835857.Hotel-Information)

Torrington

$350 nightly

$397 total

Apr 2 - Apr 3

Total with taxes and fees

[](https://www.expedia.com/Torrington-Hotels-Litchfield-Retreat.h122835857.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/116000000/115470000/115470000/115469906/83d3f833_edited_d758.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/116000000/115470000/115470000/115469906/c729995e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player](https://images.trvl-media.com/lodging/116000000/115470000/115470000/115469906/a133e616.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/116000000/115470000/115470000/115469906/0e4076ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!

[](https://www.expedia.com/Becket-Hotels-Dog-Friendly-A-Frame-In-The-Berkshires-Walk-To-Lake-With-Beach-Access.h115469906.Hotel-Information)

Sherwood Forest

10/10

Exceptional

(5 reviews)

"We loved it! Lots of local hiking trails and a wonderful relaxing place."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sharon K.

$338 nightly

$377 total

Apr 2 - Apr 3

Total with taxes and fees

[](https://www.expedia.com/Becket-Hotels-Dog-Friendly-A-Frame-In-The-Berkshires-Walk-To-Lake-With-Beach-Access.h115469906.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/100000000/99970000/99962400/99962392/eca50f2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/100000000/99970000/99962400/99962392/565807cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/100000000/99970000/99962400/99962392/a764aae5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/100000000/99970000/99962400/99962392/51b9c734.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Guesthouse Cabin vacation rentals in Berkshire County

[](https://www.expedia.com/Sheffield-Hotels-Guesthouse-Cabin-Vacation-Rentals-In-Berkshire-County.h99962392.Hotel-Information)

Sheffield

10/10

Exceptional

(10 reviews)

"Great place. I highly recommend for a group or family. Amazing views! Beautiful property very private and quiet. Cabin was also very well stocked and had great outdoor space. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

deborah d.

$614 nightly

$686 total

Apr 5 - Apr 6

Total with taxes and fees

[](https://www.expedia.com/Sheffield-Hotels-Guesthouse-Cabin-Vacation-Rentals-In-Berkshire-County.h99962392.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/121000000/120310000/120304900/120304823/862ec0e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/121000000/120310000/120304900/120304823/cc4451e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, electric kettle](https://images.trvl-media.com/lodging/121000000/120310000/120304900/120304823/52345b94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books, music library](https://images.trvl-media.com/lodging/121000000/120310000/120304900/120304823/055ed8a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Riverside Berkshires Retreat

[](https://www.expedia.com/Great-Barrington-Hotels-Cozy-Riverfront-Escape-In-Great-Barrington-Whiskers-On-The-Water.h120304823.Hotel-Information)

Great Barrington

9.0/10

Wonderful

(12 reviews)

"Close to a great bakery and near to a farm market and shopping mall. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Cristine C.

$270 nightly

$302 total

Apr 2 - Apr 3

Total with taxes and fees

[](https://www.expedia.com/Great-Barrington-Hotels-Cozy-Riverfront-Escape-In-Great-Barrington-Whiskers-On-The-Water.h120304823.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/107000000/106040000/106031100/106031055/3db87cef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106040000/106031100/106031055/68707c00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106040000/106031100/106031055/bf37a122.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106040000/106031100/106031055/979641d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### CT Gate House Goshen CT, Gate House Goshen CT

[](https://www.expedia.com/Goshen-Hotels-Gate-House-Goshen-CT.h106031055.Hotel-Information)

Goshen

9.4/10

Exceptional

(9 reviews)

"The property was great and the house was huge even for all 12 of us "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ryan L.

$671 nightly

$693 total

Apr 2 - Apr 3

Total with taxes and fees

[](https://www.expedia.com/Goshen-Hotels-Gate-House-Goshen-CT.h106031055.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84680000/84672900/84672833/52bc41a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/85000000/84680000/84672900/84672833/6137aab0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/85000000/84680000/84672900/84672833/caf5dd09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84680000/84672900/84672833/dcb799f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Home in Great Barrington

[](https://www.expedia.com/Great-Barrington-Hotels-Home-In-Great-Barrington.h84672833.Hotel-Information)

Great Barrington

9.8/10

Exceptional

(28 reviews)

"The house was pristine, bright, with everything we needed. We hope to come back again to enjoy the area. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

maureen k.

$284 nightly

$317 total

Apr 20 - Apr 21

Total with taxes and fees

[](https://www.expedia.com/Great-Barrington-Hotels-Home-In-Great-Barrington.h84672833.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/92000000/91310000/91304800/91304720/89d11901.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91310000/91304800/91304720/c89ff53f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/92000000/91310000/91304800/91304720/caf376ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/92000000/91310000/91304800/91304720/547f43df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Modern Farmhouse Private Apt - 3 Beds

[](https://www.expedia.com/Torrington-Hotels-Cozy-Modern-Farmhouse-Private-2-Bdrm-Apartment.h91304720.Hotel-Information)

Torrington

10/10

Exceptional

(4 reviews)

"My husband and I came down from Boston for Christmas to see family and couldn’t find one decent hotel in the area. We were relieved to find this place. Cute, comfortable, clean environment and just what we needed. "

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Louisa A.

$346 nightly

$399 total

Apr 2 - Apr 3

Total with taxes and fees

[](https://www.expedia.com/Torrington-Hotels-Cozy-Modern-Farmhouse-Private-2-Bdrm-Apartment.h91304720.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/76000000/75600000/75599900/75599864/665b8282.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/76000000/75600000/75599900/75599864/4ce0af29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/76000000/75600000/75599900/75599864/8f9296e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75600000/75599900/75599864/3e6e58ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cheerful 3-bedroom cottage with woodstove

[](https://www.expedia.com/Sheffield-Hotels-Cheerful-3-Bedroom-Cottage-With-Woodstove.h75599864.Hotel-Information)

Sheffield

10/10

Exceptional

(42 reviews)

"The property was centrally located for skiing, and was a comfortable stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kelly R.

$454 nightly

$507 total

Apr 6 - Apr 7

Total with taxes and fees

[](https://www.expedia.com/Sheffield-Hotels-Cheerful-3-Bedroom-Cottage-With-Woodstove.h75599864.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105270000/105261400/105261396/aedce656.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105270000/105261400/105261396/dc64a392.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books, music library, stereo](https://images.trvl-media.com/lodging/106000000/105270000/105261400/105261396/3e8fa497.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105270000/105261400/105261396/9477bd21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 3-Bedroom Cabin Getaway With Rustic Charm

[](https://www.expedia.com/West-Cornwall-Hotels-3-Bedroom-Cabin-Getaway-With-Rustic-Charm.h105261396.Hotel-Information)

Cornwall

8.4/10

Very Good

(6 reviews)

"Absolutely beautiful cottage exactly as pictured inside and out. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michaela C.

$478 nightly

$542 total

Apr 2 - Apr 3

Total with taxes and fees

[](https://www.expedia.com/West-Cornwall-Hotels-3-Bedroom-Cabin-Getaway-With-Rustic-Charm.h105261396.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/78000000/77130000/77128100/77128037/w2439h1242x124y0-c2be86b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/78000000/77130000/77128100/77128037/b7940a62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/78000000/77130000/77128100/77128037/9046d578.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/78000000/77130000/77128100/77128037/d970b68c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Walk into town, soak up sun on enclosed porch & steps away from nature trails!

[](https://www.expedia.com/Stockbridge-Hotels-Walk-Into-Town.h77128037.Hotel-Information)

Stockbridge

10/10

Exceptional

(35 reviews)

"A very special, well equipped, and comfortable house with a great kitchen, bedrooms and bathrooms as well as a lovely enclosed porch and outdoor area in an amazing location. Wonderful home with all amenities and thoughtful details provided for guests. A short walk to charming town and across from a beautiful hiking area. Excellent stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Susan

$648 nightly

$724 total

Apr 2 - Apr 3

Total with taxes and fees

[](https://www.expedia.com/Stockbridge-Hotels-Walk-Into-Town.h77128037.Hotel-Information)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94350000/94342300/94342285/d6f89560.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94350000/94342300/94342285/fce1ff02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94350000/94342300/94342285/3edc0f1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94350000/94342300/94342285/460b5c48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Water-view Home in the Berkshires

[](https://www.expedia.com/Sheffield-Hotels-Waterfront-Sheffield-Escape-W-Spacious-Yard.h94342285.Hotel-Information)

Sheffield

[](https://www.expedia.com/Sheffield-Hotels-Waterfront-Sheffield-Escape-W-Spacious-Yard.h94342285.Hotel-Information)

![TV, fireplace, printers](https://images.trvl-media.com/lodging/121000000/120150000/120149100/120149051/4d94597a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, printers](https://images.trvl-media.com/lodging/121000000/120150000/120149100/120149051/69c2e8f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120150000/120149100/120149051/772f14ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120150000/120149100/120149051/61aeb8a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room

[](https://www.expedia.com/Great-Barrington-Hotels-Berkshires-Best-Large-Deck-With-Hotub.h120149051.Hotel-Information)

Great Barrington

10/10

Exceptional

(4 reviews)

"Everything was well taken care of, the hosts were extremely nice, and the area is perfect! The city is also different and really cute! Will come back for sure!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Roberta

$1,189 nightly

$1,328 total

Apr 2 - Apr 3

Total with taxes and fees

[](https://www.expedia.com/Great-Barrington-Hotels-Berkshires-Best-Large-Deck-With-Hotub.h120149051.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/93000000/92900000/92899600/92899508/e3f04cf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/93000000/92900000/92899600/92899508/129a2984.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/93000000/92900000/92899600/92899508/c8b2ae4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/93000000/92900000/92899600/92899508/d96d2729.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Treetop Hideaway in Tyringham

[](https://www.expedia.com/Lee-Hotels-Treetop-Hideaway-In-Tyringham.h92899508.Hotel-Information)

Monterey

9.0/10

Wonderful

(10 reviews)

"This was the perfect location for our mom and daughters weekend! Spacious comfortable. Our only regret was that we didn’t stay longer!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sarah B.

$526 nightly

$556 total

Apr 22 - Apr 23

Total with taxes and fees

[](https://www.expedia.com/Lee-Hotels-Treetop-Hideaway-In-Tyringham.h92899508.Hotel-Information)

![TV, offices](https://images.trvl-media.com/lodging/105000000/104420000/104413900/104413825/dc903e72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/105000000/104420000/104413900/104413825/421590b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/105000000/104420000/104413900/104413825/710fd113.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/105000000/104420000/104413900/104413825/11d7067e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Brooks Motel: Exceptional Suite

[](https://www.expedia.com/Hillsdale-Hotels-The-Brooks-Motel-Exceptional-Suite.h104413825.Hotel-Information)

Hillsdale

9.2/10

Wonderful

(5 reviews)

"Clean, industrial, very comfy bed, easy to book and to check in and out. Would stay again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Deidre H.

$178 nightly

$199 total

Apr 2 - Apr 3

Total with taxes and fees

[](https://www.expedia.com/Hillsdale-Hotels-The-Brooks-Motel-Exceptional-Suite.h104413825.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/121000000/120090000/120084700/120084697/bdda181f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120090000/120084700/120084697/c9c7b4d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120090000/120084700/120084697/6efaa2af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120090000/120084700/120084697/89757bc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Classy Private Apt - 3 Beds 2nd Flr - Near Downtown

[](https://www.expedia.com/Torrington-Hotels-Private-Classy-2nd-Flr-3-Bed-Apt-Near-Downtown.h120084697.Hotel-Information)

Torrington

10/10

Exceptional

(1 review)

"Good communication. Clean place in good location. Would stay again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jaimie S.

$512 nightly

$596 total

Apr 2 - Apr 3

Total with taxes and fees

[](https://www.expedia.com/Torrington-Hotels-Private-Classy-2nd-Flr-3-Bed-Apt-Near-Downtown.h120084697.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/119000000/118470000/118467400/118467341/60ca61c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/119000000/118470000/118467400/118467341/ac949794.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/119000000/118470000/118467400/118467341/99099166.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/119000000/118470000/118467400/118467341/93b387f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Whispering Estate Guest House - Countryside Getaway

[](https://www.expedia.com/Goshen-Hotels-Whispering-Estate-Guest-House-A-Romantic-Countryside-Getaway.h118467341.Hotel-Information)

Goshen

10/10

Exceptional

(5 reviews)

"Beautiful property and great location. A true retreat. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Andrea B.

$773 nightly

$877 total

Apr 2 - Apr 3

Total with taxes and fees

[](https://www.expedia.com/Goshen-Hotels-Whispering-Estate-Guest-House-A-Romantic-Countryside-Getaway.h118467341.Hotel-Information)

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.

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-04-15&endDate=2026-04-16&regionId=6341133&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.com/Hotel-Search?destination=East+Canaan%2C+Connecticut%2C+United+States+of+America&regionId=6341133&latLong=42.008587%2C-73.283457&adults=2&startDate=2026-06-30&d1=2026-06-30&endDate=2026-07-03&d2=2026-07-03&lodging=CABIN)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=East+Canaan%2C+Connecticut%2C+United+States+of+America&regionId=6341133&latLong=42.008587%2C-73.283457&adults=2&startDate=2026-06-30&d1=2026-06-30&endDate=2026-07-03&d2=2026-07-03&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=East+Canaan%2C+Connecticut%2C+United+States+of+America&regionId=6341133&latLong=42.008587%2C-73.283457&adults=2&startDate=2026-06-30&d1=2026-06-30&endDate=2026-07-03&d2=2026-07-03&lodging=COTTAGE)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=East+Canaan%2C+Connecticut%2C+United+States+of+America&regionId=6341133&latLong=42.008587%2C-73.283457&adults=2&startDate=2026-06-30&d1=2026-06-30&endDate=2026-07-03&d2=2026-07-03&lodging=APARTMENT)

Villas

[](https://www.expedia.com/Hotel-Search?destination=East+Canaan%2C+Connecticut%2C+United+States+of+America&regionId=6341133&latLong=42.008587%2C-73.283457&adults=2&startDate=2026-06-30&d1=2026-06-30&endDate=2026-07-03&d2=2026-07-03&lodging=VILLA)

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## Top East Canaan Hotel Reviews

![Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/98528d27_y.jpg)

### Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

10/10 Excellent

"Everything was great will definitely be coming back very soon "

[](https://expedia.com/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information)

![Blackberry River Inn](https://images.trvl-media.com/lodging/96000000/96000000/95991200/95991149/522482a2_y.jpg)

### Blackberry River Inn

10/10 Excellent

"Charming, quiet, clean very clean with a beautiful dining room for breakfast and very respectful service."

[](https://expedia.com/Norfolk-Hotels-Blackberry-River-Inn.h95991149.Hotel-Information)

![the Alander](https://images.trvl-media.com/lodging/75000000/74120000/74111300/74111256/a75d4cd8_y.jpg)

### the Alander

10/10 Excellent

"Always love coming to the Alander!"

[](https://expedia.com/Copake-Hotels-The-Alander.h74111256.Hotel-Information)

![Quality Inn Great Barrington](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/ed6ed4e8_y.jpg)

### Quality Inn Great Barrington

8/10 Good

"The Quality Inn in Great Barrington is a good value play. The room we had was clean; the staff was friendly and knowledgeable; and the heating was welcomed on this March day. Breakfast was a weak point, but the coffee was good and available throughout the day. And yes, I would stay there again. "

[](https://expedia.com/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information)

![Holiday Inn Express Hotel & Suites Great Barrington by IHG](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/eb9d0598_y.jpg)

### Holiday Inn Express Hotel & Suites Great Barrington by IHG

8/10 Good

"Nice, easy access, and good price"

[](https://expedia.com/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information)

![The Abner Hotel](https://images.trvl-media.com/lodging/105000000/104370000/104369400/104369320/efe74a4f_y.jpg)

### The Abner Hotel

10/10 Excellent

"Staff was incredibly friendly and accessible. Beautiful property, extremely comfortable bed and all around a very nice neighborhood gem. Would definitely recommend it to anyone traveling near Litchfield. We’ll be back for sure!"

[](https://expedia.com/Litchfield-Hotels-Hotel-Abner.h104369320.Hotel-Information)

![The Litchfield Inn](https://images.trvl-media.com/lodging/5000000/4980000/4978900/4978856/da1dad71_y.jpg)

### The Litchfield Inn

4/10 Poor

"Not a 4star property. It is all rather tired. We expected our room to be made up each day - didn’t happen. Breakfast comprised of stale pastries, sausage patties and potatoes that were barely warm and had been standing for too long. The coffee was undrinkable it was all counter service and clear your own table Not 4 star standard by any stretch of the imagination. Bed was very soft so we did not sleep well and left after breakfast today feeling nauseous "

[](https://expedia.com/Torrington-Hotels-The-Litchfield-Inn.h4978856.Hotel-Information)

![Interlaken Inn & Resort](https://images.trvl-media.com/lodging/20000000/19680000/19679700/19679605/dbbfdf3a_y.jpg)

### Interlaken Inn & Resort

10/10 Excellent

"Overall great amenities and great price"

[](https://expedia.com/Torrington-Hotels-Interlaken-Inn-Resort.h19679605.Hotel-Information)

![The Little Lion](https://images.trvl-media.com/lodging/8000000/7670000/7663800/7663779/279dc540_y.jpg)

### The Little Lion

8/10 Good

"Great location for everything"

[](https://expedia.com/Great-Barrington-Hotels-The-Briarcliff-Motel.h7663779.Hotel-Information)

## Find out more about East Canaan

**Everything you need to know about East 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 East 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 East Canaan vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**East Canaan vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in East 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 East 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 $302 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 East Canaan rentals**

At Expedia, we put the best East 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 East 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 East 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 East 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.

## Explore a world of travel with Expedia

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- [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
- [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

- [Vacation Homes in East Canaan ](https://expedia.com/East-Canaan-Private-Vacation-Homes.d6341133-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cottages in East Canaan ](https://expedia.com/East-Canaan-Cottages.d6341133-aaCottages.Travel-Guide-Accommodation)
- [Apartments in East Canaan ](https://expedia.com/East-Canaan-Apartments.d6341133-aaApartments.Travel-Guide-Accommodation)
- [Farmstay in East Canaan ](https://expedia.com/East-Canaan-Agritourism.d6341133-aaAgritourism.Travel-Guide-Accommodation)
- [Cabin Rentals in East Canaan ](https://expedia.com/East-Canaan-Cabins.d6341133-aaCabins.Travel-Guide-Accommodation)
- [B&B in East Canaan ](https://expedia.com/East-Canaan-Bed-And-Breakfast.d6341133-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Motels in East Canaan ](https://expedia.com/East-Canaan-Motels.d6341133-aaMotels.Travel-Guide-Accommodation)
- [Guest Houses in East Canaan ](https://expedia.com/East-Canaan-Guest-Houses.d6341133-aaGuestHouses.Travel-Guide-Accommodation)
- [Inns in East Canaan ](https://expedia.com/East-Canaan-Inns.d6341133-aaInns.Travel-Guide-Accommodation)
- [Condo Rentals in East Canaan ](https://expedia.com/East-Canaan-Condos.d6341133-aaCondos.Travel-Guide-Accommodation)
- [Chalets in East Canaan ](https://expedia.com/East-Canaan-Chalets.d6341133-aaChalets.Travel-Guide-Accommodation)
- [Lodges in East Canaan ](https://expedia.com/East-Canaan-Lodges.d6341133-aaLodges.Travel-Guide-Accommodation)
- [Resorts in East Canaan ](https://expedia.com/East-Canaan-Resorts.d6341133-aaResorts.Travel-Guide-Accommodation)
- [Villas in East Canaan ](https://expedia.com/East-Canaan-Villas.d6341133-aaVillas.Travel-Guide-Accommodation)
- [Country Houses in East Canaan ](https://expedia.com/East-Canaan-Country-House.d6341133-aaCountryHouse.Travel-Guide-Accommodation)

## Frequently asked questions

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