Title: Lakeville Vacation Rentals from CA $437: Short-Term Rentals for 2026 | Expedia.ca

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![Kent Falls State Park, Connecticut](https://images.trvl-media.com/place/55140/15987841-bc43-432a-8a5a-b900c7bc3360.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.ca/Hotel-Search?regionId=55140&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.ca/Hotel-Search?regionId=55140&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.ca/Hotel-Search?regionId=55140&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.ca/Hotel-Search?regionId=55140&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 Lakeville vacation rentals

![Private kitchen](https://images.trvl-media.com/lodging/123000000/122840000/122835900/122835857/f5b911c4.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)

![Living area](https://images.trvl-media.com/lodging/123000000/122840000/122835900/122835857/w1504h1042x0y3-2d812057.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)

### Litchfield Retreat, Wineries, Foliage & Skiing

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

Torrington

CA $363

CA $557 total

includes taxes & fees

Apr 7 - Apr 8

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

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/85000000/84680000/84672900/84672833/c50e9e6c.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)

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

### Home in Great Barrington

[](https://www.expedia.ca/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.

CA $286

CA $452 total

includes taxes & fees

Apr 13 - Apr 14

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

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/115000000/114730000/114722300/114722240/4752702b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/115000000/114730000/114722300/114722240/672c1a6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/115000000/114730000/114722300/114722240/0014b4a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/115000000/114730000/114722300/114722240/e6d64eca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mid Century Modern Studio w/ Full Kitchen - Newly Built

[](https://www.expedia.ca/Kent-Hotels-Mid-Century-Modern-Studio-W-Full-Kitchen-Newly-Built.h114722240.Hotel-Information)

Kent

10/10

Exceptional

(11 reviews)

"We had a great stay, very cute town and close to our destination "

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

Danielle F.

CA $271

CA $348 total

includes taxes & fees

Apr 5 - Apr 6

[](https://www.expedia.ca/Kent-Hotels-Mid-Century-Modern-Studio-W-Full-Kitchen-Newly-Built.h114722240.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/105000000/104420000/104413900/104413821/85f62263.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)

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

### The Brooks Motel: Exceptional Suite

[](https://www.expedia.ca/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.

CA $208

CA $265 total

includes taxes & fees

Apr 6 - Apr 7

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

![Interior](https://images.trvl-media.com/lodging/100000000/99970000/99962400/99962392/51b9c734.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)

![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)

### Guesthouse Cabin vacation rentals in Berkshire County

[](https://www.expedia.ca/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.

CA $556

CA $976 total

includes taxes & fees

Apr 6 - Apr 7

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

![Exterior](https://images.trvl-media.com/lodging/92000000/91310000/91304700/91304625/eab09613.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)

![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/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.ca/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.

CA $125

CA $481 total

includes taxes & fees

Apr 7 - Apr 8

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

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

![Interior](https://images.trvl-media.com/lodging/128000000/127220000/127214700/127214679/335513a8.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)

### Art House 3 Beds Close to Warner Theater

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

Torrington

CA $149

CA $528 total

includes taxes & fees

Apr 8 - Apr 9

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

![Exterior](https://images.trvl-media.com/lodging/94000000/93250000/93241000/93240974/2df3c8c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/94000000/93250000/93241000/93240974/0766039e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/94000000/93250000/93241000/93240974/3742bfa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/94000000/93250000/93241000/93240974/446492ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Dugway Hideaway Walking Distance to Lime Rock Park

[](https://www.expedia.ca/Falls-Village-Hotels-Dugway-Hideaway-Walking-Distance-To-Lime-Rock-Park.h93240974.Hotel-Information)

Salisbury

9.2/10

Wonderful

(15 reviews)

"Super clean, great communication and Super location if you are going to the track. Love my stay there, will definitely do it again and definitely recommend."

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

Brig

[](https://www.expedia.ca/Falls-Village-Hotels-Dugway-Hideaway-Walking-Distance-To-Lime-Rock-Park.h93240974.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/116000000/115850000/115840700/115840689/b1664c0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/116000000/115850000/115840700/115840689/90232191.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/116000000/115850000/115840700/115840689/f7fbdc08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/116000000/115850000/115840700/115840689/85846b72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village

[](https://www.expedia.ca/Millbrook-Hotels-Charming-3-Bedroom-Apartment-With-WiFi-And-AC-In-Fabulous-Millbrook-NY.h115840689.Hotel-Information)

Millbrook

10/10

Exceptional

(2 reviews)

"Tanya goes above and beyond for her guests. Thanks so much for the stay!"

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

Lindsay S.

CA $445

CA $688 total

includes taxes & fees

Apr 3 - Apr 4

[](https://www.expedia.ca/Millbrook-Hotels-Charming-3-Bedroom-Apartment-With-WiFi-And-AC-In-Fabulous-Millbrook-NY.h115840689.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111930000/111926200/111926107/e982edfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111930000/111926200/111926107/c726dcdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/112000000/111930000/111926200/111926107/1c343d33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, stereo](https://images.trvl-media.com/lodging/112000000/111930000/111926200/111926107/30745e0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Jefferson Guest House, Spacious, Special Views

[](https://www.expedia.ca/Litchfield-Hotels-The-Jefferson-House.h111926107.Hotel-Information)

Litchfield

10/10

Exceptional

(8 reviews)

"The place was absolutely spotless and magnificent in every way. Highly recommended."

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

Robert A.

CA $405

CA $525 total

includes taxes & fees

Apr 8 - Apr 9

[](https://www.expedia.ca/Litchfield-Hotels-The-Jefferson-House.h111926107.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)

![Smart TV, fireplace, books, music library](https://images.trvl-media.com/lodging/121000000/120310000/120304900/120304823/9af2b9a4.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)

![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.ca/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.

CA $281

CA $437 total

includes taxes & fees

Apr 6 - Apr 7

[](https://www.expedia.ca/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)

![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)

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

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

[](https://www.expedia.ca/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.

CA $205

CA $979 total

includes taxes & fees

Apr 5 - Apr 6

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

![Interior](https://images.trvl-media.com/lodging/114000000/113970000/113961100/113961029/2956e9df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/114000000/113970000/113961100/113961029/3a292677.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/114000000/113970000/113961100/113961029/82f70d22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113970000/113961100/113961029/2e365483.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Steps to the Delightful Village of Millbrook ☆ Fun Family Getaway

[](https://www.expedia.ca/Millbrook-Hotels-Steps-To-The-Delightful-Village-Of-Millbrook-Fun-Family-Getaway.h113961029.Hotel-Information)

Millbrook

10/10

Exceptional

(2 reviews)

"This is a charming, historic, well-maintained home on a beautifully landscaped lot. The updates in the home balance a respect for tradition while also providing modernization. The village of Millbrook is a quintessential twee New England village. The house felt very comfortable and homey and the caretaker was attentive and accommodating. We enjoyed our stay!"

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

Beth E.

CA $339

CA $884 total

includes taxes & fees

Apr 13 - Apr 14

[](https://www.expedia.ca/Millbrook-Hotels-Steps-To-The-Delightful-Village-Of-Millbrook-Fun-Family-Getaway.h113961029.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/117000000/116660000/116655700/116655623/w1345h895x5y5-913d61cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/117000000/116660000/116655700/116655623/25e5da29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/117000000/116660000/116655700/116655623/30e41eee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/117000000/116660000/116655700/116655623/1e37dbad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hoppy Hill Farm House

[](https://www.expedia.ca/Dover-Plains-Hotels-Hoppy-Hill-Farm-House.h116655623.Hotel-Information)

Dover Plains

9.6/10

Exceptional

(5 reviews)

"Location was great. Accommodations were clean and comfortable. Host was accessible and responsive. Will stay here again if in the area again."

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

Ken K.

CA $153

CA $284 total

includes taxes & fees

Apr 5 - Apr 6

[](https://www.expedia.ca/Dover-Plains-Hotels-Hoppy-Hill-Farm-House.h116655623.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)

![Smart TV, fireplace, books, computer monitors](https://images.trvl-media.com/lodging/76000000/75600000/75599900/75599864/ab946d75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cheerful 3-bedroom cottage with woodstove

[](https://www.expedia.ca/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.

CA $329

CA $701 total

includes taxes & fees

Apr 6 - Apr 7

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

![Dining](https://images.trvl-media.com/lodging/92000000/91310000/91304800/91304720/547f43df.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)

### Cozy Modern Farmhouse Private Apt - 3 Beds

[](https://www.expedia.ca/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.

CA $179

CA $559 total

includes taxes & fees

Apr 8 - Apr 9

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

![Cottage (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94953800/94953757/fe9d9847.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94953800/94953757/15697af2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94953800/94953757/d25ce94c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94953800/94953757/e40d957c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Dainty New Preston Cottage w/ Dock & Lake Views!

[](https://www.expedia.ca/New-Preston-Hotels-Dainty-New-Preston-Cottage-W-Dock-Lake-Views.h94953757.Hotel-Information)

New Preston

CA $297

CA $718 total

includes taxes & fees

Apr 15 - Apr 16

[](https://www.expedia.ca/New-Preston-Hotels-Dainty-New-Preston-Cottage-W-Dock-Lake-Views.h94953757.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)

![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)

![Interior](https://images.trvl-media.com/lodging/106000000/105270000/105261400/105261396/3d1332a6.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)

### 3-Bedroom Cabin Getaway With Rustic Charm

[](https://www.expedia.ca/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.

CA $300

CA $759 total

includes taxes & fees

Apr 1 - Apr 2

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

![Interior](https://images.trvl-media.com/lodging/37000000/36250000/36245100/36245067/8c6e7df7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/37000000/36250000/36245100/36245067/282f4adb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/37000000/36250000/36245100/36245067/3a5ebff1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/37000000/36250000/36245100/36245067/w1079h1080x0y0-daba01fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### rural, serene + sophisticated space

[](https://www.expedia.ca/Red-Hook-Hotels-Rural.h36245067.Hotel-Information)

Red Hook

10/10

Exceptional

(8 reviews)

"Beautiful property with unique accommodations in the Hudson Valley"

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

BRIAN PATRICK M.

CA $375

CA $540 total

includes taxes & fees

Apr 1 - Apr 2

[](https://www.expedia.ca/Red-Hook-Hotels-Rural.h36245067.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)

![Exterior](https://images.trvl-media.com/lodging/121000000/120150000/120149100/120149051/61aeb8a0.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)

![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)

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

[](https://www.expedia.ca/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

CA $789

CA $1,847 total

includes taxes & fees

Apr 1 - Apr 2

[](https://www.expedia.ca/Great-Barrington-Hotels-Berkshires-Best-Large-Deck-With-Hotub.h120149051.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.ca/Hotel-Search?startDate=2026-04-14&endDate=2026-04-15&regionId=55140&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.ca/Hotel-Search?destination=Lakeville%2C+Connecticut%2C+United+States+of+America&regionId=55140&latLong=41.964537%2C-73.440121&adults=2&startDate=2026-06-29&d1=2026-06-29&endDate=2026-07-02&d2=2026-07-02&lodging=CABIN)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Lakeville%2C+Connecticut%2C+United+States+of+America&regionId=55140&latLong=41.964537%2C-73.440121&adults=2&startDate=2026-06-29&d1=2026-06-29&endDate=2026-07-02&d2=2026-07-02&lodging=APARTMENT)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Lakeville%2C+Connecticut%2C+United+States+of+America&regionId=55140&latLong=41.964537%2C-73.440121&adults=2&startDate=2026-06-29&d1=2026-06-29&endDate=2026-07-02&d2=2026-07-02&lodging=COTTAGE)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Lakeville%2C+Connecticut%2C+United+States+of+America&regionId=55140&latLong=41.964537%2C-73.440121&adults=2&startDate=2026-06-29&d1=2026-06-29&endDate=2026-07-02&d2=2026-07-02&lodging=VACATION_HOME)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Lakeville%2C+Connecticut%2C+United+States+of+America&regionId=55140&latLong=41.964537%2C-73.440121&adults=2&startDate=2026-06-29&d1=2026-06-29&endDate=2026-07-02&d2=2026-07-02&lodging=VILLA)

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## Top Lakeville Hotel Reviews

![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.ca/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.ca/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information)

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

### the Alander

10/10 Excellent

"Delightful and well appointed stay! Close to so many things and very cozy."

[](https://expedia.ca/Copake-Hotels-The-Alander.h74111256.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.ca/Litchfield-Hotels-Hotel-Abner.h104369320.Hotel-Information)

![Little Cat Lodge](https://images.trvl-media.com/lodging/95000000/94740000/94739600/94739508/b5bb1d72_y.jpg)

### Little Cat Lodge

10/10 Excellent

"What a great place we have discovered. Beautiful, very well maintained and clean. Beds are soft and rooms are warm. As my kids said, - feels like home. Very cozy. Highly recommend. "

[](https://expedia.ca/Hillsdale-Hotels-Little-Cat-Lodge.h94739508.Hotel-Information)

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

### Blackberry River Inn

10/10 Excellent

"Best host (Lucas) makes all the difference! Great views and delicious breakfasts. "

[](https://expedia.ca/Norfolk-Hotels-Blackberry-River-Inn.h95991149.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.ca/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.ca/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.ca/Great-Barrington-Hotels-The-Briarcliff-Motel.h7663779.Hotel-Information)

## Find out more about Lakeville

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Lakeville. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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- [Vacation Homes in Lakeville ](https://expedia.ca/Lakeville-Private-Vacation-Homes.d55140-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cottages in Lakeville ](https://expedia.ca/Lakeville-Cottages.d55140-aaCottages.Travel-Guide-Accommodation)
- [Apartments in Lakeville ](https://expedia.ca/Lakeville-Apartments.d55140-aaApartments.Travel-Guide-Accommodation)
- [B&B in Lakeville ](https://expedia.ca/Lakeville-Bed-And-Breakfast.d55140-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Cabin Rentals in Lakeville ](https://expedia.ca/Lakeville-Cabins.d55140-aaCabins.Travel-Guide-Accommodation)
- [Farmstay in Lakeville ](https://expedia.ca/Lakeville-Agritourism.d55140-aaAgritourism.Travel-Guide-Accommodation)
- [Motels in Lakeville ](https://expedia.ca/Lakeville-Motels.d55140-aaMotels.Travel-Guide-Accommodation)
- [Guest Houses in Lakeville ](https://expedia.ca/Lakeville-Guest-Houses.d55140-aaGuestHouses.Travel-Guide-Accommodation)
- [Lodges in Lakeville ](https://expedia.ca/Lakeville-Lodges.d55140-aaLodges.Travel-Guide-Accommodation)
- [Inns in Lakeville ](https://expedia.ca/Lakeville-Inns.d55140-aaInns.Travel-Guide-Accommodation)
- [RV Parks in Lakeville ](https://expedia.ca/Lakeville-RV-Parks.d55140-aaRVParks.Travel-Guide-Accommodation)
- [Condo Rentals in Lakeville ](https://expedia.ca/Lakeville-Condos.d55140-aaCondos.Travel-Guide-Accommodation)
- [Chalets in Lakeville ](https://expedia.ca/Lakeville-Chalets.d55140-aaChalets.Travel-Guide-Accommodation)
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## Frequently asked questions

### Can I find vacation rentals in Lakeville?

### What are some of the best vacation home rentals that Lakeville has to offer?

### How many vacation rentals will I find in Lakeville?

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