Title: Cherry Plain Vacation Rentals from CA $227: Short-Term Rentals for 2026 | Expedia.ca

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## Check prices for these dates

In two weeks

[Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=553248635975873940&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 22 - May 24](https://www.expedia.ca/Hotel-Search?regionId=553248635975873940&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 19 - Jun 21](https://www.expedia.ca/Hotel-Search?regionId=553248635975873940&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 17 - Jul 19](https://www.expedia.ca/Hotel-Search?regionId=553248635975873940&startDate=2026-07-17&endDate=2026-07-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Cherry Plain vacation rentals

![Exterior](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/db44d375.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/9e460e0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/8168a5fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/012d1fc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Village in the Berkshires

[](https://www.expedia.ca/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information)

Williamstown

8.8/10

Excellent

(2,317 reviews)

"Clean rooms, and very friendly staff"

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

Amr

CA $143

CA $175 total

includes taxes & fees

Apr 6 - Apr 7

[](https://www.expedia.ca/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information)

![Room](https://images.trvl-media.com/lodging/128000000/127360000/127356900/127356865/3b0f280a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/128000000/127360000/127356900/127356865/152c85eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/128000000/127360000/127356900/127356865/d6714794.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/128000000/127360000/127356900/127356865/3f37c158.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Taborton Harvest-Fiddlehead cabin in cool Sand Lake perfect for relaxing getaway

[](https://www.expedia.ca/Sand-Lake-Hotels-Taborton-Harvest-Fiddlehead-Cabin-In-Cool-Sand-Lake-Perfect-For-Relaxing-Getaway.h127356865.Hotel-Information)

Sand Lake

CA $173

CA $254 total

includes taxes & fees

Mar 26 - Mar 27

[](https://www.expedia.ca/Sand-Lake-Hotels-Taborton-Harvest-Fiddlehead-Cabin-In-Cool-Sand-Lake-Perfect-For-Relaxing-Getaway.h127356865.Hotel-Information)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/123000000/122170000/122165500/122165421/c0b1b1ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/123000000/122170000/122165500/122165421/4d94624e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/123000000/122170000/122165500/122165421/0800588d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/123000000/122170000/122165500/122165421/4cd10809.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

[](https://www.expedia.ca/Stephentown-Hotels-8-Mi-To-Jiminy-Peak-Resort-Mtn-View-Home-W-Deck.h122165421.Hotel-Information)

Stephentown

CA $270

CA $762 total

includes taxes & fees

Mar 26 - Mar 27

[](https://www.expedia.ca/Stephentown-Hotels-8-Mi-To-Jiminy-Peak-Resort-Mtn-View-Home-W-Deck.h122165421.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/90000000/89720000/89714400/89714351/w4000h2662x0y5-f1ed56ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/90000000/89720000/89714400/89714351/0ab9f2e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/90000000/89720000/89714400/89714351/4fb8018b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/90000000/89720000/89714400/89714351/7d4bb1aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere

[](https://www.expedia.ca/Hinsdale-Hotels-Beautiful-2-Bedroom-Loft-With-Hot-Tub-At-Lake-Ashmere.h89714351.Hotel-Information)

Hinsdale

9.8/10

Exceptional

(36 reviews)

"Amazing, peaceful, immaculately clean property. "

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

Cec C.

CA $281

CA $654 total

includes taxes & fees

Apr 1 - Apr 2

[](https://www.expedia.ca/Hinsdale-Hotels-Beautiful-2-Bedroom-Loft-With-Hot-Tub-At-Lake-Ashmere.h89714351.Hotel-Information)

![Family Apartment | Shared kitchen](https://images.trvl-media.com/lodging/124000000/123640000/123634000/123633917/84d1aa9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room dining](https://images.trvl-media.com/lodging/124000000/123640000/123634000/123633917/e93462e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![32-inch Smart TV with cable channels](https://images.trvl-media.com/lodging/124000000/123640000/123634000/123633917/0f8178d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![32-inch Smart TV with cable channels](https://images.trvl-media.com/lodging/124000000/123640000/123634000/123633917/a5cac82e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious Home in Troy

[](https://www.expedia.ca/Troy-Hotels-Spacious-Home-In-Troy.h123633917.Hotel-Information)

Troy

CA $257

CA $286 total

includes taxes & fees

Apr 6 - Apr 7

[](https://www.expedia.ca/Troy-Hotels-Spacious-Home-In-Troy.h123633917.Hotel-Information)

![Daily to-go breakfast for a fee](https://images.trvl-media.com/lodging/1000000/920000/911400/911313/7f42759d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/920000/911400/911313/b35035ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/920000/911400/911313/a8f10f60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, open 8:00 AM to 10:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/920000/911400/911313/3f592f94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Jiminy Peak Mountain Resort

[](https://www.expedia.ca/Hancock-Hotels-Jiminy-Peak-Mountain-Resort.h911313.Hotel-Information)

Hancock

8.2/10

Very good

(989 reviews)

"nice and clean, good customer service, but the room is smell. "

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

Huang

CA $203

CA $227 total

includes taxes & fees

Apr 23 - Apr 24

[](https://www.expedia.ca/Hancock-Hotels-Jiminy-Peak-Mountain-Resort.h911313.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106660000/106650400/106650307/bdc7550f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/107000000/106660000/106650400/106650307/3fc8dc3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, printers](https://images.trvl-media.com/lodging/107000000/106660000/106650400/106650307/811d3663.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/107000000/106660000/106650400/106650307/44aa4835.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

[](https://www.expedia.ca/Pittsfield-Hotels-3-Bedroom-Home-W-Lake-And-Mountain-Views-Near-Skiing.h106650307.Hotel-Information)

Pittsfield

7.8/10

Good

(7 reviews)

"The space was well situated to our plans, food,lake and hiking and very clean but smelled sooo strongly of dogs that we limited our time inside."

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

Liz V.

CA $370

CA $681 total

includes taxes & fees

Mar 27 - Mar 28

[](https://www.expedia.ca/Pittsfield-Hotels-3-Bedroom-Home-W-Lake-And-Mountain-Views-Near-Skiing.h106650307.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/91000000/90260000/90251100/90251080/6c6cf45f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/91000000/90260000/90251100/90251080/5dc2bebc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/91000000/90260000/90251100/90251080/e012bbab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90260000/90251100/90251080/12b81391.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Florida Mountain Log Cabin

[](https://www.expedia.ca/North-Adams-Hotels-Florida-Mountain-Log-Cabin.h90251080.Hotel-Information)

Florida

10/10

Exceptional

(4 reviews)

"Place was super clean. Beds were comfortable. Location was great."

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

Tristan e.

CA $217

CA $423 total

includes taxes & fees

Mar 26 - Mar 27

[](https://www.expedia.ca/North-Adams-Hotels-Florida-Mountain-Log-Cabin.h90251080.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/90000000/89810000/89806300/89806253/c8837e7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89810000/89806300/89806253/34fa691f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/90000000/89810000/89806300/89806253/5d0aa061.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/90000000/89810000/89806300/89806253/w1440h1084x0y1-9f76bc91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hancock Village Inn Near Jiminy Peak

[](https://www.expedia.ca/Pittsfield-Hotels-Hancock-Village-Inn-At-Jiminy-Peak.h89806253.Hotel-Information)

Hancock

10/10

Exceptional

(19 reviews)

"Amazing Inn. Cozy and everything we needed. "

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

Price F.

CA $866

CA $1,581 total

includes taxes & fees

Mar 31 - Apr 1

[](https://www.expedia.ca/Pittsfield-Hotels-Hancock-Village-Inn-At-Jiminy-Peak.h89806253.Hotel-Information)

![TV, fireplace](https://images.trvl-media.com/lodging/39000000/38110000/38105100/38105057/fe02096d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/39000000/38110000/38105100/38105057/125c9b45.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/39000000/38110000/38105100/38105057/0c31a1d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/39000000/38110000/38105100/38105057/0a2f485f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### A stunning, modern Lodge with rustic charm at June Farms!

[](https://www.expedia.ca/West-Sand-Lake-Hotels-A-Stunning.h38105057.Hotel-Information)

West Sand Lake

10/10

Exceptional

(5 reviews)

"2nd time staying at The Lodge , had a wonderful relaxing few days ! Enjoyed long walks , and the animals . The weather was perfect , couldn't have asked for anything more! Thank you !"

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

LisaL

CA $572

CA $1,040 total

includes taxes & fees

Mar 29 - Mar 30

[](https://www.expedia.ca/West-Sand-Lake-Hotels-A-Stunning.h38105057.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/102000000/101310000/101301800/101301745/30153bc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101310000/101301800/101301745/8d5d0ff1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/102000000/101310000/101301800/101301745/2c4a26d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/101310000/101301800/101301745/2650ddba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Taborton Harvest Boulder Pines Cabin in the woods

[](https://www.expedia.ca/Sand-Lake-Hotels-Cabin-In-The-Woods.h101301745.Hotel-Information)

Sand Lake

10/10

Exceptional

(14 reviews)

"My whole experience was just what I needed! Im in love with this place inspired me and my dog was in heaven 💛 "

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

Lea

CA $172

CA $252 total

includes taxes & fees

Mar 26 - Mar 27

[](https://www.expedia.ca/Sand-Lake-Hotels-Cabin-In-The-Woods.h101301745.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/120000000/119140000/119137900/119137863/125328cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119140000/119137900/119137863/212e3685.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/120000000/119140000/119137900/119137863/52e5c4b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/120000000/119140000/119137900/119137863/e73deee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Greylock Cabin

[](https://www.expedia.ca/North-Adams-Hotels-True-Cabin-In-The-Woods-New-Log-Cabin-With-View-Of-Mt-Greylock.h119137863.Hotel-Information)

Florida

10/10

Exceptional

(6 reviews)

"the hosts were great very helpful and pleasant"

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

Ron L.

CA $324

CA $556 total

includes taxes & fees

Mar 29 - Mar 30

[](https://www.expedia.ca/North-Adams-Hotels-True-Cabin-In-The-Woods-New-Log-Cabin-With-View-Of-Mt-Greylock.h119137863.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/94000000/93410000/93401900/93401870/0467e45d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/94000000/93410000/93401900/93401870/c7323063.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/94000000/93410000/93401900/93401870/e6030a12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/94000000/93410000/93401900/93401870/4fa6909a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### A spectacularly charming LAKE HOUSE on gorgeous Burden Lake!

[](https://www.expedia.ca/Averill-Park-Hotels-A-Spectacularly-Charming-LAKE-HOUSE-On-Gorgeous-Burden-Lake.h93401870.Hotel-Information)

Averill Park

10/10

Exceptional

(4 reviews)

"We had a wonderful family weekend at the lake house. Beautiful place to stay. Perfect for a family gathering."

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

KenD

CA $716

CA $1,387 total

includes taxes & fees

Mar 26 - Mar 27

[](https://www.expedia.ca/Averill-Park-Hotels-A-Spectacularly-Charming-LAKE-HOUSE-On-Gorgeous-Burden-Lake.h93401870.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/114000000/113780000/113777300/113777287/cd7fa5fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Bungalow | Living area](https://images.trvl-media.com/lodging/114000000/113780000/113777300/113777287/1e2d02da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Bungalow | Private kitchen](https://images.trvl-media.com/lodging/114000000/113780000/113777300/113777287/2d5c8478.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Bungalow](https://images.trvl-media.com/lodging/114000000/113780000/113777300/113777287/65ba1b08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Huttopia Berkshires 

[](https://www.expedia.ca/Williamstown-Hotels-Huttopia-Berkshires.h113777287.Hotel-Information)

Williamstown

9.4/10

Exceptional

(10 reviews)

"Healthy food too!"

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

GEORGINA

CA $232

CA $259 total

includes taxes & fees

Mar 29 - Mar 30

[](https://www.expedia.ca/Williamstown-Hotels-Huttopia-Berkshires.h113777287.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/100000000/99250000/99243600/99243554/8de4c71d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/100000000/99250000/99243600/99243554/6b5af50f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/100000000/99250000/99243600/99243554/06261f5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99250000/99243600/99243554/43b40eb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Near Tanglewood: Historic Summer Retreat

[](https://www.expedia.ca/New-Lebanon-Hotels-Near-Tanglewood-Historic-Summer-Retreat.h99243554.Hotel-Information)

New Lebanon

9.4/10

Exceptional

(26 reviews)

"Perfect cosy home to stay at for a Berkshire vacation. Easy to get to everything."

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

Paul S.

CA $178

CA $499 total

includes taxes & fees

Mar 29 - Mar 30

[](https://www.expedia.ca/New-Lebanon-Hotels-Near-Tanglewood-Historic-Summer-Retreat.h99243554.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/61000000/60770000/60763800/60763766/w907h683x58y0-59aad182.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books, printers](https://images.trvl-media.com/lodging/61000000/60770000/60763800/60763766/w919h683x60y0-f3238385.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/61000000/60770000/60763800/60763766/w524h683x260y0-f1656d72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/61000000/60770000/60763800/60763766/w507h683x259y0-1d5f8c7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### North Getaway Cottage

[](https://www.expedia.ca/Williamstown-Hotels-Vacation-Getaway-Or-Remote-Workschool-Location.h60763766.Hotel-Information)

Williamstown

9.2/10

Wonderful

(24 reviews)

"We stayed here on a beautiful fall weekend so that my son could tour William's college. It was perfect!"

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

Carole S.

CA $279

CA $617 total

includes taxes & fees

Mar 30 - Mar 31

[](https://www.expedia.ca/Williamstown-Hotels-Vacation-Getaway-Or-Remote-Workschool-Location.h60763766.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/102000000/101740000/101733900/101733845/dfd30b97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101740000/101733900/101733845/74627ad9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/102000000/101740000/101733900/101733845/c5241605.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/102000000/101740000/101733900/101733845/e51abd89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2-Bdr Apt In Town, By the Water

[](https://www.expedia.ca/Williamstown-Hotels-2-Bdr-Apt-In-Town.h101733845.Hotel-Information)

Williamstown

9.6/10

Exceptional

(12 reviews)

"wonderful apartment right in town."

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

Stuart S.

CA $165

CA $389 total

includes taxes & fees

Apr 9 - Apr 10

[](https://www.expedia.ca/Williamstown-Hotels-2-Bdr-Apt-In-Town.h101733845.Hotel-Information)

![TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/100000000/99410000/99407400/99407400/caa0ad88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/100000000/99410000/99407400/99407400/2cd54c4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![15 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/100000000/99410000/99407400/99407400/ca2ed981.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/100000000/99410000/99407400/99407400/856cedc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Berkshires farm, 30+ guests, 50 acres

[](https://www.expedia.ca/New-Lebanon-Hotels-Berkshires-Farm.h99407400.Hotel-Information)

New Lebanon

10/10

Exceptional

(1 review)

CA $1,287

CA $2,471 total

includes taxes & fees

Mar 26 - Mar 27

[](https://www.expedia.ca/New-Lebanon-Hotels-Berkshires-Farm.h99407400.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/123000000/122140000/122136900/122136838/c64df1b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, bed sheets](https://images.trvl-media.com/lodging/123000000/122140000/122136900/122136838/a0875211.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/123000000/122140000/122136900/122136838/4b9dab09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/123000000/122140000/122136900/122136838/edf0cab4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Penthouse Apartment on Park Street

[](https://www.expedia.ca/Adams-Hotels-Penthouse-Apartment-On-Park-Street.h122136838.Hotel-Information)

Adams

9.6/10

Exceptional

(14 reviews)

"Clean property, easy check in, and the owner was super communicative. "

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

Amanda W.

CA $200

CA $386 total

includes taxes & fees

Mar 26 - Mar 27

[](https://www.expedia.ca/Adams-Hotels-Penthouse-Apartment-On-Park-Street.h122136838.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.

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## Find vacation rentals that suit your style

Aparthotels

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Apartments

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Villas

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Cabins

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Condos

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Private vacation homes

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Cottages

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Chalets

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## Top Cherry Plain Hotel Reviews

![Best Western Plus Berkshire Hills Inn & Suites](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/0e628046_y.jpg)

### Best Western Plus Berkshire Hills Inn & Suites

8/10 Good

"Staff was very accommodating. Room was ok but toilet didn’t flush without the water constantly running. Shower gel, shampoo & condition bottles were all empty in the shower. Had to call for new ones. "

[](https://expedia.ca/Pittsfield-Hotels-Best-Western-Plus-Berkshire-Hills-Inn-Suites.h789964.Hotel-Information)

![Comfort Inn & Suites East Greenbush - Albany](https://images.trvl-media.com/lodging/2000000/1060000/1052400/1052319/f6e88d04_y.jpg)

### Comfort Inn & Suites East Greenbush - Albany

6/10 Okay

"Ok"

[](https://expedia.ca/Albany-Hotels-Comfort-Inn-Suites-East-Greenbush-Albany.h1052319.Hotel-Information)

![Berkshire Mountain Lodge](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/5b83802a_y.jpg)

### Berkshire Mountain Lodge

10/10 Excellent

"very clean and friendly staff"

[](https://expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information)

![Courtyard by Marriott Albany Troy/Waterfront](https://images.trvl-media.com/lodging/28000000/27610000/27606400/27606331/7a062368_y.jpg)

### Courtyard by Marriott Albany Troy/Waterfront

10/10 Excellent

"Great facility "

[](https://expedia.ca/Albany-Hotels-Courtyard-By-Marriott-Albany-TroyWaterfront.h27606331.Hotel-Information)

![The Porches Inn at Mass MoCA](https://images.trvl-media.com/lodging/8000000/7670000/7662400/7662392/66dde072_y.jpg)

### The Porches Inn at Mass MoCA

8/10 Good

"It was a great stay at a place that was a cut above the usual hotel stay. Breakfast was provided but we only ate there 1 day for we wanted to experience things away from the place. There are many delicious places to eat for breakfast so try it. The location was perfect allowing for walking around whether to MOCA or finding other shops. While we didn’t bring our dog along this time, perhaps we will next time. "

[](https://expedia.ca/North-Adams-Hotels-The-Porches-Inn.h7662392.Hotel-Information)

![Holiday Inn & Suites Pittsfield-Berkshires by IHG](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/a50a3d54_y.jpg)

### Holiday Inn & Suites Pittsfield-Berkshires by IHG

10/10 Excellent

"Staff was pleasant! Clean and the restaurant was excellent!"

[](https://expedia.ca/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information)

![Hotel Downstreet, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/10000/3000/2943/d239029a_y.jpg)

### Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent

"Great location. Within walking distance to MOCA, and a few restaurants that were open during our stay. The town is post industrial and post manufacturing. Walking around MOCA is a wonderful experience in itself as much of the history of the building and surrounding area comes alive and is fascinating.The exercise room is small. Not crowded. The pool was in use most of the time we were there as the pool is used for children's swimming lessons. We didn't want to use the hot tub with a bunch of kids and parents splashing around. Good staff and very responsive. "

[](https://expedia.ca/North-Adams-Hotels-Holiday-Inn-Berkshires.h2943.Hotel-Information)

![The Williams Inn](https://images.trvl-media.com/lodging/36000000/35660000/35658800/35658765/e381d7f2_y.jpg)

### The Williams Inn

10/10 Excellent

"Completely comfortable. Excellent restaurant. "

[](https://expedia.ca/Williamstown-Hotels-The-Williams-Inn.h35658765.Hotel-Information)

![The Yankee, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c_y.jpg)

### The Yankee, Trademark Collection by Wyndham

10/10 Excellent

"Great property to stay - clean comfortable and close to many attractions in the Berkshire area"

[](https://expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information)

## Find out more about Cherry Plain

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 Cherry Plain. 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 Cherry Plain ](https://expedia.ca/Cherry-Plain-Private-Vacation-Homes.d553248635975873940-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in Cherry Plain ](https://expedia.ca/Cherry-Plain-Apartments.d553248635975873940-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Cherry Plain ](https://expedia.ca/Cherry-Plain-Cottages.d553248635975873940-aaCottages.Travel-Guide-Accommodation)
- [Condo Rentals in Cherry Plain ](https://expedia.ca/Cherry-Plain-Condos.d553248635975873940-aaCondos.Travel-Guide-Accommodation)
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- [B&B in Cherry Plain ](https://expedia.ca/Cherry-Plain-Bed-And-Breakfast.d553248635975873940-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Farmstay in Cherry Plain ](https://expedia.ca/Cherry-Plain-Agritourism.d553248635975873940-aaAgritourism.Travel-Guide-Accommodation)
- [Cabin Rentals in Cherry Plain ](https://expedia.ca/Cherry-Plain-Cabins.d553248635975873940-aaCabins.Travel-Guide-Accommodation)
- [Chalets in Cherry Plain ](https://expedia.ca/Cherry-Plain-Chalets.d553248635975873940-aaChalets.Travel-Guide-Accommodation)
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## Frequently asked questions

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