Title: Cherry Plain Vacation Rentals from $141: Search Short-Term Rentals | Expedia.com

[Hotels in Cherry Plain](https://expedia.com/Cherry-Plain-Hotels.d553248635975873940.Travel-Guide-Hotels)[Car Rentals in Cherry Plain](https://expedia.com/Car-Rentals-In-Cherry-Plain.d553248635975873940.Car-Rental-Guide)[Cherry Plain Vacation Packages](https://expedia.com/Cherry-Plain.d553248635975873940.Destination-Travel-Guides)

![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/32a5a1b7-682e-4c22-a8ab-4b736795e0ea/expedia_fallback.webp?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Feb 20 - Feb 22](https://www.expedia.com/Hotel-Search?regionId=553248635975873940&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=553248635975873940&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=553248635975873940&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=553248635975873940&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)

## 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)

![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/03675fdd.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)

### Vacation Village in the Berkshires

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

Williamstown

8.8/10

Excellent

(2,231 reviews)

"I great place to stay!!"

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

Maricel

$126 nightly

$141 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.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/a8f10f60.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)

![2 bars/lounges](https://images.trvl-media.com/lodging/1000000/920000/911400/911313/71df138f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Jiminy Peak Mountain Resort

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

$189 nightly

$211 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Hancock-Hotels-Jiminy-Peak-Mountain-Resort.h911313.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](https://images.trvl-media.com/lodging/114000000/113780000/113777300/113777287/65ba1b08.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)

### Huttopia Berkshires 

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

Williamstown

9.4/10

Exceptional

(8 reviews)

"Healthy food too!"

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

GEORGINA

$168 nightly

$188 total

Mar 8 - Mar 9

Total with taxes and fees

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89720000/89714400/89714351/669a10ae.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)

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

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

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

$459 nightly

$513 total

Mar 2 - Mar 3

Total with taxes and fees

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102620000/102613300/102613211/2c6abeb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/103000000/102620000/102613300/102613211/cfbd9c10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102620000/102613300/102613211/9fc1ab0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102620000/102613300/102613211/d7345ff1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Taborton Harvest Timber Trails Unique cabin experience

[](https://www.expedia.com/Sand-Lake-Hotels-Taborton-Harvest-Timber-TrailsUnique-Cabin-Experience.h102613211.Hotel-Information)

Sand Lake

10/10

Exceptional

(1 review)

"The cabin was exactly what my daughter and I were looking for. Everything was clean, organized and family friendly. A bonus was the property connects to Bessie Woods and we were able to go for a hike on the trails without even having to leave the property. If you love quiet and the sounds of nature, this is the perfect place for you. We can’t wait to stay there again soon."

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

Georgia M.

$165 nightly

$183 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Sand-Lake-Hotels-Taborton-Harvest-Timber-TrailsUnique-Cabin-Experience.h102613211.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)

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

![Outdoor dining](https://images.trvl-media.com/lodging/91000000/90260000/90251100/90251080/972c3b08.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.com/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.

$318 nightly

$341 total

Feb 16 - Feb 17

Total with taxes and fees

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

![Exterior](https://images.trvl-media.com/lodging/90000000/89510000/89505500/89505416/d4e277cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, toaster](https://images.trvl-media.com/lodging/90000000/89510000/89505500/89505416/604150ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/90000000/89510000/89505500/89505416/31ffedca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/90000000/89510000/89505500/89505416/3e8858f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Getaway Near Mass MoCA, Great Hiking, Scenic Views

[](https://www.expedia.com/Stamford-Hotels-Getaway-Near-Mass-MoCA.h89505416.Hotel-Information)

Stamford

10/10

Exceptional

(28 reviews)

"Nice property for a quick and simple check-in. Near MassMOCA, the Clark Art Institute and much more."

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

Mario R.

$128 nightly

$143 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Stamford-Hotels-Getaway-Near-Mass-MoCA.h89505416.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/120000000/119140000/119137900/119137863/f2b309c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/120000000/119140000/119137900/119137863/c5e9caf1.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/c910a979.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119140000/119137900/119137863/fa499ab5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Greylock Cabin

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

Florida

10/10

Exceptional

(5 reviews)

"Wonderful view, peaceful quiet area, cosy cabin."

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

Anonymous traveler

$350 nightly

$376 total

Mar 3 - Mar 4

Total with taxes and fees

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

![Exterior](https://images.trvl-media.com/lodging/123000000/122140000/122136900/122136838/12dc02ba.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)

![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)

### Penthouse Apartment on Park Street

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

$252 nightly

$281 total

Feb 9 - Feb 10

Total with taxes and fees

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

![Outdoor dining](https://images.trvl-media.com/lodging/102000000/101740000/101733900/101733841/53935e7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101740000/101733900/101733841/7239287a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/102000000/101740000/101733900/101733841/c3b9e910.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/102000000/101740000/101733900/101733841/751785ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Downtown | Waterfront | Walk to Shops

[](https://www.expedia.com/Williamstown-Hotels-Downtown-Waterfront-Walk-To-Shops.h101733841.Hotel-Information)

Williamstown

10/10

Exceptional

(7 reviews)

"Perfect setup for anyone visiting Williamstown."

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

Michael P.

$257 nightly

$289 total

Feb 18 - Feb 19

Total with taxes and fees

[](https://www.expedia.com/Williamstown-Hotels-Downtown-Waterfront-Walk-To-Shops.h101733841.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/125000000/124020000/124014400/124014382/ec2d4d77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/125000000/124020000/124014400/124014382/5f67b57c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/125000000/124020000/124014400/124014382/0789534a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/125000000/124020000/124014400/124014382/cbafac8b_edited_20ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mountain Getaway Suite Ski OnOff Jiminy Peak - Fully Redone Decor

[](https://www.expedia.com/Hancock-Hotels-Mountain-Getaway-Suite-Ski-OnOff-Jiminy-Peak-Fully-Redone-Decor.h124014382.Hotel-Information)

Hancock

10/10

Exceptional

(2 reviews)

"The host communicated everything and ensured we had all the necessary information for our arrival. The room was super clean and everything was new. Really enjoyed our stay and had plenty of room and closets for storage. Would definitely stay again and truly a premiere host!! Angelica "

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

Jeffrey R.

$247 nightly

$276 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Hancock-Hotels-Mountain-Getaway-Suite-Ski-OnOff-Jiminy-Peak-Fully-Redone-Decor.h124014382.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) | 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) | 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/c1a3192b.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.com/Stephentown-Hotels-8-Mi-To-Jiminy-Peak-Resort-Mtn-View-Home-W-Deck.h122165421.Hotel-Information)

Stephentown

$499 nightly

$554 total

Feb 9 - Feb 10

Total with taxes and fees

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

![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)

![TV, offices](https://images.trvl-media.com/lodging/102000000/101740000/101733900/101733845/26d89405.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Williamstown

9.6/10

Exceptional

(11 reviews)

"Clean, close to town, very convenient. On a busy road, so just be aware of that. But overall a good place to stay. "

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

Brian L.

$244 nightly

$274 total

Mar 1 - Mar 2

Total with taxes and fees

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

![Outdoor dining](https://images.trvl-media.com/lodging/46000000/45480000/45471500/45471406/f020a98b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/46000000/45480000/45471500/45471406/32848e1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/46000000/45480000/45471500/45471406/d0b6023a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/46000000/45480000/45471500/45471406/4c69da5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### New Studio In Town, By the Water

[](https://www.expedia.com/Williamstown-Hotels-New-Studio-In-Town.h45471406.Hotel-Information)

Williamstown

10/10

Exceptional

(10 reviews)

"Great location, we really enjoyed our stay! "

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

Lydia J.

$236 nightly

$265 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Williamstown-Hotels-New-Studio-In-Town.h45471406.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/113000000/112620000/112619100/112619076/e67896be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112620000/112619100/112619076/fe676105.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/113000000/112620000/112619100/112619076/26d4c402.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/113000000/112620000/112619100/112619076/3d396b42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 3-bedroom Cabin for nature lovers

[](https://www.expedia.com/Stephentown-Hotels-Charming-3-Bedroom-Cabin-For-Nature-Lovers.h112619076.Hotel-Information)

Stephentown

7.0/10

Good

(2 reviews)

"It’s a duplex, half of an old farm house. The bedrooms are all up a steep staircase to the second floor. The only bathroom is on the main floor with the kitchen and LR. It was clean but had a mild old house smell. It’s out in the country with a great view from the enclosed porch and the open deck. The kitchen was well stocked with appliances and everything worked. It needs more seating and lights in the LR. "

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

Bill B.

$265 nightly

$294 total

Feb 10 - Feb 11

Total with taxes and fees

[](https://www.expedia.com/Stephentown-Hotels-Charming-3-Bedroom-Cabin-For-Nature-Lovers.h112619076.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/41000000/40230000/40226600/40226569/c4a5d927.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/41000000/40230000/40226600/40226569/929abf3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/41000000/40230000/40226600/40226569/fc1c3458.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, books](https://images.trvl-media.com/lodging/41000000/40230000/40226600/40226569/ba382757.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!

[](https://www.expedia.com/Hoosick-Falls-Hotels-Cozy-Ski-Retreat-With-New-Pet-Yard-And-Many-Upgrades-Close-To-3-Ski-Areas.h40226569.Hotel-Information)

Hoosick Falls

9.8/10

Exceptional

(102 reviews)

"The host was very responsive and helpful. The property itself was also fantastic, with plenty of amenities and kept very clean."

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

Jon

$280 nightly

$311 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Hoosick-Falls-Hotels-Cozy-Ski-Retreat-With-New-Pet-Yard-And-Many-Upgrades-Close-To-3-Ski-Areas.h40226569.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/101000000/100960000/100959100/100959022/9c2c97d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100960000/100959100/100959022/917cabfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/101000000/100960000/100959100/100959022/0bb2009d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100960000/100959100/100959022/27a0e81a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Berkshires Apartment at the Stephentown Hotel

[](https://www.expedia.com/Stephentown-Hotels-Berkshires-Apartment-At-The-Stephentown-Hotel.h100959022.Hotel-Information)

Stephentown

10/10

Exceptional

(3 reviews)

"Dillon was very helpful and detailed in his communication and the apartment was as advertised. We loved the small deck to enjoy our morning coffee. The kitchen setup was helpful as well."

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

Matt E.

$209 nightly

$223 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Stephentown-Hotels-Berkshires-Apartment-At-The-Stephentown-Hotel.h100959022.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113120000/113111300/113111206/c506daec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/114000000/113120000/113111300/113111206/906a0ff7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/114000000/113120000/113111300/113111206/1a672832.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/114000000/113120000/113111300/113111206/821d461c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Upstate Lakefront 2BR Retreat with Kayaks & Fireplace

[](https://www.expedia.com/Nassau-Hotels-Very-Cozy-Clean-Lakefront-House-Near-To-Everything-Hiking.h113111206.Hotel-Information)

Nassau

10/10

Exceptional

(2 reviews)

"Cozy home on the lake."

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

Terry O.

$291 nightly

$322 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Nassau-Hotels-Very-Cozy-Clean-Lakefront-House-Near-To-Everything-Hiking.h113111206.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/99000000/98520000/98512800/98512708/bae121bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/99000000/98520000/98512800/98512708/c5fd4f84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player, books](https://images.trvl-media.com/lodging/99000000/98520000/98512800/98512708/69ce761a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/99000000/98520000/98512800/98512708/ffe021cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor

[](https://www.expedia.com/Hancock-Hotels-Must-See-Pirate-Suite-Ski-OnOff-Jiminy-Mtn-View-Fully-Redone-Decor.h98512708.Hotel-Information)

Hancock

10/10

Exceptional

(5 reviews)

"It was great experience and we loved the ammenities."

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

Carrie C.

$247 nightly

$276 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Hancock-Hotels-Must-See-Pirate-Suite-Ski-OnOff-Jiminy-Mtn-View-Fully-Redone-Decor.h98512708.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=2026-02-22&endDate=2026-02-23&regionId=553248635975873940&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cabins

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Villas

[](https://www.expedia.com/Hotel-Search?destination=Cherry+Plain%2C+New+York%2C+United+States+of+America&regionId=553248635975873940&latLong=42.631126%2C-73.358491&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=VILLA)

Apartments

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Private vacation homes

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Condos

[](https://www.expedia.com/Hotel-Search?destination=Cherry+Plain%2C+New+York%2C+United+States+of+America&regionId=553248635975873940&latLong=42.631126%2C-73.358491&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=CONDO)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Cherry+Plain%2C+New+York%2C+United+States+of+America&regionId=553248635975873940&latLong=42.631126%2C-73.358491&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=COTTAGE)

Chalets

[](https://www.expedia.com/Hotel-Search?destination=Cherry+Plain%2C+New+York%2C+United+States+of+America&regionId=553248635975873940&latLong=42.631126%2C-73.358491&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=CHALET)

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## Top Cherry Plain Hotel Reviews

![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

"The staff is very helpful, and always willing to assist with any inquiries. The room was definitely clean and well-stocked throughout our entire stay."

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

![Vacation Village in the Berkshires](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/012d1fc0_y.jpg)

### Vacation Village in the Berkshires

10/10 Excellent

"Spacious 2 bed 2 bath!"

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

![Hampton Inn & Suites Albany-East Greenbush](https://images.trvl-media.com/lodging/16000000/15730000/15725300/15725242/24123a32_y.jpg)

### Hampton Inn & Suites Albany-East Greenbush

10/10 Excellent

"Staff and room were great"

[](https://expedia.com/Albany-Hotels-Hampton-Inn-Suites-Albany-East-Greenbush.h15725242.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

"Very clean, great staff!"

[](https://expedia.com/Albany-Hotels-Courtyard-By-Marriott-Albany-TroyWaterfront.h27606331.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

"Rooms were clean and spacious. Our room had 2 queen beds and they easily accommodated 2 of us and our late teen children. It's only 20 minutes from Jiminy Peak skiing area. There are several breakfast and food places nearby. "

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

![Best Western Plus Franklin Square Inn Troy/Albany](https://images.trvl-media.com/lodging/1000000/460000/459800/459800/4211d1c1_y.jpg)

### Best Western Plus Franklin Square Inn Troy/Albany

10/10 Excellent

"Very comfortable and very close to everything "

[](https://expedia.com/Albany-Hotels-Best-Western-Plus-Franklin-Square-Inn-TroyAlbany.h459800.Hotel-Information)

![Berkshires Untold](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/c29ce633_y.jpg)

### Berkshires Untold

10/10 Excellent

"loved "

[](https://expedia.com/Lenox-Hotels-Berkshires-Untold.h76297618.Hotel-Information)

![Berkshire Mountain Lodge](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019_y.jpg)

### Berkshire Mountain Lodge

10/10 Excellent

"Room was clean and nicely equipped with kitchen. Will return if the future. "

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

![Hotel Downstreet, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/10000/3000/2943/73bb1216_y.jpg)

### Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent

"Room was cozy and clean. Staff was very responsive and courteous. The entire place was great from location to feel."

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

## Find out more about Cherry Plain

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

**Cherry Plain vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Cherry Plain. 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 Cherry Plain 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 $141 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 Cherry Plain rentals**

At Expedia, we put the best Cherry Plain 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 Cherry Plain 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 Cherry Plain 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 Cherry Plain. 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 Cherry Plain ](https://expedia.com/Cherry-Plain-Private-Vacation-Homes.d553248635975873940-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in Cherry Plain ](https://expedia.com/Cherry-Plain-Apartments.d553248635975873940-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Cherry Plain ](https://expedia.com/Cherry-Plain-Cottages.d553248635975873940-aaCottages.Travel-Guide-Accommodation)
- [Condo Rentals in Cherry Plain ](https://expedia.com/Cherry-Plain-Condos.d553248635975873940-aaCondos.Travel-Guide-Accommodation)
- [Resorts in Cherry Plain ](https://expedia.com/Cherry-Plain-Resorts.d553248635975873940-aaResorts.Travel-Guide-Accommodation)
- [Motels in Cherry Plain ](https://expedia.com/Cherry-Plain-Motels.d553248635975873940-aaMotels.Travel-Guide-Accommodation)
- [B&B in Cherry Plain ](https://expedia.com/Cherry-Plain-Bed-And-Breakfast.d553248635975873940-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Farmstay in Cherry Plain ](https://expedia.com/Cherry-Plain-Agritourism.d553248635975873940-aaAgritourism.Travel-Guide-Accommodation)
- [Cabin Rentals in Cherry Plain ](https://expedia.com/Cherry-Plain-Cabins.d553248635975873940-aaCabins.Travel-Guide-Accommodation)
- [Chalets in Cherry Plain ](https://expedia.com/Cherry-Plain-Chalets.d553248635975873940-aaChalets.Travel-Guide-Accommodation)
- [Aparthotels in Cherry Plain ](https://expedia.com/Cherry-Plain-Apart-Hotels.d553248635975873940-aaApartHotels.Travel-Guide-Accommodation)
- [Guest Houses in Cherry Plain ](https://expedia.com/Cherry-Plain-Guest-Houses.d553248635975873940-aaGuestHouses.Travel-Guide-Accommodation)
- [Lodges in Cherry Plain ](https://expedia.com/Cherry-Plain-Lodges.d553248635975873940-aaLodges.Travel-Guide-Accommodation)
- [RV Parks in Cherry Plain ](https://expedia.com/Cherry-Plain-RV-Parks.d553248635975873940-aaRVParks.Travel-Guide-Accommodation)
- [Inns in Cherry Plain ](https://expedia.com/Cherry-Plain-Inns.d553248635975873940-aaInns.Travel-Guide-Accommodation)
- [Villas in Cherry Plain ](https://expedia.com/Cherry-Plain-Villas.d553248635975873940-aaVillas.Travel-Guide-Accommodation)
- [Condo Resorts in Cherry Plain ](https://expedia.com/Cherry-Plain-Condominium-Resort.d553248635975873940-aaCondominiumResort.Travel-Guide-Accommodation)
- [Castles in Cherry Plain ](https://expedia.com/Cherry-Plain-Castles.d553248635975873940-aaCastles.Travel-Guide-Accommodation)

## Frequently asked questions

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