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Vacation rentals in Cherry Plain

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Top-rated vacation rentals in Cherry Plain

Guests agree: these stays are highly rated for location, cleanliness, and more.

Rental unit in Stephentown
2 Bed Berkshire Getaway minutes to Jiminy Peak Ski
Welcome to the historic Stephentown Hotel! The apartment was remodeled in 2023. We are located minutes away from Jiminy Peak Ski Resort in the world famous Berkshire Mountains! Right on the NY / MASS border in beautiful Stephentown. Surrounded by nature and serenity. Beautiful 2 bedroom apartment with a private entrance, fire pit, BBQ and old fashion popcorn machine on site! Every stay includes water bottles, granola bars, oatmeal packets, coffee and tea! Parking right in front.
$88 per night
Rental unit in New Lebanon
Folk Art Studio: 1-bedroom near the Berkshires
Peaceful and characterful 1-bedroom apartment that's part of a Victorian house from 1830. We call it the Folk Art Studio because it has a primitive, imperfect, colorful feel, but is also very comfortable and quite modern. Fully stocked kitchen, bath with tub, washer-dryer, work space, good wifi, lovely living room, round dining table, and private garden access. It's on a quiet country road that offers historic houses and fantastic access to the Berkshires.
$99 per night
Rental unit in Petersburg
The Beer Diviner Brewery Apartment
Whole upstairs space 14 x 28 feet, small bathroom with claw foot tub and shower, twin and a full size bed, High def TV with blu ray movies, private deck, small fridge and microwave, complimentary tea and coffee (no breakfast). Complimentary pint downstairs at the brewery and taproom. Located in a private setting in a hollow in the Taconic Mountains
$75 per night

Other great vacation rentals in Cherry Plain

Cottage in New Lebanon
The Writer's Cottage
$115 per night
Cabin in Stephentown
Cabin in the woods w cedar Hot Tub + private pond
$200 per night
Rental unit in Canaan
Mountain View Getaway
$95 per night
Guesthouse in Petersburg
The red tower- star gazing retreat
$71 per night
Cabin in Petersburg
Cozy Retreat in the Trees
$105 per night
Guest suite in Stephentown
1 Bedroom Farmhouse Suite - 5 Mins to Jiminy Peak
$150 per night
Cottage in Averill Park
Cozy cottage with pool, walking distance to lake
$218 per night
Rental unit in New Lebanon
Airy apartment at the old boarding house
$105 per night
Cottage in New Lebanon
Carriage house suite in heart of the Berkshires
$141 per night
Cabin in Canaan
Rustic Barn Studio Apartment
$145 per night
Private room in Nassau
Comfortable private space 1 to 2 rooms and bath
$41 per night
Private room in Troy
Modern bedroom in newly renovated flat.
$35 per night

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