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Over 1,000 places in Cherry Plain

Display total price
Includes all fees, before taxes
Apartment in Petersburg
The Beer Diviner Brewery Apartment
2 beds
Jul 13 – 18
$75 per night
Home in Stephentown
Pets Welcome! Private country home
2 beds
Jun 12 – 17
$101 per night
Cabin in Stephentown
Cabin in the woods w cedar Hot Tub + private pond
2 queen beds
Jun 5 – 10
$207 per night, originally $253
Superhost
Apartment in West Sand Lake
Lake house with beautiful view!
3 beds
Jun 6 – 11
$155 per night
Chalet in Averill Park
A Hidden Sparrow
4 beds
Jun 3 – 8
$340 per night
Superhost
Home in Sand Lake
Enchanting Modern Farmhouse with Picturesque Views
6 beds
Jun 26 – Jul 1
$319 per night, originally $387
Superhost
Yurt in Stephentown
Off Grid Yurt Right By The Best of The Berkshires
2 beds
Jun 12 – 17
$111 per night
Superhost
Apartment in Stephentown
2 Bed Berkshire Getaway @ Stephentown Hotel
4 beds
Jun 11 – 16
$110 per night
Superhost
Cabin in Sand Lake
"The Cabin" - Cozy & Rustic Home (Averill Park)
4 beds
Jun 3 – 10
$208 per night, originally $285
Home in Sand Lake
Tobler's Retreat
5 beds
Jun 26 – Jul 1
$225 per night
Home in Berlin
Four Season Retreat
3 beds
Jul 10 – 15
$254 per night
Superhost
Apartment in New Lebanon
Folk Art Studio: 1-bedroom near the Berkshires
2 beds
Jun 3 – 10
$99 per night
Superhost
Farm stay in Averill Park
Modern Country Farmhouse, Walking Distance to Lake
4 beds
Sep 1 – 6
$191 per night, originally $239
Superhost
Home in Stephentown
A MAGIC SPOT: Booking Spring, Summer 2023 now.
5 beds
Jun 5 – 10
$200 per night
Cabin in East Nassau
Creek-side Blue Cabin with private forest
2 queen beds
Jun 4 – 9
$179 per night, originally $226
Apartment in New Lebanon
Airy apartment at the old boarding house
3 beds
Jun 3 – 8
$105 per night
Superhost
Home in Hudson
Hudson wooded getaway
1 bed
Jun 16 – 21
$200 per night
Superhost
Cottage in New Lebanon
Stylish Working Farm Cottage
4 beds
Jun 18 – 24
$159 per night, originally $179
Superhost