Accommodations and places to stay in The Berkshires

Search among 282 available lodgings in The Berkshires from 50+ providers

Destination
Where do you want to go?
Check-in
Select date
Check-out
Select date
Rooms and Guests2 Guests, 1 room
We’ll open Booking.com in a new tab for fair comparison.
0Filter & Sort
View map
161-180 out of 282
Modern Berkshires Farmhouse W Porch Fireplace Views Beaver Creek By AvantstayHoliday home
Select
The Greylock CabinHoliday home
Select
New Milford Home 29 Mi To Lime Rock Park!Holiday home
Select
Elegant 7Br Estate With Pool & Hot Tub In BerkshiresHoliday home
Select
Quiet All-Season Creekside Escape In Upstate!Holiday home
Select
The Allen HouseApartment
8.5
Great2 total reviews
our site & Booking.com
Select
Buttonball InnHotel
5.0
Needs improvement1 total review
our site & Booking.com
Select
Beautiful House In The Woods, Huge Yard, Hot TubHoliday home
Select
The Kent Collection - The Garden CottagesHoliday home
9.0
Perfect1 total review
our site & Booking.com
Select
Gunn Brook Mountain HouseHoliday home
Select
Brand New Barn HouseHoliday home
10.0
Perfect3 total reviews
our site & Booking.com
Select
Longpond Farm House And LoftHoliday home
Select
Longpond Cellars And Farms 40Acre EstateHoliday home
Select
1 Mi To Vineyard Serene Berkshires Country EscapeHoliday home
10.0
Perfect1 total review
our site & Booking.com
Select
Tolland Lake Escape Kayaks Deck And Nature TrailsHoliday home
Select
Berkshire Vacation Rentals 1900S Factory Turned Modern Berkshires RetreatHoliday home
Select
Luxury Jiminy Ski On Off Village Ctr Condo Sleeps4Apartment
7.5
Very good2 total reviews
our site & Booking.com
Select
2 Mi To Norman Rockwell Museum Stockbridge Apt!Apartment
8.0
Great1 total review
our site & Booking.com
Select
Steps To Downtown Stockbridge Home With Patio!Holiday home
8.0
Great1 total review
our site & Booking.com
Select
Cottage In The WoodsHoliday home
9.0
Perfect1 total review
our site & Booking.com
Select
Show more