Skip to content
)
Enter dates and number of guests to see the total price per night. Tourism taxes may be added.

109 places to stay

Entire house
Dancing Horse Lodge
6 guests3 bedrooms3 beds1 bath
WifiKitchenAir conditioning
SUPERHOST
Private room
Pittsfield cute airy queen bed room w sitting area
2 guests1 bedroom1 bed1 shared bath
WifiKitchenAir conditioning
Includes cancellation flexibility
Private room
Equestrian retreat
4 guests2 bedrooms2 beds1 bath
WifiIndoor fireplaceAir conditioning
Includes cancellation flexibility
SUPERHOST
Entire house
Spacious Duplex in Heart of the Berkshires
4 guests2 bedrooms2 beds1.5 baths
WifiKitchenIndoor fireplaceAir conditioning
Includes cancellation flexibility
SUPERHOST
Private room
Large guest suite w/private bath in the Berkshires
3 guests1 bedroom2 beds1 private bath
WifiKitchenAir conditioning
Includes cancellation flexibility
Room in boutique hotel
Lodge: Room 202 - Apple Tree Inn
4 guests1 bedroom1 bed1 private bath
WifiAir conditioning
Private room
Queen Room w/Private Bath in Quiet Berkshires Home
2 guests1 bedroom1 bed1 private bath
WifiAir conditioning
Includes cancellation flexibility
Private room
High Gables in Lebanon Springs breakfast included.
2 guests1 bedroom1 bed1 shared bath
Wifi
Includes cancellation flexibility
SUPERHOST
Private room
In town charming artist's home
2 guests1 bedroom1 bed1 shared bath
WifiAir conditioning
Includes cancellation flexibility
Private room
Shaker Mill Falls Premium # 2 - Rm 9
3 guests1 bedroom2 beds1.5 baths
WifiKitchenIndoor fireplaceAir conditioning
Includes cancellation flexibility
Private room
Room 7: Leighton Rollins Room - Apple Tree Inn
3 guests1 bedroom1 bed1 shared bath
WifiAir conditioning
SUPERHOST
Entire guest suite
Star Gazer Farm
2 guests1 bedroom1 bed1 bath
WifiKitchenIndoor fireplaceAir conditioning
Includes cancellation flexibility
SUPERHOST
Private room
Berkshires “Cottage” Edmister House The Arden Room
2 guests1 bedroom1 bed1 private bath
WifiKitchenIndoor fireplaceAir conditioning
Includes cancellation flexibility
SUPERHOST
Private room
Garden-View Room @ Cape Serenity Guesthouse
2 guests1 bedroom1 bed1 shared bath
WifiIndoor fireplaceAir conditioning
Includes cancellation flexibility
Entire house
BEAUTIFUL 4BDRM COLONIAL HOME Berkshire getaway
7 guests4 bedrooms4 beds2 baths
WifiKitchen
Room in boutique hotel
Lodge: Room 104 - Apple Tree Inn
4 guests1 bedroom1 bed1 bath
WifiAir conditioning
Private room
The Lace House Blue Room Single
1 guest1 bedroom1 bed1 shared bath
WifiKitchenAir conditioning
Includes cancellation flexibility
SUPERHOST
Private room
1760 Nat'l Historic Register Farm House w/Views
3 guests2 bedrooms2 beds1 private bath
WifiIndoor fireplaceAir conditioning
Includes cancellation flexibility
Private room
Shaker Mill Falls Economy # 5 - Rm 20b
5 guests1 bedroom2 beds1.5 baths
WifiKitchenIndoor fireplaceAir conditioning
Includes cancellation flexibility
SUPERHOST
Private room
Twin-Peeks Room @ Cape Serenity Guesthouse
2 guests1 bedroom2 beds1 shared bath
WifiAir conditioning
Includes cancellation flexibility
120 of 109 places to stay
Enter dates to see full pricing. Additional fees apply. Taxes may be added.