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300+ stays

Stays in Pittsfield

More than 3,300 guests have stayed in Pittsfield.
On average they rated their stays 4.9 out of 5 stars.
Entire house
Honeysuckle Rose Cottage
4 guests2 bedrooms2 beds1 bath
WifiKitchenHeating
Price:$71 / night
SUPERHOST
Entire apartment
HawksNest: quiet 2BR apt, heart of the Berkshires
4 guests2 bedrooms2 beds1.5 baths
WifiKitchenHeating
Includes cancellation flexibility
Price:$67 / night
SUPERHOST
Private room
Sharon's place 15
2 guests1 bedroom1 bed1 bath
WifiKitchenHeating
Includes cancellation flexibility
Price:$29 / night
SUPERHOST
Private room
Private Room and Bathroom - Clean and Spacious
2 guests1 bedroom1 bed1.5 baths
WifiKitchenHeating
Price:$48 / night
SUPERHOST
Private room
Large guest suite w/private bath in the Berkshires
3 guests1 bedroom2 beds1 private bath
WifiKitchenHeating
Includes cancellation flexibility
Price:$50 / night
Entire house
Dancing Horse Lodge
6 guests3 bedrooms3 beds1 bath
WifiKitchenHeating
Price:$71 / night
SUPERHOST
Entire house
Spacious Duplex in Heart of the Berkshires
4 guests2 bedrooms2 beds1.5 baths
WifiKitchenHeatingIndoor fireplace
Includes cancellation flexibility
Price:$105 / night
SUPERHOST
Entire apartment
Sharon's Place 5 Pet, and 420 friendly!!!!!!
2 guests1 bedroom2 beds1 bath
WifiKitchenHeating
Includes cancellation flexibility
Price:$43 / night
SUPERHOST
Private room
Spacious bedroom with private bath in Dalton, MA
3 guests1 bedroom2 beds1 private bath
WifiHeating
Includes cancellation flexibility
Price:$68 / night
SUPERHOST
Private room
Pittsfield cute airy queen bed room w sitting area
2 guests1 bedroom1 bed1 shared bath
WifiKitchenHeating
Includes cancellation flexibility
Price:$40 / night
Private room
Queen Room w/Private Bath in Quiet Berkshires Home
2 guests1 bedroom1 bed1 private bath
WifiHeating
Includes cancellation flexibility
Price:$60 / night
Entire apartment
Beautiful Berkshire County Apartment
2 guests1 bedroom1 bed1 bath
WifiKitchenHeating
Includes cancellation flexibility
Price:$75 / night
SUPERHOST
Private room
Comfortable living in 1870's house!
2 guests1 bedroom1 bed1.5 shared baths
WifiHeating
Includes cancellation flexibility
Price:$43 / night
SUPERHOST
Private room
Cozy and Quiet in the Berkshires
3 guests1 bedroom2 beds1 private bath
WifiHeating
Includes cancellation flexibility
Price:$95 / night
SUPERHOST
Entire guest suite
Berkshire Guest Suite
2 guests1 bedroom1 bed1 bath
WifiHeating
Includes cancellation flexibility
Price:$65 / night
Entire apartment
Central Berkshires - comfy beds and fast internet!
6 guests3 bedrooms3 beds1.5 baths
WifiKitchenHeating
Includes cancellation flexibility
Price:$62 / night
SUPERHOST
Private room
Berkshires “Cottage” Edmister House The Arden Room
2 guests1 bedroom1 bed1 private bath
WifiKitchenHeatingIndoor fireplace
Includes cancellation flexibility
Price:$100 / night
SUPERHOST
Private room
Garden-View Room @ Cape Serenity Guesthouse
2 guests1 bedroom1 bed1 shared bath
WifiHeatingIndoor fireplace
Includes cancellation flexibility
Price:$55 / night
SUPERHOST
Entire apartment
Downtown Apartment B
4 guests2 bedrooms3 beds1 bath
WifiKitchenHeating
Includes cancellation flexibility
Price:$89 / night
SUPERHOST
Entire apartment
Marie's Place
4 guests2 bedrooms2 beds1 bath
WifiKitchenHeating
Includes cancellation flexibility
Price:$84 / night
1 20 of 300+ places to stay
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