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300+ stays

Stays in Pittsfield

SUPERHOST
Entire apartment in Pittsfield
Lovely Apartment in Historic Berkshire Victorian 1
2 guests1 bedroom1 bed1 bath
WifiKitchenFree parking
Rating 4.09 out of 5;11 reviews
Price:$125 / night
SUPERHOST
Entire apartment in Pittsfield
Charming Apartment inThe Heart of The Berkshires 2
2 guests1 bedroom1 bed1 bath
WifiKitchenAir conditioningFree parking
Rating 4.81 out of 5;26 reviews
Price:$125 / night
Entire apartment in Lanesborough
Guest House, Central Berkshire Near Lake
5 guests2 bedrooms2 beds1 bath
WifiKitchenFree parking
Rating 4.63 out of 5;64 reviews
Price:$125 / night
Entire house in Pittsfield
Charming Sears cottage near lake
7 guests3 bedrooms5 beds1 bath
WifiKitchenAir conditioningFree parking
Rating 4.88 out of 5;17 reviews
Price:$156 / night
SUPERHOST
Entire house in Pittsfield
Beautiful House By The Lake W/Jetted Hot Tub
16 guests8 bedrooms14 beds3 baths
WifiKitchenFree parking
Rating 4.78 out of 5;80 reviews
Price:$364 / night
Private room in Lenox
One private single room in Lenox
2 guests1 bedroom1 bed1.5 shared baths
WifiKitchenFree parking
Rating 4.98 out of 5;51 reviews
Price:$50 / night
SUPERHOST
Entire cottage in Pittsfield
The Oliver Wendell Holmes Guesthouse @ Holmesdale
4 guests1 bedroom3 beds1 bath
WifiKitchenAir conditioningFree parking
Rating 4.86 out of 5;29 reviews
Price:$425 / night
SUPERHOST
Entire cabin in Savoy
The Camp - 20 Minutes to Berkshire East!
4 guests1 bedroom1 bed1 bath
WifiKitchenFree parking
Rating 4.97 out of 5;33 reviews
Price:$99 / night
Entire house in West Stockbridge
West Stockbridge MA gem, in town and facing lake
4 guests2 bedrooms2 beds2 baths
WifiKitchenAir conditioningFree parking
Rating 5.0 out of 5;10 reviews
Price:$153 / night
SUPERHOST
Entire apartment in New Lebanon
Airy apartment at the old boarding house
4 guests2 bedrooms3 beds1 bath
WifiKitchenAir conditioningFree parking
Rating 4.97 out of 5;73 reviews
Price:$112 / night
Entire house in Lenox
Berkshires Escape
6 guests3 bedrooms3 beds2.5 baths
WifiKitchenFree parking
Rating 5.0 out of 5;4 reviews
Price:$169 / night
Entire cottage in Plainfield
Rent a cottage
8 guests3 bedrooms4 beds1 bath
KitchenFree parking
Rating 4.94 out of 5;17 reviews
Price:$85 / night
SUPERHOST
Entire house in New Lebanon
The old sawmill from 1771
4 guests1 bedroom2 beds2 baths
WifiKitchenAir conditioningFree parking
Rating 4.98 out of 5;281 reviews
Price:$122 / night
SUPERHOST
Entire guest suite in Hancock
Cozy apartment near Jiminy Peak
3 guests2 bedrooms3 beds1 bath
WifiKitchenFree parking
Rating 4.75 out of 5;55 reviews
Price:$82 / night
Entire apartment in Lanesborough
Guest House 2, Pet Friendly, Central, Near Lake
5 guests1 bedroom3 beds1 bath
WifiKitchenFree parking
Rating 4.76 out of 5;22 reviews
Price:$99 / night
SUPERHOST
Entire apartment in Pittsfield
Marie's Place, Unit 1
6 guests3 bedrooms3 beds1 bath
WifiKitchenFree parking
Rating 5.0 out of 5;4 reviews
Price:$126 / night
SUPERHOST
Private room in Pittsfield
Solo Business -Traveler @Cape Serenity Guesthouse
1 guest1 bedroom1 bed1 shared bath
WifiKitchenAir conditioning
Rating 5.0 out of 5;4 reviews
Price:$35 / night
Private room in Pittsfield
Great location, private entrance w/shared bath
2 guests1 bedroom0 beds1 shared bath
WifiKitchenAir conditioningFree parking
Price:$29 / night
SUPERHOST
Entire apartment in North Adams
Guest Apt. Near MCLA & MASS MoCA
2 guests1 bedroom1 bed1 bath
WifiKitchenFree parking
Rating 4.94 out of 5;524 reviews
Price:$101 / night
SUPERHOST
Entire guest suite in Pittsfield
The Best Neighborhood in Pittsfield
6 guests3 bedrooms3 beds1 bath
WifiKitchenAir conditioning
Rating 4.92 out of 5;36 reviews
Price:$113 / night
41 60 of 300+ places to stay
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