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300+ stays

Stays in Pittsfield

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SUPERHOST
Entire apartment in Pittsfield
Sharon's Place 5 Pet, and 420 friendly!!!!!!
2 guests1 bedroom2 beds1 bath
Air conditioningWifiSelf check-inKitchen
Rating 4.79 out of 5;89 reviews
Price:$43 / night
Entire house in Pittsfield
Honeysuckle Rose Cottage
4 guests2 bedrooms2 beds1 bath
Air conditioningWifiSki-in/Ski-outSelf check-in
Rating 4.79 out of 5;239 reviews
Price:$90 / night
SUPERHOST
Private room in Pittsfield
Private Room and Bathroom - Clean and Spacious
2 guests1 bedroom1 bed1.5 baths
Air conditioningWifiKitchenWasher
Rating 4.93 out of 5;28 reviews
Price:$48 / night
SUPERHOST
Private room in Pittsfield
Sharon's Place 10
2 guests1 bedroom1 bed1 private bath
WifiSelf check-inKitchenWasher
Rating 5.0 out of 5;10 reviews
Price:$36 / night
Entire apartment in Pittsfield
HawksNest: quiet 2BR apt, heart of the Berkshires
4 guests2 bedrooms2 beds1.5 baths
Air conditioningWifiSelf check-inKitchen
Rating 4.80 out of 5;82 reviews
Price:$75 / night
SUPERHOST
Entire guest suite in Williamstown
Berkshire Guest Suite
2 guests1 bedroom1 bed1 bath
Air conditioningWifiSelf check-inFree parking
Rating 4.95 out of 5;88 reviews
Price:$71 / night
Entire apartment in Albany Area
Cozy Suite with huge bar and stone fireplace!
4 guestsStudio1 bed1 bath
Air conditioningWifiSelf check-inIndoor fireplace
Rating 4.61 out of 5;197 reviews
Price:$45 / night
Entire house in Pittsfield
Dancing Horse Lodge
6 guests3 bedrooms3 beds1 bath
Air conditioningWifiSelf check-inIndoor fireplace
Rating 4.86 out of 5;71 reviews
Price:$120 / night
SUPERHOST
Private room in Pittsfield
Large guest suite w/private bath in the Berkshires
3 guests1 bedroom2 beds1 private bath
Air conditioningBreakfastWifiSelf check-in
Rating 4.99 out of 5;213 reviews
Price:$69 / night
SUPERHOST
Private room in Dalton
Spacious bedroom with private bath in Dalton, MA
3 guests1 bedroom2 beds1 private bath
Air conditioningBreakfastWifiSelf check-in
Rating 4.98 out of 5;81 reviews
Price:$60 / night
Entire apartment in Pittsfield
Beautiful Berkshire County Apartment
2 guests1 bedroom1 bed1 bath
WifiKitchenFree parking
Rating 4.64 out of 5;14 reviews
Price:$85 / night
SUPERHOST
Private room in Pittsfield
Equestrian retreat
4 guests2 bedrooms2 beds1 bath
Air conditioningBreakfastWifiIndoor fireplace
Rating 4.98 out of 5;48 reviews
Price:$97 / night
SUPERHOST
Entire house in Chester
Riverfront Getaway
4 guests2 bedrooms2 beds1 bath
WifiHot tubSelf check-inIndoor fireplace
Rating 4.96 out of 5;139 reviews
Price:$135 / night
Entire house in Lee
Berkshire Mountain retreat with Urban luxuries
8 guests2 bedrooms2 beds2 baths
Air conditioningWifiSelf check-inIndoor fireplace
Rating 5.0 out of 5;39 reviews
Price:$281 / night
SUPERHOST
Entire apartment in Pittsfield
Marie's Place
4 guests2 bedrooms2 beds1 bath
WifiSelf check-inKitchenWasher
Rating 4.90 out of 5;127 reviews
Price:$95 / night
SUPERHOST
Private room in Pittsfield
Modern, Spacious Master Bedroom and Bathroom
2 guests1 bedroom1 bed1.5 baths
Air conditioningWifiKitchenWasher
Rating 5.0 out of 5;24 reviews
Price:$75 / night
Private room in Pittsfield
Queen Room w/Private Bath in Quiet Berkshires Home
2 guests1 bedroom1 bed1 private bath
Air conditioningBreakfastWifiPool
Rating 4.99 out of 5;112 reviews
Price:$65 / night
SUPERHOST
Entire cottage in Hinsdale
Cozy Cottage in the Berkshires
4 guests2 bedrooms3 beds1 bath
WifiIndoor fireplaceKitchenFree parking
Rating 4.98 out of 5;43 reviews
Price:$145 / night
Entire cottage in Great Barrington
Artist Cottage at the Foot of Monument Mountain
2 guests1 bedroom1 bed2 baths
Air conditioningWifiHot tubSelf check-in
Rating 4.95 out of 5;59 reviews
Price:$186 / night
SUPERHOST
Private room in Stockbridge
Villa Favorita
2 guests1 bedroom1 bed1 private bath
Air conditioningWifiPoolSelf check-in
Rating 4.94 out of 5;16 reviews
Price:$35 / night
1 20 of 300+ places to stay
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