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300+ stays

Stays in Pittsfield

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Entire house in Pittsfield
Honeysuckle Rose Cottage
4 guests2 bedrooms2 beds1 bath
WifiKitchenAir conditioningFree parking
Rating 4.80 out of 5;213 reviews
Price:$ 76 / night
SUPERHOST
Entire apartment in Pittsfield
Sharon's Place 5 Pet, and 420 friendly!!!!!!
2 guests1 bedroom2 beds1 bath
WifiKitchenAir conditioningFree parking
Rating 4.79 out of 5;77 reviews
Price:$ 43 / night
SUPERHOST
Entire apartment in Pittsfield
HawksNest: quiet 2BR apt, heart of the Berkshires
4 guests2 bedrooms2 beds1.5 baths
WifiKitchenAir conditioningFree parking
Rating 4.80 out of 5;71 reviews
Price:$ 79 / night
SUPERHOST
Entire house in Pittsfield
Spacious Duplex in Heart of the Berkshires
4 guests2 bedrooms2 beds1.5 baths
WifiKitchenAir conditioningFree parking
Rating 4.99 out of 5;76 reviews
Price:$ 140 / night
SUPERHOST
Entire cottage in Lanesborough
The Sail Loft
4 guests1 bedroom2 beds1.5 baths
WifiKitchenAir conditioningFree parking
Rating 4.89 out of 5;19 reviews
Price:$ 86 / night
Private room in Pittsfield
Queen Room w/Private Bath in Quiet Berkshires Home
2 guests1 bedroom1 bed1 private bath
WifiAir conditioningFree parking
Rating 4.99 out of 5;98 reviews
Price:$ 65 / night
SUPERHOST
Entire apartment in Pittsfield
Downtown Apartment B
4 guests2 bedrooms3 beds1 bath
WifiKitchenAir conditioningFree parking
Rating 4.90 out of 5;41 reviews
Price:$ 90 / night
SUPERHOST
Entire cottage in New Lebanon
The Writer's Cottage
3 guests1 bedroom2 beds1 bath
WifiKitchenAir conditioningFree parking
Rating 4.95 out of 5;112 reviews
Price:$ 105 / 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;77 reviews
Price:$ 354 / night
SUPERHOST
Entire apartment in Pittsfield
Central Berkshires - comfy beds and fast internet!
6 guests3 bedrooms3 beds1.5 baths
WifiKitchenFree parking
Rating 4.85 out of 5;28 reviews
Price:$ 65 / night
Entire cottage in Hinsdale
Lakeside 3 bd Berkshires Getaway Relax with Us
8 guests3 bedrooms3 beds1 bath
WifiKitchenFree parking
Rating 4.55 out of 5;24 reviews
Price:$ 95 / night
Entire house in Pittsfield
Spacious and quiet central Berkshire home!
6 guests4 bedrooms3 beds2 baths
WifiKitchenAir conditioningFree parking
Price:$ 85 / night
SUPERHOST
Entire apartment in Pittsfield
Heart Of The Berkshires
5 guests3 bedrooms3 beds1 bath
WifiKitchenAir conditioningFree parking
Rating 4.94 out of 5;72 reviews
Price:$ 135 / night
Entire cabin in Pittsfield
Summer Cottage in the Berkshires
3 guests2 bedrooms2 beds1 bath
WifiKitchenAir conditioningFree parking
Rating 4.91 out of 5;70 reviews
Price:$ 140 / night
SUPERHOST
Entire apartment in Pittsfield
Marie's Place
4 guests2 bedrooms2 beds1 bath
WifiKitchenFree parking
Rating 4.89 out of 5;107 reviews
Price:$ 100 / night
SUPERHOST
Private room in Pittsfield
Large guest suite w/private bath in the Berkshires
3 guests1 bedroom2 beds1 private bath
WifiKitchenAir conditioningFree parking
Rating 4.98 out of 5;181 reviews
Price:$ 90 / night
SUPERHOST
Private room in Pittsfield
Cozy and Quiet in the Berkshires
3 guests1 bedroom2 beds1 private bath
WifiAir conditioningFree parking
Rating 4.97 out of 5;93 reviews
Price:$ 108 / night
SUPERHOST
Entire bungalow in Pittsfield
The Lakehouse
6 guests2 bedrooms3 beds1 bath
WifiKitchenAir conditioningFree parking
Rating 4.86 out of 5;43 reviews
Price:$ 125 / night
SUPERHOST
Entire guest suite in Williamstown
Berkshire Guest Suite
2 guests1 bedroom1 bed1 bath
WifiAir conditioningFree parking
Rating 4.96 out of 5;68 reviews
Price:$ 67 / night
Entire cottage in Pittsfield
DESIGNERS COTTAGE CK SEPT OCT "SPECIALS"
4 guests1 bedroom2 beds1 bath
WifiKitchenAir conditioningFree parking
Rating 4.81 out of 5;39 reviews
Price:$ 185 / night
1 20 of 300+ places to stay
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