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300+ stays

Stays in Stockbridge

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SUPERHOST
Entire guest suite in Egremont
Berkshire Mountain Views
2 guests1 bedroom1 bed1 bath
WifiHeatingIndoor fireplace
Rating 5.0 out of 5;90 reviews
Price:$131 / night
Entire house in Lee
Berkshire Mountain retreat with Urban luxuries
8 guests2 bedrooms2 beds2 baths
WifiKitchenHeatingIndoor fireplace
Rating 5.0 out of 5;41 reviews
Price:$284 / night
Entire cottage in Great Barrington
Artist Cottage at the Foot of Monument Mountain
2 guests1 bedroom1 bed2 baths
WifiKitchenHeatingIndoor fireplace
Rating 4.95 out of 5;63 reviews
Price:$186 / night
Entire apartment in Great Barrington
The Treehouse
3 guests2 bedrooms2 beds1 bath
WifiKitchenHeating
Rating 4.64 out of 5;236 reviews
Price:$109 / night
SUPERHOST
Private room in Stockbridge
Villa Favorita
2 guests1 bedroom1 bed1 private bath
WifiHeating
Rating 4.94 out of 5;16 reviews
Price:$60 / night
SUPERHOST
Private room in Lee
Comfortable living in 1870's house!
2 guests1 bedroom1 bed1.5 shared baths
WifiHeating
Rating 4.89 out of 5;266 reviews
Price:$43 / night
SUPERHOST
Entire cabin in Stockbridge
NEW Stockbridge Cabin - A quick stroll to the lake
6 guests3 bedrooms5 beds1.5 baths
WifiKitchenHeatingIndoor fireplace
Rating 4.89 out of 5;28 reviews
Price:$249 / night
Entire house in Lenox
Mid-Century Modern Chic in Lenox
4 guests2 bedrooms2 beds2 baths
WifiKitchenHeatingIndoor fireplace
Rating 4.52 out of 5;79 reviews
Price:$151 / night
SUPERHOST
Entire cottage in Hinsdale
Lakeside 3 bd Berkshires Getaway Relax with Us
8 guests3 bedrooms3 beds1 bath
WifiKitchenHeating
Rating 4.64 out of 5;30 reviews
Price:$71 / night
SUPERHOST
Entire cottage in West Stockbridge
Cozy Stockbridge Cottage
5 guests2 bedrooms3 beds1 bath
WifiKitchenHeatingIndoor fireplace
Rating 4.82 out of 5;118 reviews
Price:$98 / night
Entire apartment in Great Barrington
The Nest
3 guests1 bedroom1 bed1 bath
WifiKitchenHeating
Rating 4.44 out of 5;41 reviews
Price:$109 / night
SUPERHOST
Private room in Pittsfield
Equestrian retreat
4 guests2 bedrooms2 beds1 bath
WifiHeatingIndoor fireplace
Rating 4.98 out of 5;55 reviews
Price:$95 / night
Entire cabin in Stockbridge
NEW! Cozy Berkshires Cabin - Walk to Beach & Lake!
6 guests2 bedrooms4 beds2 baths
WifiKitchen
Rating 4.62 out of 5;13 reviews
Price:$231 / night
SUPERHOST
Entire cottage in New Lebanon
The Writer's Cottage
3 guests1 bedroom2 beds1 bath
WifiKitchenHeating
Rating 4.95 out of 5;118 reviews
Price:$108 / night
SUPERHOST
Entire apartment in Copake Falls
Modern Copake Falls Getaway
2 guests1 bedroom1 bed1 bath
WifiKitchenHeatingIndoor fireplace
Rating 4.98 out of 5;40 reviews
Price:$116 / night
Private room in Austerlitz
Rustic-Modern Studio - Near Hudson, Chatham, & GB
2 guests1 bedroom1 bed1 private bath
WifiHeatingIndoor fireplace
Rating 4.93 out of 5;15 reviews
Price:$67 / night
Hotel room in Lee
1 King Bed
2 guests1 bedroom1 bed1 private bath
WifiHeating
Rating 4.67 out of 5;6 reviews
Price:$48 / night
Entire apartment in Albany Area
Cozy Suite with huge bar and stone fireplace!
4 guestsStudio1 bed1 bath
WifiKitchenHeatingIndoor fireplace
Rating 4.61 out of 5;197 reviews
Price:$45 / night
Entire house in Pittsfield
Honeysuckle Rose Cottage
4 guests2 bedrooms2 beds1 bath
WifiKitchenHeating
Rating 4.80 out of 5;249 reviews
Price:$116 / night
SUPERHOST
Private room in Lee
Beautiful Downtown Lee setting
2 guests1 bedroom1 bed1.5 baths
WifiHeating
Rating 4.84 out of 5;299 reviews
Price:$48 / night
1 20 of 300+ places to stay
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