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300+ places to stay

SUPERHOST
Private room
Rating 4.88 out of 5252 reviews
Comfortable living in 1870's house!
2 guests · 1 bedroom · 1 bed · 1.5 shared baths
Wi-Fi · Heating · Free parking
Price:$43 / night
SUPERHOST
Entire house
Rating 4.91 out of 5202 reviews
Charming cottage w/ gorgeous views.
4 guests · 2 bedrooms · 2 beds · 2 baths
Wi-Fi · Kitchen · Heating · Free parking
Price:$150 / night
SUPERHOST
Entire house
Rating 4.82 out of 5104 reviews
Great B. Lake House+Ski Lodge by Appalachian Trail
8 guests · 4 bedrooms · 4 beds · 1.5 baths
Wi-Fi · Kitchen · Heating · Free parking
Price:$150 / night
Private room
Rating 4.98 out of 549 reviews
One private single room in Lenox
2 guests · 1 bedroom · 1 bed · 1.5 shared baths
Wi-Fi · Kitchen · Free parking
Price:$50 / night
SUPERHOST
Entire house
Rating 4.83 out of 518 reviews
Private, cozy Berkshires retreat w Magic View!
8 guests · 3 bedrooms · 6 beds · 2 baths
Wi-Fi · Kitchen · Heating · Free parking
Price:$224 / night
SUPERHOST
Entire house
Rating 4.98 out of 5118 reviews
Beautiful Berkshire family house!
12 guests · 5 bedrooms · 7 beds · 2.5 baths
Wi-Fi · Kitchen · Heating · Free parking
Price:$220 / night
SUPERHOST
Private room
Rating 5.0 out of 523 reviews
Quiet Country Living with Vegan Hosts
2 guests · 1 bedroom · 2 beds · 1 private bath
Wi-Fi · Kitchen · Heating · Free parking
Price:$69 / night
SUPERHOST
Private room
Rating 4.83 out of 5161 reviews
East of 2 b.r's in suite of open plan home
2 guests · 1 bedroom · 1 bed · 1 bath
Wi-Fi · Heating · Free parking
Price:$50 / night
Private room
Rating 5.0 out of 54 reviews
Relax in a peaceful, light filled setting for 2!
2 guests · 1 bedroom · 1 bed · 1 private bath
Wi-Fi · Kitchen · Heating · Free parking
Price:$79 / night
Private room
Shady Grove Guest Room
2 guests · 1 bedroom · 1 bed · 1.5 shared baths
Wi-Fi · Kitchen · Heating · Free parking
Price:$52 / night
Entire house
Rating 4.86 out of 514 reviews
Dancing Horse Lodge
6 guests · 3 bedrooms · 3 beds · 1 bath
Wi-Fi · Kitchen · Heating · Free parking
Price:$71 / night
Entire house
Rating 5.0 out of 53 reviews
Real Estate:Therapy (((❤))) Lake, Laundry, Love it
6 guests · 3 bedrooms · 4 beds · 1 bath
Wi-Fi · Kitchen · Heating · Free parking
Price:$64 / night
SUPERHOST
Private room
Rating 4.99 out of 5106 reviews
In town charming artist's home
2 guests · 1 bedroom · 1 bed · 1 shared bath
Wi-Fi · Heating · Free parking
Price:$75 / night
SUPERHOST
Private room
Rating 4.94 out of 593 reviews
Hospitality in the Berkshire Woods
4 guests · 1 bedroom · 1 bed · 1.5 shared baths
Kitchen · Heating · Free parking
Price:$60 / night
SUPERHOST
Private room
Rating 4.89 out of 5123 reviews
Berkshires/Hudson Valley Retreat
2 guests · 1 bedroom · 1 bed · 1.5 shared baths
Wi-Fi · Heating · Free parking
Price:$80 / night
SUPERHOST
Private room
Rating 4.84 out of 5292 reviews
Beautiful Downtown Lee setting
2 guests · 1 bedroom · 1 bed · 1.5 baths
Wi-Fi · Heating · Free parking
Price:$48 / night
Private room
Shady Grove Rainbow Room
2 guests · 1 bedroom · 1 bed · 1.5 shared baths
Wi-Fi · Kitchen · Heating · Free parking
Price:$51 / night
SUPERHOST
Private room
Rating 4.87 out of 5200 reviews
Downtown Great Barrington, Two Beds, Original Art
2 guests · 1 bedroom · 2 beds · 2 shared baths
Wi-Fi · Kitchen · Heating · Free parking
Price:$90 / night
1 18 of 300+ Home Rentals
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