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300+ stays

Stays in Monterey

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SUPERHOST
Entire house in Great Barrington
Great B. Lake House+Ski Lodge by Appalachian Trail
8 guests4 bedrooms4 beds1.5 baths
WifiKitchenFree parking
Rating 4.83 out of 5;112 reviews
Price:GYD51,256 / night
SUPERHOST
Entire cabin in Monterey
Secluded cabin with babbling brook
6 guests3 bedrooms3 beds1 bath
KitchenFree parking
Rating 4.92 out of 5;130 reviews
Price:GYD45,268 / night
Entire house in Monterey
Spacious Lakeside Berkshire Home
10 guests4 bedrooms4 beds4.5 baths
WifiKitchenAir conditioningFree parking
Rating 4.92 out of 5;14 reviews
Price:GYD94,016 / night
Entire cottage in New Marlborough
Waterfront Cottage - 10 Mins to Great Barrington!
4 guests2 bedrooms2 beds1 bath
WifiKitchenFree parking
Rating 4.71 out of 5;7 reviews
Price:GYD71,766 / night
SUPERHOST
Entire house in Monterey
Beautiful Berkshire family house!
12 guests5 bedrooms7 beds2.5 baths
WifiKitchenAir conditioningFree parking
Rating 4.98 out of 5;124 reviews
Price:GYD76,606 / night
SUPERHOST
Entire chalet in Monterey
Cozy French Country chalet
6 guests2 bedrooms5 beds1 bath
WifiKitchenAir conditioningFree parking
Rating 4.92 out of 5;24 reviews
Price:GYD31,339 / night
SUPERHOST
Entire house in Great Barrington
Jaw dropping mountain & lake views
9 guests4 bedrooms5 beds2 baths
WifiKitchenAir conditioningFree parking
Rating 5.0 out of 5;31 reviews
Price:GYD130,056 / night
SUPERHOST
Entire house in Monterey
Charming cottage w/ gorgeous views.
4 guests2 bedrooms2 beds2 baths
WifiKitchenAir conditioningFree parking
Rating 4.92 out of 5;213 reviews
Price:GYD34,055 / night
SUPERHOST
Entire cabin in Monterey
Amazing Berkshire Mountains Cabin
9 guests4 bedrooms4 beds2 baths
WifiKitchenFree parking
Rating 4.93 out of 5;104 reviews
Price:GYD71,383 / night
Entire cottage in New Marlborough
Rustic Berkshires Cottage at Lake Buel w/ Kayaks!
2 guests1 bedroom1 bed1 bath
WifiKitchenFree parking
Rating 4.40 out of 5;6 reviews
Price:GYD49,028 / night
Entire house in Monterey
Cool Berkshires Getaway - Ski, Cook, Hike, Relax
4 guests2 bedrooms2 beds1.5 baths
WifiKitchenFree parking
Rating 4.93 out of 5;14 reviews
Price:GYD52,231 / night
SUPERHOST
Entire house in Monterey
Lake Buel Cottage - Perfect Year Round Rental!
6 guests3 bedrooms4 beds2 baths
WifiKitchenAir conditioning
Rating 4.73 out of 5;11 reviews
Price:GYD88,793 / night
Entire house in New Marlborough
Airy Modern House on Small Working Horse farm
12 guests5 bedrooms0 beds2.5 baths
WifiKitchenAir conditioning
Rating 4.96 out of 5;49 reviews
Price:GYD95,757 / night
SUPERHOST
Entire house in Great Barrington
Private Home Overlooking Stevens Lake
6 guests3 bedrooms3 beds2 baths
WifiKitchenAir conditioningFree parking
Rating 5.0 out of 5;8 reviews
Price:GYD99,448 / night
SUPERHOST
Entire house in Monterey
Private, cozy Berkshires retreat w magic view!
8 guests3 bedrooms6 beds2 baths
WifiKitchenAir conditioningFree parking
Rating 4.88 out of 5;26 reviews
Price:GYD74,168 / night
Entire house in New Marlborough
Cozy cottage in the Berkshire woods
6 guests4 bedrooms4 beds2 baths
WifiKitchenFree parking
Rating 4.88 out of 5;26 reviews
Price:GYD40,740 / night
SUPERHOST
Entire apartment in Great Barrington
In-Law apartment in a beautiful location
3 guests1 bedroom2 beds1 bath
WifiKitchenAir conditioningFree parking
Rating 4.86 out of 5;69 reviews
Price:GYD19,499 / night
SUPERHOST
Entire cottage in Becket
BERKSHIRE COTTAGE BY CRYSTAL CLEAR LAKE
4 guests2 bedrooms2 beds1 bath
KitchenAir conditioningFree parking
Rating 4.96 out of 5;49 reviews
Price:GYD35,308 / night
SUPERHOST
Private room in Lee
Comfortable living in 1870's house!
2 guests1 bedroom1 bed1.5 shared baths
WifiAir conditioningFree parking
Rating 4.89 out of 5;266 reviews
Price:GYD9,053 / night
Entire house in New Marlborough
Pet-Friendly Berkshires Home w/Dock & Fire Pit!
10 guests3 bedrooms5 beds3 baths
WifiKitchenFree parking
Price:GYD94,085 / night
1 20 of 300+ places to stay
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