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300+ stays

Stays in Monterey

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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:GYD9,611 / 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:GYD19,221 / night
SUPERHOST
Entire guest suite in Richmond
Idyllic Berkshires Retreat With Pond Views
6 guests2 bedrooms3 beds1 bath
WifiKitchenFree parking
Rating 4.94 out of 5;16 reviews
Price:GYD43,665 / night
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:GYD45,963 / 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:GYD31,339 / night
SUPERHOST
Entire guest suite in Egremont
Berkshire Mountain Views
2 guests1 bedroom1 bed1 bath
WifiAir conditioningFree parking
Rating 5.0 out of 5;78 reviews
Price:GYD27,369 / 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:GYD41,785 / night
SUPERHOST
Private room in Great Barrington
The Sanctuary...a quiet and healing space.
2 guests1 bedroom1 bed1 private bath
WifiKitchenFree parking
Rating 4.82 out of 5;95 reviews
Price:GYD15,460 / 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:GYD55,365 / 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 cabin in Monterey
Amazing Berkshire Mountains Cabin
9 guests4 bedrooms4 beds2 baths
WifiKitchenFree parking
Rating 4.93 out of 5;104 reviews
Price:GYD67,901 / night
SUPERHOST
Entire chalet in Lee
Waterfront lakehouse in Berkshires
7 guests3 bedrooms3 beds1.5 baths
WifiKitchenFree parking
Rating 4.85 out of 5;40 reviews
Price:GYD41,785 / 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
Entire guest suite in Otis
Studio apartment the Rodeo Room
2 guests1 bedroom1 bed1 bath
WifiAir conditioningFree parking
Rating 4.95 out of 5;22 reviews
Price:GYD14,625 / night
SUPERHOST
Entire guesthouse in Tyringham
'Silo Studio' Cottage
2 guests1 bedroom1 bed1 bath
WifiFree parking
Rating 4.98 out of 5;414 reviews
Price:GYD47,008 / night
SUPERHOST
Private room in Lee
Beautiful Downtown Lee setting
2 guests1 bedroom1 bed1.5 baths
WifiAir conditioningFree parking
Rating 4.84 out of 5;299 reviews
Price:GYD10,028 / night
SUPERHOST
Entire chalet in Otis
Octagonal Glass Treehouse in Berkshires
4 guests1 bedroom2 beds2 baths
WifiKitchenFree parking
Rating 4.93 out of 5;91 reviews
Price:GYD41,785 / night
SUPERHOST
Private room in Becket
East of 2 b.r's in suite of open plan home
2 guests1 bedroom1 bed1 bath
WifiFree parking
Rating 4.84 out of 5;164 reviews
Price:GYD10,446 / night
SUPERHOST
Entire apartment in Lee
Cozy Berkshire Cottage Style Apartment
2 guests1 bedroom2 beds1 bath
WifiKitchenFree parking
Rating 4.78 out of 5;93 reviews
Price:GYD15,669 / night
SUPERHOST
Entire apartment in Housatonic
Apartment Retreat, Housatonic House on the Hill
3 guests2 bedrooms2 beds1 bath
WifiKitchenAir conditioningFree parking
Rating 4.86 out of 5;251 reviews
Price:GYD25,071 / night
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