Holiday rentals in The Berkshires

Search among available holiday rentals in The Berkshires from 50+ providers

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Rooms and Guests2 Guests, 1 room
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Hotels
Holiday rentals
41-60 out of 164
Cottage Retreat - Historic Cottage Home W Home GymHoliday home
6.5
Nice4 total reviews
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Ski, Snowshoe And Fish Dome Escape In Nature!Holiday home
10.0
Perfect3 total reviews
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4 Mi To Great Barrington Berkshires Retreat!Holiday home
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Secluded Modern Enclosed Patio Forest Views Woodland Zen By AvantstayHoliday home
From£ 1 102 /nightSelect
The Entire Stephentown Hotel. 28 Person OccupancyHoliday home
10.0
Perfect1 total review
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Berkshires Studio Apartment At The Stephentown HotelApartment
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Ashley Falls Home With Fire Pit Hike And Ski!Holiday home
9.0
Perfect1 total review
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Litchfield Retreat, Wineries, Foliage & SkiingHoliday home
10.0
Perfect1 total review
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8 Mi To Tanglewood And Butternut Ski Spacious Home!Holiday home
8.0
Great1 total review
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Riverfront Cabin With Beautiful Views Of Housatonic River In Great Barrington, MassachusettsHoliday home
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Longpond HouseApartment
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1 Mi To Main St Riverside Torrington Apt With YardApartment
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Modern Berkshires Farmhouse W Porch Fireplace Views Beaver Creek By AvantstayHoliday home
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The Greylock CabinHoliday home
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New Milford Home 29 Mi To Lime Rock Park!Holiday home
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Elegant 7Br Estate With Pool & Hot Tub In BerkshiresHoliday home
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Quiet All-Season Creekside Escape In Upstate!Holiday home
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The Allen HouseApartment
8.5
Great2 total reviews
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Beautiful House In The Woods, Huge Yard, Hot TubHoliday home
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The Kent Collection - The Garden CottagesHoliday home
9.0
Perfect1 total review
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