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Hotel vacation rentals in The Berkshires
Find and book unique hotel rentals on Airbnb
Top-rated hotel rentals in The Berkshires
Guests agree: these hotel rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for The Berkshires hotel rentals
Family-friendly hotel rentals
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Hotel room in Hancock
4.83 out of 5 average rating, 12 reviewsWyndham Bentley Brook ** 2BR Deluxe
![](https://a0.muscache.com/im/pictures/171614c1-2ca9-428e-8f75-63706fd7b9da.jpg?im_w=720)
Hotel room in Saratoga Springs
4.77 out of 5 average rating, 147 reviewsBrentwood Single King
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Hotel room in Fort Montgomery
4.75 out of 5 average rating, 105 reviewsBear Mountain Bridge Motel (Rooms 1, 2, 4, 5)
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Hotel room in Hudson
4.78 out of 5 average rating, 63 reviewsBoutique Guesthouse 2-bedroom suite on Warren St
![](https://a0.muscache.com/im/pictures/2176216f-825f-4e4b-b45b-4b1ad0dbb425.jpg?im_w=720)
Hotel room in Cold Spring
4.83 out of 5 average rating, 81 reviewsRoom 3 Cold Spring Hotel (Main St.)
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Hotel room in Watertown
4.85 out of 5 average rating, 26 reviewsThe Depot Square Inn - Room 525
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Hotel room in Woodstock
4.91 out of 5 average rating, 34 reviewsRoom 9 - Third Floor - Twin Gables of Woodstock
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Hotel room in Windham
4.5 out of 5 average rating, 4 reviewsEastwind Hotel & Bar - King Room
Hotel rentals with a pool
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Hotel room in Lee
Great place|2 BD|Kitchen| Pool
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Hotel room in Lee
Great for family|2 BD|Kitchen| Pool
![](https://a0.muscache.com/im/pictures/c2e19af8-8b9f-4eb6-867c-b4abc931653b.jpg?im_w=720)
Private room in Hancock
4.67 out of 5 average rating, 191 reviewsCountry Inn Suite at Jiminy Peak - No fees added
![](https://a0.muscache.com/im/pictures/miso/Hosting-45253470/original/68238510-8326-46f0-818d-77c8531712bc.jpeg?im_w=720)
Hotel room in Enfield
4.88 out of 5 average rating, 48 reviewsNew, modern hotel in Enfield, CT RM3 2 Queens
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Hotel room in Wilmington
5 out of 5 average rating, 5 reviewsBrook Bound Inn-Main Lodge-King Room 201-2nd Floor
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Hotel room in Dover
5 out of 5 average rating, 7 reviewsLuxury King Suite w/balcony in Historic Inn, rm 1
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Hotel room in Lee
Villa in the Berkshires Presidential Suite
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Hotel room in Elka Park
4.77 out of 5 average rating, 142 reviewsLodge Rooms in Historic Elka Park
Hotel rentals with a patio
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Hotel room in Shandaken
5 out of 5 average rating, 43 reviewsAlpine Cabin at Belleayre Lodge near Mountain #4B
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Hotel room in Albany
4.75 out of 5 average rating, 221 reviewsChic-romantic, center-city, hotel-style apartment.
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Hotel room in Albany
5 out of 5 average rating, 5 reviewsHudson 1 at The Argus Hotel
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Hotel room in Ellenville
81 NORTH- Innkeepers Suite
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Hotel room in Red Hook
The Reclaimed Motel, Hudson Valley - Three Farmers
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Hotel room in Warwick
4.77 out of 5 average rating, 131 reviewsThe Warwick Inn Boutique Amity Room 1
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Private room in New Milford
4.91 out of 5 average rating, 23 reviewsCandlewood Lake - Cozy private room by the lake
![](https://a0.muscache.com/im/pictures/miso/Hosting-995593830151756508/original/63e8d174-b535-4495-bbc3-b2f83bb532c9.jpeg?im_w=720)
Hotel room in Hunter
5 out of 5 average rating, 17 reviewsPerfect Lodge /w Gameroom Center of Hunter MT 10
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