Hotel vacation rentals in The Berkshires
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Top-rated hotel rentals in The Berkshires
Guests agree: these hotel rentals are highly rated for location, cleanliness, and more.
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Popular amenities for The Berkshires hotel rentals
Family-friendly hotel rentals
Hotel room in Hancock
4.83 out of 5 average rating, 12 reviewsWyndham Bentley Brook ** 2BR Deluxe
Aug 30 – Sep 6
Hotel in Fort Montgomery
4.75 out of 5 average rating, 104 reviewsBear Mountain Bridge Motel (Rooms 1, 2, 4, 5)
May 11 – 18
Aparthotel in Watertown
4.88 out of 5 average rating, 16 reviewsThe Depot Square Inn - Room 524
Feb 14 – 21
Hotel in Woodstock
4.91 out of 5 average rating, 34 reviewsRoom 9 - Third Floor - Twin Gables of Woodstock
Jan 16 – 23
Boutique hotel in Cold Spring
4.84 out of 5 average rating, 91 reviewsRoom 1 Cold Spring Hotel (Main St.)
Nov 4 – 11
Hotel in Big Indian
4.85 out of 5 average rating, 13 reviewsStarlite Motel Suite
Feb 15 – 22
Boutique hotel in Old Lyme
Spectacular Master Suite in Historic Mansion
Mar 28 – Apr 4
Hotel in Whitingham
4.94 out of 5 average rating, 170 reviewsThe Engel House Room 3: Mt Snow/Wilmington VT Area
Jul 2 – 9
Hotel rentals with a pool
Hotel room in Lee
4.75 out of 5 average rating, 8 reviewsGreat Place |2 BD|Kitchen| Pool
Dec 14 – 21
Hotel room in Lee
Good Place 2BD/2BA
Jan 13 – 20
Hotel room in Lee
Great place|2 BD|Kitchen| Pool
Feb 3 – 10
Resort in Hancock
4.66 out of 5 average rating, 180 reviewsCountry Inn Suite at Jiminy Peak - No fees added
Mar 22 – 29
Hotel in Enfield
4.87 out of 5 average rating, 47 reviewsNew, modern hotel in Enfield, CT RM3 2 Queens
Jul 14 – 19
Hotel in Wilmington
5.0 out of 5 average rating, 5 reviewsBrook Bound Inn-Main Lodge-King Room 201-2nd Floor
Apr 15 – 22
Boutique hotel in Dover
5.0 out of 5 average rating, 7 reviewsLuxury King Suite w/balcony in Historic Inn, rm 1
Sep 22 – 27
Hotel in Lee
Villa in the Berkshires Presidential Suite
Apr 25 – May 2
Hotel rentals with a patio
Hotel room in Shandaken
5.0 out of 5 average rating, 43 reviewsAlpine Cabin at Belleayre Lodge near Mountain #4B
Apr 25 – May 2
Hotel room in Albany
4.77 out of 5 average rating, 217 reviewsChic-romantic, center-city, hotel-style apartment.
Jun 3 – 10
pension in Jamaica
5.0 out of 5 average rating, 35 reviewsCorsica 2 room Suite at the Jamaicahaus
Aug 3 – 10
Hotel in Albany
5.0 out of 5 average rating, 4 reviewsHudson 1 at The Argus Hotel
Dec 23 – 30
Boutique hotel in Ellenville
81 NORTH- Innkeepers Suite
Jun 29 – Jul 6
Hotel in Red Hook
The Reclaimed Motel, Hudson Valley - Three Farmers
Jun 10 – 17
Hotel in Warwick
4.77 out of 5 average rating, 121 reviewsThe Warwick Inn Boutique Amity Room 1
Apr 9 – 16
Room in New Milford
4.91 out of 5 average rating, 22 reviewsCandlewood Lake - Cozy private room by the lake
Aug 23 – 30
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