Hotel vacation rentals in The Berkshires
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Top-rated hotel rentals in The Berkshires
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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
Jan 31 – Feb 7
Hotel in Fort Montgomery
4.75 out of 5 average rating, 104 reviewsBear Mountain Bridge Motel (Rooms 1, 2, 4, 5)
May 10 – 17
Aparthotel in Watertown
4.88 out of 5 average rating, 16 reviewsThe Depot Square Inn - Room 524
Mar 15 – 22
Hotel in Woodstock
4.93 out of 5 average rating, 72 reviewsRoom 10 - Third Floor - Twin Gables of Woodstock
Jan 5 – 12
Boutique hotel in Cold Spring
4.84 out of 5 average rating, 91 reviewsRoom 1 Cold Spring Hotel (Main St.)
Feb 23 – Mar 2
Boutique hotel in Windham
4.5 out of 5 average rating, 4 reviewsEastwind Hotel & Bar - King Room
May 30 – Jun 6
Hotel in Big Indian
4.85 out of 5 average rating, 13 reviewsStarlite Motel Suite
Feb 14 – 21
Boutique hotel in Old Lyme
Spectacular Master Suite in Historic Mansion
Dec 8 – 15
Hotel rentals with a pool
Hotel room in Lee
4.75 out of 5 average rating, 8 reviewsGreat Place |2 BD|Kitchen| Pool
Nov 4 – 11
Hotel room in Lee
New place to stayGood Place 2BD/2BA
Dec 11 – 18
Hotel room in Lee
Great place|2 BD|Kitchen| Pool
Feb 1 – 8
Resort in Hancock
4.66 out of 5 average rating, 180 reviewsCountry Inn Suite at Jiminy Peak - No fees added
Dec 24 – 31
Hotel in Enfield
4.87 out of 5 average rating, 47 reviewsNew, modern hotel in Enfield, CT RM3 2 Queens
May 19 – 24
Hotel in Wilmington
5.0 out of 5 average rating, 5 reviewsBrook Bound Inn-Main Lodge-King Room 201-2nd Floor
Apr 13 – 20
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
Mar 5 – 12
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 23 – 30
Hotel room in Albany
4.77 out of 5 average rating, 217 reviewsChic-romantic, center-city, hotel-style apartment.
Jul 8 – 15
Room in Jamaica
5.0 out of 5 average rating, 35 reviewsCorsica 2 room Suite at the Jamaicahaus
Oct 22 – 29
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
Sep 24 – Oct 1
Hotel in Red Hook
The Reclaimed Motel, Hudson Valley - Three Farmers
Jun 8 – 15
Hotel in Warwick
4.77 out of 5 average rating, 121 reviewsThe Warwick Inn Boutique Amity Room 1
Apr 8 – 15
Room in New Milford
4.91 out of 5 average rating, 22 reviewsCandlewood Lake - Cozy private room by the lake
Sep 18 – 25
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