
Holiday rentals in Windsor Jambs
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Top-rated holiday rentals in Windsor Jambs
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
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Popular amenities for Windsor Jambs holiday rentals
Other great holiday rentals in Windsor Jambs
Top guest favourite

Home in Ashfield
5 out of 5 average rating, 16 reviewsJ&J’s Retreat
Guest favourite

Guest suite in Charlemont
5 out of 5 average rating, 42 reviewsThe Corner of Main and South St. 2 bedroom Suite.
Guest favourite

Home in Adams
4.92 out of 5 average rating, 61 reviewsMount Greylock View Retreat,3 bedroom,2 1/2 bath.
Guest favourite

Home in Lanesborough
4.96 out of 5 average rating, 51 reviewsHistoric Stone Church in The Berkshires
Top guest favourite

Farm stay in Worthington
4.97 out of 5 average rating, 36 reviewsLike sleeping on a cloud
Top guest favourite

Guest suite in Dalton
4.98 out of 5 average rating, 65 reviewsBerkshires getaway: nature, culture & relaxation
Top guest favourite

Chalet in Charlemont
4.99 out of 5 average rating, 74 reviewsStrautmanHaus: All-Season Chalet at Berkshire East
Guest favourite

Home in Worthington
5 out of 5 average rating, 13 reviewsCarriage House Studio
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- Stratton Mountain
- Six Flags New England
- Taconic State Park
- Berkshire East Mountain Resort
- Albany Center Gallery
- Jiminy Peak Mountain Resort
- Bash Bish Falls State Park
- Catamount Mountain Ski Resort
- Brimfield State Forest
- Norman Rockwell Museum
- Mount Greylock Ski Club
- Mount Snow Ski Resort
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Beartown State Forest
- Wintonbury Hills Golf Course
- Bright Nights at Forest Park
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- Hancock Shaker Village
- Mount Sugarloaf State Reservation
- Pineridge Cross Country Ski Area
- Naumkeag
- Bousquet Mountain Ski Area