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The Berkshires vacation rentals
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Top-rated vacation rentals in The Berkshires
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Popular amenities for The Berkshires vacation rentals
House rentals in The Berkshires
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Home in Rhinebeck
5 out of 5 average rating, 174 reviewsEagle Rock House
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Home in Germantown
4.96 out of 5 average rating, 271 reviewsModern Cottage, Views, Walking Trails, Fireplace!
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Home in New Paltz
4.97 out of 5 average rating, 700 reviewsVictorian Haven
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Home in Becket
4.93 out of 5 average rating, 125 reviewsLake front retreat - Stylish Berkshire home
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Home in Wappingers Falls
4.95 out of 5 average rating, 128 reviewsTranquil Tree-House on the beautiful Hudson River
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Home in Chatham
4.98 out of 5 average rating, 101 reviewsHilltop studio apartment on 100 acres near village
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Home in Litchfield
4.93 out of 5 average rating, 171 reviewsStunning Views, Bucolic Bliss in 1790s Farmhouse
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Home in Monterey
4.93 out of 5 average rating, 121 reviewsPerfect Berkshire getaway.Cozy cottage.Great wifi.
Cottage rentals in The Berkshires
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Cottage in Accord
4.88 out of 5 average rating, 227 reviewsSweet Cottage on a Farm Road
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Cottage in Highland
4.91 out of 5 average rating, 560 reviewsLittle Yellow Cottage New Paltz - Kitchen wash/dry
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Cottage in Becket
4.95 out of 5 average rating, 149 reviewsLakefront | Pvt Dock | Kayaks | Firepit | 1G | W/D
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Cottage in Becket
4.94 out of 5 average rating, 250 reviewsBERKSHIRE COTTAGE NEAR CRYSTAL CLEAR LAKE.
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Cottage in Petersham
4.99 out of 5 average rating, 162 reviewsCider House Cottage
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Cottage in Catskill
4.95 out of 5 average rating, 242 reviews1930's Cottage charm air conditioned near hiking
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Cottage in Williamstown
4.9 out of 5 average rating, 170 reviewsCute Cozy Comfy Cottage in the Berkshires
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Cottage in Chichester
4.99 out of 5 average rating, 530 reviewsGarden Cottage In The Catskills
The Berkshires fishing vacation rentals
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Bungalow in Cairo
4.99 out of 5 average rating, 336 reviewsSwim just feet from your door, 20 min to Hudson
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Tiny home in Orange
4.92 out of 5 average rating, 324 reviewsThe Writer's Retreat: A Sweetwater Stay
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Cabin in Petersburg
4.92 out of 5 average rating, 199 reviewsCozy Retreat in the Trees
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Cabin in Warwick
4.98 out of 5 average rating, 204 reviewsArtsy Pine Cabin in the Woods
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Tiny home in Lexington
4.95 out of 5 average rating, 319 reviewsDiamond Notch - Mini A-frame, Spectacular Views
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Home in Becket
4.93 out of 5 average rating, 101 reviewsBeautiful, quiet and cozy home in Becket!
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Rental unit in Brookfield
4.94 out of 5 average rating, 207 reviewsPeaceful apartment on 3.5 acres w/ Artist studio.
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Home in Becket
4.87 out of 5 average rating, 299 reviewsReal Estate:Therapy - Lake, Laundry, Love it
Destinations to explore
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- Family travel hub Tips and inspiration
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