
Vacation home rentals in The Berkshires
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Top-rated vacation home rentals in The Berkshires
Guests agree: these vacation home 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 vacation home rentals
Family-friendly vacation home rentals

Dreamy Catskills mountain getaway w/ yoga studio

2 blocks from Warren with an office and Patio db

Hunter Mountain Ski House Rental

Great top fl near cnter with sunroom and a view cc

2 blocks to Warren ST with an office and a yard cb

Lux Boutique Large Private LOFT Pratt St Hartford

Private Apartment Loft Style on Pratt and Hartford

Entire House-Sacandaga Lakeview Home on Rosebloom
Vacation home rentals with a patio

Mountain escape in Hunter/Tannersville

Modern HOT TUB House 3mins to Belleayre

Once in a Lifetime Hudson River Views

Saratoga Lakefront Belmont Travers 12 min to track

The Dahlia Villa within Westerhall Gardens

Charming Vacation House w/ Pool & HotTub

Cozy Catskills retreat w/views & fireplace

Riverfront, cozy farmhouse near Rhinebeck
Vacation home rentals with a washer and dryer

Beautiful 2 bedroom home with panoramic view

Winterberry Lodge: Newly Renovated at Jiminy Peak

Spofford lake 1 bedroom apartment with boat dock

Explore the Berkshires from this charming home.

Lakefront Retreat | Kayaks, Paddle Board & Hot tub

Peaceful 3-Bed/3-Bath in Private Lake Community

The Barn Loft- Spacious stream-side Catskill home

Large elegant 2BR in Village walk to restaurants!
Destinations to explore
- Aparthotel rentals The Berkshires
- Apartment rentals The Berkshires
- Hotel rentals The Berkshires
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- Rentals with beach access The Berkshires
- Rentals with a sauna The Berkshires
- Bed and breakfasts The Berkshires
- Rentals with lake access The Berkshires
- Rentals with a hot tub The Berkshires
- Waterfront rentals The Berkshires
- Rentals with a patio The Berkshires
- Rentals with pools The Berkshires
- Rentals with breakfast The Berkshires
- Rentals with a washer and dryer The Berkshires
- Rentals with a kayak The Berkshires
- Townhouse rentals The Berkshires
- Cottage rentals The Berkshires
- Rentals with an accessible height toilet The Berkshires
- Rentals with a fireplace The Berkshires
- Boutique hotel rentals The Berkshires
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- Family-friendly rentals The Berkshires
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- Lakehouse rentals The Berkshires
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- Luxury rentals The Berkshires
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- Vacation home rentals United States