
House holiday rentals in The Berkshires
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Top-rated house rentals in The Berkshires
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in The Berkshires
House rentals with a pool

midcentury mod * HOT TUB * walk out trail 2 mohonk

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres

4Br Mountain Brook House on 130 acres w/ trails

Upstate Modern Scandinavian Barn in the Catskills

Peaceful Light-Filled Guesthouse 1 Hour From NYC

Stunning Views, Bucolic Bliss in 1790s Farmhouse

Stylish Woodstock Pool Home

Pool*Hot Tub*Pirate Ship*Fire Pit*Luxury Farmhouse
Weekly house rentals

A/C! Hot Tub, Movie Room, & Private Beach Access!

Cambridge Hill Farmhouse - Sauna - Swimming Pond

The Wildflower House

Waterfront oasis in heart of Berkshires

The Red House

New Shaw Pond Skytop Retreat in the Berkshires

Summer Cottage at The Lake!

Hilltop: Panoramic Views w/ Pool near Catamount
Private house rentals

Waterfront Modern Lake Mansfield Retreat

TREE FARM Hilltop Getaway: Majestic Mountain Views

Berkshires Oasis Retreat: Art Meets Nature

NEW! Berkshires Farmhouse w/ Firepit & Wood Stove

Hudson Riverfront Mid-Century Modern Home

Birch & Buck - Stunning Views near Hudson & Hunter

NEW! Hilltop Ski and Sun Chalet with Hot Tub

Moody Pond House: Weekend Country Escape
Destinations to explore
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