
House vacation rentals in Great Barrington
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Top-rated house rentals in Great Barrington
Guests agree: these houses 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 Great Barrington house rentals
House rentals with a pool

Shaggerties - fun cozy catskill mountain getaway

The Catamount Ski Haus with Pool & Hot Tub

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres

4Br Mountain Brook House on 130 acres w/ trails

Modern Barn on 12 acres w Sauna, FirePit+swimming

Summer Chalet w/ Pool + Private Hiking Trails

Stylish Rural Sanctuary + Heated Pool (Seasonal)!

Pool*Hot Tub*Pirate Ship*Fire Pit*Luxury Farmhouse
House rentals with a hot tub

Modern and cozy 3 bedroom with outdoor oasis

Escape to Lakefront Leisure—Amazing views!

Modern Home in Woods w/ Hot Tub 10 Miles to Hudson

Unwind in the country, stargaze in hot tub

Upstate Riverfront Getaway with Hot tub

Norbrook Farm ~ Rustic farmhouse w/ pond & trails

The City Farmers Upstate. Farm house with hot tub

HEAVEN ON EARTH - Hudson Riverfront Home
Weekly house rentals

Waterfront Modern Lake Mansfield Retreat

Walk to Town! Great Barrington 4-bedroom farmhouse

Bagels in the Berkshires - Mins to Ski & Town

Bull Hill Bungalow

Modern and Stylish Country Lakeside Cottage

New Shaw Pond Skytop Retreat in the Berkshires

Majestic Mountain Side FAB. Bardominium Sheffield

The Kellogg House in the Heart of The Berkshires
Quick stats about house rentals in Great Barrington
Total rentals
150 properties
Nightly prices starting at
R532 ZAR before taxes and fees
Total number of reviews
4.6K reviews
Family-friendly rentals
130 properties are a good fit for families
Pet-friendly rentals
60 properties allow pets
Rentals with a pool
10 properties have a pool
Destinations to explore
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- Rentals with pools Great Barrington
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- Hunter Mountain
- Six Flags New England
- John Boyd Thacher State Park
- Thunder Ridge Ski Area
- Taconic State Park
- Bushnell Park
- Berkshire East Mountain Resort
- Zoom Flume
- Albany Center Gallery
- Jiminy Peak Mountain Resort
- Walkway Over the Hudson State Historic Park
- Bash Bish Falls State Park
- Mount Greylock Ski Club
- Kent Falls State Park
- Norman Rockwell Museum
- Catamount Mountain Ski Resort
- Windham Mountain
- Mohawk Mountain Ski Area
- Beartown State Forest
- Talcott Mountain State Park
- Wintonbury Hills Golf Course
- Hartford Golf Club
- Mount Sugarloaf State Reservation
- Bousquet Mountain Ski Area