
Holiday rentals with outdoor seating in Berkshire County
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Berkshire County
Guests agree: these rentals with outdoor seating 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 outdoor seating rentals in Berkshire County
House rentals with outdoor seating

Cleveland House - renovated Berkshires' gem.

Private Home in The Berkshires (New Hot Tub!)

A sunny, quiet chalet beautifully decorated.

Sun-filled, Charming Stockbridge Classic- In Town!

Cantabile life in the Berkshires

19th c. Barn in The Berkshires

Brooksong, the perfect Berkshires getaway

Elegant Year-Round Lakeside Retreat with AC
Apartment rentals with outdoor seating

Beautfiul, modern, GB apartment

Walk Everywhere! | Relax in Easy Elegance!

Private Berkshire Barn Apartment

Bennett Abode

King Bed|Wi-Fi|2m Ski Resort

The Beer Diviner Brewery Apartment

COLD SPRING

Modern Copake Falls Getaway - 8 Mins to Catamount
Apartment rentals with outdoor seating

Jiminy's GEM: ski-in/ski-out 3br/3ba condo at base

Wyndham Bentley Brook

Spacious 3 bedroom apt in Lenox historic downtown

Walk to Ski Slopes: Jiminy Peak Resort Getaway!

Quiet refuge in Great Barrington
Destinations to explore
- Rentals with a patio Berkshire County
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- Bed and breakfasts Berkshire County
- House rentals Berkshire County
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- Waterfront rentals Berkshire County
- Rentals with an EV charger Berkshire County
- Rentals with a sauna Berkshire County
- Rentals with lake access Berkshire County
- Family-friendly rentals Berkshire County
- Rentals with a washing machine and dryer Berkshire County
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- Chalet rentals Berkshire County
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- Private suite rentals Berkshire County
- Rentals with outdoor seating Massachusetts
- Rentals with outdoor seating United States
- Six Flags New England
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- John Boyd Thacher State Park
- Bash Bish Falls State Park
- Zoom Flume
- Bushnell Park
- Kent Falls State Park
- Catamount Mountain Ski Resort
- Norman Rockwell Museum
- Wintonbury Hills Golf Course
- Mount Greylock Ski Club
- Taconic State Park
- Mount Tom State Reservation
- Mohawk Mountain Ski Area
- Beartown State Forest
- Mount Sugarloaf State Reservation
- Hartford Golf Club
- Hancock Shaker Village
- Northern Cross Vineyard
- Opus 40
- Albany Center Gallery
- Talcott Mountain State Park
- Bright Nights at Forest Park