
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

Private Retreat: Hot Tub! Movie Room! Pool Table!

NEW! Berkshires Farmhouse w/ Firepit & Wood Stove

Greek Revival Farmhouse

Valley Vista atop Jug End

New Shaw Pond Skytop Retreat in the Berkshires

Cantabile life 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

The Beer Diviner Brewery Apartment

King Bed|Wi-Fi|2m Ski Resort

Steps to MoCA: 2bd + SAUNA!

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

Berkshires Resort with Pools - Lg 1BD - Sleeps 4

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

All-season Berkshires ski resort condo - Sitzmark
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- Six Flags New England
- John Boyd Thacher State Park
- Taconic State Park
- Bushnell Park
- Berkshire East Mountain Resort
- Albany Center Gallery
- Zoom Flume
- Jiminy Peak Mountain Resort
- Bash Bish Falls State Park
- Mount Greylock Ski Club
- Kent Falls State Park
- Norman Rockwell Museum
- Catamount Mountain Ski Resort
- Mount Snow Ski Resort
- Mohawk Mountain Ski Area
- Beartown State Forest
- Wintonbury Hills Golf Course
- Talcott Mountain State Park
- Hartford Golf Club
- Mount Sugarloaf State Reservation
- Bousquet Mountain Ski Area
- Bright Nights at Forest Park
- Hancock Shaker Village
- Opus 40