
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.

Greek Revival Farmhouse

A sunny, quiet chalet beautifully decorated.

Cantabile life in the Berkshires

Sun-filled, Charming Stockbridge Classic- In Town!

19th c. Barn in The Berkshires

Elegant Year-Round Lakeside Retreat with AC

Stylish Mid-century Modern Berkshires Cape
Apartment rentals with outdoor seating

Beautfiul, modern, GB apartment

Walk Everywhere! | Relax in Easy Elegance!

King Bed|Wi-Fi|2m Ski Resort

The Beer Diviner Brewery Apartment

Modern Copake Falls Getaway - 8 Mins to Catamount

Enjoy every season the Berkshires have to offer.

Hideaway with Spectacular Berkshire Views

See MoCA from your mansion+Sauna!
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 lake access Berkshire County
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- Cottage rentals Berkshire County
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- Rentals with a firepit Berkshire County
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- Family-friendly rentals Berkshire County
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- Cabin rentals Berkshire County
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- Bed and breakfasts 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
- Mount Greylock Ski Club
- Wintonbury Hills Golf Course
- Norman Rockwell Museum
- Taconic State Park
- Mount Sugarloaf State Reservation
- Mount Tom State Reservation
- Opus 40
- Mohawk Mountain Ski Area
- Beartown State Forest
- Albany Center Gallery
- Talcott Mountain State Park
- Bright Nights at Forest Park
- Bousquet Mountain Ski Area
- Berkshire Botanical Garden
- Mount Snow Ski Resort