
Holiday rentals with outdoor seating in Western Massachusetts
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Western Massachusetts
Guests agree: These Holiday Houses 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 Western Massachusetts outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Hillside Views in Hudson Valley

Lake front retreat - Stylish Berkshire home

Farm Fresh Feeding Hills
Woodstock Historic Artist Estate - The Pond House

Brooksong, the perfect Berkshires getaway

Eagle Rock House

Granite Ledge, Modern home in a unique setting

Sunrise on the Water's Edge - Riverside Bungalow
Apartment rentals with outdoor seating

Warm & Stylish Apartment w/laundry - walk to DT

Sunny Peaceful Home

Hudson River Beach House

Modern Copake Falls Getaway - 8 Mins to Catamount

Tree Top Suite, cozy downtown apartment

House Above the Hollow

Western Mass Retreat!

Cozy Haven: Convenience & Charm
Condo rentals with outdoor seating

Meadow View

Mount Snow Ski Chalet

Winter Dream! The Handle Lodge at Snowtree Condos

Ideal location! Steps to Track and Broadway!

Condo w/ great amenities 4-seasons! Ski in Ski out

Great 2 bedroom condo at Stratton Mountain

Ski Condo 5 Min from Mt Snow

Wyndham Bentley Brook
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- Mount Pocono Holiday rentals
- South Jersey Holiday rentals
- The Hamptons Holiday rentals
- Townhouse rentals Western Massachusetts
- Rentals with a kayak Western Massachusetts
- Guesthouse rentals Western Massachusetts
- Holiday home rentals Western Massachusetts
- Cabin rentals Western Massachusetts
- Bed and breakfasts Western Massachusetts
- Beachfront rentals Western Massachusetts
- Smoking-friendly rentals Western Massachusetts
- Aparthotel rentals Western Massachusetts
- Boutique hotel rentals Western Massachusetts
- Rentals with a sauna Western Massachusetts
- House rentals Western Massachusetts
- Apartment rentals Western Massachusetts
- Lakehouse rentals Western Massachusetts
- Rentals with a fireplace Western Massachusetts
- Rentals with a home theatre Western Massachusetts
- Loft rentals Western Massachusetts
- Luxury rentals Western Massachusetts
- Waterfront rentals Western Massachusetts
- Farmstay rentals Western Massachusetts
- Condo rentals Western Massachusetts
- Rentals with a hot tub Western Massachusetts
- Rentals with beach access Western Massachusetts
- Rentals with an accessible height toilet Western Massachusetts
- Family-friendly rentals Western Massachusetts
- Rentals with a washing machine and dryer Western Massachusetts
- Rentals with a patio Western Massachusetts
- Private suite rentals Western Massachusetts
- Fitness-friendly rentals Western Massachusetts
- Rentals with pools Western Massachusetts
- Rentals with a fire pit Western Massachusetts
- Rentals with an EV charger Western Massachusetts
- Rentals with lake access Western Massachusetts
- Cottage rentals Western Massachusetts
- Rentals with breakfast Western Massachusetts
- Ski-in/ski-out rentals Western Massachusetts
- Pet-friendly rentals Western Massachusetts
- Chalet rentals Western Massachusetts
- Hotel rentals Western Massachusetts
- Tiny house rentals Western Massachusetts
- Rentals with outdoor seating Massachusetts
- Rentals with outdoor seating United States
- Six Flags New England
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- Bash Bish Falls State Park
- Bushnell Park
- Kent Falls State Park
- Brimfield State Forest
- Catamount Mountain Ski Resort
- Mount Greylock Ski Club
- Wintonbury Hills Golf Course
- Norman Rockwell Museum
- Bigelow Hollow State Park
- Taconic State Park
- Dinosaur State Park
- Mount Sugarloaf State Reservation
- Mount Tom State Reservation
- 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