Vacation rentals with outdoor seating in Berkshire County
Find and book unique outdoor seating rentals on Airbnb
Top-rated outdoor seating rentals in Berkshire County
Guests agree: these outdoor seating rentals 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 Berkshire County outdoor seating rentals
House rentals with outdoor seating
Home in Dalton
4.88 out of 5 average rating, 113 reviewsThe Yellow House
Nov 29 – Dec 6
Home in Chester
4.96 out of 5 average rating, 311 reviewsRiverfront Getaway
Jul 30 – Aug 6
Home in Becket
4.93 out of 5 average rating, 118 reviewsLake front retreat - Stylish Berkshire home
Dec 14 – 21
Home in Pittsfield
4.98 out of 5 average rating, 102 reviewsHidden Oasis in the Mountains by Evergreen Home
Jan 9 – 16
Home in Lee
4.9 out of 5 average rating, 204 reviews1817 Berkshire Farmhouse- Close to Everything.
Sep 2 – 9
Home in Monterey
4.93 out of 5 average rating, 116 reviewsPerfect Berkshire getaway.Cozy cottage.Great wifi.
Oct 6 – 13
Home in Dalton
4.99 out of 5 average rating, 120 reviewsCleveland House - renovated Berkshires' gem.
Jun 11 – 18
Home in Dalton
4.92 out of 5 average rating, 171 reviewsBrooksong, the perfect Berkshires getaway
Oct 23 – 30
Apartment rentals with outdoor seating
Apartment in Sheffield
4.92 out of 5 average rating, 122 reviewsPrivate Berkshire Barn Apartment
Dec 5 – 12
Apartment in Williamstown
4.96 out of 5 average rating, 299 reviewsNew Studio In Town, By the Water
May 22 – 29
Apartment in Williamstown
4.93 out of 5 average rating, 236 reviewsCOLD SPRING
Sep 28 – Oct 5
Apartment in Pittsfield
4.92 out of 5 average rating, 225 reviewsMarie's Place
Oct 16 – 23
Apartment in North Adams
4.98 out of 5 average rating, 179 reviewsOverlooking the city in a quiet 7 unit building.
Sep 3 – 10
Apartment in North Adams
5.0 out of 5 average rating, 116 reviewsWhiteley Hideaway- walk to Mass MoCA and Downtown
Jul 28 – Aug 4
Apartment in Lenox
4.95 out of 5 average rating, 105 reviewsLovely Downtown Lenox apt, walk to everything!
Oct 5 – 12
Apartment in North Adams
4.91 out of 5 average rating, 393 reviewsPrivate guest apartment. One block from downtown.
Feb 6 – 13
Condo rentals with outdoor seating
Condo in Hancock
4.83 out of 5 average rating, 131 reviewsCozy Condo @ Jiminy Peak
May 28 – Jun 4
Condo in Hancock
4.9 out of 5 average rating, 21 reviewsAll-season Berkshires ski resort condo - Sitzmark
Oct 19 – 26
Condo in Hancock
4.95 out of 5 average rating, 19 reviewsUpscale 2 bed/2bath Condo at a Mountain Resort!
Oct 12 – 19
Condo in Hancock
4.97 out of 5 average rating, 37 reviewsJiminy's GEM: ski-in/ski-out 3br/3ba condo at base
Jan 5 – 12
Condo in Lenox
5.0 out of 5 average rating, 16 reviewsSpacious 3 bedroom apt in Lenox historic downtown
May 7 – 14
Condo in Hancock
5.0 out of 5 average rating, 3 reviewsBentley Brook Presidents Week & Christmas
Dec 22 – 29
Condo in Pittsfield
Serene Retreat in the Scenic Berkshire Mountains
Jan 29 – Feb 5
Room in Great Barrington
4.96 out of 5 average rating, 150 reviewsQuiet refuge in Great Barrington
Mar 23 – 30
Destinations to explore
- Rentals with outdoor seating United States
- Rentals with outdoor seating New York
- Rentals with outdoor seating Massachusetts
- Rentals with outdoor seating Massachusetts
- Bed and breakfasts Berkshire County
- Rentals with an EV charger Berkshire County
- Rentals with a kayak Berkshire County
- Beachfront rentals Berkshire County
- Guesthouse rentals Berkshire County
- Chalet rentals Berkshire County
- Rentals with pools Berkshire County
- Farmstay rentals Berkshire County
- Rentals with a fire pit Berkshire County
- Rentals with a sauna Berkshire County
- Hotel rentals Berkshire County
- Condo rentals Berkshire County
- Cabin rentals Berkshire County
- Rentals with a patio Berkshire County
- House rentals Berkshire County
- Pet-friendly rentals Berkshire County
- Rentals with breakfast Berkshire County
- Monthly Rentals Berkshire County
- Rentals with a hot tub Berkshire County
- Cottage rentals Berkshire County
- Fitness-friendly rentals Berkshire County
- Rentals with lake access Berkshire County
- Kid-friendly rentals Berkshire County
- Waterfront rentals Berkshire County
- Family-friendly rentals Berkshire County
- Rentals with beach access Berkshire County
- Private suite rentals Berkshire County
- Rentals with a fireplace Berkshire County
- Rentals with a washer and dryer Berkshire County
- Apartment rentals Berkshire County
- Boutique hotel rentals Berkshire County
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes