Holiday rentals with outdoor seating in Pittsfield
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Pittsfield
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 Pittsfield
House rentals with outdoor seating
Home in Pittsfield
4.94 out of 5 average rating, 102 reviewsCantabile life in the Berkshires
Home in Pittsfield
4.98 out of 5 average rating, 102 reviewsHidden Oasis in the Mountains by Evergreen Home
Home in Lee
4.9 out of 5 average rating, 208 reviews1817 Berkshire Farmhouse- Close to Everything.
Home in Dalton
4.99 out of 5 average rating, 123 reviewsCleveland House - renovated Berkshires' gem.
Home in Monterey
4.93 out of 5 average rating, 309 reviewsCharming cottage w/ gorgeous views.
Home in Dalton
4.92 out of 5 average rating, 172 reviewsBrooksong, the perfect Berkshires getaway
Home in Chatham
4.9 out of 5 average rating, 148 reviews2BR Chatham Vlg Home Wi-fi Park@Door Keyless 55"TV
Home in Bennington
4.99 out of 5 average rating, 241 reviewsCozy Modern Sugar House with spectacular views.
Apartment rentals with outdoor seating
Flat in Copake Falls
4.93 out of 5 average rating, 265 reviewsModern Copake Falls Getaway - 8 Mins to Catamount
Flat in Bennington
4.93 out of 5 average rating, 533 reviewsThe Octopus's Garden
Flat in Shelburne Falls
4.98 out of 5 average rating, 493 reviewsIn town, newly renovated studio with private deck
Flat in North Adams
4.97 out of 5 average rating, 421 reviewsSee MoCA from your mansion+Sauna!
Flat in Greenfield
4.96 out of 5 average rating, 279 reviewsMohawk Trail View/ private apt. no cleaning Fee
Flat in Northampton
4.95 out of 5 average rating, 283 reviewsBike Path Hideaway Near Smith, Cooley, Northampton
Flat in Northampton
4.98 out of 5 average rating, 651 reviewsTree Top Suite, cozy downtown apartment
Flat in Sheffield
5.0 out of 5 average rating, 323 reviewsHideaway with Spectacular Berkshire Views
Apartment rentals with outdoor seating
Apartment in Hancock
4.83 out of 5 average rating, 131 reviewsCozy Condo @ Jiminy Peak
Apartment in Hudson
4.94 out of 5 average rating, 146 reviewsHarmony Valley Home, bright & inviting 2-BR escape
Apartment in Dover
4.99 out of 5 average rating, 100 reviewsWinter Dream! The Handle Lodge at Snowtree Condos
Apartment in Saratoga Springs
4.97 out of 5 average rating, 101 reviewsUltimate Location The Belmont, Track, Broadway
Apartment in West Dover
4.74 out of 5 average rating, 124 reviewsBeautiful condo 2.5 miles from Mount Snow
Apartment in Dover
4.99 out of 5 average rating, 105 reviews*Summer Mountain Oasis: Base of Mount Snow Retreat
Apartment in Hancock
4.9 out of 5 average rating, 21 reviewsAll-season Berkshires ski resort condo - Sitzmark
Apartment in Hancock
4.95 out of 5 average rating, 19 reviewsUpscale 2 bed/2bath Condo at a Mountain Resort!
Quick stats about holiday rentals with outdoor seating in Pittsfield
Total rentals
90 properties
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
60 properties are a good fit for families
Total number of reviews
3.5K reviews
Nightly prices starting at
€ 37 before taxes and fees
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