Vacation rentals with outdoor seating in Pittsfield
Find and book unique outdoor seating rentals on Airbnb
Top-rated outdoor seating rentals in Pittsfield
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 Pittsfield outdoor seating rentals
House rentals with outdoor seating
Home in Dalton
4.99 out of 5 average rating, 122 reviewsCleveland House - renovated Berkshires' gem.
Home in North Adams
4.99 out of 5 average rating, 272 reviewsSteps to MoCA private house + SAUNA!
Home in Chatham
4.9 out of 5 average rating, 146 reviews2BR Chatham Vlg Home Wi-fi Park@Door Keyless 55"TV
Home in Monterey
4.93 out of 5 average rating, 308 reviewsCharming cottage w/ gorgeous views.
Home in Dalton
4.92 out of 5 average rating, 171 reviewsBrooksong, the perfect Berkshires getaway
Home in Lee
4.9 out of 5 average rating, 206 reviews1817 Berkshire Farmhouse- Close to Everything.
Home in Bennington
4.99 out of 5 average rating, 239 reviewsCozy Modern Sugar House with spectacular views.
Home in Lenox
4.93 out of 5 average rating, 211 reviewsHeart of Lenox Walk to Town Cozy Cottage!
Apartment rentals with outdoor seating
Apartment in Petersburg
4.85 out of 5 average rating, 150 reviewsThe Beer Diviner Brewery Apartment
Apartment in Copake Falls
4.93 out of 5 average rating, 262 reviewsModern Copake Falls Getaway - 8 Mins to Catamount
Apartment in Plainfield
4.97 out of 5 average rating, 238 reviewsSunny, light filled loft in 1873 Colonial
Apartment in Bennington
4.93 out of 5 average rating, 529 reviewsThe Octopus's Garden
Apartment in Shelburne Falls
4.98 out of 5 average rating, 489 reviewsIn town, newly renovated studio with private deck
Apartment in Northampton
4.95 out of 5 average rating, 281 reviewsBike Path Hideaway Near Smith, Cooley, Northampton
Apartment in Greenfield
4.96 out of 5 average rating, 275 reviewsMohawk Trail View/ private apt. no cleaning Fee
Apartment in Northampton
4.98 out of 5 average rating, 650 reviewsTree Top Suite, cozy downtown apartment
Condo rentals with outdoor seating
Condo in Hancock
4.83 out of 5 average rating, 131 reviewsCozy Condo @ Jiminy Peak
Condo in Hudson
4.94 out of 5 average rating, 143 reviewsHarmony Valley Home, bright & inviting 2-BR escape
Condo in Dover
4.99 out of 5 average rating, 100 reviewsWinter Dream! The Handle Lodge at Snowtree Condos
Condo in Saratoga Springs
4.97 out of 5 average rating, 100 reviewsUltimate Location The Belmont, Track, Broadway
Condo in West Dover
4.74 out of 5 average rating, 124 reviewsBeautiful condo 2.5 miles from Mount Snow
Condo in Dover
4.99 out of 5 average rating, 105 reviews*Summer Mountain Oasis: Base of Mount Snow Retreat
Condo in Hancock
4.9 out of 5 average rating, 21 reviewsAll-season Berkshires ski resort condo - Sitzmark
Condo in Hancock
4.95 out of 5 average rating, 19 reviewsUpscale 2 bed/2bath Condo at a Mountain Resort!
Quick stats about vacation 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
ﺩ.ﺇ147 before taxes and fees
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