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
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Popular amenities for outdoor seating rentals in Berkshire County
House rentals with outdoor seating
Home in Dalton
4.88 out of 5 average rating, 114 reviewsThe Yellow House
15–22 Jan
Home in New Lebanon
4.99 out of 5 average rating, 348 reviewsThe old sawmill from 1771
8–15 Mar
Home in North Adams
4.99 out of 5 average rating, 266 reviewsSteps to MoCA private house + SAUNA!
27 Jan – 3 Feb
Home in Chester
4.96 out of 5 average rating, 312 reviewsRiverfront Getaway
14–21 Oct
Home in Becket
4.93 out of 5 average rating, 118 reviewsLake front retreat - Stylish Berkshire home
16–23 Jan
Home in Pittsfield
4.98 out of 5 average rating, 102 reviewsHidden Oasis in the Mountains by Evergreen Home
3–10 Jan
Home in Sheffield
4.9 out of 5 average rating, 107 reviewsWow! Best BERKSHIRE SnowHome #1 Private SuperClean
5–12 Oct
Home in Dalton
4.92 out of 5 average rating, 171 reviewsBrooksong, the perfect Berkshires getaway
28 Sep – 5 Oct
Apartment rentals with outdoor seating
Flat in Williamstown
4.93 out of 5 average rating, 237 reviewsCOLD SPRING
4–11 Oct
Flat in North Adams
5.0 out of 5 average rating, 116 reviewsWhiteley Hideaway- walk to Mass MoCA and Downtown
20–27 Oct
Flat in Pittsfield
4.92 out of 5 average rating, 225 reviewsMarie's Place
11–18 Apr
Flat in Williamstown
4.96 out of 5 average rating, 299 reviewsNew Studio In Town, By the Water
31 Jul – 7 Aug
Flat in North Adams
4.98 out of 5 average rating, 179 reviewsOverlooking the city in a quiet 7 unit building.
23–30 May
Flat in Lenox
4.95 out of 5 average rating, 105 reviewsLovely Downtown Lenox apt, walk to everything!
14–21 Jan
Flat in North Adams
4.91 out of 5 average rating, 394 reviewsPrivate guest apartment. One block from downtown.
19–26 Jun
Flat in North Adams
4.9 out of 5 average rating, 196 reviewsSunny Suite with Mountain Views, Steps from MoCA
18–25 Jun
Apartment rentals with outdoor seating
Apartment in Hancock
4.83 out of 5 average rating, 131 reviewsCozy Condo @ Jiminy Peak
19–26 Mar
Apartment in Hancock
4.9 out of 5 average rating, 21 reviewsAll-season Berkshires ski resort condo - Sitzmark
4–11 Aug
Apartment in Hancock
4.95 out of 5 average rating, 19 reviewsUpscale 2 bed/2bath Condo at a Mountain Resort!
1–8 Dec
Apartment in Hancock
4.97 out of 5 average rating, 37 reviewsJiminy's GEM: ski-in/ski-out 3br/3ba condo at base
9–16 Jan
Apartment in Lenox
5.0 out of 5 average rating, 16 reviewsSpacious 3 bedroom apt in Lenox historic downtown
18–25 Dec
Apartment in Hancock
5.0 out of 5 average rating, 3 reviewsBentley Brook Presidents Week & Christmas
22–29 Dec
Apartment in Pittsfield
Serene Retreat in the Scenic Berkshire Mountains
2–9 Feb
Room in Great Barrington
4.96 out of 5 average rating, 150 reviewsQuiet refuge in Great Barrington
11–18 Mar
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