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 Sep
Home in Monterey
4.93 out of 5 average rating, 116 reviewsPerfect Berkshire getaway.Cozy cottage.Great wifi.
2–9 Sep
Home in Canaan
5.0 out of 5 average rating, 135 reviewsCountry Cottage
23–30 Mar
Home in North Adams
4.99 out of 5 average rating, 267 reviewsSteps to MoCA private house + SAUNA!
5–12 Jan
Home in Chester
4.96 out of 5 average rating, 312 reviewsRiverfront Getaway
8–15 Dec
Home in Becket
4.93 out of 5 average rating, 118 reviewsLake front retreat - Stylish Berkshire home
23–30 Nov
Home in Lee
4.9 out of 5 average rating, 206 reviews1817 Berkshire Farmhouse- Close to Everything.
3–10 Oct
Home in Pittsfield
4.98 out of 5 average rating, 102 reviewsHidden Oasis in the Mountains by Evergreen Home
2–9 Dec
Apartment rentals with outdoor seating
Flat in Williamstown
4.93 out of 5 average rating, 239 reviewsCOLD SPRING
23–30 Sep
Flat in Pittsfield
4.92 out of 5 average rating, 225 reviewsMarie's Place
24–31 Oct
Flat in Williamstown
4.96 out of 5 average rating, 301 reviewsNew Studio In Town, By the Water
12–19 Jan
Flat in North Adams
5.0 out of 5 average rating, 116 reviewsWhiteley Hideaway- walk to Mass MoCA and Downtown
10–17 Oct
Flat in Lenox
4.95 out of 5 average rating, 105 reviewsLovely Downtown Lenox apt, walk to everything!
17–24 Oct
Flat in North Adams
4.98 out of 5 average rating, 180 reviewsOverlooking the city in a quiet 7 unit building.
17–24 Dec
Flat in North Adams
4.91 out of 5 average rating, 395 reviewsPrivate guest apartment. One block from downtown.
24–31 Jan
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
6–13 Jun
Apartment in Hancock
4.9 out of 5 average rating, 21 reviewsAll-season Berkshires ski resort condo - Sitzmark
29 Jul – 5 Aug
Apartment in Hancock
4.95 out of 5 average rating, 19 reviewsUpscale 2 bed/2bath Condo at a Mountain Resort!
6–13 Dec
Apartment in Hancock
4.97 out of 5 average rating, 37 reviewsJiminy's GEM: ski-in/ski-out 3br/3ba condo at base
14–21 Jan
Apartment in Lenox
5.0 out of 5 average rating, 16 reviewsSpacious 3 bedroom apt in Lenox historic downtown
24–31 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
7–14 Feb
Room in Great Barrington
4.96 out of 5 average rating, 150 reviewsQuiet refuge in Great Barrington
10–17 Nov
Destinations to explore
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