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
28 Nov – 5 Dec
Home in Becket
4.93 out of 5 average rating, 118 reviewsLake front retreat - Stylish Berkshire home
5–12 Dec
Home in Chester
4.96 out of 5 average rating, 312 reviewsRiverfront Getaway
14–21 Oct
Home in Dalton
4.99 out of 5 average rating, 121 reviewsCleveland House - renovated Berkshires' gem.
19–26 Mar
Home in Lee
4.9 out of 5 average rating, 205 reviews1817 Berkshire Farmhouse- Close to Everything.
18–25 Oct
Home in Becket
4.87 out of 5 average rating, 289 reviewsReal Estate:Therapy - Lake, Laundry, Love it
8–15 Apr
Home in Pittsfield
4.98 out of 5 average rating, 102 reviewsHidden Oasis in the Mountains by Evergreen Home
27 Jul – 3 Aug
Home in Lenox
4.93 out of 5 average rating, 210 reviewsHeart of Lenox Walk to Town Cozy Cottage!
24–31 Oct
Apartment rentals with outdoor seating
Flat in Lenox
4.88 out of 5 average rating, 170 reviewsStation House 1E Private Room & Bath
17–24 Aug
Flat in North Adams
4.96 out of 5 average rating, 423 reviewsSteps to MoCA, 2bd + SAUNA!
5–12 Feb
Flat in Williamstown
4.93 out of 5 average rating, 238 reviewsCOLD SPRING
22–29 Aug
Flat in North Adams
5.0 out of 5 average rating, 116 reviewsWhiteley Hideaway- walk to Mass MoCA and Downtown
14–21 Aug
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, 255 reviews2-Bdr Apt In Town, By the Water
30 Mar – 6 Apr
Flat in Lenox
4.95 out of 5 average rating, 105 reviewsLovely Downtown Lenox apt, walk to everything!
13–20 Sep
Flat in North Adams
4.98 out of 5 average rating, 179 reviewsOverlooking the city in a quiet 7 unit building.
16–23 Nov
Apartment rentals with outdoor seating
Apartment in Hancock
4.83 out of 5 average rating, 131 reviewsCozy Condo @Jiminy Peak
7–14 Apr
Apartment in Hancock
4.9 out of 5 average rating, 21 reviewsAll-season Berkshires ski resort condo - Sitzmark
24–31 Aug
Apartment in Hancock
4.95 out of 5 average rating, 19 reviewsUpscale 2 bed/2bath Condo at a Mountain Resort!
3–10 Dec
Apartment in Hancock
4.97 out of 5 average rating, 37 reviewsJiminy's GEM: ski-in/ski-out 3br/3ba condo at base
11–18 Jan
Apartment in Lenox
5.0 out of 5 average rating, 16 reviewsSpacious 3 bedroom apt in Lenox historic downtown
21–28 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
4–11 Feb
Room in Great Barrington
4.96 out of 5 average rating, 150 reviewsQuiet refuge in Great Barrington
22–29 Apr
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