Beachfront holiday rentals in Berkshire County
Find and book unique beachfront homes on Airbnb
Top-rated beachfront rentals in Berkshire County
Guests agree: these beachfront homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for beachfront rentals in Berkshire County
Pet-friendly beachfront home rentals
Cabin in Plainfield
4.52 out of 5 average rating, 25 reviewsCamp on Windsor Pond- Berkshires
1–8 Jun
Home in Otis
4.85 out of 5 average rating, 33 reviewsBig Pond Lake House ‘Beachwood’
2–9 Oct
Home in Lee
4.93 out of 5 average rating, 30 reviewsMidcentury Meets Modern on Goose Pond
23–30 Oct
Cottage in Becket
4.95 out of 5 average rating, 130 reviewsCozy lakeside cottage
3–10 Oct
Home in Monterey
4.84 out of 5 average rating, 49 reviewsRustic 3bd Lake Front Country Cottage
23–30 Aug
Flat in Otis
4.97 out of 5 average rating, 61 reviewsEnjoy every season the Berkshires have to offer.
26 May – 2 Jun
Home in Becket
4.96 out of 5 average rating, 50 reviewsBerkshires Retreat W/ Sauna by Evergreen Home
25 May – 1 Jun
Home in Egremont
4.93 out of 5 average rating, 55 reviewsModern and Stylish Country Lakeside Cottage
13–20 Jun
Private beachfront home rentals
Home in Tolland
5.0 out of 5 average rating, 5 reviewsLakefront Retreat at Porcupine Place
31 Aug – 7 Sep
Barn in Stockbridge
4.58 out of 5 average rating, 12 reviewsLAKE COTTAGE -In the Berkshire/ walk to Tanglewood
20–27 Oct
Cottage in Otis
Lakefront Cottage in the Berkshires
24 Sep – 1 Oct
Cottage in Becket
4.95 out of 5 average rating, 130 reviewsCozy lakeside cottage
3–10 Oct
Home in Becket
4.93 out of 5 average rating, 118 reviewsLake front retreat - Stylish Berkshire home
5–12 Dec
Cottage in Hinsdale
4.99 out of 5 average rating, 141 reviewsCozy Cottage in the Berkshires
26 Jan – 2 Feb
Home in Becket
4.92 out of 5 average rating, 12 reviewsNew Shaw Pond Skytop Retreat in the Berkshires
19–26 Dec
Flat in Otis
4.97 out of 5 average rating, 61 reviewsEnjoy every season the Berkshires have to offer.
26 May – 2 Jun
Luxury beachfront home rentals
Home in Otis
4.58 out of 5 average rating, 24 reviewsLake house in the heart of the Berkshires
31 May – 7 Jun
Home in Otis
5.0 out of 5 average rating, 26 reviewsBig Pond Hideaway
19–26 Aug
Home in Pittsfield
4.91 out of 5 average rating, 35 reviewsLakefront home in the heart of the Berkshires
4–11 Jan
Home in Monterey
Berkshires Lake Ski House w/HT near GB
14–21 Mar
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