Beachfront vacation rentals in The Berkshires
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Top-rated beachfront rentals in The Berkshires
Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for The Berkshires beachfront rentals
Pet-friendly beachfront home rentals
Cottage in New Fairfield
4.93 out of 5 average rating, 259 reviewsSweet Dotti's Cottage on Candlewood Lake - 60M NYC
Nov 19 – 26
Cottage in Ulster Park
4.91 out of 5 average rating, 169 reviewsRomantic House on a Magical Lake
Sep 4 – 11
Home in Putnam Valley
4.88 out of 5 average rating, 251 reviewsThe Pudding Pad Lake House
Apr 28 – May 5
Home in Egremont
4.93 out of 5 average rating, 55 reviewsModern and Stylish Country Lakeside Cottage
May 17 – 24
Apartment in Otis
4.97 out of 5 average rating, 61 reviewsEnjoy every season the Berkshires have to offer.
Feb 17 – 24
Home in Becket
4.96 out of 5 average rating, 51 reviewsBerkshires Retreat W/ Sauna by Evergreen Home
Nov 30 – Dec 7
Home in Lee
4.93 out of 5 average rating, 30 reviewsMidcentury Meets Modern on Goose Pond
Oct 18 – 25
Home in Belchertown
5.0 out of 5 average rating, 19 reviewsMoonstone n' Lucy's Lake House – romantic, serene
Oct 16 – 23
Beachfront home rentals with a pool
Cabin in Prattsville
4.82 out of 5 average rating, 154 reviews6 acre w/SWIM pond w/boats & floats plus HOT TUB!
Oct 17 – 24
Farm stay in Mayfield
4.95 out of 5 average rating, 37 reviewsLove Shack on Great Sacandaga Lake
Dec 20 – 27
Home in West Kill
5.0 out of 5 average rating, 34 reviewsWaterfront Mountain House with Pool
Oct 24 – 31
Home in Saratoga Springs
4.96 out of 5 average rating, 78 reviewsWaterfront Saratoga Lake home!- Pool, dock, kayak
Sep 6 – 13
Cabin in Brattleboro
4.85 out of 5 average rating, 20 reviews“Dragonwood” Micro Cabin Stay
Sep 12 – 19
Home in Athens
5.0 out of 5 average rating, 43 reviews5 BR Lakefront House w/ Hot Tub - Catskills
Mar 28 – Apr 4
Cottage in Kent
4.89 out of 5 average rating, 63 reviews1 bed pond cottage w/ pool & hot tub access
Mar 12 – 19
Home in Athens
4.92 out of 5 average rating, 90 reviewsPrivate lakefront home, hot tub & resort amenities
Feb 5 – 12
Private beachfront home rentals
Chalet in Northville
4.99 out of 5 average rating, 142 reviewsStunning 3-Unit Lakefront! Hot Tub & Private Dock
Nov 1 – 8
Cottage in Chester
4.98 out of 5 average rating, 229 reviewsUpdated cottage "Beriozka" on Cedar Lake
Feb 6 – 13
Cottage in Shutesbury
4.93 out of 5 average rating, 197 reviewsLake Wyola House Shutesbury Massachusetts
Sep 6 – 13
Home in Morris
4.87 out of 5 average rating, 142 reviewsBantam Lake Waterfront Retreat with Private Beach
Jan 20 – 27
Apartment in Chichester
4.92 out of 5 average rating, 143 reviewsSTREAMSIDE CATSKILL MOUNTAIN HOUSE
Feb 28 – Mar 7
Cottage in Pawling
5.0 out of 5 average rating, 64 reviewsTwin Lakes Designer A-frame Stone Cottage
Mar 27 – Apr 3
Home in Becket
4.92 out of 5 average rating, 12 reviewsNew Shaw Pond Skytop Retreat in the Berkshires
Sep 10 – 17
Home in West Suffield
5.0 out of 5 average rating, 60 reviewsLinny’s Congamond Lake House
Nov 24 – Dec 1
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