Waterfront vacation rentals in The Berkshires
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Top-rated waterfront rentals in The Berkshires
Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for The Berkshires waterfront rentals
Waterfront apartment rentals
Apartment in West Granby
4.89 out of 5 average rating, 116 reviewsMajestic Farmhouse Private & Peaceful Guest Apt.
Mar 31 – Apr 7
Apartment in Northampton
4.92 out of 5 average rating, 540 reviewsSunny Peaceful Home
Jul 22 – 29
Apartment in Newfane
4.97 out of 5 average rating, 406 reviewsRock River Retreat: Pets Welcome
Nov 20 – 27
Apartment in Kingston
4.96 out of 5 average rating, 186 reviewsDeMew Townhouse in Historic Kingston
Sep 27 – Oct 4
Apartment in Schenectady
4.9 out of 5 average rating, 176 reviewsBring your Kayak or paddleboard this Summer!
Sep 3 – 10
Apartment in Rosendale
4.96 out of 5 average rating, 201 reviewsRosendale Trestle View
Sep 12 – 19
Apartment in Valatie
4.94 out of 5 average rating, 164 reviewsHolland House: Modern Rustic Guest Apartment
Nov 14 – 21
Apartment in Wilmington
4.88 out of 5 average rating, 279 reviewsGlobetrotter Retreat - Minutes to the Mountain
Oct 16 – 23
Waterfront house rentals
Home in Catskill
4.96 out of 5 average rating, 135 reviewsHEAVEN ON EARTH - Hudson Riverfront Home
Jan 21 – 28
Home in Hillsdale
4.93 out of 5 average rating, 209 reviewsLake House, Copake Lake, NY
Jun 24 – 29
Home in Woodstock
4.94 out of 5 average rating, 268 reviewsWoodstock Historic Artist Estate - The Pond House
Nov 21 – 28
Home in Wappingers Falls
4.97 out of 5 average rating, 105 reviewsTranquil Tree-House on the beautiful Hudson River
Oct 21 – 26
Home in Woodstock
4.91 out of 5 average rating, 641 reviewsDutch Touch Woodstock Cottage
Nov 21 – 28
Home in Great Barrington
4.96 out of 5 average rating, 140 reviewsElegant Year-Round Lakeside Retreat with AC
Jan 9 – 16
Home in Hudson
4.96 out of 5 average rating, 339 reviewsRushing Rapids Cottage – a birdwatcher's paradise
Nov 4 – 11
Home in New Marlborough
4.89 out of 5 average rating, 122 reviewsLake House in the Berkshire (Access Dock & Canoe
Sep 29 – Oct 6
Waterfront condo rentals
Condo in Hunter
4.97 out of 5 average rating, 428 reviews*Great Reviews* Hunter Mtn. Clean/Close/Cozy Condo
Jul 15 – 22
Condo in Hunter
4.8 out of 5 average rating, 283 reviewsMountain side ski and snowboard condo
Jan 7 – 14
Condo in Manchester
4.88 out of 5 average rating, 104 reviewsBattenkill River Condo Home, South unit
Nov 17 – 24
Condo in East Jewett
4.97 out of 5 average rating, 94 reviewsMountainView2BRCondo/Deck/Fireplace
Oct 17 – 24
Condo in Shelburne Falls
4.88 out of 5 average rating, 33 reviewsFlowers & Falls Spot House
Jun 7 – 14
Condo in Hunter
4.79 out of 5 average rating, 38 reviewsTrailside mountain retreat with fireplace
Oct 8 – 15
Condo in Hunter
5.0 out of 5 average rating, 20 reviewsSlopeside Hunter Condo
Nov 18 – 25
Condo in Saratoga Springs
4.95 out of 5 average rating, 22 reviewsLakefront, dock, walk to marina and restaurants!
Dec 25 – Jan 1
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