Waterfront vacation rentals in Great Barrington
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Top-rated waterfront rentals in Great Barrington
Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Great Barrington waterfront rentals
Waterfront apartment rentals
Apartment in Kingston
4.95 out of 5 average rating, 153 reviewsCozy 1 bedroom apartment in the Rondout Kingston
Apartment in Saugerties
4.91 out of 5 average rating, 172 reviewsEsopus Bend Getaway - 4 min to HITS
Apartment in Rosendale
4.96 out of 5 average rating, 201 reviewsRosendale Trestle View
Apartment in West Granby
4.89 out of 5 average rating, 119 reviewsMajestic Farmhouse Private & Peaceful Guest Apt.
Apartment in Williamstown
4.96 out of 5 average rating, 304 reviewsNew Studio In Town, By the Water
Apartment in Saugerties
4.88 out of 5 average rating, 101 reviewsHuge 2 Floor Apartment Available, Est.2020
Apartment in Valatie
4.94 out of 5 average rating, 164 reviewsHolland House: Modern Rustic Guest Apartment
Apartment in Charlemont
5.0 out of 5 average rating, 128 reviewsSuite 23 - Spacious Sunny 2-BR with Mountain view
Waterfront house rentals
Home in Cornwall
4.92 out of 5 average rating, 231 reviewsSecluded modern forest cabin with private brook
Home in Averill Park
4.95 out of 5 average rating, 143 reviewsCozy, peaceful lake house close to Jiminy Peak
Home in Great Barrington
4.96 out of 5 average rating, 142 reviewsElegant Year-Round Lakeside Retreat with AC
Home in Woodstock
4.94 out of 5 average rating, 272 reviewsWoodstock Historic Artist Estate - The Pond House
Home in Ghent
4.87 out of 5 average rating, 272 reviewsModern Barn on 12 acres w Sauna, FirePit+swimming
Home in Copake
4.96 out of 5 average rating, 174 reviewsLakefront +views +skiing +bbq +firepit +games
Home in Sheffield
4.93 out of 5 average rating, 111 reviewsA Private Peninsula Retreat In The Berkshires!
Home in Becket
4.93 out of 5 average rating, 119 reviewsLake front retreat - Stylish Berkshire home
Waterfront condo rentals
Condo in Hunter
4.8 out of 5 average rating, 283 reviewsMountain side ski and snowboard condo
Condo in Hunter
4.97 out of 5 average rating, 430 reviews*Great Reviews* Hunter Mtn. Close/Cozy/Clean Condo
Condo in Shelburne Falls
4.88 out of 5 average rating, 34 reviewsFlowers & Falls Spot House
Condo in Hunter
4.79 out of 5 average rating, 38 reviewsMountain retreat with fireplace - Hunter Mountain
Condo in Hunter
5.0 out of 5 average rating, 20 reviewsSlopeside Hunter Condo
Condo in East Jewett
4.97 out of 5 average rating, 93 reviewsMountainView2BRCondo/Deck/Fireplace
Condo in Windham
4.65 out of 5 average rating, 23 reviewsBright Main St Condo ~ Half Mi to Windham Mtn
Quick stats about waterfront rentals in Great Barrington
Total rentals
20 properties
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
750 reviews
Nightly prices starting at
$100 before taxes and fees
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