Waterfront holiday rentals in Pittsfield
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Pittsfield
Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for waterfront rentals in Pittsfield
Waterfront apartment rentals
Flat in Wilmington
4.88 out of 5 average rating, 279 reviewsGlobetrotter Retreat - Minutes to the Mountain
16–23 Oct
Flat in Valatie
4.94 out of 5 average rating, 164 reviewsHolland House: Modern Rustic Guest Apartment
12–19 Feb
Flat in Charlemont
5.0 out of 5 average rating, 128 reviewsSuite 23 - Spacious Sunny 2-BR with Mountain view
4–11 Jun
Flat in Schenectady
4.9 out of 5 average rating, 176 reviewsBring your Kayak or paddleboard this Summer!
9–16 Nov
Flat in Rosendale
4.96 out of 5 average rating, 201 reviewsRosendale Trestle View
12–19 Sep
Flat in Kingston
4.96 out of 5 average rating, 186 reviewsDeMew Townhouse in Historic Kingston
27 Sep – 4 Oct
Flat in Kingston
4.95 out of 5 average rating, 148 reviewsCozy 1 bedroom apartment in the Rondout Kingston
4–11 Oct
Flat in Wilmington
4.98 out of 5 average rating, 436 reviews**Happy Hour! Gorgeous & Modern Downtown Retreat**
5–12 Sep
Waterfront house rentals
Home in Huntington
4.9 out of 5 average rating, 109 reviewsPrivate house on the River
7–14 Jan
Home in Catskill
4.96 out of 5 average rating, 135 reviewsHEAVEN ON EARTH - Hudson Riverfront Home
21–28 Jan
Home in Chatham
4.88 out of 5 average rating, 138 reviewsCountry house on Indian Creek
16–23 Nov
Home in Hillsdale
4.93 out of 5 average rating, 209 reviewsLake House, Copake Lake, NY
24–29 Jun
Home in Hudson
4.96 out of 5 average rating, 340 reviewsRushing Rapids Cottage – a birdwatcher's paradise
18–25 Jan
Home in Averill Park
4.95 out of 5 average rating, 143 reviewsCozy, peaceful lake house close to Jiminy Peak
29 May – 5 Jun
Home in Great Barrington
4.96 out of 5 average rating, 140 reviewsElegant Year-Round Lakeside Retreat with AC
9–16 Jan
Home in Saugerties
4.99 out of 5 average rating, 144 reviewsThe Wood House
9–16 Mar
Waterfront apartment rentals
Apartment in Shelburne Falls
4.88 out of 5 average rating, 33 reviewsFlowers & Falls Spot House
6–13 Jun
Apartment in Saratoga Springs
4.95 out of 5 average rating, 22 reviewsLakefront, dock, walk to marina and restaurants!
25 Dec – 1 Jan
Apartment in Saratoga Springs
4.8 out of 5 average rating, 61 reviewsLAKEFRONT: Walk to Marina, Restaurants, Near Track
29 Jan – 5 Feb
Apartment in Saratoga Springs
4.81 out of 5 average rating, 37 reviewsGorgeous Waterfront - Close to track & Saratoga
20–27 Nov
Quick stats about waterfront rentals in Pittsfield
Total rentals
20 properties
Wifi availability
20 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
730 reviews
Nightly prices starting at
₹8,339 before taxes and fees
Destinations to explore
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