Waterfront vacation 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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Pittsfield waterfront rentals
Waterfront apartment rentals
Apartment in Wilmington
4.88 out of 5 average rating, 279 reviewsGlobetrotter Retreat - Minutes to the Mountain
Oct 13 – 20
Apartment in Charlemont
5.0 out of 5 average rating, 128 reviewsSuite 23 - Spacious Sunny 2-BR with Mountain view
Jun 2 – 9
Apartment in Newfane
4.97 out of 5 average rating, 406 reviewsRock River Retreat: Pets Welcome
Jan 21 – 28
Apartment in Rosendale
4.96 out of 5 average rating, 201 reviewsRosendale Trestle View
Sep 10 – 17
Apartment in Schenectady
4.9 out of 5 average rating, 176 reviewsBring your Kayak or paddleboard this Summer!
Aug 31 – Sep 7
Apartment in Kingston
4.95 out of 5 average rating, 147 reviewsCozy 1 bedroom apartment in the Rondout Kingston
Jul 22 – 29
Apartment in Wilmington
4.98 out of 5 average rating, 435 reviews**Happy Hour! Gorgeous & Modern Downtown Retreat**
Apr 16 – 23
Apartment in West Granby
4.89 out of 5 average rating, 116 reviewsMajestic Farmhouse Private & Peaceful Guest Apt.
Feb 9 – 16
Waterfront house rentals
Home in Catskill
4.96 out of 5 average rating, 135 reviewsHEAVEN ON EARTH - Hudson Riverfront Home
Dec 27 – Jan 3
Home in Averill Park
4.95 out of 5 average rating, 143 reviewsCozy, peaceful lake house close to Jiminy Peak
May 28 – Jun 4
Home in Hudson
4.96 out of 5 average rating, 339 reviewsRushing Rapids Cottage – a birdwatcher's paradise
Apr 23 – 30
Home in Hillsdale
4.93 out of 5 average rating, 209 reviewsLake House, Copake Lake, NY
Jun 24 – 29
Home in Chatham
4.88 out of 5 average rating, 137 reviewsCountry house on Indian Creek
Nov 13 – 20
Home in Cornwall
4.92 out of 5 average rating, 227 reviewsSecluded modern forest cabin with private brook
Nov 24 – Dec 1
Home in Ghent
4.87 out of 5 average rating, 270 reviewsModern Barn on 12 acres w Sauna, FirePit+swimming
Nov 15 – 22
Home in Great Barrington
4.96 out of 5 average rating, 139 reviewsElegant Year-Round Lakeside Retreat with AC
Jan 9 – 16
Waterfront condo rentals
Condo in Shelburne Falls
4.88 out of 5 average rating, 33 reviewsFlowers & Falls Spot House
Jun 4 – 11
Condo in Saratoga Springs
4.95 out of 5 average rating, 22 reviewsLakefront, dock, walk to marina and restaurants!
Mar 5 – 12
Condo in Saratoga Springs
4.8 out of 5 average rating, 61 reviewsLAKEFRONT: Walk to Marina, Restaurants, Near Track
Feb 1 – 8
Condo in Saratoga Springs
4.81 out of 5 average rating, 37 reviewsGorgeous Waterfront - Close to track & Saratoga
Jul 8 – 15
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
$100 before taxes and fees
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