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 Valatie
4.94 out of 5 average rating, 164 reviewsHolland House: Modern Rustic Guest Apartment
Sep 4 – 11
Apartment in Kingston
4.95 out of 5 average rating, 148 reviewsCozy 1 bedroom apartment in the Rondout Kingston
Jul 10 – 17
Apartment in Wilmington
4.98 out of 5 average rating, 436 reviews**Happy Hour! Gorgeous & Modern Downtown Retreat**
May 28 – Jun 4
Apartment in Saugerties
4.88 out of 5 average rating, 100 reviewsHuge 2 Floor Apartment Available, Est.2020
Aug 14 – 21
Apartment in Williamstown
4.86 out of 5 average rating, 198 reviewsWilliamstown Apt. on Green River Walk to Williams!
Aug 25 – Sep 1
Apartment in West Granby
4.89 out of 5 average rating, 116 reviewsMajestic Farmhouse Private & Peaceful Guest Apt.
Mar 9 – 16
Apartment in Saugerties
4.91 out of 5 average rating, 171 reviewsEsopus Bend Getaway - 4 min to HITS
Jun 18 – 25
Apartment in Hudson
4.94 out of 5 average rating, 123 reviews225 Warren Suite
Oct 18 – 25
Waterfront house rentals
Home in Hudson
4.96 out of 5 average rating, 339 reviewsRushing Rapids Cottage – a birdwatcher's paradise
Apr 5 – 12
Home in Chatham
4.88 out of 5 average rating, 138 reviewsCountry house on Indian Creek
Oct 26 – Nov 2
Home in Averill Park
4.95 out of 5 average rating, 143 reviewsCozy, peaceful lake house close to Jiminy Peak
May 29 – Jun 5
Home in Great Barrington
4.96 out of 5 average rating, 140 reviewsElegant Year-Round Lakeside Retreat with AC
Jan 20 – 27
Home in Hillsdale
4.93 out of 5 average rating, 209 reviewsLake House, Copake Lake, NY
Jun 24 – 29
Home in Ghent
4.87 out of 5 average rating, 270 reviewsModern Barn on 12 acres w Sauna, FirePit+swimming
Mar 18 – 25
Home in Cheshire
4.86 out of 5 average rating, 199 reviews19th c. Barn in The Berkshires
May 10 – 17
Home in Saugerties
4.99 out of 5 average rating, 144 reviewsThe Wood House
Feb 18 – 25
Waterfront condo rentals
Condo in Shelburne Falls
4.88 out of 5 average rating, 33 reviewsFlowers & Falls Spot House
Jun 5 – 12
Condo in Saratoga Springs
4.95 out of 5 average rating, 22 reviewsLakefront, dock, walk to marina and restaurants!
Jun 24 – Jul 1
Condo in Saratoga Springs
4.8 out of 5 average rating, 61 reviewsLAKEFRONT: Walk to Marina, Restaurants, Near Track
Feb 2 – 9
Condo in Saratoga Springs
4.81 out of 5 average rating, 37 reviewsGorgeous Waterfront - Close to track & Saratoga
Nov 18 – 25
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
€ 93 before taxes and fees
Destinations to explore
- New City Vacation rentals
- New Haven Vacation rentals
- Lake George Vacation rentals
- Catskill Vacation rentals
- Albany Vacation rentals
- Catskill Mountains Vacation rentals
- Philadelphia Vacation rentals
- Jersey City Vacation rentals
- New York Vacation rentals
- The Hamptons Vacation rentals
- Boston Vacation rentals
- Montreal Vacation rentals
- Waterfront rentals United States
- Waterfront rentals New York
- Waterfront rentals New Hampshire
- Waterfront rentals Massachusetts
- Rentals with a fire pit Pittsfield
- Rentals with a fireplace Pittsfield
- Monthly Rentals Pittsfield
- Rentals with a washer and dryer Pittsfield
- Rentals with a patio Pittsfield
- Rentals with pools Pittsfield
- House rentals Pittsfield
- Rentals with outdoor seating Pittsfield
- Apartment rentals Pittsfield
- Pet-friendly rentals Pittsfield
- Rentals with lake access Pittsfield
- Kid-friendly rentals Pittsfield
- Family-friendly rentals Pittsfield
- Waterfront rentals Berkshire County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom