Waterfront vacation rentals in Berkshire County
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Berkshire County
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 Berkshire County waterfront rentals
Waterfront apartment rentals
Apartment in Pittsfield
5 out of 5 average rating, 4 reviewsLavishly Appointed 2BR Apt. Home
A charming place and cozy stay! Robert was responsive and friendly. Also, I highly recommend the shrimp and cheddar grits at District Bar & Kitchen which is only a few minutes away. So good!
Apartment in Williamstown
4.83 out of 5 average rating, 213 reviewsWilliamstown Apt. on Green River Walk to Williams!
Very convenient to the college and Spring St shops and restaurants; very walkable. Plenty of room for 5 people and found the washer/dryer very useful. Added bonus were the fall colors and the sound of water from the creek. Molly very responsive to questions and timely. Very clean. Thanks!
Apartment in Great Barrington
4.88 out of 5 average rating, 26 reviewsZen River Studio
My partner and I had a wonderful, relaxing time here! Jill and Steven were fantastic hosts, all the thoughtful touches made our stay really delightful. The lovely path along the river was beautiful and well maintained. Everything was as described, if not better. We were both able to work remotely for a few days during our stay with no wifi issues. Walkable to downtown Great Barrington to enjoy an evening out, especially with Jill and Steven's great recommendations.
Apartment in Williamstown
4.67 out of 5 average rating, 24 reviewsLovely two bedroom river-view rental unit
Overall, we had a good stay here. There was some noise from the street, but it was not an issue for me. If you are a very light sleeper, this might be something to consider. The queen bed was very soft/squishy, which again I like, but if you prefer a firmer mattress, keep that in mind. The place was extremely clean and easy to access for check-in.
Apartment in Lanesborough
5 out of 5 average rating, 40 reviewsCozy Berkshire Waterfront Home
This setting on the lake is just stunning! The large, hilly yard has the most gorgeous view, visible also from inside the apartment and from the lovely deck. I came here to celebrate my 50th birthday and it couldn’t have been more wonderful. Laurie even gave me a delicious little birthday cake. The amenities are luxurious, the decor is so tasteful and every cupboard is beautifully organized. Highly recommended. Hope we can return!
Apartment in Richmond
5 out of 5 average rating, 21 reviewsPrivate Main Floor of Cottage on Richmond Pond
Beautiful location overlooking the pond, conveniently located to towns and attractions, and private. Cozy, well stocked kitchen/cooking gear, everything you need as a contained retreat or a home base while exploring the Berkshires.
Apartment in Great Barrington
4.95 out of 5 average rating, 55 reviewsKing Bed, Wi-Fi, 2m Ski Resort
My gf and I stay in Great Barrington usually about twice a year and this stay was the best value for the location. The room was really cool, very modern, and clean. The large back yard was perfect for our energetic Boykin Spaniel. It was located in walking distance to a few restaurants and just about the corner from great hiking spots and Main St for shopping at the nice local spots. I highly recommend this stay.
Apartment in Otis
4.95 out of 5 average rating, 88 reviewsEnjoy every season the Berkshires have to offer.
Thanks for a great stay! It was a perfect place for a little getaway. I appreciate your clear communication and flexibility.
Waterfront house rentals
Home in Sandisfield
5 out of 5 average rating, 30 reviewsWaterfront oasis in heart of Berkshires
This place was so so magical, peaceful, cozy, whimsical! I didn’t want to leave the house!! The area is beautiful, and the house is stunning just as listed. We had a great time. I also have to say that communication with Jamie and the caretaker was great, very attentive. Would love to go back soon
Home in Monterey
5 out of 5 average rating, 3 reviewsBerkshire Ski House on Lake Garfield W/HT By GB
The house is very recently updated with many nice decorator's touches and the hosts have made available nice perks for the guests, like beach towels on the ground floor, a kayak at the beach site and a backyard fire pit. Shay was very responsive to questions the week before our stay and provided many suggestions of restaurants in Great Barrington, a 20 minute drive away. Besides the draw of Jacob's Pillow 30 minutes away, there was a Zipline and Adventure Park at Catamount, also about 30 minutes away and the Appalachian Trail passes right nearby in the State Park. The house is not directly on Lake Garfield, but has a view of it and the sandy family beach is about a 5-10 minute walk away. Be aware that there are lots of stairs to negotiate because it is on 3 floors.
Home in Pittsfield
4.95 out of 5 average rating, 62 reviewsBerkshires in Fall at Beautiful Hygge House
The Hygge House was a lovely spot to spend my birthday weekend with my family and friends. We took advantage of so many close-by activities. But the highlights were at the house itself - paddling the canoe and kayak through the water, outdoor dinner, and s’mores at the fire pit. Jessica was also so easy to communicate with and super accommodating during a personal emergency we experienced. We loved our stay and would love to come back again soon.
Home in Becket
4.93 out of 5 average rating, 29 reviewsLakefront Cottage on Private Beach
Daphne is a thoughtful and wonderful host. The property was clean, comfortable and very well appointed with everything I would need, especially in the kitchen. I highly recommend this 5-star property. It is quiet, peaceful and full of nature everywhere the eye can see.
Home in Cheshire
4.86 out of 5 average rating, 212 reviewsSki at The 19th c. Barn in The Berkshires
Visiting Jane's place in the fall is an absolute pleasure! The surroundings were gorgeous with the changing leaves, and the stream that runs behind the property added a peaceful element to it all. It was a lovely and comfortable house that carried a rustic charm throughout it, and we appreciated all that the area had to offer.
Home in Pittsfield
4.96 out of 5 average rating, 51 reviewsCharming lake house with amazing sunset views
We had a wonderful stay in a beautiful home with gorgeous views of the lake. The home was fully appointed, especially comfortable. The location was perfect for a stay in the berkshires. Joe, the host , was receptive and extremely responsive. Thank you for a great stay!
Home in Becket
4.88 out of 5 average rating, 17 reviewsLakefront Jewel By: Evergreen Home
Beautiful home and location. The house was the cleanest air bnb I ever stayed in. Everything was clean and new. The house had everything we needed in it. We absolutely loved the view. We used the lake every day, even in the cold, my kids bundled up and took the kayaks out. We would definitely stay again! Thank you for everything.
Home in Becket
4.93 out of 5 average rating, 75 reviewsTranquil 3-BR Waterfront Retreat
Tranquil setting close to local Berkshire towns. Property was private, clean and had everything you need for a weekend retreat! Would highly recommend
Destinations to explore
- Waterfront rentals United States
- Waterfront rentals New York
- Waterfront rentals Massachusetts
- Monthly Rentals Berkshire County
- Pet-friendly rentals Berkshire County
- Condo rentals Berkshire County
- Rentals with outdoor seating Berkshire County
- Beachfront rentals Berkshire County
- Cabin rentals Berkshire County
- Rentals with a hot tub Berkshire County
- Ski-in/ski-out rentals Berkshire County
- Fitness-friendly rentals Berkshire County
- Rentals with pools Berkshire County
- Apartment rentals Berkshire County
- Rentals with lake access Berkshire County
- House rentals Berkshire County
- Rentals with a patio Berkshire County
- Hotel rentals Berkshire County
- Private suite rentals Berkshire County
- Rentals with a fire pit Berkshire County
- Guesthouse rentals Berkshire County
- Bed and breakfasts Berkshire County
- Kid-friendly rentals Berkshire County
- Rentals with a fireplace Berkshire County
- Farmstay rentals Berkshire County
- Cottage rentals Berkshire County
- Rentals with beach access Berkshire County
- Boutique hotel rentals Berkshire County
- Rentals with breakfast Berkshire County
- Chalet rentals Berkshire County
- Rentals with an EV charger Berkshire County
- Rentals with a sauna Berkshire County
- Family-friendly rentals Berkshire County
- Rentals with a washer and dryer Berkshire County
- Rentals with a kayak Berkshire County
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- 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
- Things to do United States
- Art and culture United States
- Sightseeing United States
- Food and drink United States
- Sports activities United States
- Entertainment United States
- Wellness United States
- Nature and outdoors United States
- Things to do Massachusetts
- Food and drink Massachusetts
- Sightseeing Massachusetts
- Art and culture Massachusetts
- Nature and outdoors Massachusetts
- Things to do Berkshire County
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes