Waterfront vacation rentals in Berkshire County

Find and book unique waterfront rentals on Airbnb

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Popular amenities for Berkshire County waterfront rentals

Waterfront apartment rentals

Apartment in Pittsfield

5 out of 5 average rating, 4 reviews

Lavishly Appointed 2BR Apt. Home

RachelRating, 5 stars2 months ago
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 reviews

Williamstown Apt. on Green River Walk to Williams!

CannieRating, 5 stars3 months ago
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!
Guest favorite

Apartment in Great Barrington

4.89 out of 5 average rating, 27 reviews

Zen River Studio

EldadRating, 5 stars2 months ago
we enjoyed our stay at this beautiful inviting cozy place. On top of the having most any amenities one can think of, the place is situated at a great place to explore Western Massachusetts from. we got all the help we needed to get around during our stay, places to visit, the better places to eat etc. I will definitely recommend my friend to stay there. thank you much Jill and Steve for creating this place.

Apartment in Williamstown

4.67 out of 5 average rating, 24 reviews

Lovely two bedroom river-view rental unit

ClaireRating, 5 stars3 months ago
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.
Guest favorite

Apartment in Lanesborough

5 out of 5 average rating, 40 reviews

Cozy Berkshire Waterfront Home

KathrynRating, 5 stars3 months ago
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 reviews

Private Main Floor of Cottage on Richmond Pond

AlanRating, 5 stars1 month ago
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.
Guest favorite

Apartment in Great Barrington

4.93 out of 5 average rating, 60 reviews

King Bed, Wi-Fi, 2m Ski Resort

MeghanRating, 5 stars3 weeks ago
Perfect spot for our stay in the Berkshires! Stylish, clean, and comfy room. Walkable to anything we needed including restaurants, grocery store, and parks. Would certainly stay again!
Guest favorite

Apartment in Otis

4.96 out of 5 average rating, 89 reviews

Enjoy every season the Berkshires have to offer.

JennieRating, 5 stars3 weeks ago
Denise’s place was cozy and just what we needed to ski at Otis ridge. So close to the mountain and a few great restaurants. She was very accommodating and we loved the view of the lake and walking around her neighborhood.

Waterfront house rentals

Guest favorite

Home in Sandisfield

5 out of 5 average rating, 31 reviews

Waterfront oasis in heart of Berkshires

ParulRating, 5 stars1 month ago
We loved staying at this gorgeous place! Beautifully designed and cozy with a great view! We would love to come back in the summer or fall. Jamie is an amazing host :)
Superhost

Home in Monterey

4.8 out of 5 average rating, 5 reviews

Berkshire Ski House on Lake Garfield W/HT By GB

KristenRating, 5 stars3 weeks ago
A group of 12 stayed in the Airbnb for 3 nights to celebrate New Years Eve and we had a great stay!! The check-in and check-out process was super easy. The home was clean, organized, and had plenty of space to comfortably accommodate 12 people. Many loved the hot tub! The neighborhood was quiet and peaceful, perfect for relaxing. It is about 30 minutes to local areas with restaurants and bars. The host was very responsive and communicated all the important details, making our stay hassle-free. Highly recommend! Perfect for a group trip!
Guest favorite

Home in Pittsfield

4.95 out of 5 average rating, 62 reviews

Ski and Relax at Beautiful Hygge House

KatrinaRating, 5 stars3 months ago
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.
Guest favorite

Home in Becket

4.93 out of 5 average rating, 29 reviews

Lakefront Cottage on Private Beach

DaveRating, 5 stars2 months ago
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.
Superhost

Home in Cheshire

4.86 out of 5 average rating, 213 reviews

Ski at The 19th c. Barn in The Berkshires

JohnRating, 5 stars1 month ago
Our party of four adults and two small kids really enjoyed our weekend in this unique and tastefully renovated former barn. The linens, bedding, and towels were all top quality, the kitchen was well equipped, and overall the place was comfortable and spotless. The location is super private and quiet, surrounded by nature and farmland, including an on-site stream and sheep (that's not a typo). A great spot to stay for a visit to the northern Berkshires - Mt. Greylock and Mass MoCA are very nearby. Our visit was on a frigid winter weekend with a ton of snow and outside temps in the 20s, yet our indoor temps were toasty and very comfortable, especially with the wood stove.
Guest favorite

Home in Pittsfield

4.96 out of 5 average rating, 53 reviews

Cozy winter getaway close to skiing & ice fishing

WilliamRating, 5 stars3 weeks ago
My girlfriend and I spent four nights days at Joe and Jess’s beautiful home for a much needed vacation after the holidays. We spent most of our days/nights in the sunroom playing board games and watching movies with the beautiful view of the lake. It snowed halfway through our stay and the snow on the lake made it truly feel like we were in a winter wonderland. The house was very clean and we had everything we needed to cook our meals. We would love to come back during the warmer months and explore the lake as well as some of the hiking trails nearby.
Superhost

Home in Becket

4.89 out of 5 average rating, 19 reviews

Lakefront Jewel By: Evergreen Home

AldiasRating, 5 stars3 weeks ago
great place to spend your time with family. they provide many things which is awesome. we definitely like to go back. Great cabin. we love it and enjoyed it.
Guest favorite

Home in Huntington

4.91 out of 5 average rating, 133 reviews

Private house on the River

JasonRating, 5 stars4 days ago
We had a great stay and very much enjoyed the snow! There was plenty of space and the beds were comfortable! Overall a great stay. Thanks again Jennifer!

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