Waterfront vacation rentals in Berkshire County

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Popular amenities for Berkshire County waterfront rentals

Waterfront apartment rentals

Guest favorite
A modern kitchen features white cabinetry paired with a contrasting dark countertop. A stainless steel stove and hood are positioned near a window that allows natural light to illuminate the space. Brick accents are visible, adding texture and warmth.
Apartment in Williamstown
4.97 out of 5 average rating, 296 reviews

2-Bdr Apt In Town, By the Water

MitchellRating, 5 stars3 weeks ago
This was my second stay at this property. The property is very comfortable, kitchen is a pleasure to cook in especially with the door open listening to the river.
A spacious bedroom features a large bed with layered blankets and decorative pillows. A colorful abstract artwork adorns the wall above. Soft lighting is provided by two lamps on either side, and a small yellow table stands beside the bed, accompanied by a dark wooden nightstand.
Apartment in Williamstown
4.83 out of 5 average rating, 217 reviews

Williamstown Apt. on Green River Walk to Williams!

GregoryRating, 5 stars3 weeks ago
Beautiful apartment with plenty of linens and amenities. Walking distance to town. Easy check-in. Quite a bit of roof work and general construction happening when I was there but it didn’t bother me. Molly was very kind in letting me use her parking lot before and after check in.
Top guest favorite
A bright sunroom features large windows that allow natural light to illuminate the space. A gray and white patterned rug lies on the floor, complementing a cozy seating area with yellow cushions. A green dining table with chairs and potted plants add a touch of color.
Apartment in Great Barrington
4.89 out of 5 average rating, 28 reviews

Zen River Studio

katherineRating, 5 stars2 weeks ago
We loved the studio and felt right at home It was a perfect place to stay while exploring the Berkshires, close to both outdoor activities and the offerings of the town. We especially appreciated the beautiful view from the studio which enhanced rest and relaxation. Jill and Steve were great hosts. Highly recommend.
Top guest favorite
A serene view of Pontoosuc Lake is captured at dusk, with gentle ripples reflecting the soft pink and purple hues of the sky. Silhouetted trees frame the scene, enhancing the tranquil atmosphere of the surrounding landscape.
Apartment in Lanesborough
5 out of 5 average rating, 41 reviews

Cozy Berkshire Waterfront Home

MarkRating, 5 stars3 months ago
Can’t say enough good things about this find near Jiminy Peak in the Berkshires! Stayed for three nights while skiing two days over presidents weekend. Hosts were very thoughtful and flexible. Left cookies and s’mores kit which were a nice touch. During snowstorm steps to the unit and walking areas were kept shoveled and salted. For us and our two teenagers this offered the perfect alternative to pricey on mountain lodging and was only about a 13 minute drive. There was even a bonus game room which could probably serve as a small additional bedroom if someone had the need, it certainly has room for a twin air mattress. Our two kids shared the queen bed with minimal fighting, but that would’ve been our back up plan😂. Anyway, they were super responsive, check in and check out was easy and will certainly look to stay again if we get up there to ski again this year !
A cozy living area features a light beige sectional sofa adorned with red and white striped cushions. A black coffee table sits at the center, complemented by wooden flooring. Artwork and decorative pieces are displayed on the walls, contributing to a warm atmosphere.
Apartment in Richmond
5 out of 5 average rating, 21 reviews

Private Main Floor of Cottage on Richmond Pond

AlanRating, 5 stars6 months 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
A modern bedroom features a plush King-sized bed with crisp white linens and decorative pillows. A door opens to an outdoor area, while a unique wall design adds architectural interest. A small console table with a coffee maker is positioned against the wall.
Apartment in Great Barrington
4.95 out of 5 average rating, 75 reviews

King Bed, Wi-Fi, 2m Ski Resort

KirstenRating, 5 stars2 weeks ago
Lovey room, charming decor, comfortable bed and nice sheets. Great location .
Top guest favorite
A lush, green lawn gently slopes toward a small pond, framed by trees on either side. The natural foliage provides shade and privacy, while a stone is visible among the undergrowth. The area is serene, inviting reflection and connection with nature.
Apartment in Otis
4.96 out of 5 average rating, 95 reviews

Enjoy every season the Berkshires have to offer.

MarieRating, 5 stars2 days ago
We had a lovely relaxing time. The place was in a quiet, beautiful spot. Denise’s instructions were helpful and she was very welcoming. The place was spotless and the bed was extremely comfortable. We’d happily stay there again.
Guest favorite
A tranquil lakeside scene is depicted, showcasing a wooden dock reflecting in the calm water. Surrounding trees exhibit vibrant autumn colors, and a gazebo is situated on the shoreline, offering a serene retreat amidst nature.
Apartment in Hinsdale
4.8 out of 5 average rating, 5 reviews

Lakeside Getaway

AltonRating, 5 stars4 months ago
Very nice, clean space. Perfect for everything I needed for a long relaxing weekend!

Waterfront house rentals

Guest favorite
An outdoor deck features a dining table with four chairs, a lounge chair, and a two-person seating area. Surrounded by tall trees with autumn leaves, the scenic lake is visible in the background, reflecting the blue sky and vibrant colors of the foliage.
Home in Monterey
4.88 out of 5 average rating, 78 reviews

- Lake Front 4 Bdr w/ Fast Internet! -

YainaRating, 5 stars3 weeks ago
My family and I loved our stay. Jaryn was a wonderful host and the views from the house were incredible.
Guest favorite
Aerial view captures a rustic chalet surrounded by lush greenery and a tranquil lake. The property's sloped roof blends with the natural landscape, while a winding road leads nearby. The scene conveys a sense of privacy and seclusion within a serene lakeside environment.
Home in Becket
4.92 out of 5 average rating, 77 reviews

Little Longbow Lakefront Chalet

JensRating, 5 stars3 months ago
We went in February. Even with snow no problem to drive to the house. It is perfectly located. Remote but still close enough to everything. It is close to nice hikes. We would love to come back in the Summer or so as it has its own lake access. Kitchen is perfectly equipped if you like to cook. I always like if you have a separate dinning table - to eat, work, talk. All very clean with personal touches. We can just recommend the place highly. And Jaclyn was a great host - she gave us some flexibility with checkout but also was vey responsive. Thanks a lot!
Superhost
A serene view of a lake is framed by vibrant foliage displaying autumn colors. The water reflects the blue sky, dotted with fluffy clouds, creating a peaceful backdrop of natural beauty.
Home in Lee
5 out of 5 average rating, 7 reviews

Cabin With a Beautiful Lake View

HumiraRating, 5 stars5 months ago
We stayed at Caroline and Nathaniel’s beautiful home over the winter and celebrated NYE’s. Their house is beautiful and perched on top of the hills overlooking a lake. The view is absolutely stunning in the mornings. The house was well maintained and clean. The hosts were very active in communicating with us where we needed anything or if we needed to be aware of any situations regarding the house. I would definitely stay here again.
Guest favorite
The interior space features a white armchair beside a decorative wooden stool and a black coffee table. A tall ladder leads to the lofted area, while a metal shelving unit displays a framed image of a cow and a plant. Exposed wooden beams complement the natural decor.
Home in Egremont
4.94 out of 5 average rating, 81 reviews

Modern and Stylish Country Lakeside Cottage

NikiRating, 5 stars2 weeks ago
This was my second time staying at Maureen’s beautiful lakeside home and it surely won’t be my last. It’s the coziest, peaceful and inspiring place. Looking forward to future visits!
Guest favorite
A modern two-story home is surrounded by greenery, featuring large windows that provide ample natural light. A spacious deck extends from the upper floor, and red outdoor chairs are arranged on the lush lawn. The exterior showcases a combination of stone and wood finishes.
Home in Becket
4.96 out of 5 average rating, 26 reviews

New Shaw Pond Skytop Retreat in the Berkshires

NancyRating, 5 stars5 months ago
We stayed here on our way to Stowe to break up our long drive with an 8 and 2 year old. It ended up being a wonderful mini trip that we didn't want to leave. The house exceeded our expectations in terms of quality, cleanliness, and amenities. And the location was excellent - about 10 to 12 min to the nearest grocery store and downtown with restaurants, Edith Wharton's estate about 20 min away, and Great Barrington/Stockbridge were easily accessible for day trips. We plan to come back for skiing, and to take advantage of the lake activities in the summer. The only downside was the busy road, as mentioned in the listing, but the traffic quieted down in the evening and it didn't affect our sleep at night with the bedrooms located in the back of the house (husband is a very light sleeper; we did bring and use sound machines just in case).
Guest favorite
A serene lakeside dock is visible, featuring two Adirondack chairs facing the water. A blue kayak rests on the dock, with gentle waves reflecting the surrounding greenery. The scene is framed by lush grass and foliage, providing a peaceful outdoor retreat.
Home in Becket
5 out of 5 average rating, 14 reviews

Private Lakehouse in the heart of the Berkshires

AaronRating, 5 stars7 months ago
I want to say thank you to Christopher and his family for allowing my friends and me to stay in their home. it was clean, beautiful, serene and exactly what it was described to be. Christopher, your suggestions on golf courses for my friends and me were exceptional. I hope we were as good of guests as you were hosts!
Guest favorite
An open-concept living area features a comfortable sectional sofa, wooden coffee table, and bright skylights allowing natural light to fill the space. A modern kitchen with a large island and bar seating complements the airy atmosphere, providing a seamless flow to the dining area and views outside.
Home in Otis
4.96 out of 5 average rating, 111 reviews

Direct Lakefront Home on Otis Reservoir Giant Yard

ChrisRating, 5 stars3 weeks ago
Adam's place was the perfect location for our annual spring fishing trip. Plenty of space for everyone to relax their own way let still be connected to the group. Kitchen is well equipped for anything you would want to cook with other extras like coffee maker and blender. It's a short walk to the docks which makes fishing for a full day convenient to take breaks / have lunch etc. The boathouse is a nice added amenity which allows storage of coolers, drinks and ice which is also very close proximity to the fire pit. We are already looking forward to next year's trip.
Guest favorite
A serene riverside scene features a seated statue surrounded by natural elements. Colorful fallen leaves blanket the ground, and trees provide a lush backdrop. A gentle stream flows nearby, enhancing the peaceful ambiance of the setting.
Home in Sandisfield
4.96 out of 5 average rating, 73 reviews

Lux on the River near Tanglewood w/220v EV charge

AnnaRating, 5 stars1 month ago
This is a great stay! Peaceful and you feel as if You are one with nature. Very clean. Arthur and Julie are quick to respond. Kitchen and bath have everything you need, including starter and wood for the wood stove. Cozy place right on the river where you can listen to the rolling sound of the river. Close to CT where we had a nice dinner at an old Inn with delicious blueberry cobbler. Beautiful Drive to norman rockwell museum, great Barrington and other Berkshire towns. We would most definitely stay at this home again.

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