Vacation rentals with beach access in Berkshire County

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Popular amenities for Berkshire County beach access rentals

House rentals with beach access

Guest favorite
Home in Lenox
4.87 out of 5 average rating, 158 reviews

Spacious 4-Bedroom Colonial Gem in Downtown Lenox

OliviaRating, 5 stars1 week ago
Myself, husband three year old and dog stayed at Michelle's place for three days over spring break for our first trip to the area. The house is large and very nicely decorated with all the space and amenities we needed to be comfortable. It was a treat for us to have so much space. It was fun exploring Lenox and the surrounding area with the house as a home base in a lovely neighborhood. Michelle was immediately available for any questions and always warm and helpful - we would certainly stay again in a heartbeat. Thanks for a great stay Michelle!
Superhost
Home in Great Barrington
5 out of 5 average rating, 20 reviews

Waterfront, Dock, Sunsets and Kayaks!

MichaelRating, 5 stars9 months ago
We loved our time here. The house was perfect—clean, well appointed, new appliances. We cooked and grilled often. Being right on Lake Buel made for pristine, beautiful mornings and evenings, meals at sunset, long leisurely talks at the lake, it was truly a wonderful time away. The more athletic among us swam and kayaked. The rest of us loved just sitting, reading and talking at the dock. The house is an easy drive to all the Berkshire sites. My only caution is parking. I wouldn’t bring more than two cars preferably sedans or small SUV’s—nothing bigger. Parking is plentiful for that, but no more. The owners were so very responsive, kind, and really helpful. They wanted to make sure we had all we needed. We had some questions at the beginning, and they were easy to reach and solved our problems. Highly, highly recommend this beautiful home.
Top guest favorite
A light-filled living area features a comfortable gray sofa adorned with decorative pillows. A stylish coffee table sits in front, with a potted plant adding a touch of greenery. Two large windows provide views of the outside, and a TV is mounted on the wall.
Home in Great Barrington
5 out of 5 average rating, 6 reviews

Summer & Leaf Season Rental!

AnnieRating, 5 stars3 months ago
What a lovely home! It’s in the residential neighborhood above Great Barrington, which means it’s walkable to Lake Mansfield and the trails there and also either a short drive or a nice walk to everything downtown GB has to offer. The house is squeaky clean with nice kitchen amenities, a yard, and a beautiful detached screen porch for warmer months. Perfect size for a small family and very cozy. We will be back!
Superhost
Home in Monterey
4.88 out of 5 average rating, 8 reviews

Berkshire Ski House on Lake Garfield W/HT By GB

MaryRating, 5 stars2 months ago
This house was great for a winter weekend getaway! Great Barrington, Lenox, and Stockbridge are all adorable towns to visit and are a 15 - 30m drive away. The house itself was cozy and had all the amenities we needed. Shay was very responsive. Something to know about the area is that ride shares and cabs are hard to come by, so having a car that fit everyone we were traveling with was crucial for our group to get around town.
Guest favorite
The exterior of a charming home is showcased, featuring a wooden façade and a vibrant blue front door. Lush green trees surround the house, and colorful landscaping presents a welcoming atmosphere. A gravel driveway leads up to the entrance, emphasizing the natural setting.
Home in Pittsfield
4.95 out of 5 average rating, 62 reviews

Family Fun at Hygge House on Richmond Pond

KatrinaRating, 5 stars6 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.
Superhost
A spacious living area is visible from above, featuring a tan leather couch, a gray armchair, and a brown coffee table. A woodburning stove is positioned against a dark tiled wall, with a Smart TV mounted nearby. Light pours in from adjacent windows, illuminating the area.
Home in Monterey
4.92 out of 5 average rating, 138 reviews

Perfect Berkshire getaway.Cozy cottage.Great wifi.

Alexander St JulianRating, 5 stars3 months ago
Really great spot. Very quiet and peaceful.
Guest favorite
Home in Tolland
4.95 out of 5 average rating, 57 reviews

Spacious Home w/ Hot Tub in Private Lake Community

AuraRating, 5 stars2 weeks ago
The place was incredibly beautiful. The photos did not do it justice. It is in the middle of nowhere. Tina was very detailed in her instruction and one of them was that you must bring groceries because the closest grocery store is 30 minutes away. If you decide to book this place, read her detailed instructions. They are very helpful. The home offered a full kitchen which made it so easy for us to prepared our family's meals without struggling. The hot tub was such a treat. The basement had lots of games, a couch to launch and another TV. Perfect if you come with children. We were seven adults and we did not feel that we where on top of each other. The high ceiling truly made one of our boys (the giant) feel at home. Even the basement had a high ceiling. Pretty cool. Tina was incredibly nice and flexible. Check in is at 4 pm and we arrived earlier. We decided to contact her to see if it would be okay to check in earlier and she accommodated us. Thank you soooo much.
Guest favorite
A cozy house is surrounded by vibrant autumn foliage, showcasing a spacious deck that extends toward a flat grassy yard. The clear blue sky provides a bright backdrop, while the trees display rich seasonal colors, enhancing the natural beauty of the setting.
Home in Becket
4.93 out of 5 average rating, 29 reviews

Lakefront Cottage on Private Beach

DaveRating, 5 stars5 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.

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