
Beachfront vacation rentals in Berkshire County
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Top-rated beachfront rentals in Berkshire County
Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.
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Popular amenities for Berkshire County beachfront rentals
Pet-friendly beachfront home rentals

Berkshires Retreat W/ Sauna by Evergreen Home
Private, secluded and cozy weekend away. The space was just as described and more private than expected. We loved waking up with the daylight and relaxing at night with the open sky and sauna sessions. Area recommendations were spot on and made the trip even more enjoyable. Hope to be able to get back during a different season to enjoy the area again!

Camp on Windsor Pond- Berkshires
This is a great, no frills getaway. I don’t mean that in a bad way. It fit our needs perfectly. Plenty of room and comfortable. The view of the pond can’t be beat with the beach just steps from the front door. We saw two bald eagles our first morning there! Dani was a great host and always responsive.

Enjoy every season the Berkshires have to offer.
Extremely clean and peaceful place. Very cute and cozy set up as well! Denise and John are excellent hosts. Upon leaving, our car unfortunately got stuck a mile out from the house in some deep snow. John saved the day and immediately came to the rescue to tow us out. His kindness and quick response saved me a lot of stress. Highly recommend John and Denise for their exceptional hospitality and willingness to go the extra mile!

Rustic 3bd Lake Front Country Cottage
We enjoyed our 3 night stay. Jaryn was very responsive and his cabin is on a beautiful lake. The kitchen was well stocked with everything we needed. We enjoyed the downstairs entertainment/game room. Although the weather was cool we enjoyed spending time on the multi-level decks and docks. We would definitely go back.

Modern and Stylish Country Lakeside Cottage
fantastic and cozy, nice backyard, well equipped with amenities as well

Berkshire Ski House on Lake Garfield W/HT By GB
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.
Private beachfront home rentals

Lake front retreat - Stylish Berkshire home
We had a wonderful long weekend at Elle’s house. The bedrooms and living spaces were thoughtfully laid out and decorated beautifully. A short drive to lots of little cafés and hiking trails. We appreciated the quiet solitude of this little getaway in the Berkshires, and the ping pong table too. We didn’t get to use the lake (snow in April!) but hope to return to try again!

LAKE COTTAGE -In the Berkshire/ walk to Tanglewood
I had a wonderful stay at Ranne and Ray's amazing historic home. It is small and cozy, clean, well-supplied, and the hosts are gracious and generous in every way---right down to lending me a yoga mat! The location is ideal for everything one could want to do in the Berkshires.

Modern and Stylish Country Lakeside Cottage
fantastic and cozy, nice backyard, well equipped with amenities as well

Cozy Cottage in the Berkshires
Staying at Sonya’s house was an amazing experience! The house is very clean, updated, quiet and had everything we needed! I highly recommend staying at the cottage on the lake. The porch was an extra spot that the sun shined all day! It truly was a beautiful weekend!

New Shaw Pond Skytop Retreat in the Berkshires
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).

Berkshire Ski House on Lake Garfield W/HT By GB
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.

Lakefront 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.

Berkshires Retreat W/ Sauna by Evergreen Home
Private, secluded and cozy weekend away. The space was just as described and more private than expected. We loved waking up with the daylight and relaxing at night with the open sky and sauna sessions. Area recommendations were spot on and made the trip even more enjoyable. Hope to be able to get back during a different season to enjoy the area again!
Luxury beachfront home rentals

Lakefront home in the heart of the Berkshires
Great house and great location. We booked for a family ski vacation at Jiminy Peak. Convenient and easy trip over (less than 20 mins), and was lovely to come “home” to a spacious, well appointed house instead of the hotel room on-site. Siting on the lake looks ideal for other seasons as well. Highly recommend.

Lake front retreat - Stylish Berkshire home
We had a wonderful long weekend at Elle’s house. The bedrooms and living spaces were thoughtfully laid out and decorated beautifully. A short drive to lots of little cafés and hiking trails. We appreciated the quiet solitude of this little getaway in the Berkshires, and the ping pong table too. We didn’t get to use the lake (snow in April!) but hope to return to try again!

Berkshire Ski House on Lake Garfield W/HT By GB
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.

Lake house in the heart of the Berkshires
We loved our stay! The pictures were a great representation, but the view is even better in person. Lots of amenities, great location, clear instructions and communication.
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- Jiminy Peak Mountain Resort
- Catamount Mountain Ski Resort
- Albany Center Gallery
- Berkshire East Mountain Resort
- Six Flags New England
- Taconic State Park
- Mount Snow Ski Resort
- Zoom Flume
- Mohawk Mountain Ski Area
- John Boyd Thacher State Park
- Bushnell Park
- Mount Sugarloaf State Reservation
- Norman Rockwell Museum
- Opus 40
- Mount Greylock Ski Club
- Hartford Golf Club
- Kent Falls State Park
- Bousquet Mountain Ski Area
- Bash Bish Falls State Park
- Otis Ridge
- Beartown State Forest
- Naumkeag
- WIckham Park
- Rockledge Golf Club
- Things to do Berkshire County
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- Family travel hub Tips and inspiration
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- Kid-friendly state parks Check out these family-friendly hikes