Waterfront vacation rentals in Berkshire County

Nice place in a nice location just off of Williams College’s campus. Easy couple blocks walk to Spring Street’s restaurants and coffee shops. Two double beds fits 2-4 people. Nice kitchen. Note: It is hard to get into via an extremely steep outdoor fire-escape style wooden stairway. Not suited to those lacking strength snd balance. And take small, light luggage.

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.

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.

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 !

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.

Lovey room, charming decor, comfortable bed and nice sheets. Great location .

The space is very clean. I stayed 2 nights and brought my dog with me. The only thing that I was surprised about was that there wasn't a door to the bedroom area. I had looked at the pictures and assumed the door I saw was to the bedroom but it was a closet. The bed area is separated by a partial wall but not an actual door. Something to keep in mind if you have additional people sleeping on the pull out couch.

Lauri’s place was terrific. Exactly as advertised. Adorable, clean, very comfortable. Lauri provided excellent guidance and was exceedingly helpful and pleasant. She bent over backwards to make everything perfect. We absolutely would stay there again and highly recommend her place to anyone who wants a quiet Lakeside getaway offered by a pleasant and competent and gracious host. We have stayed at many Airbnbs and this is one of the best. Thank you, Lauri and Matt.

Very rustic, private, peaceful kind of like a camp but with air conditioning and excellent wifi. Bald eagle sat over the lake outside. Kayaks were fun. Tons of great hikes and historical things to see. Town of Great Barrington and Sheffield have great antiquing both high and low end. I would go back any time.

The location was peaceful and beautiful with great local restaurants, farms, and hiking. The reservoir was a nice amenity with the kayaks and canoe. The house was well maintained and comfortable with pretty views on the first floor. We enjoyed our stay

Jaclyn’s home is the perfect place to get away and relax. Being on the water with a wood burning fire place was absolutely lovely. The home was clean, well organized, and Jaclyn was always responsive when we had a question. The home was an easy 20min drive to a lot of fun small towns. There was a little traffic noise when we were outside from the highway, but it was peaceful otherwise

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!

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).

We had a lovely thanksgiving getaway at Christopher's place. The neighborhood was blanketed in snow turning it into a winter wonderland. The house was cozy, and we especially enjoyed the sun room with its beautiful views. Christopher was very responsive the entire time. Thanks for a great stay!

Beautiful house and great location right on the lake. With the large yard there was plenty of space for outdoor activities! House was very clean and spacious.

What an amazing stay. The house is right on a peaceful pond and our kids had the best time exploring every day by canoe. We saw foxes, beavers, tons of birds, and ended each day with s’mores by the fire. Total magic! The house itself was super comfortable and had everything we needed. And the full-size arcade machines were a huge hit with the kids! We’d come back in a heartbeat!