Cottage vacation rentals in The Berkshires

Perfect spot for a quiet weekend getaway! We were able to go to Yale art museums for the day and then came back to check out the beaches. Definitely recommend the trip to Dockside Seafood and Grill in Branford for lobster pasta! The hot tub was also the best way to end the day with a peaceful beautiful view!! Would definitely go back again!

We had a GREAT time at Feyza’s cabin. It was clean, quiet and exactly as described. We especially loved the secluded setting, the lake views and the jacuzzi. Feyza was helpful, communicative and very responsive. Her digital guidebook was very insightful as to the local attractions and restaurants. We would definitely stay here again!

Took a getaway to Martin's cottage for a long weekend and could not have been happier. It was immaculately clean and the hot tub was ab amazing way to relax. I look forward to being back.

Danny and Travis are excellent hosts ! The house is gorgeous and extremely clean and well maintained. The kitchen is very well stocked with cooking utensils/ pots which is awesome for people who enjoy cooking (like we do). This is our second time staying here and we absolutely love it and plan to return.

Perfect, modern yet cozy cabin. The aesthetic was beautiful and was fully stocked with everything you could need. The neighbors are close but we never saw them. Maybe because we came up before the season picks up. We utilized all of Bilen's local recommendations. We loved the Local Table & Tap. Beautiful views. We also took a drive to Upward Brewing which was phenomenal. Keeping this Airbnb in my go-tos. Couldn't be happier :) Perfect for nature lovers.

My partner and I had a wonderful and peaceful stay! The schoolhouse is very cozy, with beautiful views, and the baby sheep were adorable and so fun to watch. Caroline was very responsive and kind! I’d recommend their place to anyone in a heartbeat.

We always stay at Little Willow when we go skiing at Belle Ayre. I think our three years and running relationship with the house tell you all you need to know about working with the Little and Littler gang and their spot.

Kelsey’s cottage was exactly as described. It was so beautifully decorated & had everything that we would need. We had a wonderfully relaxing weekend & hope to do it again soon.

The cabin was in a beautiful setting and right on the water. The cabin is very rustic but had all the comforts of home. The cabin is what I expected and wanted. Having grown up in the area, I already knew how beautiful the area is and what to expect.

Excellent and beautiful location. Very scenic and tranquil. The location allows you to relax while still being in reach of everything. The unit was very well maintained and clean. All the Amenities of home without the chaos.

My stay was super nice, even with the rain. My fur baby and I had a great time. The cottage is very cozy and offers an immense sense of peace. My fur baby's favorite part was the backyard. We spent most of our time playing fetch. Chloe is super friendly. I will visit the cottage again.

The cottage exceeded our expectations in all respects. It is very well laid out, clean, easy to access and better than described. The site itself is very nice--detached from the main house and garage. There is a small kitchen garden just outside the back door and nice plantings of flowers all around. Mike and Meryl were very responsive to a few questions we had. I come to the area twice a year to race at nearby Lime Rock Park and I will certainly try to reserve the property for all future stays. This is the nicest AirBNB property I have ever experienced.

If you’re an artist looking for an inspiring and quaint place filled with kitsch and charm this place is perfect!

We loved the house! Felt right at home and comfortable and was close driving distance to Hudson and a lot of activities we wanted to do in the area. Hosts were friendly and responsive, and we would love to stay again sometime!

Nice surroundings, well equipped for a few meals, and comfortable sleeping for our family visiting the area.

This cottage is the perfect quiet getaway to escape from the city. It is perfectly situated between Litchfield, Kent, and Cornwall where there is more to do than can be counted. It is a perfect spot, especially in spring or fall, but of course winter would be nice too with all the snow.

Lovely cottage and a perfect location if you’ll be at Omega Institute which is 4 minutes away. Close to Rhinebeck Village too. Beautiful grounds and well appointed home. Extremely clean and well planned space. Comfortable bed, soft linens. Spacious kitchen made meal prep easy and when I asked about a blender the host was very responsive and a new blender was waiting for me on the porch. Really restful place with a private and calming back porch. Very serene property. I cooked dinner instead of going out on Saturday night because the space is so welcoming and relaxing, especially after a long day of classes at Omega. Comfortable sofa, wool throw, and Netflix. A perfect evening. Would love to stay again the next time I’m in the area.

It was perfect!! Just as described and we loved the whole place - the town is adorable too. Melissa was so helpful with great recommendations and we’ll definitely be back!

BEAUTIFUL place. Perfect for a long weekend getaway. Hosts were great and beyond accommodating. Lots of good food and multiple recommendations from Laura and Leo that we tried and loved as well! Would definitely return ❤️ Thank you again for everything!

If you’re reading reviews to determine if you should book this bnb, BOOK IT! The cottage is tucked away in the corner of the property surrounded by lush trees, leaving you with a gorgeous view, but easy to find when walking up. You’re not far from small towns with shops and restaurants, breweries with mountain view’s, and many hiking spots. We are already planning our next trip!

Our second time here and we hope it is available whenever we return to the Tivoli area. It is as described and absolutely wonderful. Philip and Liza are marvelous hosts.

We were expecting a peaceful, rustic, laid-back experience, and that's just what we got...and more. The cottage is situated in a lovely setting surrounded by trees, right at the edge of a picturesque brook. The inside was all we could ask for and more. So inviting and clean. Oozing warmth and charm. Every time we needed something, we could find it already supplied. The hosts clearly have thought of everything. We also loved the surrounding area. We spent lots of time in local eateries, checking out the nearby towns, and visiting the dozens of antique shops nearby. We had a wonderful time.

What a wonderful and peaceful location! Doreen was very responsive and exceptionally helpful. The pictures are spot with a very clean and well stocked home. Amazing views from the bedroom and second floor deck. Amazing place to fish, kayak, and just enjoy the scenery! Enjoyed hiking nearby, great food in the area and a very scenic location to relax.

Such a sweet cottage with great decor and beautiful kitchen + nice quiet outdoor area. Lovely to go to with your mate. We felt right at home here!