Vacation rentals in The Berkshires

We’ve stayed at Skip’s listings a few times, and it’s been wonderful each stay. Skip is helpful and quick to answer any questions. Andes is the most beautiful town. Highly recommend!

Rashawn's place was great! Near downtown Albany, and plenty of sleeping space. Great for any size groups.

This was our second time back to the pool house and it was amazing, again. We thinks of everything to make you feel welcome. Milk and eggs in the fridge. Muffins and croissants waiting for you. Pristine home. Fully stocked kitchen. I was even able to host a few family members for Christmas dinner and had everything I needed to make a lovely dinner. We also travel with two dogs and Sue is so accommodating, making our pups feel right at home. Thank you, Sue, for making our holidays away from home so peaceful and enjoyable.

Mary was a very nice, responsive and welcoming host . I would definitely stay at Halcott House again

Lovey home and very convenient location in Willamstown. Would highly recommend.

Our family opted for a trip to New London to reconnect with our family for Thanksgiving. We were able to utilize the beautiful dining room for our dinner . We loved staying at Rosa’s place and were very comfortable . Just a note - there is only one bathroom and it is on the second floor ( as are all the bedrooms) We made this work but can be difficult with a larger family . It would definitely not deter me from booking again! This place was beautiful. The surrounding area and ease of access was comforting ! Would definitely stay here again .

Laurie s place is very nice, spacious and clean. Plenty of space to eat, hang out and 2 bath. The fenced in yard is great for dogs or kids. We weren't in full summer season so we're not taking advantage of the beach and water options but they offer alot. Allowed for an early check in which was great as we were in town for a memorial service.

Wonderful place for our family to spend the weekend while we attended our daughter's graduation a half hour away in MA. Clean, comfortable, spacious and charming in a quiet neighborhood. Auria provided clear instructions, check in was a breeze, and she was extremely proactive and helpful. She responded immediately to questions and was always cheerful and polite. One of the best Airbnb experiences we have had so far. I can not recommend this highly enough.

Highly recommend! Our stay was absolutely perfect and just what we needed to unwind and decompress. The peacefulness of nature and the seclusion of the property created a serene retreat from the constant hustle and bustle of our everyday lives. With perfect weather, we spent our days enjoying the firepit, making s'mores, and sipping on libations – a wonderful tradition that became a highlight of our weekend. We were conveniently close to the Shohola Falls, which was a great spot to visit, but the Bushkill Falls – Pennsylvania’s very own Niagara Falls – truly stole the show. Glenn made the whole experience easy, from booking the cabin to answering all our questions before we arrived. This trip was a perfect blend of relaxation and adventure, enjoyed by myself, my wife, our two teenage children, and our pups. It’s a long weekend we will remember fondly for years to come. Thanks again, Glenn! - Jon and Carolyn Bernstein

The Little Log Cabin was the perfect long weekend getaway. It was so comfortable and cozy. I would love to return the next time I’m in the Catskills. Thank you Becca and Jesse for sharing such a wonderful home!

The host was accommodating with our last minute booking and let us check in a little early. Thanks for hosting us again!

Amazing little cabin! We will be coming back!

So beautiful! Had a great time just relaxing in the cabin. Very clean and comfortable. Brian and Stephanie were so kind and quick to respond. Will absolutely book again, especially in the summer!

Had an absolutely lovely stay at Billy's cabin! We only stayed one night but it was everything we could have hoped for. Being able to take the canoe out on the river was amazing. Even with the road on the other side of the river it was extremely peaceful. We ate out for every meal since town was so close and easy to get to. All we brought with us was some firewood, water, and an air mattress/blankets/pillows. Would definitely stay here again!!

I believe one of the best compliments to any AirBnB host is returning to their property: this was our fourth visit to the Clack Cabin, and surely not our last! We love the Clack Cabin for its coziness, comfort, and location. It's a small space, but has absolutely everything one needs. It's incredibly peaceful and relaxing, with the stream providing such a soothing soundtrack. The Clapper Hollow State Park a few steps away from the cabin has many easy and quiet paths to explore (we had the forest entirely to ourselves on Easter Sunday!). Clara is a wonderful host, very welcoming and helpful with local tips and knowledge. We already look forward to our next visit!

This was our second vacation at this cabin and it was even more cozy for being familiar to us. We had a wonderful 8 days in nature and had a very hard time leaving. Smallwood forever!!!!

Great place to stay and forget about the rest of the world’s problems! Quiet and comfortable, had one question about smoking on the screen porch and Dylan responded immediately. Definitely will repeat next April for our annual hiking trip.

I had a wonderful stay at this beautiful place! The property was exactly as described and offered everything I needed for a relaxing and enjoyable visit. I truly appreciated the comfort and attention to detail. I would absolutely love to come back again in the future!

Family had a great stay at Danielle and Ben’s the house was very clean and kid friendly and we really enjoyed having the view of the creek from decking area. Very close to Mt Snow and surrounding area restaurants and attractions. Would stay again.

Ashley was an amazing top notch host who was so incredibly responsive. She addressed any and all of my questions asap and was cheerful and pleasant! The place was adorable and super cozy and clean- we had some lazy mornings sleeping in and were happy and comfortable. Having said that, We were looking for something a little more off the beaten path- which is not a fault of the host just my own misjudgment, but the house (though completely private with an adorable yard) is in a (cute and quiet) neighborhood. In my mind I did think it would be more secluded. It’s very close to everything and the town which is a nice bonus. Over all we enjoyed our stay and thank Ashely and her husband for the wonderful experience! If ever in the area again we would look to stay here.

Excellent stay for a small group - we only stayed for a weekend, but would be a perfect spot for a weeklong trip as well.

The name doesn’t lie; staying here was truly a getaway for my partner and I who wanted some time away from our usual city life. The space was equally as clean as it was cozy, and the view from the back porch is beautiful. Thank you Kiki for a great stay!

Debra and Mike were great hosts and have created a very warm, inviting and comfortable place for those seeking to explore the Catskills. It's a home away from home! There's a grill available which we made great use of, a fire pit to enjoy nature and star gazing, and their two dogs Luna and Roxy are extremely friendly. Highly recommend their place!

I enjoyed my stay at Gavin and Alison's house in the Catskills. It was a great place to spend a snowy winter weekend in January with my son and two grandchildren. The house is a short drive from various skiing and winter-sports resorts. We were satisfied with the kitchen and other amenities, played board games, and generally had a relaxing time. The hosts were very responsive when we had questions.