Vacation home rentals in The Berkshires

My friends & I loved being so close to Warren Street! We were able to walk to all the shops and restaurants. It was so nice not having to drive anywhere.

We had a lovely stay at Chalet on a Hill and Nadine was lovely to work with. House is very private with great views and close drive to Windham where dinner was recommended. The grocery store nearby has everything you need if you want to make the house feel like home for the weekend. We will certainly look to book again.

The location is great, beautiful location. The hot tub was wonderful and the pool table was enjoyed by all.

We stayed here for two nights. It was clean with a lot of space for our family of three. It was an easy and quick walk to the main street in Hudson.

The space was clean, cozy, and exactly as advertised! We had no trouble getting in, and Vladimir was very responsive and flexible about our check-in time. We were easily able to walk to the center of town and to the Amtrak station, and all of the best restaurants in Hudson are nearby.

Booked the place for a guest visiting. They loved the place. Was clean and spacious. Would rent again.

Amazing Time in this house. Pictures don't do justice because the place is great with beautiful views. Paul was accommodating and very helpful. This has been my favorite place.

This house is the perfect home base for skiing at nearby Belleayre, which is only a few minutes away by car. We have spent several weekends there. It was clean, had lots of comfortable beds, and space for our ski gear. The kitchen is perfect for preparing simple meals after a day on the slopes. The hot tub is a great place to relax sore muscles. The surroundings are lovely. The host was always responsive if we needed anything. Overall it's a great place to relax in the Catskills however you like.

Cybele was super responsive and helpful when I had the tiniest issue getting into the apartment upon arrival that was quickly resolved. Location is great, less than a five minute walk from Warren Street where most of the shops/restaurants etc options are. Felt very secure and safe. Need to schedule Ubers from the train station if arriving/leaving late. Highly recommend Pilates Hudson if you want a local workout!

All the glowing reviews are true. The pics of Gamble’s lovely cottage don’t do it justice!! Its beautiful. Super clean. Lots of amenities. Main Street is just a block away! Everything you need to know is in the handbook. However, should you have any questions Gamble replies right away and is always happy to help. You’ll love it here.

A true retreat spot- peaceful with lots to do. The home is a perfect Air BnB- lots of bedrooms, great hang out spaces, fun amenities (pool table, ping pong, hot tub, huge tv), awesome kitchen. The topper is the amazing river setting! One of the best spots I have stayed. Highly recommend!

GREAT HOUSE, GREAT SERVICE.... HOPEFULLY WILL BE BACK

We were looking for a place to host thanksgiving dinner for 7 near my in-laws. Sandra's home near Lake Saratoga worked perfectly. Very large, open concept and huge kitchen with long dining table was exactly what we needed. With 4 bedrooms and 3 baths, it meant staying there was easy with space for us all. The on.y challenge for us was the steep driveway as we got hit with snow and rain. I would highly recommend this Airbnb.

Wonderful stay at the property. The house is located in a peaceful, secluded, location on a large plot of land. With generous outdoor porches and a large kitchen / living space, the home was perfect for taking advantage of the great fall weather and cooking meals with friends. The kitchen was well stocked, living room very spacious/airy, and all the bedrooms comfortable to sleep in. The fire pit was great to keep warm and look up at the stars at night. The house is a little older, so there's a few flickering light switches and older appliances, but nothing that took away from our stay and weekend experience. Would definitely stay at the property again in the future!

Had an awesome stay, couldn’t ask for more!Quiet and remote just what we needed on our getaway. Will definitely return for future trips. Thanks Chandra!

Quiet neighborhood. House and property are welcoming and just as described. We had a snowstorm check-in day and Larry was responsive and made sure the snow and ice were cleared prior to our arrival. The kids and the dog enjoyed exploring the property despite the single digit temps and 20 inch base of snow. This property is close to so many awesome winter activities! We made the most of our 4 night/5 day stay and went cross country skiing at Canterbury Farm, snow tubing at Bousquet Mountain, and snowboarding at Otis Ridge. It was great to have a well appointed kitchen for home cooked meals, and a woodstove with plenty of firewood to beat the frigid temps. Overall - awesome!

Lovely place, exactly what my family needed

A beautifully remodeled country home in an amazing location; with a view of Shwangunk Mountains and the Hudson valley, surrounded by large open fields, providing privacy and perfect for stargazing. The home is spacious, comfortable, tastefully furnished, perfect for a party of 6 to even 8 people. The kitchen has all the best equipments, tools. The "on demand" hot water system worked very well for us. Shane is a wonderful host, very responsive and helpful. There are amazing hiking trails close-by or one can just walk around the area and enjoy the outdoors right on the property. We very much hope to come back sometimes in the spring or summer time for some hiking and enjoying what this wonderful home provides with visitors.

My family and I had a great stay. The house was very spacious and cozy, easy to find, and extremely clean. Susan was very helpful and attentive to our needs. We went snow tubing at Plattekill Mountain which was only 15 mins away, which was perfect because we were able to get back quickly to warm up and enjoy the rest of our evening. I would recommend this house to anyone.

Big thank you to Rich & Nicky, their place was gorgeous, spacious and comfortable for my parents, sister and our dogs. We felt right at home. They were very responsive and helpful throughout the weekend, a pleasure to communicate with. House was a 5 min drive to Carinthia, 9min drive to Wilmington. We took their recommendation and had my 40th birthday/easter brunch at the Sawmill just across the street, delicious. Went to the Alpenglow Bistro the night before for dinner, we couldn’t be more pleased with the dining options this stay. Was happy to have skied this late in April in southern, VT as well! Would highly recommend staying at the 1827 House when visiting Mount Snow and the surrounding area. High end features like the towel drying racks were an added bonus and the espresso machine was a hit! Will definitely be booking again!

Jamie is a fantastic host! She is also kind-hearted and very hospitable. For example, Jamie asked me to let her know if I would be arriving after dark during check-in in order to leave the lights on for me and she checked in with me during this longer stay to see how everything was going, offering me recommendations for restaurants in the area or nearby hiking spots. If you get the opportunity to stay at her beautiful home I highly recommend it! Thank you Jamie!

This is our third time staying at Mark and Anne’s house and we are already looking forward to coming back! Mark and Anne are INCREDIBLY responsive and very helpful. This is the perfect place for a get to gather with friends or family. The house is stunning and has everything you need - perfectly private location as well! Thank you Mark & Anne!