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.

This is the second time I’ve stayed in one of Vladimir’s properties and had a great experience. Everything about the location, accessibility, and furnishings is great! Easy walking distance to amazing restaurants and shopping, but tucked into a quiet street. Would stay here again.

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.

A really great place with clear instructions and wonderful flexibility from the host. Has everything you could need and is very cozy too.

Peaceful space with lovely sun porch and small treehouse like deck. Charming, thoughtful decor. Walkable to all the great spots downtown. Clear instructions and good communication. Thank you guys!

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

What a beautiful place! We needed accommodations for our family as we attended our daughter’s graduation. This place was perfect . Plenty of space and we had everything we needed . We didn’t want to leave .

Perfect apartment for a weekend away in Hudson! Quiet and clean, walkable to everything in Hudson. Very easy check in/out, Cybele was in touch and very informative with descriptions and instructions.

Apartment was spacious, clean and very comfortable for our family of 4. Property owner was nearby and was friendly and helpful with around town tips. Would have loved if the weather had cooperated more and could have gotten more use of the lake and firepit. Great place to stay when attending a concert at Bethel Woods. Highly recommend

Our stay at this magnificent riverside home was absolutely phenomenal from start to finish, exceeding all our expectations! As a large family, finding a place that comfortably accommodates everyone while offering a wealth of amenities can be a challenge, but this property delivered on every front and then some. The location itself is simply idyllic. Waking up to the serene views of the Hudson River and enjoying our morning coffee in the climate-controlled sunroom or on the spacious deck/patio area was a daily highlight. Everyone loved watching the boats go by, and the peaceful ambiance was exactly what we needed for a relaxing getaway while planning/attending our mother's funeral. The house itself is incredibly well-appointed and truly felt like a home away from home. And then there are the amenities – oh, the amenities! The outdoor hot tub was an absolute godsend after long days on our feet. Soaking under the stars with the sound of the river in the background was pure bliss.

Joseph’s place was perfect for our weekend get away to Lake George. It was a short drive distance and we loved our stay here. The airbnb was spotless and in a perfect location!

This is an exceptional property in every way, and provided an amazing weekend getaway for us. The design sense, amenities and attention to detail are all exquisite, inside and out. The cabin itself is lovely, somehow both modern and rustic, and the grounds with pond, landscaping and art pieces make for a lovely setting (including for dog walks). The location provides a great central hub, including hiking at Wonder Lake State Park literally 5 minutes away. We also went antiquing in Newburgh and shopping/dining in Cold Spring, both 20-30 minutes away. Lisa and Billy are considerate and friendly hosts, making clear they are available but not at all intrusive. We highly recommend this location.

Beautiful place. Comfortable beds. Quiet neighborhood. Michele was communicative. Really enjoyed my memorial day weekend.

I had a wonderful stay at this cozy Airbnb! The house was absolutely beautiful — peaceful, clean, and truly an oasis. It was the perfect place to relax and unwind. Israel, the host, was incredibly responsive and helpful throughout my stay. He also gave great local recommendations that made the trip even better. Highly recommend this spot if you’re looking for comfort and a warm, welcoming experience!

Great location for a long ski weekend. Very clean, with clear instructions and communication. Charlie was also very gracious and let us check out later than we planned. Definitely plan to stay again.

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.

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

Great space, beautiful lake, host was friendly and responsive, no problem getting an uber to Athens and Hudson. Would absolutely stay here again.

Amazing place! Had such a great time here. Sandra was great with communication and provided us with a perfect home to stay in for the weekend. Thanks for everything!

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!

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.