Holiday Homes in Hillsdale

"Lovely house and kind owner. We had a great time. The view is amazing."

"Great stay. A short walk to everything the lake has to offer."

"We had a great stay while skiing for 2 days at nearby Catamount ski resort. The kitchen and house were fully stocked with all essentials. Netflix access enabled us to enjoy a family movie after a long day of skiing. Cozy house and quiet area.......nice to wake up to hear birds chirping!!"

"The property was fabulous and had lots of activities on site(basketball hoops,pickleball court and pool). Excellent location close to Great Barrington downtown which has an amazing selection of restaurants. Overall,fantastic stay!"

"The house is immaculate! One of the cleanest properties we've stayed in. The house was the perfect size for my family of 4 (2 adults, 2 teens) with room for more. The beds are comfortable, and there were plenty of linens and towels. The linens and towels are high quality, very soft. The kids had fun fishing in the pond and made good use of the kayak (they caught some bass, pickerel and sun fish). The neighborhood is nice and quiet, dirt roads, no traffic...great for taking walks. We used the...

"Beautiful property- well maintained and excellent location."

"This house is even more beautiful in person. From the high-quality dishes to the beautiful design, sauna, outdoor space and fenced-in backyard, it was a great vacation for all of us, including the dog. They were working on the barn during our stay but management was very responsive and the workers were so nice. We can't wait to see what they turn the barn into! Location was convenient to the ski area (to visit friends about 30 minutes away) and my in-laws who were also about 25 minutes away. We...

"Really cute interior. Perfect for our stay while at the horse show "

"The number of bedrooms and bathrooms was great for the 13 of us. The big kitchen, pantry and long dining tables made for fun interaction. The game room with pool table and ping pong table were perfect for after dinner fun. Beautiful property on the river. We plan to go back. Historic homes are tough to maintain and our hope is that it is as nice in the future as it was this week."

"Nicely decorated and clean. It had everything we needed, including kitchen supplies and detergent for the washer/dryer. Great rental for our family getaway."

"This house had so much going for it! Great location, huge space, every bell and whistle imaginable. Very well furnished and equipped. We had a lovely time, and I can't imagine a place we'd have enjoyed more."

"My family and I stayed and so enjoyed our time. The kitchen had everything we could have needed and the location was amazing to explore all neighboring towns. The beds were so comfortable and we even got out to enjoy the fire pit! Would absolutely come back again!"

"The barn was amazing and just perfect for our weekend away. Ricky was really great to communicate with and very responsive. We can’t wait to go again soon!"

"My brother and I came to honor our late father, our family used to own property on Laurel lake so it was especially meaningful to us to have access to it for kayaking. The house has central ac which is harder to find, it's got plenty of bedrooms, two of which are on the first floor."

"Just a work stay for us"

"The property was perfect for our weekend in Becket. The house was very comfortable and the grounds quite beautiful. We enjoyed our visit."

"Our party of four adults found ample space to spread out and relax at this property. There are quite a few stairs to access all three stories, including the main living space on the second story and the four bedrooms on the third story. The kitchen is well equipped and there is a charcoal grill (bring your own charcoal). There is a very nice deck overlooking the lovely and sprawling grounds below the house. A fire pit was situated behind the house. There is a balcony and patio also off the...

"We have enjoyed several stays in this wonderful cottage…usually in the winter. We were so delighted sitting on the porch in the evenings listening to the chorus of frogs by the lake. Absolutely enchanting! Ellen is a wonderful hostess. The cottage is immaculate and well stocked. Hopefully we will visit this cozy cottage again!"

"This was a great house! They thought of all the details, had everything you could need. Hot tub was clean and entire house was spotless. Beds were comfortable. Great location, so close to downtown Great Barrington, cute shops and restaurants. And also super close to lots of hikes and ski mountain etc. We had a really fantastic stay and would stay again and recommend!"