Lakeville Vacation Rentals

"Property is lovely and very well maintained. We stayed for over 10 days and it was a perfect home away from home. Owners are very kind and accommodating — when I couldn’t find a hair dryer one was delivered to the house within a couple of hours. They also offered to relocate us if we were bothered by the nearby forest fire, which was not necessary. I hope we’ll have the opportunity to stay again."

"We loved our stay on Stone Ledge Rd in Hillsdale. We have stayed at Vrbo properties in Hillsdale two prior holiday weeks leading up to the New Year and this was by far the best set-up for us—gorgeous views through the wrap-around windows, easy and comfortable sleeping arrangements for the 6 of us, plenty of sofa space for reading, watching movies, just hanging out. Ben was very responsive when a mixture of drizzle and freezing temperatures made the driveway slippery and we were able to park in...

"Cozy spot after skiing. "

"We were a group of 4 long time girlfriends on a Girls' Weekend. This house was perfect for us. The house is set fairly far back from the road which gives you an abundance of privacy. There are 3 bedrooms (king, king, and 2 full beds). If you don't mind sharing a room with one of your besties, then this completely updated home is for you! We selected the home for the hot tub and firepit. We used the hot tub both nights of our weekend stay! We loved the lights in the trees...was so relaxing...

"We enjoyed our stay in this lovely, remote location. The home was welcoming and inviting. The property is large with nice views. It is a bit of a drive to reach stores and restaurants but that is what we like! The upstairs loft is one wide-open space with several beds so you need to be okay with sharing the space. "

"Place is great. Has a old farmhouse feel with an update. Lots of spots within the house for people to hang out. We did a family birthday get together and had a great time. "

"Everything was ideal for our Thanksgiving get together. Setting and views were perfect, made even more so with a timely blanket of fresh snow. An amazing amount of cooking provisions allowed us to cook as if we were in our own kitchen. Lots of options for keeping a large group entertained, and sleeping accomodations that pleased everyone. Host was very helpful with check-in communications and gracious with check in and out times without other bookings adjacent to ours. All in all a very special...

"house is clean, well maintained, and well stocked. Owners very responsive."

"A well appointed charming old farmhouse in a quiet pastoral setting with a small lake on the property. Close to town and ski areas. House was clean and had all the amenities we needed. Host was easy to communicate with and helpful. He suggested we check in early as snow was forecast in the afternoon. We were 3 generations with a total of 6 of us. The 4 bedrooms and 6 beds ensured everyone had their own bed. Kids enjoyed playing in the snow. Overall an excellent stay. We would definitely stay...

"We had a wonderful time in your beautiful home. Went on many hikes and drives to Great Barrington, Lenox, Salisbury and a few other towns. We saw the Christmas lights in Lenox, ate at GB Eats and the Black Rabbit. We played games, assembled puzzles and relaxed. The fireplace kept us warm and cozy. It was a wonderful place to bond with our family and spend the holiday weekend together. Many thanks for everything!"

"We had a lovely stay! The space was perfect for our group of 4 moms looking for a peaceful getaway. The host was very responsive. Only note for those visiting, rideshares (Uber and otherwise) are few and far between. Schedule ahead! We'd definitely stay again :)"

"We loved our stay! Andrea responded to questions very quickly. The house was very clean and had everything we needed. We appreciated the treat that was left on the island. We were there only 2 nights and wish we stayed longer. We would definitely stay again. "