Search Vacation Homes in Chesterfield

"Very clean and nice apartment in a pleasant little city."

"This was our first VRBO experience, and we are hooked. We had a wedding in Pittsfield with events over three days, so we decided to try this lakeside retreat, and it was a treat! The Berkshires in the fall are absolutely beautiful and Hinsdale is a pretty little town. Ozzie's is definitely worth the trip for breakfast. The lake is lovely and we were looking forward to kayaking and fishing. Unfortunately the weather was not on our side, but we still got one fish! Mary is a wonderful host who is...

"Wonderful place to stay, had a great time lots of instruments to try, had lots of space to spread out and hangout, the hot tub was very nice and clean. Overall had a fantastic stay the lighted walkway is amazing! All the amenities available where also great, Jon was a great host and we had a great time speaking with him!"

"This rental was perfect for us (family gathering, 4 adults, 1 child). The place was very clean, and beautifully decorated, with all modern appliances. The kithen had everything we needed for meal prep. The beds were comfortable, and the tranquil location made for a very good night's sleep. Everything is on one floor which made it safe for young children. There were several nearby parks, playgrounds and ice cream shops for entertainment. The field and short trails behind the house meant we saw...

"This was our second stay at David’s property. So clean and welcoming! Quiet, in a residential neighborhood and just what we needed while visiting the area. Thank you David!"

"The property was exactly as listed. Lee was easy to communicate with and everything went smoothly."

"This house is one of the worst places I have ever stayed. I booked for 13 people and only 2 of the 3 showers worked which they never disclosed to us. The house was a total pigsty. Dirty dishes in the sink. Old food in the fridge. Frozen food in the freezer and the freezer was disgusting with frozen spills that looked like they were there for years. Holes in the walls & doors, burn marks on the counters, dirty table cloth. Bathrooms were filthy. No shades on 90 % of the windows & no curtains at...

"Thank you. We really enjoyed living in this house. cozy and beautiful."

"My BF and I really enjoyed the Hawley Home. The location was stunning and quiet. The owner was very kind and responsive when I reached out with questions before we started out on our drive to the location. There was a welcome book with all of the information on the home and it included information about the local attractions. The property is clean, the bed is comfortable and the views are breathtaking. There is no cell service ( not that is a bad thing with as much as we work) but the home has...

"Another great stay at Hawley. House never disappoints. Weather even cooperated. Thanks Again Lark! Lew"

"The pictures truly do not emphasize what a Fabulous property this is!!! Very cozy, well appointed kitchen with all the utensils you might need. The rooms had plenty of bureau space and not to mention the killer claw foot bath tub upstairs!!! The grounds were spacious and well groomed with plenty of room for all sorts of activities. Eric was very accommodating and the place was spotless from the minute you enter. Awesome place to disconnect from it all and relax and enjoy the family!!! Definitely...

"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...

"Everything is basic but solid and comfortable. Beds were nice and firm, my preference. Host was lovely. Wish we could have stayed longer to explore the area more."

"The cabin is cozy and absolutely beautiful. We had everything we needed for a a relaxing stay in The Berkshires. Thanks for the comfort and welcoming hospitality."

"We liked the fact that it was very quiet, perfectly described, had an amazing view and was beyond peaceful. The gardens and landscape made the setting even better. Wished we were in the area longer so we could’ve stayed longer. Would definitely book this suite again. "

"Great property. Easy check in and communication with the owner."

"This was a terrific spot if you're a parent visiting your UMass student. The location was very convenient, plenty of room at the house, good for a group. The pictures on the website accurately depicted the property (not always the case). If our daughter wasn't graduating, we would probably book it again."

"We were delighted with our rental house that was tastefully put together, beautiful hardwood floors, 3 bedrooms and baths each on separate floors for more privacy for everyone. It is locate near many hiking trails and close to a quaint town. The country setting and babbling brook passing nearby was an escape from all the noise in our world."

"We loved our stay at Fat Frog Farm! The property is beautiful, spacious, and so quiet. It was the perfect place for us to relax, while still being a short drive from everything we wanted to do in town and in the local area. Everything was very clean and comfortable. The host went out of her way to make sure we were happy during our stay and felt very approachable. While we're familiar with the area, Mindy gave us extra suggestions and advice about current road construction in the area which was...

"I really loved my stay at this beautiful property surrounded by nature and peacefulness in the Berkshire mountains. The owners were great too with communication and making things easy for check in and check out. Highly recommend this place!"