Chester Vacation Rentals

"Was happy with the room, nice property easy to walk to main street. Would stay there again."

"A beautiful and bright cottage in a serene but convenient location. It was thoughtfully set up for a family getaway and was exceptionally clean. My entire family enjoyed the stay!"

"Secluded, quiet idyllic area, ample space for sleeping/bedrooms available, we were 10 people, clean, game room, small-ish kitchen but fully functional, bathrooms great, hot tub great, pool closed, I loved that there is a playground for kids but we were all adults, restaurants and groceries within 10-15 minute drive, we stayed for a Spartan race at Mt. Vernon only 12 minutes away, would definitely request a stay again!"

"Although the original check-in process was fine, the host became unresponsive to our questions during the stay. We were able to figure out the answers to our questions, but it would have been nice to hear anything at all. We went so far as to text the host because we became concerned after radio silence for 3 days. Once she did respond she didn't apologize for not getting back to us and ghosting us for days. "

"We travelled with two other couples and everyone had their own space, privacy and yet we all hung out in the living/kitchen dining room both days! The house was spotless and the owner answered any questions within minutes! "

"Really enjoyed our stay at this comfy cottage. Easily slept a family of 3 with plenty of room to lounge around. It's an older cottage, but the owner has added a lot of neat touches that make this a nice place to stay in this area."

"Wonderful front porch "

"Perfect for our family’s visit to West Point. Great location "

"This property is great, our stay here was just amazing from start to finish. Communication with the host was great, we left some items there and the host was super accommodating. Would recommend this property very highly."

"We loved the new furniture and sheets and blankets. Everything was spotless and felt super comfortable and homey. Big space as well! "

"We enjoyed our short stay at this comfy little cabin! It’s cozy and has a “lived-in” feel—definitely a bit worn, but still charming and functional. The outdoor space is the real highlight: the deck, fire pit, and sauna were perfect for relaxing. It’s also in a great location near wineries and some beautiful hikes.Just a heads-up: the cabin is at the end of a pretty rough dirt road, so be prepared for a bumpy ride in. It feels nicely tucked away, but it’s not completely isolated—there are...

"Cute cottage on nice grounds with a small lake. Kayaks and life jackets available for use was a big plus"