Search Vacation Homes in Cheshire Historic District

Plan, book, stay with confidence

Be picky

Search almost a million properties worldwide

Treat yourself

Change your mind

Book hotels with free cancellation

Compare 193 Vacation Homes in Cheshire Historic District with updated reviews, rates, and availability.

"The home was beautiful and I would stay there again."

AED 623 total

includes taxes & fees

24 Nov - 25 Nov

"We stayed here for an anniversary weekend away and found the property and neighborhood to be amazing. We enjoyed the hot tub, pool and firepit and went kayaking in the afternoon. Enjoyed amazing sunsets from the deck; Adam gave us spot-on restaurant recommendations. I don't know if the supply of snacks is standard or an anniversary "special", but all in all this place was a wonderful find. Thank you!!"

"The house was beautiful and a perfect place for our family to be at while visiting our daughter who is a student at Yale. We saw the sunrise over the ocean from our bedroom window. Wish we found this sooner!"

"Great views and a good central location for day trips 👌. "

"Quick trip"

AED 1,163 total

includes taxes & fees

25 Nov - 26 Nov

Wolcott Vacation Rental | 3BR | 2BA | 1,176 Sq Ft | Stairs Required

"Staff very much enjoyed the atmosphere after long days of work. Wonderful Ownership. Thank you so much Susan!"

"The house was clean, updated and well kept. We went on a guys hiking trip this house worked out perfectly for us. "

"So glad we found this property to accommodate our family of six for the weekend. It was cozy, updated and immaculately clean. The owners seem to have thought of everything and clearly care about providing an exceptional experience. Highly recommend!"

"Started with Kristine greeting us as we drove in. Was accommodating to our requests and was very quick to reply to our few messages. Clothes dryer is very small. Short walk to a great park and beach."

"Very nice and clean family was visiting my daughter at the University of New Haven was also very close "

AED 1,024 total

includes taxes & fees

25 Nov - 26 Nov

Spaciously Stylish Living Area with Fireplace and Dining View

"This rental was a wonderful house for our family vacation and we couldn't have been happier with our experience. After a long and eventful trip, it was nice being able to relax and recuperate in the wonderful environment this home provided. The house was spacious, clean, and beautifully decorated. We especially enjoyed the many bedrooms and bathrooms that was available making it very easy for our big family to get settled in the home. The property manager was incredibly responsive,...

AED 1,941 total

includes taxes & fees

24 Nov - 25 Nov

"This was a greay stay and the property was really cute and cozy. It is an upstairs portion of a duplex "

"We found this house to be the perfect spot just outside downtown New Haven. We did need a car, but the location was great. We had easy access to main roads, downtown, and there was sufficient local restaurants and stores for stocking the house. The unit was as it appeared and the host was responsive and helpful when needed."

"This is an older home with charm. Lots of room, and while just six of us stayed, it appears more could be accommodated with inflatable mattresses. We enjoyed sitting outside by the simple fire pit one night. I would encourage the owners to put an outside light in the back as I stumbled on the stairs twice but that’s really the only issue. We are so sorry we misplaced one of the two keys,please send us a bill for a copy if you don’t find it. Thank you!"

"The property was nice, clean and comfortable. "

AED 4,035 total

includes taxes & fees

1 Dec - 2 Dec

"This was our second stay at this VRBO and hope to stay again on return trips to the area."

AED 1,793 total

includes taxes & fees

8 Dec - 9 Dec

East Haven Vacation Rental | 4BR | 1.5BA | 1,520 Sq Ft | Stairs Required

"6 of us stayed here for a music festival. The location, fantastic! Ocean views, check. The bedding, the furniture, kitchen supplies....no amenity was overlooked. Happened to meet owner when were checking in. He was great. Couldn't have been more accomodating. Great great place for a few nights or longer. Wush we were here longer. "