Fall in New England , photo take on road 70 Cheshire CT

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Compare 351 Vacation Homes in Cheshire with updated reviews, rates, and availability.

"This property was perfect for our weekend trip to celebrate my nieces family/birthday weekend at Fairfield"

"We needed a place for our family of 6 to stay while visiting family in the area. This place was exactly what we needed, as advertised, and the owner was quick with communications. We would definitely stay here again!"

"Great location "

"Everything was great. "

"Couldn’t have asked for a better weekend! Thank you so much Shawn! "

AED 3,433 total

includes taxes & fees

29 May - 30 May

"Great property close to all kinds of places to visit and scenic nature!"

AED 1,152 total

includes taxes & fees

15 May - 16 May

"Enjoyable stay, nice property and great views. The home is aged, but the location is amazing! We had a nice weekend excursion to enjoy New England in October. "

Beach nearby, sun loungers, beach towels

"This property is beautiful and the house is spacious and well equipped for a wonderful stay. The host was attentive and easy to contact when it was necessary. Such a fantastic choice for a stay in a delightful town. "

"It was a great house to host our family for Thanksgiving dinner! "

"This pet friendly home is located in a great residential neighborhood close to Yale campus and the bowl. Very clean and comfortable. Great fenced yard for pets and kids."

"Very nice clean house. Felt like coming home after work"

"Lovely property in a great area of West Hartford. Will definitely stay again!"

"Our experience with this facility, from online service to exiting the residence, was the most pleasurable experience, for staying in accommodations when traveling!!The owner was a complete gentleman and it was absolutely wonderful experience to meet and talk with him."

AED 820 total

includes taxes & fees

14 May - 15 May

"My husband and I stayed in this lovely home for a long weekend while attending the Soundside music festival. It was perfect for what we were looking for; comfortable beds, equipped kitchen and nice location. We had the entire private beach to ourselves. The owners were also quick to respond to all questions. "

On the beach, sun loungers, beach towels

"Had a quick work trip and wish we stayed longer! "

"Wonderful week at this beautiful home! Great space, comfortable furniture, well equipped. Breathtaking sunrises AND sunsets. Highly recommend this home !"

"The house was great! Beautiful ocean front property with beachy vibes all throughout the neighborhood and interior of the home. The host was extremely clear on directions and provided amazing instructions. Very comfortable stay! "

"Stayed for two weeks and really enjoyed the experience. Anthony is a fantastic host with great communication. "

"Overall rating 5/5. I would recommend this home to other families and would stay again. "

"Throughly enjoyed our stay! Was a wonderful experience. The house and area were wonderful!"

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Other property types in Cheshire

"Overall a positive experience. Property was clean and worked out really well for us as location was close to family we were visiting. We are from Florida, and it was cold in CT and the heat worked great so that was really good. Andrew was responsive to requests. Only criticism was in some of the set up. There are no dressers, so you need to stack your clothes on shelves in closet, which was not terrible. Also, the only mirror in the entire place was in the bathroom downstairs (bedrooms...

AED 724 total

includes taxes & fees

28 May - 29 May

Honeymoon Apartment, 3 Bedrooms, Kitchen | In-room dining

"Love their kitchen. Room is clean and comfortable. The staff is helpful. Will turn. "

"My husband and I both loved this property and it’s convenient location; so much that we even discussed purchasing one of the apartments as a condo! We ran a bit over checkout and the property manager was very communicative and accommodating. A wonderfully quaint, quiet, and walkable location with great food options in close proximity to prominent institutions. Definitely will stay again. "