Thimble Islands Vacation Rentals

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Browse Select Thimble Islands Vacation Homes

"Perfect stay for the Yale-Harvard game. "

"The inside was very clean, the back patio/garden area is cute, but the pool was green by day two. Overall we enjoyed our time here"

"Very nice place."

On the beach, sun loungers, beach towels

"Beautiful historic home, views of the Sound, pleasant walking neighborhood."

"Close to the shore and the heart of Old Saybrook. The house is very comfortable."

CA $721 total

includes taxes & fees

Sep 8 - Sep 9

"Perfect location for a get-away! Beautiful location on the water. The cottage was cozy & had everything we needed. Very clean. Lots to do in the area. Host was very nice We had a great time and will absolutely be back! "

"It was a very nice stay. Sound of the ocean was calming. We would go back. "

"Quick weekend stay as we needed to be in the area for a soccer tournament. The house was super clean and had everything we needed. Would definitely stay again. "

"We loved our stay at this beautiful cottage. The entire experience was very smooth, from pre-check in to getting there and even offers to help with anything we needed in our stayThe cottage is very cozy and well-cared for. The rooms are comfortable and the Internet fast. There is a lot to do in the area, with New Haven nearby and many good restaurants."

"Clean cottage, more spacious than it looks. Perfect fenced back yard for family pets. Quiet neighborhood and easy walk to beach. Stayed at this cottage for a month as our home needed some repairs. Extremely comfortable for my husband, miniature poodle and I. Hosts were very gracious and accommodating!! Would have stayed longer if available. "

"The property was perfect for all of us. It was in a quiet neighborhood and great location."

"We had a wonderful week staying here with my family. It was family friendly, clear, had everything we needed and was a 10 min walk from beach!"

"Beautiful view / location"

CA $1,249 total

includes taxes & fees

Aug 11 - Aug 12

"loved it so much, beautiful property 100 % would stay again "

CA $703 total

includes taxes & fees

Aug 17 - Aug 18

"Had a wonderful but short stay in New Haven. Home.of PEZ and PIZZA . "

CA $718 total

includes taxes & fees

Aug 10 - Aug 11

" The house was awesome, had an very good layout, great yard, nice deck and it was the perfect place for our group! Great communication with the owner!"

"The owner is extremely welcoming and communicates very well. "

"The house was as advertised and located in a really quiet neighborhood. The host was easy to work with and responded to me each time I texted her. If the opportunity ever comes up again, we would definitely stay at this property again."