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Compare 275 Vacation Homes in Thimble Islands with updated reviews, rates, and availability.

"Me, my husband and family members that stayed with us very much enjoyed the calmness and the beauty of the property. The view is amazing. It's very convenient that we can just take out the kayak right there to enjoy the out door activity! "

"Very cute ranch in a lovely neighborhood. Good location for access to area sites like Hammonasset Beach, Chamard Vineyard, and the Water's Edge. Not truly a "water's view", but the house had all the amenities needed for a fun stay! "

"This was perfect for us. We had a family funeral and this was a nice retreat. We would stay again for sure. "

"Heather’s home was the perfect stay for my son and daughter-in-law and my 2 granddaughters. Her home is sparkling clean and beautifully decorated with a relaxed beach theme. My grandchildren were so to stay there, that they asked when they could come back and stay again. "

Milford Vacation Rental | 2BR | 2.5BA | Stairs Required | 1,450 Sq Ft

"Cute place right across from the beach. Had everything that you need to cook, even a vegetable garden with fresh tomatoes. Comfortable and clean. The beach access is across the street,. "

"The house was clean and the just was very nice‼️"

AED 1,463 total

includes taxes & fees

9 Dec - 10 Dec

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

New Haven Vacation Rental | 3BR | 2.5BA | 2,448 Sq Ft | Stairs Required

"We enjoyed our time at this great property. Everything was clean and the listing is accurate. Don't hesitate to book your stay."

"Wonderful property combining original details with modern amenities. Well located near the town green and shops. We would definitely stay here again."

"We had a great time at this home and it is really fabulously decorated. Reggie called us right back when we had a question. "

AED 4,035 total

includes taxes & fees

1 Dec - 2 Dec

AED 3,391 total

includes taxes & fees

11 Dec - 12 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. "

"We had an absolute fantastic time staying at this place. My son was got married at the Beech Tree Cottages (also was the perfect wedding venue) in Madison, Ct. about 15 minutes from the house which worked out perfectly for staying here. From start to finish, everything exceeded our expectations. The communication with Chase was smooth and prompt, making the booking process hassle free. Upon our arrival we were greeted with a welcome gift. The space was clean, modern and beautifully...

Dining area overlooking private beachfront

"We spent the weekend at the shore to celebrater my wife's 70th Birthday. The accommodations were fabulous and everyone enjoyed the home, the view and the location. Thank you to our host Laura."

"The house was clean, and very comfortable. They are well stocked, even with our odd allergies, we were able to find some snacks. It saved us a good amount of town since it was a short visit. "

"Great"

"our annual girls (5) trip took us to Branford, CT this year. It was awesome to have a private beach access even though we couldn’t get in the water, but it was great for strolls and shell collecting. Would definitely do better with a second bathroom, but we managed just fine. Overall, it’s a nice little place to stay for a getaway. My only issue is not with the hosts or place, but with one of the fees and the checkout process. However, it does not take away from our stay. "

"Our second stay at the cottage. We spent a long weekend and the weather cooperated. The house is quite quirky, but has a really pleasant feel at home vibe. Beds were very comfortable. Kitchen could use some updates, but was sufficient. (still need a new can opener) The porch overlooking the Sound is magical. Nice neighborhood. If you have one...bring a golf cart! Lots of golf carts about. Host is always pleasant, communicating through Vrbo. We hope to return again. Thank you Khalig Family...

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

AED 1,658 total

includes taxes & fees

7 Dec - 8 Dec

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"Convenient location, helpful staff, comfortable bed. Thanks!"

AED 405 total

includes taxes & fees

2 Dec - 3 Dec

"We really enjoyed our stay. Beds, linens, towels all super comfortable. Kitchen bright and useful. Bathrooms spotless. 2 minute walk to cute beach. Tons of stuff to do in the area. Great, private backyard well appointed with portable fire pit, grill, furniture. Lots of kid games and books and puzzles in house. Need functional carbon monoxide detector. "