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Vacation Homes in Thimble Islands

Adorable Cottage, 5 min walk to water & town

Westbrook Center
9.4 out of 10, Exceptional, (14)
"Very nice small place to stay by the beach and close to great coffee shop. "
United States
Donovan V.
The price is AED 639
AED 1,530 total
includes taxes & fees
16 Nov - 17 Nov
Adorable Cottage, 5 min walk to water & town

Beachside Bliss w/ Game Room, Gym & Golf Green

2.0 star property
Westbrook
10.0 out of 10, Exceptional, (1)
"Perfect house for 6 guests. Loved that it was close to the beach."
United States
Shannon G.
The price is AED 453
AED 1,796 total
includes taxes & fees
2 Dec - 3 Dec
Beachside Bliss w/ Game Room, Gym & Golf Green

Once the old Schools house now a newly furnished Apartment

Wallingford Center
9.0 out of 10, Wonderful, (13)
"The fact that it was listed with a hot tub and there wasn't one was very disappointing! Clean and cute. Location was convenient. Could use a better bed and pillows. It was a good place to stay,"
United States
Robert K.
The price is AED 338
AED 951 total
includes taxes & fees
16 Nov - 17 Nov
Once the old Schools house now a newly furnished Apartment

Stylish Modern Stay Steps from the Ocean

Clinton
10.0 out of 10, Exceptional, (1)
"Very Clean and New. Location very convenient to Shopping , Coffee and Winery. Place very very small but Shower was huge and token gifts such as wine and toiletries a big plus . As well as guest for TV for Netflix. Added bonus outdoor space makes up for lack of living room. I would recommend this place and stay again for sure. Also, conveniently located to major highway and safe. "
United States
Kelly Z.
The price is AED 529
AED 1,122 total
includes taxes & fees
16 Nov - 17 Nov
Stylish Modern Stay Steps from the Ocean

Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard

Saybrook Manor
9.6 out of 10, Exceptional, (133)
"charming historic property, ideal for large groups."
United States
Nancy P.
The price is AED 735
AED 1,899 total
includes taxes & fees
1 Dec - 2 Dec
Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard

Cozy Gem in Heart of East Rock |King Bed| Near DT and Yale | Free Parking

East Rock
9.6 out of 10, Exceptional, (8)
"Property owner takes great care of the place. Instructions were easy to follow and the location was right down the road from the places we were going to. We would rent again if we ever come back to New Haven"
United States
Derek L.
The price is AED 422
AED 1,223 total
includes taxes & fees
8 Dec - 9 Dec
Cozy Gem in Heart of East Rock |King Bed| Near DT and Yale | Free Parking

Casa Soleada in East Rock |King Bed| Near DT and Yale SOM | Free parking

East Rock
9.8 out of 10, Exceptional, (10)
"Beautiful and spacious home in lovely neighbourhood. We so enjoyed our brief stay. "
Australia
Nina
The price is AED 529
AED 1,381 total
includes taxes & fees
16 Nov - 17 Nov
Casa Soleada in East Rock |King Bed| Near DT and Yale SOM | Free parking

Cozy East Haven Home • Near Beach & Yale

Momauguin
10.0 out of 10, Exceptional, (4)
"Such a cute place, loved all the nautical touches. Great space for a weekend getaway, pretty well-stocked kitchen, clean & cozy. Really appreciated the outdoor space & amenities too! And Michael the host is very responsive & helpful! "
United States
Amal A.
The price is AED 459
AED 601 total
includes taxes & fees
9 Dec - 10 Dec
Cozy East Haven Home • Near Beach & Yale

Stocked home close to Yale, in Heart of New Haven

Mill River
9.2 out of 10, Wonderful, (18)
"Gary’s unit met our needs perfectly, and we are glad that we found it for our family visit. The unit was clean, spacious, and the location was great."
United States
Wataru M.
The price is AED 545
AED 926 total
includes taxes & fees
16 Nov - 17 Nov
Stocked home close to Yale, in Heart of New Haven

#37 - Luxury Collection

2.0 star property
Stratford
8.8 out of 10, Excellent, (3)
"The house was clean and renovated, as described in the listing. However, it was somewhat difficult to find because it is located on a small not-well-marked unpaved dead-end winding road. As for the property manager, I don't even know if I was dealing with a human being or some sort of automated response system. I never got a name or phone number; all communication was by chat messages - most of which were not very customer-friendly or helpful."
United States
Robert S.
The price is AED 538
AED 1,424 total
includes taxes & fees
1 Dec - 2 Dec
#37 - Luxury Collection

The Santiago in Science Park at Yale New Haven

Dixwell
8.0 out of 10, Very Good, (8)
"On both nights of our stay we dealt with loud noises from the apartment above going past 1:30 AM. This was unsettling and prevented us from getting a good night’s sleep. While the pictures online are accurate as regards the interior – it was clean and updated - they don’t illustrate the unfortunate exterior environment. The “off street parking” is a communal dirt area behind two houses with potholes and a very narrow driveway connecting it to the road. If you have a minivan or a larger car, you...
United States
Jen r.
The price is AED 463
AED 915 total
includes taxes & fees
19 Nov - 20 Nov
The Santiago in Science Park at Yale New Haven

The Jewel of The Cove - Historic Coastal Retreat

2.0 star property
East Shore
10.0 out of 10, Exceptional, (5)
"loved it so much, beautiful property 100 % would stay again "
United States
Leilani R.
The price is AED 760
AED 1,884 total
includes taxes & fees
1 Dec - 2 Dec
The Jewel of The Cove - Historic Coastal Retreat

Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.

Fair Haven
7.6 out of 10, Good, (5)
"This was a 2 month stay for us and was not equipped for longer term stays. Storage is a challenge. On the plus side, the host is responds quickly and helped with any issues we had. The location was great as we needed to be in a specific area."
Canada
monica f.
The price is AED 477
AED 909 total
includes taxes & fees
17 Nov - 18 Nov
Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.

Luxurious-Modern feel w/ custom features - AC, short walk to Shelton

2.0 star property
Shelton
The price is AED 341
AED 1,427 total
includes taxes & fees
16 Nov - 17 Nov
Luxurious-Modern feel w/ custom features - AC, short walk to Shelton

McAngel Haven: 5 mins from Yale

West Haven
9.6 out of 10, Exceptional, (17)
"My family and I stayed at the property for a wedding in Milford. The house had plenty of space for our group to say, and the bedrooms were comfortable. The three bathrooms were helpful for our group to efficiently get ready for the wedding, and the kitchen was adequately appointed for us to have meals."
United States
Bradley D.
The price is AED 843
AED 1,921 total
includes taxes & fees
16 Nov - 17 Nov
McAngel Haven: 5 mins from Yale

Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

Fair Haven
9.6 out of 10, Exceptional, (13)
"Spacious clean well maintained water front home with all the amenities. Great communication with the property manager. Absolutely loved our stay and will look forward rent again."
United States
Jeevan K.
The price is AED 768
AED 1,368 total
includes taxes & fees
17 Nov - 18 Nov
Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

Clear LI Sound waterview, Wedding pics, Yale&Beach

East Shore
10.0 out of 10, Exceptional, (10)
"Amazing location & views. House was pristine & had all amenities. Great park & dog walking path across the street"
United States
Louis R.
The price is AED 1,074
AED 2,283 total
includes taxes & fees
16 Nov - 17 Nov
Clear LI Sound waterview, Wedding pics, Yale&Beach

Historic New England home ,Reunions Beach pass

Guilford
9.2 out of 10, Wonderful, (90)
"House was perfect for family get together. Enjoyed walking into town for afternoon shopping and dining."
United States
Jennifer D.
The price is AED 698
AED 1,598 total
includes taxes & fees
25 Nov - 26 Nov
Historic New England home ,Reunions Beach pass

Peace Barn in the heart of the CT River Valley

2.0 star property
Deep River Center
8.6 out of 10, Excellent, (4)
"The grounds were beautiful Everything else for me and my family’ was awful and should not be rented as a vrbo. Lots of bugs. The upstairs bathroom had no water pressure or hot water. The upstairs bedroom window and screen were duct taped shut. The kitchen was a mishmash of things that didn’t work. The house did smell of mold. The only thing this property has to offer is the lake and the land the lodging was terrible and not at all comfortable. And the lights were terrible, if you could even...
United States
Cindy G.
The price is AED 1,469
AED 2,613 total
includes taxes & fees
18 Nov - 19 Nov
Peace Barn in the heart of the CT River Valley

New Haven Staycation|Near Yale|Washer/Dryer|Groups

West New Haven
The price is AED 793
AED 1,943 total
includes taxes & fees
16 Nov - 17 Nov
New Haven Staycation|Near Yale|Washer/Dryer|Groups
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Thimble Islands Hotel Reviews