Search Vacation Homes in Thimble Islands

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Vacation Homes in Thimble Islands

Beachside Bliss w/ Game Room, Gym & Golf Green
2.0 star property
$409 nightly
The price is $463
Nov 11 - Nov 12
Total with taxes and fees
Beachside Bliss w/ Game Room, Gym & Golf Green
Cozy East Haven Home • Near Beach & Yale
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.
$145 nightly
The price is $164
Dec 5 - Dec 6
Total with taxes and fees
Cozy East Haven Home • Near Beach & Yale
Once the old Schools house now a newly furnished Apartment
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.
$264 nightly
The price is $281
Nov 6 - Nov 7
Total with taxes and fees
Once the old Schools house now a newly furnished Apartment
Cozy Gem in Heart of East Rock |King Bed| Near DT and Yale | Free Parking
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.
$318 nightly
The price is $360
Dec 1 - Dec 2
Total with taxes and fees
Cozy Gem in Heart of East Rock |King Bed| Near DT and Yale | Free Parking
Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard
9.6 out of 10, Exceptional, (133)
"We thoroughly enjoyed our stay...the historic home was a perfect New England getaway for our group of women."
United States
Shari M.
$454 nightly
The price is $514
Nov 6 - Nov 7
Total with taxes and fees
Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard
Stocked home close to Yale, in Heart of New Haven
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.
$225 nightly
The price is $254
Nov 12 - Nov 13
Total with taxes and fees
Stocked home close to Yale, in Heart of New Haven
Newly Remodeled 1-BR Close to Everything yet Very Private
10.0 out of 10, Exceptional, (9)
"We were please with this top floor property which was only 3.5 miles where we were for graduation weekend. The apartment is well-appointed and quiet. Karl was an excellent and highly responsive host. Some reviews mention difficulties accessing the driveway because of the unusual road intersections there, but we did not find that an issue. The parking is ample and behind the building. Nice yard, patio, and grill area. Not fancy but very functional. We would stay there again."
United States
William M.
$271 nightly
The price is $288
Nov 6 - Nov 7
Total with taxes and fees
Newly Remodeled 1-BR Close to Everything yet Very Private
Casa Soleada in East Rock |King Bed| Near DT and Yale SOM | Free parking
9.8 out of 10, Exceptional, (10)
"Beautiful and spacious home in lovely neighbourhood. We so enjoyed our brief stay. "
Australia
Nina
$332 nightly
The price is $376
Dec 1 - Dec 2
Total with taxes and fees
Casa Soleada in East Rock |King Bed| Near DT and Yale SOM | Free parking
Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.
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.
$246 nightly
The price is $268
Nov 12 - Nov 13
Total with taxes and fees
Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.
The Jewel of The Cove - Historic Coastal Retreat
2.0 star property
10.0 out of 10, Exceptional, (5)
"loved it so much, beautiful property 100 % would stay again "
United States
Leilani R.
$488 nightly
The price is $519
Nov 16 - Nov 17
Total with taxes and fees
The Jewel of The Cove - Historic Coastal Retreat
The Santiago in Science Park at Yale New Haven
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.
$232 nightly
The price is $232
Nov 19 - Nov 20
Total with taxes and fees
The Santiago in Science Park at Yale New Haven
McAngel Haven: 5 mins from Yale
9.6 out of 10, Exceptional, (16)
"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.
$462 nightly
The price is $523
Nov 6 - Nov 7
Total with taxes and fees
McAngel Haven: 5 mins from Yale
Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
2.0 star property
$359 nightly
The price is $408
Dec 4 - Dec 5
Total with taxes and fees
Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
Clear LI Sound waterview, Wedding pics, Yale&Beach
10.0 out of 10, Exceptional, (9)
"Amazing location & views. House was pristine & had all amenities. Great park & dog walking path across the street"
United States
Louis R.
$549 nightly
The price is $621
Nov 9 - Nov 10
Total with taxes and fees
Clear LI Sound waterview, Wedding pics, Yale&Beach
Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.
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.
$355 nightly
The price is $388
Nov 13 - Nov 14
Total with taxes and fees
Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.
171 Broadway · Renovated House Steps Away From The Ocean
8.4 out of 10, Very Good, (8)
"**Overall lowest experience of all vacation rental experiences** Pros: - Out-of-season pricing (in-season is total rip-off), - Relatively clean - Safe community - Comfortable beds - Decent bathrooms - Good AC (except for noise - see below) Cons: - Front & Rear door locks both beeped and auto unlocked at the same time at midnight on the last night - Cheap shades in bedrooms didn't fully cover windows - Under-furnished. Despite red flags in reading reviews & owner responses on there not being...
United States
Tom G.
$402 nightly
The price is $402
Nov 13 - Nov 14
Total with taxes and fees
171 Broadway · Renovated House Steps Away From The Ocean
Peace Barn in the heart of the CT River Valley
2.0 star property
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.
$629 nightly
The price is $712
Nov 8 - Nov 9
Total with taxes and fees
Peace Barn in the heart of the CT River Valley
Westshore Luxury
7.6 out of 10, Good, (5)
"I stayed in this place and was very impressed. The house is very clean and modern, with nice-looking furniture throughout. I could easily live here! You can even look out the window and see the ocean. There are three bedrooms and an extra sofa bed in the basement, so there’s plenty of space — perfect for a group or family. You can take a relaxing walk on the beach at night, and there’s a beach bar just around the corner. "
United States
Winyu
$320 nightly
The price is $363
Nov 9 - Nov 10
Total with taxes and fees
Westshore Luxury
Historic New England home ,Reunions Beach pass
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.
$387 nightly
The price is $438
Nov 6 - Nov 7
Total with taxes and fees
Historic New England home ,Reunions Beach pass
Beach house in Milford, CT
10.0 out of 10, Exceptional, (1)
"Beautiful Home right on the Long Island sound, we had such a great time. Beach was easily accessible, The Host’s were amazing and went above and beyond in accommodating us. Highly recommend!!!"
United States
Alex F.
$816 nightly
The price is $924
Nov 8 - Nov 9
Total with taxes and fees
Beach house in Milford, CT
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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