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Our top choices for Thimble Islands vacation homes

Adorable Cottage, 5 min walk to water & town

Adorable Cottage, 5 min walk to water & town
Westbrook Center
9.4 out of 10, Exceptional, (15 reviews)
"Very nice small place to stay by the beach and close to great coffee shop. "
United States
Donovan V.
The price is ¥30,025
¥69,155 total
includes taxes & fees
Jan 18 - Jan 19
Adorable Cottage, 5 min walk to water & town

Beachside Bliss w/ Game Room, Gym & Golf Green

Beachside Bliss w/ Game Room, Gym & Golf Green
2.0 star property
Westbrook
10.0 out of 10, Exceptional, (1 review)
"Perfect house for 6 guests. Loved that it was close to the beach."
United States
Shannon G.
The price is ¥21,715
¥79,777 total
includes taxes & fees
Jan 20 - Jan 21
Beachside Bliss w/ Game Room, Gym & Golf Green

Once the old Schools house now a newly furnished Apartment

Once the old Schools house now a newly furnished Apartment
Wallingford Center
9.0 out of 10, Wonderful, (13 reviews)
"Excellent option for a short stay near the heart of it all in Wallingford."
United States
Jeanette W.
The price is ¥18,222
¥45,673 total
includes taxes & fees
Jan 22 - Jan 23
Once the old Schools house now a newly furnished Apartment

Cozy East Haven Home • Near Beach & Yale

Cozy East Haven Home • Near Beach & Yale
Momauguin
10.0 out of 10, Exceptional, (5 reviews)
"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 ¥19,806
¥25,946 total
includes taxes & fees
Feb 3 - Feb 4
Cozy East Haven Home • Near Beach & Yale

Stylish Modern Stay Steps from the Ocean

Stylish Modern Stay Steps from the Ocean
Clinton
10.0 out of 10, Exceptional, (1 review)
"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 ¥28,521
¥57,200 total
includes taxes & fees
Jan 24 - Jan 25
Stylish Modern Stay Steps from the Ocean

LONG-TERM Skiing, Tubing 30 mins away and the Ocean 5 mins!

LONG-TERM Skiing, Tubing 30 mins away and the Ocean 5 mins!
2.0 star property
Clinton
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful home in a quiet neighborhood. We greatly enjoyed staying at Glass House. "
United States
Elya D.
The price is ¥23,672
¥86,047 total
includes taxes & fees
Jan 22 - Jan 23
LONG-TERM Skiing, Tubing 30 mins away and the Ocean 5 mins!

Welcoming 4-bedroom house in charming Hamden

Welcoming 4-bedroom house in charming Hamden
2.0 star property
Hamden
The price is ¥36,253
¥67,360 total
includes taxes & fees
Jan 16 - Jan 17
Welcoming 4-bedroom house in charming Hamden

Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.

Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.
Fair Haven
7.6 out of 10, Good, (5 reviews)
"Thanks for hosting us! It was clean and nice. For future guests, a long body mirror might be nice but we had a wonderful time and appreciated you bringing us extra towels quickly!"
United States
Jamie S.
The price is ¥20,282
¥38,219 total
includes taxes & fees
Jan 19 - Jan 20
Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.

Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard

Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard
Saybrook Manor
9.6 out of 10, Exceptional, (134 reviews)
"We loved our stay!"
United States
Deana L.
The price is ¥31,840
¥81,510 total
includes taxes & fees
Jan 19 - Jan 20
Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard

Stocked home close to Yale, in Heart of New Haven

Stocked home close to Yale, in Heart of New Haven
Mill River
9.2 out of 10, Wonderful, (18 reviews)
"Great value very close to university. "
United States
Lawrence
The price is ¥23,641
¥40,139 total
includes taxes & fees
Jan 18 - Jan 19
Stocked home close to Yale, in Heart of New Haven

The Santiago in Science Park at Yale New Haven

The Santiago in Science Park at Yale New Haven
Dixwell
8.0 out of 10, Very Good, (8 reviews)
"The property had everything needed and was a short distance to so many campus sites. Would definitely stay again."
United States
Natalie B.
The price is ¥17,671
¥36,457 total
includes taxes & fees
Feb 2 - Feb 3
The Santiago in Science Park at Yale New Haven

Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.
Fair Haven
9.6 out of 10, Exceptional, (15 reviews)
"Had a really nice stay, enjoyed this open airy space with comfortable beds and beautiful light with a view of the river. Very nice time, would stay again."
United States
Brian B.
The price is ¥28,204
¥52,558 total
includes taxes & fees
Jan 22 - Jan 23
Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

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

Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
2.0 star property
Shelton
The price is ¥14,498
¥60,694 total
includes taxes & fees
Jan 18 - Jan 19
Luxurious-Modern feel w/ custom features - AC, short walk to Shelton

McAngel Haven: 5 mins from Yale

McAngel Haven: 5 mins from Yale
West Haven
9.6 out of 10, Exceptional, (19 reviews)
"Excellent location Clean and spacious Comfortable beds "
United States
Joseph T.
The price is ¥36,364
¥82,858 total
includes taxes & fees
Jan 26 - Jan 27
McAngel Haven: 5 mins from Yale

3BR Gem, 10 min to Yale, walk to Tweed

3BR Gem, 10 min to Yale, walk to Tweed
2.0 star property
East Shore
10.0 out of 10, Exceptional, (2 reviews)
"The place was amazing! Honestly more than the picture shows. The house is a wooden and warm home. I could charge the temperature and unlock the door through the app. There was free wifi and the rooms were beautiful and comfortable. We had everything we needed and more for the kitchen. Amazing communication back and forward. A lot was already supplied in the home.I would say mt favorite thing was just the feeling of the place. They even had board game which we ended up enjoying so much. Would...
United States
jasmine L.
The price is ¥34,225
¥84,200 total
includes taxes & fees
Jan 18 - Jan 19
3BR Gem, 10 min to Yale, walk to Tweed

The Jewel of The Cove - Historic Coastal Retreat

The Jewel of The Cove - Historic Coastal Retreat
2.0 star property
East Shore
9.8 out of 10, Exceptional, (7 reviews)
"loved it so much, beautiful property 100 % would stay again "
United States
Leilani R.
The price is ¥32,799
¥81,293 total
includes taxes & fees
Jan 26 - Jan 27
The Jewel of The Cove - Historic Coastal Retreat

Cozy 2-bedroom house in amazing New Haven

Cozy 2-bedroom house in amazing New Haven
2.0 star property
Quinnipiac Meadows
The price is ¥29,155
¥47,234 total
includes taxes & fees
Jan 16 - Jan 17
Cozy 2-bedroom house in amazing New Haven

Luxury New Haven Retreat • Private Pool, Gym, Cinema • Near Yale & Beaches

Luxury New Haven Retreat • Private Pool, Gym, Cinema • Near Yale & Beaches
East Shore
8.0 out of 10, Very Good, (2 reviews)
"It was a nice place. We were in CT for a wedding. It was very close to the venue. The bathrooms were a good size for 10 people staying there getting ready. I would definitely return for another family event in the area. Thank you to the home owners."
United States
Suzanne S.
The price is ¥38,979
¥77,783 total
includes taxes & fees
Feb 10 - Feb 11
Luxury New Haven Retreat • Private Pool, Gym, Cinema • Near Yale & Beaches

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

Cozy Gem in Heart of East Rock |King Bed| Near DT and Yale | Free Parking
East Rock
9.6 out of 10, Exceptional, (8 reviews)
"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 ¥45,634
¥88,249 total
includes taxes & fees
Jan 19 - Jan 20
Cozy Gem in Heart of East Rock |King Bed| Near DT and Yale | Free Parking

3-bedroom house just walking distance from Yale and Downtown

3-bedroom house just walking distance from Yale and Downtown
Dixwell
The price is ¥27,729
¥56,131 total
includes taxes & fees
Jan 19 - Jan 20
3-bedroom house just walking distance from Yale and Downtown
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

Find out more about Thimble Islands

Thimble Islands Vacation Homes information

Number of reviews
179
Accommodation
313 Vacation Homes
Lowest Price
¥25,946
Highest Price
¥88,249

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