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Our top choices for Thimble Islands vacation homes

Beachside Bliss w/ Game Room, Gym & Golf Green

Beachside Bliss w/ Game Room, Gym & Golf Green
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 AED 562
AED 1,918 total
includes taxes & fees
11 Feb - 12 Feb
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 AED 422
AED 1,055 total
includes taxes & fees
6 Feb - 7 Feb
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 AED 459
AED 601 total
includes taxes & fees
24 Feb - 25 Feb
Cozy East Haven Home • Near Beach & Yale

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

LONG-TERM Skiing, Tubing 30 mins away and the Ocean 5 mins!
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 AED 422
AED 1,835 total
includes taxes & fees
22 Feb - 23 Feb
LONG-TERM Skiing, Tubing 30 mins away and the Ocean 5 mins!

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 AED 661
AED 1,326 total
includes taxes & fees
6 Feb - 7 Feb
Stylish Modern Stay Steps from the Ocean

Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.

Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.
Old Saybrook
9.8 out of 10, Exceptional, (8 reviews)
"This was the perfect house for our family’s long weekend getaway to coastal New England. The house was beautiful and spotless, and came with everything you might need and more. We loved the griddle, the hot tub and my son loved the game room. Would definitely stay again!"
United States
Doug F.
The price is AED 918
AED 1,851 total
includes taxes & fees
15 Feb - 16 Feb
Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.

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 AED 459
AED 816 total
includes taxes & fees
8 Feb - 9 Feb
Stocked home close to Yale, in Heart of New Haven

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 AED 470
AED 879 total
includes taxes & fees
9 Feb - 10 Feb
Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.

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 AED 621
AED 1,166 total
includes taxes & fees
9 Feb - 10 Feb
Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

Welcoming 4-bedroom house in charming Hamden

Welcoming 4-bedroom house in charming Hamden
Hamden
The price is AED 840
AED 1,561 total
includes taxes & fees
6 Feb - 7 Feb
Welcoming 4-bedroom house in charming Hamden

The Jewel of The Cove - Historic Coastal Retreat

The Jewel of The Cove - Historic Coastal Retreat
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 AED 760
AED 1,884 total
includes taxes & fees
11 Feb - 12 Feb
The Jewel of The Cove - Historic Coastal Retreat

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 AED 430
AED 944 total
includes taxes & fees
8 Feb - 9 Feb
The Santiago in Science Park at Yale New Haven

Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats

Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats
Saybrook Manor
9.8 out of 10, Exceptional, (136 reviews)
"We loved our stay!"
United States
Deana L.
The price is AED 823
AED 2,008 total
includes taxes & fees
6 Feb - 7 Feb
Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats

Cozy 2-bedroom house in amazing New Haven

Cozy 2-bedroom house in amazing New Haven
Quinnipiac Meadows
The price is AED 676
AED 1,099 total
includes taxes & fees
6 Feb - 7 Feb
Cozy 2-bedroom house in amazing New Haven

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

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

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 AED 926
AED 1,810 total
includes taxes & fees
5 Mar - 6 Mar
Luxury New Haven Retreat • Private Pool, Gym, Cinema • Near Yale & Beaches

McAngel Haven: 5 mins from Yale

McAngel Haven: 5 mins from Yale
West Haven
9.6 out of 10, Exceptional, (20 reviews)
"Excellent location Clean and spacious Comfortable beds "
United States
Joseph T.
The price is AED 843
AED 1,921 total
includes taxes & fees
8 Feb - 9 Feb
McAngel Haven: 5 mins from Yale

Short Walk to Yale | 4BR| Laundry|WiFi

Short Walk to Yale | 4BR| Laundry|WiFi
Dixwell
The price is AED 558
AED 1,924 total
includes taxes & fees
8 Feb - 9 Feb
Short Walk to Yale | 4BR| Laundry|WiFi

3-bedroom house just walking distance from Yale and Downtown

3-bedroom house just walking distance from Yale and Downtown
Dixwell
The price is AED 735
AED 1,410 total
includes taxes & fees
9 Feb - 10 Feb
3-bedroom house just walking distance from Yale and Downtown

3-bedroom townhome in peaceful New Haven near Yale Science Center

3-bedroom townhome in peaceful New Haven near Yale Science Center
Dixwell
The price is AED 837
AED 1,084 total
includes taxes & fees
7 Feb - 8 Feb
3-bedroom townhome in peaceful New Haven near Yale Science Center
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