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Our top choices for Thimble Islands vacation homes

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, (9 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 1,895 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 463
AED 827 total
includes taxes & fees
16 Feb - 17 Feb
Stocked home close to Yale, in Heart of New Haven

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 413
AED 549 total
includes taxes & fees
24 Feb - 25 Feb
Cozy East Haven Home • Near Beach & Yale

Welcoming 4-bedroom house in charming Hamden

Welcoming 4-bedroom house in charming Hamden
Hamden
10.0 out of 10, Exceptional, (1 review)
"Host was kind and attentive. Location was convenient and the home was clean and spacious. "
United States
Renee H.
The price is AED 840
AED 1,543 total
includes taxes & fees
14 Feb - 15 Feb
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 AED 470
AED 901 total
includes taxes & fees
23 Feb - 24 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 1,180 total
includes taxes & fees
16 Feb - 17 Feb
Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

171 Broadway · Renovated House Steps Away From The Ocean

171 Broadway · Renovated House Steps Away From The Ocean
Milford
8.4 out of 10, Very Good, (8 reviews)
"very clean, new and great location! Will book again."
United States
ScottTakacs a.
171 Broadway · Renovated House Steps Away From The Ocean

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 1,895 total
includes taxes & fees
23 Feb - 24 Feb
The Jewel of The Cove - Historic Coastal Retreat

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 1,946 total
includes taxes & fees
17 Feb - 18 Feb
McAngel Haven: 5 mins from Yale

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 507
AED 1,039 total
includes taxes & fees
15 Feb - 16 Feb
The Santiago in Science Park at Yale New Haven

Quiet, Cozy Comfort Near Yale

Quiet, Cozy Comfort Near Yale
Fair Haven Heights
The price is AED 162
AED 449 total
includes taxes & fees
15 Feb - 16 Feb
Quiet, Cozy Comfort Near Yale

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
14 Feb - 15 Feb
Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats

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 400
AED 1,780 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
15 Feb - 16 Feb
Stylish Modern Stay Steps from the Ocean

Cozy 2-bedroom house in amazing New Haven

Cozy 2-bedroom house in amazing New Haven
Quinnipiac Meadows
The price is AED 573
AED 977 total
includes taxes & fees
25 Feb - 26 Feb
Cozy 2-bedroom house in amazing New Haven

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 626
AED 2,018 total
includes taxes & fees
17 Feb - 18 Feb
Beachside Bliss w/ Game Room, Gym & Golf Green

Clear LI Sound waterview, Wedding pics, Yale&Beach

Clear LI Sound waterview, Wedding pics, Yale&Beach
East Shore
10.0 out of 10, Exceptional, (10 reviews)
"Great stay! Would definitely stay again! "
United States
Frankie O.
The price is AED 2,112
AED 3,631 total
includes taxes & fees
14 Feb - 15 Feb
Clear LI Sound waterview, Wedding pics, Yale&Beach

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

Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
Shelton
The price is AED 520
AED 1,684 total
includes taxes & fees
16 Feb - 17 Feb
Luxurious-Modern feel w/ custom features - AC, short walk to Shelton

Short Walk to Yale | 4BR| Laundry|WiFi

Short Walk to Yale | 4BR| Laundry|WiFi
Dixwell
The price is AED 525
AED 1,882 total
includes taxes & fees
18 Feb - 19 Feb
Short Walk to Yale | 4BR| Laundry|WiFi

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

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