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Thimble Islands Vacation Rentals

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Our top choices for Thimble Islands vacation homes

1. Cozy East Haven Home • Near Beach & Yale

Cozy East Haven Home • Near Beach & Yale
Momauguin
10.0 out of 10, Exceptional, (12 reviews)
"Property was clean and had all amenities we needed. Easy check in and check out"
United States
Sarah S.
The price is CA $186
CA $230 total
includes taxes & fees
Nov 10 - Nov 11
Cozy East Haven Home • Near Beach & Yale

2. Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.

Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.
Fair Haven
8.0 out of 10, Very good, (6 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 CA $153
CA $293 total
includes taxes & fees
Nov 9 - Nov 10
Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.

3. Loft •Pool • Gym • Free Parking • Near Yale

Loft •Pool • Gym • Free Parking • Near Yale
Orange
9.0 out of 10, Wonderful, (2 reviews)
"We enjoyed our stay. Host was accommodating and quick to respond when we encountered issues."
United States
Ali B.
The price is CA $168
CA $345 total
includes taxes & fees
Nov 9 - Nov 10
Loft •Pool • Gym • Free Parking • Near Yale

4. Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.
Fair Haven
9.8 out of 10, Exceptional, (16 reviews)
"A cozy pet and family-friendly property. Very spacious."
United States
Wallace R.
The price is CA $214
CA $401 total
includes taxes & fees
Nov 9 - Nov 10
Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

5. 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, (16 reviews)
"Excellent option for a short stay near the heart of it all in Wallingford."
United States
Jeanette W.
The price is CA $186
CA $412 total
includes taxes & fees
Nov 12 - Nov 13
Once the old Schools house now a newly furnished Apartment

6. Coastal Landing Stay

Coastal Landing Stay
East Shore
The price is CA $288
CA $682 total
includes taxes & fees
Nov 9 - Nov 10
Coastal Landing Stay

7. Las Casitas Retreat

Las Casitas Retreat
East Shore
10.0 out of 10, Exceptional, (1 review)
"La Caistas Retreat was a wonderful experience. The place was very clean and cozy. We visited with 2 of my adult children and their significant others and had plenty of room. The host, Sujata, was very informative amd checked in daily. The check-in and out were very smooth. I would recommend this place to anyone visiting New Haven!!!!"
United States
Tim H.
The price is CA $423
CA $960 total
includes taxes & fees
Nov 9 - Nov 10
Las Casitas Retreat

8. Quiet 1st-Floor 2BR Haven w/ King Bed, Desks, In-Unit Laundry & 2-Car Parking | Walk to Yale

Quiet 1st-Floor 2BR Haven w/ King Bed, Desks, In-Unit Laundry & 2-Car Parking | Walk to Yale
Newhallville
The price is CA $152
CA $563 total
includes taxes & fees
Nov 9 - Nov 10
Quiet 1st-Floor 2BR Haven w/ King Bed, Desks, In-Unit Laundry & 2-Car Parking | Walk to Yale

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

Luxury New Haven Retreat • Private Pool, Gym, Cinema • Near Yale & Beaches
East Shore
8.8 out of 10, Excellent, (5 reviews)
"Fantastic place, amazing hosts, 100% recommend! "
United States
Zach P.
The price is CA $395
CA $1,003 total
includes taxes & fees
Nov 9 - Nov 10
Luxury New Haven Retreat • Private Pool, Gym, Cinema • Near Yale & Beaches

10. 3-bedroom house just walking distance from Yale and Downtown

3-bedroom house just walking distance from Yale and Downtown
Dixwell
10.0 out of 10, Exceptional, (7 reviews)
"Great stay!"
United States
Mark S.
The price is CA $316
CA $566 total
includes taxes & fees
Nov 9 - Nov 10
3-bedroom house just walking distance from Yale and Downtown

11. Historic New England home ,Reunions Beach pass

Historic New England home ,Reunions Beach pass
Guilford
9.4 out of 10, Exceptional, (93 reviews)
"The location of this place is best!"
United States
Dr. Maureen C.
The price is CA $424
CA $873 total
includes taxes & fees
Nov 9 - Nov 10
Historic New England home ,Reunions Beach pass

12. Beachside Bliss w/ Game Room, Gym & Golf Green

Beachside Bliss w/ Game Room, Gym & Golf Green
Westbrook
10.0 out of 10, Exceptional, (4 reviews)
"Very lovely home! We very much enjoyed our stay and hope to be back again!"
United States
Morgan M.
The price is CA $331
CA $855 total
includes taxes & fees
Dec 1 - Dec 2
Beachside Bliss w/ Game Room, Gym & Golf Green

13. Steps to Beach • Hot Tub • Game Room • Water Views

Steps to Beach • Hot Tub • Game Room • Water Views
Branford
The price is CA $1,130
CA $1,746 total
includes taxes & fees
Nov 9 - Nov 10
Steps to Beach • Hot Tub • Game Room • Water Views

14. Renovated Beachside Retreat

Renovated Beachside Retreat
Milford
10.0 out of 10, Exceptional, (1 review)
"Terrific place to stay in Milford. Quaint & quiet neighborhood, close to beach and beautiful park near by to walk at (Walnut Beach Park). House was very well kept and stocked with everything you would need. Host communication was thorough and prompt. Would absolutely stay here again."
United States
Michelle D.
The price is CA $179
CA $612 total
includes taxes & fees
Nov 12 - Nov 13
Renovated Beachside Retreat

15. Gorgeous Waterfront 2:1 - 2 houses in 1 building.

Gorgeous Waterfront 2:1 - 2 houses in 1 building.
Fair Haven
The price is CA $604
CA $977 total
includes taxes & fees
Nov 9 - Nov 10
Gorgeous Waterfront 2:1 - 2 houses in 1 building.

16. 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 CA $210
CA $617 total
includes taxes & fees
Nov 9 - Nov 10
Luxurious-Modern feel w/ custom features - AC, short walk to Shelton

17. Heavenly Home in New Haven /5 mins drive from Yale

Heavenly Home in New Haven /5 mins drive from Yale
Fair Haven
9.2 out of 10, Wonderful, (24 reviews)
"Place was so cute and spacious. Owner was awesome too! Definitely recommend."
United States
Aliza T.
The price is CA $847
CA $1,048 total
includes taxes & fees
Nov 22 - Nov 23
Heavenly Home in New Haven /5 mins drive from Yale

18. Luxe, designer renovation; walk to Tyde wedding venue, shops & beach!

Luxe, designer renovation; walk to Tyde wedding venue, shops & beach!
Milford
9.8 out of 10, Exceptional, (10 reviews)
"Very comfortable modern home, clean, great backyard, pet friendly Host was so accommodating and responsive, personal note at check-in "
United States
Traci F.
The price is CA $243
CA $614 total
includes taxes & fees
Nov 11 - Nov 12
Luxe, designer renovation; walk to Tyde wedding venue, shops & beach!

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

Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.
Old Saybrook
10.0 out of 10, Exceptional, (15 reviews)
"Cute little house with excellent amenities. Perfect for our cousins getaway!"
United States
Karol T.
The price is CA $325
CA $682 total
includes taxes & fees
Nov 10 - Nov 11
Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.

20. Charming beach home, complete with pool & cozy guest house!

Charming beach home, complete with pool & cozy guest house!
Clinton
9.8 out of 10, Exceptional, (56 reviews)
"Beautiful, open and clean. Perfect for a family stay!"
United States
Juliana A.
The price is CA $969
CA $1,844 total
includes taxes & fees
Nov 12 - Nov 13
Charming beach home, complete with pool & cozy guest house!
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
268
Accommodation
283 Vacation Homes
Lowest Price
CA $230
Highest Price
CA $1,844

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