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Holiday Homes in Thimble Islands

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Our top choices for Thimble Islands holiday homes

1. 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 AU$328
includes taxes & fees
21 Sept - 22 Sept
Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.

2. Cozy 1-bedroom house in lovely New Haven with AC close to Yale University

Cozy 1-bedroom house in lovely New Haven with AC close to Yale University
Fair Haven
5.6 out of 10, (4 reviews)
"Blankets where itchy and smelled dirty small room when whole house was listed"
United States
Isabella R.
The price is AU$181
includes taxes & fees
30 Sept - 1 Oct
Cozy 1-bedroom house in lovely New Haven with AC close to Yale University

3. 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 AU$446
includes taxes & fees
21 Sept - 22 Sept
Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

4. 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 AU$552
includes taxes & fees
20 Sept - 21 Sept
Quiet 1st-Floor 2BR Haven w/ King Bed, Desks, In-Unit Laundry & 2-Car Parking | Walk to Yale

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, (14 reviews)
"Excellent option for a short stay near the heart of it all in Wallingford."
United States
Jeanette W.
The price is AU$410
includes taxes & fees
30 Sept - 1 Oct
Once the old Schools house now a newly furnished Apartment

6. Quiet Comfort Meets Coastal Charm: A Perfect Family Retreat in East Haven

Quiet Comfort Meets Coastal Charm: A Perfect Family Retreat in East Haven
Foxon
10.0 out of 10, Exceptional, (1 review)
"Place looks way better in person, cozy and quiet. Loved the backyard and deck also plenty of fast food restaurants and Walmart near by."
United States
Fateema M.
The price is AU$623
includes taxes & fees
26 Sept - 27 Sept
Quiet Comfort Meets Coastal Charm: A Perfect Family Retreat in East Haven

7. Historic New England home ,Reunions Beach pass

Historic New England home ,Reunions Beach pass
Guilford
9.2 out of 10, Wonderful, (90 reviews)
"This is a great location, walking distance to the green and other sites. It also worked well for our girls trip of 4 women."
United States
Liz H.
The price is AU$911
includes taxes & fees
30 Sept - 1 Oct
Historic New England home ,Reunions Beach pass

8. Newly Remodeled 1-BR Close to Everything yet Very Private

Newly Remodeled 1-BR Close to Everything yet Very Private
Wallingford
10.0 out of 10, Exceptional, (10 reviews)
"Very Clean with everything I needed. I will stay here again."
United States
David M.
The price is AU$416
includes taxes & fees
18 Oct - 19 Oct
Newly Remodeled 1-BR Close to Everything yet Very Private

9. Clear LI Sound waterview, Wedding pics, Yale&Beach

Clear LI Sound waterview, Wedding pics, Yale&Beach
East Shore
10.0 out of 10, Exceptional, (13 reviews)
"Great stay! Would definitely stay again! "
United States
Frankie O.
The price is AU$707
includes taxes & fees
27 Sept - 28 Sept
Clear LI Sound waterview, Wedding pics, Yale&Beach

10. Coastal Landing Stay

Coastal Landing Stay
East Shore
The price is AU$684
includes taxes & fees
28 Sept - 29 Sept
Coastal Landing Stay

11. Peaceful Private Stay in Shared Home Near Yale

Peaceful Private Stay in Shared Home Near Yale
West New Haven
6.0 out of 10, (2 reviews)
"Never sent check in information. Had to report them and get refund"
United States
Kimberleigh M.
The price is AU$284
includes taxes & fees
28 Sept - 29 Sept
Peaceful Private Stay in Shared Home Near Yale

12. 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 AU$1,037
includes taxes & fees
21 Sept - 22 Sept
Luxury New Haven Retreat • Private Pool, Gym, Cinema • Near Yale & Beaches

13. Adorable Cottage, 5 min walk to water & town

Adorable Cottage, 5 min walk to water & town
Westbrook Center
9.2 out of 10, Wonderful, (17 reviews)
"Very nice small place to stay by the beach and close to great coffee shop. "
United States
Donovan V.
The price is AU$652
includes taxes & fees
20 Sept - 21 Sept
Adorable Cottage, 5 min walk to water & town

14. Charming 1-bedroom in a 6-bedrooms house in New Haven perfect for Yale visitors

Charming 1-bedroom in a 6-bedrooms house in New Haven perfect for Yale visitors
Fair Haven
The price is AU$181
includes taxes & fees
30 Sept - 1 Oct
Charming 1-bedroom in a 6-bedrooms house in New Haven perfect for Yale visitors

15. 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, (5 reviews)
"Great stay!"
United States
Mark S.
The price is AU$613
includes taxes & fees
5 Oct - 6 Oct
3-bedroom house just walking distance from Yale and Downtown

16. Las Casitas Retreat

Las Casitas Retreat
East Shore
The price is AU$1,084
includes taxes & fees
30 Sept - 1 Oct
Las Casitas Retreat

17. 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, (13 reviews)
"Very clean & comfortable home, great host & location! "
United States
Becky W.
Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.

18. The Jewel of The Cove - Historic Coastal Retreat

The Jewel of The Cove - Historic Coastal Retreat
East Shore
10.0 out of 10, Exceptional, (12 reviews)
"This was a great place to stay in New Haven, and a lot of care has gone into making it a welcoming house."
United States
Geoffrey H.
The price is AU$1,019
includes taxes & fees
10 Oct - 11 Oct
The Jewel of The Cove - Historic Coastal Retreat

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

Beachside Bliss w/ Game Room, Gym & Golf Green
Westbrook
10.0 out of 10, Exceptional, (2 reviews)
"Perfect house for 6 guests. Loved that it was close to the beach."
United States
Shannon G.
The price is AU$963
includes taxes & fees
23 Sept - 24 Sept
Beachside Bliss w/ Game Room, Gym & Golf Green

20. 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 AU$655
includes taxes & fees
20 Sept - 21 Sept
Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
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 Holiday Homes information

Number of reviews
209
Accommodation
280 Holiday Homes
Lowest Price
AU$181
Highest Price
AU$1,084

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