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Thimble Islands Vacation Rentals

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Our top choices for Thimble Islands vacation homes

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 CA $167
CA $417 total
includes taxes & fees
Jul 13 - Jul 14
Once the old Schools house now a newly furnished Apartment

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
The price is CA $113
CA $159 total
includes taxes & fees
Jul 13 - Jul 14
Cozy 1-bedroom house in lovely New Haven with AC close to Yale University

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

Beautiful Bayfront Home • Heated Pool & Jacuzzi

Beautiful Bayfront Home • Heated Pool & Jacuzzi
West Haven
The price is CA $1,185
CA $1,798 total
includes taxes & fees
Jul 13 - Jul 14
Beautiful Bayfront Home • Heated Pool & Jacuzzi

New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.

New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
Durham
9.8 out of 10, Exceptional, (28 reviews)
"Wonderful house in a great location."
United States
Edward S.
The price is CA $920
CA $1,464 total
includes taxes & fees
Jul 13 - Jul 14
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.

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, (23 reviews)
"This house has everything you need to enjoy a getaway. Clean, It will sleep 20 and their is room for 20 to gather."
United States
Kathy B.
The price is CA $848
CA $1,130 total
includes taxes & fees
Jul 16 - Jul 17
Heavenly Home in New Haven /5 mins drive from Yale

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 CA $198
CA $369 total
includes taxes & fees
Jul 13 - Jul 14
Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.

Clear LI Sound waterview, Wedding pics, Yale&Beach

Clear LI Sound waterview, Wedding pics, Yale&Beach
East Shore
10.0 out of 10, Exceptional, (11 reviews)
"Great stay! Would definitely stay again! "
United States
Frankie O.
The price is CA $814
CA $1,408 total
includes taxes & fees
Jul 17 - Jul 18
Clear LI Sound waterview, Wedding pics, Yale&Beach

Coastal Landing Stay

Coastal Landing Stay
East Shore
The price is CA $336
CA $802 total
includes taxes & fees
Jul 13 - Jul 14
Coastal Landing Stay

PRIVATE BEACH: ROYAL OCEANVIEW CASTLE @ CLINTON W/ 4 QUEENS 2 FULL

PRIVATE BEACH: ROYAL OCEANVIEW CASTLE @ CLINTON W/ 4 QUEENS 2 FULL
Clinton
10.0 out of 10, Exceptional, (30 reviews)
"It was a very clean well kept property. The accommodation was very comfortable. We all truly enjoyed the house and location. "
United States
claire
The price is CA $1,663
CA $2,698 total
includes taxes & fees
Jul 31 - Aug 1
PRIVATE BEACH: ROYAL OCEANVIEW CASTLE @ CLINTON W/ 4 QUEENS 2 FULL

Luxury Loft •Pool • Gym • Free Parking • Near Yale

Luxury Loft •Pool • Gym • Free Parking • Near Yale
Orange
The price is CA $195
CA $373 total
includes taxes & fees
Jul 20 - Jul 21
Luxury Loft •Pool • Gym • Free Parking • Near Yale

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)
"A cozy pet and family-friendly property. Very spacious."
United States
Wallace R.
The price is CA $283
CA $512 total
includes taxes & fees
Jul 13 - Jul 14
Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

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

Gorgeous Waterfront 2:1 - 2 houses in 1 building.
Fair Haven
The price is CA $807
CA $1,286 total
includes taxes & fees
Jul 13 - Jul 14
Gorgeous Waterfront 2:1 - 2 houses in 1 building.

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 $305
CA $787 total
includes taxes & fees
Jul 15 - Jul 16
Luxurious-Modern feel w/ custom features - AC, short walk to Shelton

adorable ranch in beach community

adorable ranch in beach community
Old Saybrook
10.0 out of 10, Exceptional, (45 reviews)
"The experience was a pleasure - the house is comfy, and the location amazing! "
United States
Matthew V.
The price is CA $708
CA $1,190 total
includes taxes & fees
Jul 15 - Jul 16
adorable ranch in beach community

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 CA $724
CA $1,382 total
includes taxes & fees
Aug 9 - Aug 10
Beachside Bliss w/ Game Room, Gym & Golf Green

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, (139 reviews)
"Yvette was so communicative and made the stay great! The house was amazing and everything was cozy and comfortable. It was great for a group!"
United States
Hayley T.
The price is CA $545
CA $1,071 total
includes taxes & fees
Jul 13 - Jul 14
Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats

Large group haven!

Large group haven!
West New Haven
9.6 out of 10, Exceptional, (4 reviews)
"It was perfect for our needs"
United States
Latitia T.
The price is CA $671
CA $1,316 total
includes taxes & fees
Jul 13 - Jul 14
Large group haven!

McAngel Haven: 5 mins from Yale

McAngel Haven: 5 mins from Yale
West Haven
9.6 out of 10, Exceptional, (23 reviews)
"Excellent location Clean and spacious Comfortable beds "
United States
Joseph T.
The price is CA $325
CA $750 total
includes taxes & fees
Jul 15 - Jul 16
McAngel Haven: 5 mins from Yale

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 CA $446
CA $943 total
includes taxes & fees
Jul 20 - Jul 21
Historic New England home ,Reunions Beach pass
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

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Thimble Islands Vacation Homes information

Number of reviews
295
Accommodation
307 Vacation Homes
Lowest Price
CA $159
Highest Price
CA $2,698

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