Title: Thimble Islands Vacation Home Rentals from CA $226: Search Top Private Vacation Homes for Rent | Expedia.ca

[Thimble Islands Travel Guide](https://expedia.ca/Thimble-Islands.dx6341069)[Hotels in Thimble Islands](https://expedia.ca/Thimble-Islands-Hotels.d6341069.Travel-Guide-Hotels)[Vacation Rentals in Thimble Islands](https://expedia.ca/Thimble-Islands-Vacation-Rentals.d6341069.Travel-Guide-VacationRentals)[Flights to Thimble Islands](https://expedia.ca/Cheap-Flights-To-Thimble-Islands.d6341069.Travel-Guide-Flights)[Thimble Islands Car Rentals](https://expedia.ca/Car-Rentals-In-Thimble-Islands.d6341069.Car-Rental-Guide)[Thimble Islands Vacation Packages](https://expedia.ca/Thimble-Islands.d6341069.Destination-Travel-Guides)

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# Thimble Islands Vacation Rentals

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## Check prices for these dates

Next weekend

[Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=6341069&startDate=2026-01-16&endDate=2026-01-18&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=6341069&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In one month

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6341069&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=6341069&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Thimble Islands vacation homes

![Interior](https://images.trvl-media.com/lodging/100000000/99410000/99406900/99406822/f55efa2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/100000000/99410000/99406900/99406822/c4e3d4e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99410000/99406900/99406822/1c33ad63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/100000000/99410000/99406900/99406822/a87c1b4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Adorable Cottage, 5 min walk to water & town

[](https://www.expedia.ca/Westbrook-Hotels-Adorable-Cottage.h99406822.Hotel-Information)

Westbrook Center

9.4/10

Exceptional

(15)

"Very nice small place to stay by the beach and close to great coffee shop. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Donovan V.

CA $261

CA $602 total

includes taxes & fees

Jan 11 - Jan 12

[](https://www.expedia.ca/Westbrook-Hotels-Adorable-Cottage.h99406822.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/122000000/121400000/121396500/121396426/891accf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121400000/121396500/121396426/9036247c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/122000000/121400000/121396500/121396426/1c400db4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/122000000/121400000/121396500/121396426/021898ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beachside Bliss w/ Game Room, Gym & Golf Green

[](https://www.expedia.ca/Westbrook-Hotels-Beachside-Bliss-W-Game-Room.h121396426.Hotel-Information)

Westbrook

10/10

Exceptional

(1)

"Perfect house for 6 guests. Loved that it was close to the beach."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Shannon G.

CA $210

CA $705 total

includes taxes & fees

Jan 21 - Jan 22

[](https://www.expedia.ca/Westbrook-Hotels-Beachside-Bliss-W-Game-Room.h121396426.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/119000000/118950000/118949700/118949631/7f5d3999.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/119000000/118950000/118949700/118949631/8e373067.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/119000000/118950000/118949700/118949631/57c8df73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/119000000/118950000/118949700/118949631/ce1fc249.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy East Haven Home • Near Beach & Yale

[](https://www.expedia.ca/East-Haven-Hotels-Cozy-Home-Near-New-Haven.h118949631.Hotel-Information)

Momauguin

10/10

Exceptional

(5)

"Beautiful seaside cottage. Updated and well appointed, bidet, fire pit and more. Very close to several beaches. Driving distance to many attractions, statue of liberty, and more. I would stay again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Roberta e.

CA $173

CA $226 total

includes taxes & fees

Feb 3 - Feb 4

[](https://www.expedia.ca/East-Haven-Hotels-Cozy-Home-Near-New-Haven.h118949631.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/108000000/107780000/107779100/107779041/eea5c652.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/108000000/107780000/107779100/107779041/a34caa46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107780000/107779100/107779041/95b993b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107780000/107779100/107779041/e689a456.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Clinton-Hotels-The-Cozy-Glass-House.h107779041.Hotel-Information)

Clinton

10/10

Exceptional

(3)

"Beautiful home in a quiet neighborhood. We greatly enjoyed staying at Glass House. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Elya D.

CA $193

CA $736 total

includes taxes & fees

Jan 13 - Jan 14

[](https://www.expedia.ca/Clinton-Hotels-The-Cozy-Glass-House.h107779041.Hotel-Information)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/66000000/65400000/65396400/65396309/5733ff3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/66000000/65400000/65396400/65396309/64ae65c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/66000000/65400000/65396400/65396309/314c977a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/66000000/65400000/65396400/65396309/fa52948e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Once the old Schools house now a newly furnished Apartment

[](https://www.expedia.ca/Wallingford-Hotels-Once-The-Old-Schools-House-Now-A-Newly-Furnished-Apartment.h65396309.Hotel-Information)

Wallingford Center

9.0/10

Wonderful

(13)

"Excellent option for a short stay near the heart of it all in Wallingford."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jeanette W.

CA $159

CA $391 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Wallingford-Hotels-Once-The-Old-Schools-House-Now-A-Newly-Furnished-Apartment.h65396309.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/121000000/120160000/120150900/120150878/9e16b0d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi](https://images.trvl-media.com/lodging/121000000/120160000/120150900/120150878/00ea4ccc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120160000/120150900/120150878/2a31845e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120160000/120150900/120150878/89dee084.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stylish Modern Stay Steps from the Ocean

[](https://www.expedia.ca/Clinton-Hotels-Stylish-Modern-Stay-Steps-From-The-Ocean.h120150878.Hotel-Information)

Clinton

10/10

Exceptional

(1)

"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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kelly Z.

CA $224

CA $466 total

includes taxes & fees

Jan 17 - Jan 18

[](https://www.expedia.ca/Clinton-Hotels-Stylish-Modern-Stay-Steps-From-The-Ocean.h120150878.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/60000000/59630000/59625600/59625523/d1cc68c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/60000000/59630000/59625600/59625523/8cacb4e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/60000000/59630000/59625600/59625523/3c6f0ef9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/60000000/59630000/59625600/59625523/41e92d5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stocked home close to Yale, in Heart of New Haven

[](https://www.expedia.ca/New-Haven-Hotels-Stocked-Home-Close-To-Yale.h59625523.Hotel-Information)

Mill River

9.2/10

Wonderful

(18)

"Great value very close to university. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lawrence

CA $174

CA $308 total

includes taxes & fees

Jan 14 - Jan 15

[](https://www.expedia.ca/New-Haven-Hotels-Stocked-Home-Close-To-Yale.h59625523.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/77000000/76540000/76532900/76532852/58ab083f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76540000/76532900/76532852/w1440h958x0y3-16ec6595.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/77000000/76540000/76532900/76532852/w1024h676x0y3-0bf31286.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76540000/76532900/76532852/b9f21093.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Gem in Heart of East Rock |King Bed| Near DT and Yale | Free Parking

[](https://www.expedia.ca/New-Haven-Hotels-Cozy-Gem-In-Heart-Of-East-Rock-King-Bed-Near-DT.h76532852.Hotel-Information)

East Rock

9.6/10

Exceptional

(8)

"Property owner takes great care of the place. Instructions were easy to follow and the location was right down the road from the places we were going to. We would rent again if we ever come back to New Haven"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Derek L.

CA $194

CA $508 total

includes taxes & fees

Jan 11 - Jan 12

[](https://www.expedia.ca/New-Haven-Hotels-Cozy-Gem-In-Heart-Of-East-Rock-King-Bed-Near-DT.h76532852.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/77000000/76970000/76963400/76963336/2c0c3b2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV](https://images.trvl-media.com/lodging/77000000/76970000/76963400/76963336/02effb57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/77000000/76970000/76963400/76963336/3be531e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/77000000/76970000/76963400/76963336/c08fe3a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.

[](https://www.expedia.ca/New-Haven-Hotels-Gorgeous-Waterfront-2-Bedroom-1-Bath-Modern-Home.h76963336.Hotel-Information)

Fair Haven

7.6/10

Good

(5)

"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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jamie S.

CA $177

CA $339 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/New-Haven-Hotels-Gorgeous-Waterfront-2-Bedroom-1-Bath-Modern-Home.h76963336.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/19000000/18770000/18762100/18762073/w1283h946x0y0-a3c0ca5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/19000000/18770000/18762100/18762073/w1283h959x0y0-51b04f4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, offices](https://images.trvl-media.com/lodging/19000000/18770000/18762100/18762073/w1282h963x0y0-3ce0e673.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18770000/18762100/18762073/w1283h953x0y0-69414cc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard

[](https://www.expedia.ca/Old-Saybrook-Hotels-Capt-Nathaniel-Clarke-Historic-Homestead.h18762073.Hotel-Information)

Saybrook Manor

9.6/10

Exceptional

(133)

"We loved our stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Deana L.

CA $276

CA $709 total

includes taxes & fees

Jan 11 - Jan 12

[](https://www.expedia.ca/Old-Saybrook-Hotels-Capt-Nathaniel-Clarke-Historic-Homestead.h18762073.Hotel-Information)

![TV, Netflix, Hulu, books](https://images.trvl-media.com/lodging/94000000/93400000/93397900/93397831/b1bea7a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/94000000/93400000/93397900/93397831/4d7eefe7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, Netflix, Hulu, books](https://images.trvl-media.com/lodging/94000000/93400000/93397900/93397831/498bd184.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/94000000/93400000/93397900/93397831/6c2acb13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Santiago in Science Park at Yale New Haven

[](https://www.expedia.ca/New-Haven-Hotels-The-Santiago-In-Science-Park-At-Yale-New-Haven.h93397831.Hotel-Information)

Dixwell

8.0/10

Very good

(8)

"The property had everything needed and was a short distance to so many campus sites. Would definitely stay again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Natalie B.

CA $145

CA $301 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/New-Haven-Hotels-The-Santiago-In-Science-Park-At-Yale-New-Haven.h93397831.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/106000000/105870000/105862500/105862474/w1280h845x0y4-a67617b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/106000000/105870000/105862500/105862474/w1280h848x0y2-b9f9932e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/106000000/105870000/105862500/105862474/w1280h851x0y2-772c3b64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/106000000/105870000/105862500/105862474/w1280h851x0y2-33646ec7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Jewel of The Cove - Historic Coastal Retreat

[](https://www.expedia.ca/East-Haven-Hotels-The-Jewel-Of-The-Cove-Historic-Coastal-Retreat.h105862474.Hotel-Information)

East Shore

10/10

Exceptional

(6)

"loved it so much, beautiful property 100 % would stay again "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Leilani R.

CA $286

CA $713 total

includes taxes & fees

Feb 3 - Feb 4

[](https://www.expedia.ca/East-Haven-Hotels-The-Jewel-Of-The-Cove-Historic-Coastal-Retreat.h105862474.Hotel-Information)

![TV, fireplace, books](https://images.trvl-media.com/lodging/123000000/122130000/122125300/122125262/2924ffc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122130000/122125300/122125262/1ea4eb6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/123000000/122130000/122125300/122125262/bc5ad269.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/123000000/122130000/122125300/122125262/9f4cd529.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Shelton-Hotels-Luxurious-Modern-Feel-W-Custom-Features-AC.h122125262.Hotel-Information)

Shelton

CA $126

CA $535 total

includes taxes & fees

Jan 13 - Jan 14

[](https://www.expedia.ca/Shelton-Hotels-Luxurious-Modern-Feel-W-Custom-Features-AC.h122125262.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76540000/76533100/76533032/w1440h958x0y3-cc94fd8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/77000000/76540000/76533100/76533032/w1024h676x0y3-7652554c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/77000000/76540000/76533100/76533032/w1024h677x0y3-97b865f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/77000000/76540000/76533100/76533032/w1024h680x0y3-f7aa3d1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Orange Oasis in East Rock |Free Parking| Near Yale and DT|Large Memory Foam Beds

[](https://www.expedia.ca/New-Haven-Hotels-Orange-Oasis-In-East-Rock-Free-ParkingNear-Yale-DT.h76533032.Hotel-Information)

East Rock

9.0/10

Wonderful

(8)

"the apartment was so beautiful, clean, and spacious! it was a great area to be in! the beds were SUPER comfortable as well, highlight of my trip!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

milly s.

CA $398

CA $780 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/New-Haven-Hotels-Orange-Oasis-In-East-Rock-Free-ParkingNear-Yale-DT.h76533032.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/79000000/78180000/78173400/78173305/8c7a6352.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/79000000/78180000/78173400/78173305/c5ae6b34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/79000000/78180000/78173400/78173305/6dab1099.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/79000000/78180000/78173400/78173305/c1d5dab6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

[](https://www.expedia.ca/New-Haven-Hotels-Gorgeous-Waterfront-3-Bedroom.h78173305.Hotel-Information)

Fair Haven

9.6/10

Exceptional

(14)

"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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Brian B.

CA $246

CA $455 total

includes taxes & fees

Jan 15 - Jan 16

[](https://www.expedia.ca/New-Haven-Hotels-Gorgeous-Waterfront-3-Bedroom.h78173305.Hotel-Information)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/110000000/109310000/109301600/109301578/76d3286e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, offices](https://images.trvl-media.com/lodging/110000000/109310000/109301600/109301578/2e6c40e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109310000/109301600/109301578/f9ffa4fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/110000000/109310000/109301600/109301578/35fa0adf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 3BR Gem, 10 min to Yale, walk to Tweed

[](https://www.expedia.ca/East-Haven-Hotels-3BR-Gem.h109301578.Hotel-Information)

East Shore

10/10

Exceptional

(2)

"The place was amazing! Honestly more than the picture shows. The house is a wooden and warm home. I could charge the temperature and unlock the door through the app. There was free wifi and the rooms were beautiful and comfortable. We had everything we needed and more for the kitchen. Amazing communication back and forward. A lot was already supplied in the home.I would say mt favorite thing was just the feeling of the place. They even had board game which we ended up enjoying so much. Would...

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

jasmine L.

CA $298

CA $734 total

includes taxes & fees

Jan 14 - Jan 15

[](https://www.expedia.ca/East-Haven-Hotels-3BR-Gem.h109301578.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/102000000/101950000/101940900/101940832/8cb41f39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101950000/101940900/101940832/82269a82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/102000000/101950000/101940900/101940832/059a32ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/101950000/101940900/101940832/d9bfe6ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### McAngel Haven: 5 mins from Yale

[](https://www.expedia.ca/West-Haven-Hotels-McAngel-Haven-5-Mins-From-Yale.h101940832.Hotel-Information)

West Haven

9.6/10

Exceptional

(19)

"Excellent location Clean and spacious Comfortable beds "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Joseph T.

CA $317

CA $722 total

includes taxes & fees

Jan 13 - Jan 14

[](https://www.expedia.ca/West-Haven-Hotels-McAngel-Haven-5-Mins-From-Yale.h101940832.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/125000000/124210000/124207800/124207773/ea850487.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/125000000/124210000/124207800/124207773/a92a9dbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124210000/124207800/124207773/7b6b82e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/125000000/124210000/124207800/124207773/78846e4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 2-bedroom house in amazing New Haven

[](https://www.expedia.ca/New-Haven-Hotels-Cozy-2-Bedroom-House-In-Amazing-New-Haven.h124207773.Hotel-Information)

Quinnipiac Meadows

CA $254

CA $419 total

includes taxes & fees

Jan 9 - Jan 10

[](https://www.expedia.ca/New-Haven-Hotels-Cozy-2-Bedroom-House-In-Amazing-New-Haven.h124207773.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/125000000/124360000/124360000/124359908/e5b7b978.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124360000/124360000/124359908/89f59934.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124360000/124360000/124359908/ac82cf05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels, soap, toilet paper](https://images.trvl-media.com/lodging/125000000/124360000/124360000/124359908/c78a3042.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Welcoming 4-bedroom house in charming Hamden

[](https://www.expedia.ca/Hamden-Hotels-Welcoming-4-Bedroom-House-In-Charming-Hamden.h124359908.Hotel-Information)

Hamden

CA $316

CA $587 total

includes taxes & fees

Jan 13 - Jan 14

[](https://www.expedia.ca/Hamden-Hotels-Welcoming-4-Bedroom-House-In-Charming-Hamden.h124359908.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-22&endDate=2026-01-23&regionId=6341069&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Thimble+Islands%2C+Connecticut%2C+United+States+of+America&regionId=6341069&latLong=41.248462%2C-72.754313&adults=2&startDate=2026-04-08&d1=2026-04-08&endDate=2026-04-11&d2=2026-04-11&lodging=APART_HOTEL)

Cabins

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Cottages

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Apartments

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Condos

[](https://www.expedia.ca/Hotel-Search?destination=Thimble+Islands%2C+Connecticut%2C+United+States+of+America&regionId=6341069&latLong=41.248462%2C-72.754313&adults=2&startDate=2026-04-08&d1=2026-04-08&endDate=2026-04-11&d2=2026-04-11&lodging=CONDO)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Thimble+Islands%2C+Connecticut%2C+United+States+of+America&regionId=6341069&latLong=41.248462%2C-72.754313&adults=2&startDate=2026-04-08&d1=2026-04-08&endDate=2026-04-11&d2=2026-04-11&lodging=VACATION_HOME)

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## Top Thimble Islands Hotel Reviews

![Hotel Marcel New Haven, Tapestry Collection By Hilton](https://images.trvl-media.com/lodging/72000000/71430000/71427300/71427300/1699c03c_y.jpg)

### Hotel Marcel New Haven, Tapestry Collection By Hilton

10/10 Excellent

"Rave reviews from nephew's family, who stayed there during the holidays."

[](https://expedia.ca/New-Haven-Hotels-Hotel-Marcel-New-Haven.h71427300.Hotel-Information)

![Hampton Inn by Hilton Shelton](https://images.trvl-media.com/lodging/1000000/210000/200400/200381/e6ef0843_y.jpg)

### Hampton Inn by Hilton Shelton

10/10 Excellent

"Clean room could use some extra attention around the trim around the bathroom floor. Staff very friendly and professional."

[](https://expedia.ca/New-Haven-Hotels-Hampton-Inn-By-Hilton-Shelton.h200381.Hotel-Information)

![New Haven Hotel](https://images.trvl-media.com/lodging/1000000/40000/36800/36721/d665dc9c_y.jpg)

### New Haven Hotel

10/10 Excellent

"Great location! Beautiful hotel. "

[](https://expedia.ca/New-Haven-Hotels-New-Haven-Hotel.h36721.Hotel-Information)

![Homewood Suites by Hilton Stratford](https://images.trvl-media.com/lodging/1000000/880000/873200/873107/fd1eb309_y.jpg)

### Homewood Suites by Hilton Stratford

10/10 Excellent

"Room was great "

[](https://expedia.ca/New-Haven-Hotels-Homewood-Suites-By-Hilton-Stratford.h873107.Hotel-Information)

![Cambria Hotel New Haven University Area](https://images.trvl-media.com/lodging/79000000/78620000/78614500/78614483/a6a28eee_y.jpg)

### Cambria Hotel New Haven University Area

10/10 Excellent

"clean room, helpful staff"

[](https://expedia.ca/New-Haven-Hotels-Cambria-Hotel-New-Haven-University-Area.h78614483.Hotel-Information)

![Hyatt Place Milford / New Haven](https://images.trvl-media.com/lodging/2000000/1570000/1562800/1562702/0336d577_y.jpg)

### Hyatt Place Milford / New Haven

10/10 Excellent

"Front desk dude funny"

[](https://expedia.ca/New-Haven-Hotels-Hyatt-Place-Milford-New-Haven.h1562702.Hotel-Information)

![Best Western Executive Hotel Of New Haven - West Haven](https://images.trvl-media.com/lodging/1000000/30000/23300/23217/b63e42e2_y.jpg)

### Best Western Executive Hotel Of New Haven - West Haven

10/10 Excellent

"Nice and clean. "

[](https://expedia.ca/New-Haven-Hotels-Best-Western-Executive-Hotel-Of-New-Haven-West-Haven.h23217.Hotel-Information)

![Home2 Suites by Hilton East Haven New Haven](https://images.trvl-media.com/lodging/1000000/10000/1500/1461/b5c018f9_y.jpg)

### Home2 Suites by Hilton East Haven New Haven

10/10 Excellent

"Large clean room. Terrific staff and good breakfast. "

[](https://expedia.ca/East-Haven-Hotels-Home2-Suites-By-Hilton-East-Haven-New-Haven.h1461.Hotel-Information)

![Water's Edge Resort & Spa](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/3723d6b0_y.jpg)

### Water's Edge Resort & Spa

10/10 Excellent

"Great place!"

[](https://expedia.ca/Old-Saybrook-Hotels-Waters-Edge-Resort-Spa.h9679841.Hotel-Information)

## Find out more about Thimble Islands

## Thimble Islands Vacation Homes information

| Number of reviews | 177                |
| ----------------- | ------------------ |
| Accommodation     | 313 Vacation Homes |
| Lowest Price      | CA $226            |
| Highest Price     | CA $780            |

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