Title: Sheffield Island Vacation Home Rentals from CA $201: Search Top Private Vacation Homes for Rent | Expedia.ca

[Sheffield Island Travel Guide](https://expedia.ca/Sheffield-Island.dx6353650)[Hotels in Sheffield Island](https://expedia.ca/Sheffield-Island-Hotels.d6353650.Travel-Guide-Hotels)[Vacation Rentals in Sheffield Island](https://expedia.ca/Sheffield-Island-Vacation-Rentals.d6353650.Travel-Guide-VacationRentals)[Sheffield Island Car Rentals](https://expedia.ca/Car-Rentals-In-Sheffield-Island.d6353650.Car-Rental-Guide)[Sheffield Island Vacation Packages](https://expedia.ca/Sheffield-Island.d6353650.Destination-Travel-Guides)

![A nice spot for a picnic and a stroll along the beach. ](https://images.trvl-media.com/place/9245/c630a679-4303-4d4f-b558-8074390c35c3.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Richard Miska

# Sheffield Island Vacation Rentals

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## Check prices for these dates

In two weeks

[Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=6353650&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 months

[Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=6353650&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=6353650&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Apr 24 - Apr 26](https://www.expedia.ca/Hotel-Search?regionId=6353650&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Sheffield Island vacation homes

![Pool](https://images.trvl-media.com/lodging/98000000/97480000/97470900/97470860/9f8971d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/98000000/97480000/97470900/97470860/9ac447c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/98000000/97480000/97470900/97470860/f1288f21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/98000000/97480000/97470900/97470860/646e6d85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Stratford

[](https://www.expedia.ca/Stratford-Hotels-Business-Or-Weekend-Escape.h97470860.Hotel-Information)

9.2/10

Wonderful

(51)

"Clean room, easy check-in, parking available on-site "

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

Cindy

CA $117

CA $201 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Stratford-Hotels-Business-Or-Weekend-Escape.h97470860.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110280000/110276000/110275967/23bd3ad6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110280000/110276000/110275967/b92906fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110280000/110276000/110275967/0ba0b1bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/111000000/110280000/110276000/110275967/31452eb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Fairfield

[](https://www.expedia.ca/Fairfield-Hotels-Renovated-Retreat-WFire-Pit.h110275967.Hotel-Information)

10/10

Exceptional

(11)

"Great clean, kid-friendly house in just the location we wanted. Lots of thoughtful touches throughout the house that made our stay very comfortable. Would stay again!"

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

Mary G.

CA $244

CA $659 total

includes taxes & fees

Jan 4 - Jan 5

[](https://www.expedia.ca/Fairfield-Hotels-Renovated-Retreat-WFire-Pit.h110275967.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/115000000/114610000/114606200/114606188/7ce63cd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114610000/114606200/114606188/70b02142.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/115000000/114610000/114606200/114606188/32fb7c3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/115000000/114610000/114606200/114606188/71684fe5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Greenwich

[](https://www.expedia.ca/Greenwich-Hotels-2-Bedroom-And-1-Full-Bath-In-Lakeside-Home-With-Private-Dock.h114606188.Hotel-Information)

9.6/10

Exceptional

(24)

"The hosts were very friendly and very accommodating. "

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

Daniel C.

CA $167

CA $354 total

includes taxes & fees

Jan 14 - Jan 15

[](https://www.expedia.ca/Greenwich-Hotels-2-Bedroom-And-1-Full-Bath-In-Lakeside-Home-With-Private-Dock.h114606188.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/115000000/114300000/114291600/114291600/ec029251.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114300000/114291600/114291600/a7610705.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/115000000/114300000/114291600/114291600/cdfa0da4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114300000/114291600/114291600/0e6e3fc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Tunxis Hill

[](https://www.expedia.ca/Fairfield-Hotels-Luxury-Estate-W-Heated-Pool.h114291600.Hotel-Information)

10/10

Exceptional

(1)

"The Host was welcoming and responsive to our inquiries!Our stay was wonderful! The property was spectacular and offered all the amenities we needed for a comfortable and enjoyable visit. "

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

Patricia B.

CA $1,323

CA $3,073 total

includes taxes & fees

Jan 4 - Jan 5

[](https://www.expedia.ca/Fairfield-Hotels-Luxury-Estate-W-Heated-Pool.h114291600.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/97000000/96140000/96133300/96133224/a07d0d79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/97000000/96140000/96133300/96133224/4a974bd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96140000/96133300/96133224/b530e57d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, books](https://images.trvl-media.com/lodging/97000000/96140000/96133300/96133224/d0c4b7c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Fairfield

[](https://www.expedia.ca/Fairfield-Hotels-Family-Friendly-Renovated.h96133224.Hotel-Information)

10/10

Exceptional

(24)

"Great family home. Location is perfect, close to everything yet private and quiet. "

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

Margaret W.

CA $244

CA $661 total

includes taxes & fees

Jan 4 - Jan 5

[](https://www.expedia.ca/Fairfield-Hotels-Family-Friendly-Renovated.h96133224.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95900000/95891300/95891227/e20a1f50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95900000/95891300/95891227/bcb11e3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/96000000/95900000/95891300/95891227/7238270e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/96000000/95900000/95891300/95891227/d50b7da5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in North End

[](https://www.expedia.ca/Bridgeport-Hotels-Marine-Theme-4-BR-Backyard-Fire-Pit.h95891227.Hotel-Information)

9.8/10

Exceptional

(8)

"We were in town for a short stay and everything was very nice"

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

Kevin B.

CA $264

CA $627 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Bridgeport-Hotels-Marine-Theme-4-BR-Backyard-Fire-Pit.h95891227.Hotel-Information)

![Smart TV, fireplace, table tennis, computer monitors](https://images.trvl-media.com/lodging/82000000/81830000/81827600/81827580/11c0d934.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/82000000/81830000/81827600/81827580/7b672dc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/82000000/81830000/81827600/81827580/dfe354b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/82000000/81830000/81827600/81827580/a93ef49b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Cold Spring Harbor

[](https://www.expedia.ca/Cold-Spring-Harbor-Hotels-Captains-Cottage-Cold-Spring-Harbor-Water-Views.h81827580.Hotel-Information)

10/10

Exceptional

(73)

"We loved this little cottage. It was very clean and organized and the location was great!! It was nice to have space to relax and not be stuck in a small hotel room. "

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

Laurie M.

CA $282

CA $621 total

includes taxes & fees

Jan 5 - Jan 6

[](https://www.expedia.ca/Cold-Spring-Harbor-Hotels-Captains-Cottage-Cold-Spring-Harbor-Water-Views.h81827580.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/113000000/112050000/112048300/112048293/w1907h1080x6y0-46378e21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![55-inch Smart TV with digital channels, TV, streaming services](https://images.trvl-media.com/lodging/113000000/112050000/112048300/112048293/40355023.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![55-inch Smart TV with digital channels, TV, streaming services](https://images.trvl-media.com/lodging/113000000/112050000/112048300/112048293/be85176a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![55-inch Smart TV with digital channels, TV, streaming services](https://images.trvl-media.com/lodging/113000000/112050000/112048300/112048293/7643b925.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in North End

[](https://www.expedia.ca/Bridgeport-Hotels-Charming-Colonial-Retreat-Perfect-For-Family-Getaways.h112048293.Hotel-Information)

9.6/10

Exceptional

(7)

"Very clean house. set up very nicely, landlord was very responsive and helpful. perfect for what we needed "

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

Nancy H.

CA $1,135

CA $2,087 total

includes taxes & fees

Jan 3 - Jan 4

[](https://www.expedia.ca/Bridgeport-Hotels-Charming-Colonial-Retreat-Perfect-For-Family-Getaways.h112048293.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/113000000/112370000/112364900/112364813/3138ca99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/113000000/112370000/112364900/112364813/bdaff4ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/113000000/112370000/112364900/112364813/2730f6d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112370000/112364900/112364813/880d2845.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Waterside

[](https://www.expedia.ca/Stamford-Hotels-Charming-2-Bedroom-House-In-Fabulous-Stamford-With-AC.h112364813.Hotel-Information)

9.8/10

Exceptional

(9)

"Fantastic place. We had a great stay!"

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

Sara C.

CA $216

CA $456 total

includes taxes & fees

Jan 8 - Jan 9

[](https://www.expedia.ca/Stamford-Hotels-Charming-2-Bedroom-House-In-Fabulous-Stamford-With-AC.h112364813.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/77000000/76820000/76813800/76813717/46aa940e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76820000/76813800/76813717/49a95d9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/77000000/76820000/76813800/76813717/dbd01f80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/77000000/76820000/76813800/76813717/976c5077.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Tunxis Hill

[](https://www.expedia.ca/Fairfield-Hotels-Grand-Fairfield-Getaway-5BR-Fam-Friendly-Near-I95Shops-SpaciousGracious.h76813717.Hotel-Information)

9.4/10

Exceptional

(20)

"Very nice house and location. Very good service and excellent attention."

![Mexico](https://a.travel-assets.com/egds/marks/flags/mx.svg)

Armando V.

CA $445

CA $1,018 total

includes taxes & fees

Jan 5 - Jan 6

[](https://www.expedia.ca/Fairfield-Hotels-Grand-Fairfield-Getaway-5BR-Fam-Friendly-Near-I95Shops-SpaciousGracious.h76813717.Hotel-Information)

![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/88000000/87230000/87226100/87226001/33d9009b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/88000000/87230000/87226100/87226001/5886c1c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/88000000/87230000/87226100/87226001/75f55379.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/88000000/87230000/87226100/87226001/72e8d656.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Brooklawn - St. Vincent

[](https://www.expedia.ca/Bridgeport-Hotels-Golden-Colonial-Home-Family-Friendly.h87226001.Hotel-Information)

7.0/10

Good

(14)

"This rental was great accommodation"

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

Alma B.

CA $216

CA $410 total

includes taxes & fees

Jan 9 - Jan 10

[](https://www.expedia.ca/Bridgeport-Hotels-Golden-Colonial-Home-Family-Friendly.h87226001.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101740000/101736200/101736107/0572c584.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/102000000/101740000/101736200/101736107/5959da8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/102000000/101740000/101736200/101736107/a17843ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, stereo, offices](https://images.trvl-media.com/lodging/102000000/101740000/101736200/101736107/40fafd0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Brooklawn - St. Vincent

[](https://www.expedia.ca/Bridgeport-Hotels-The-BW-Haven-5BR-Home-With-Yard-Theater-Office.h101736107.Hotel-Information)

9.4/10

Exceptional

(8)

"Host was very polite and communicated well throughout the stay. The property appears well maintained. There are window units but everyone was comfortable for the duration of our stay."

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

George M.

CA $393

CA $922 total

includes taxes & fees

Jan 4 - Jan 5

[](https://www.expedia.ca/Bridgeport-Hotels-The-BW-Haven-5BR-Home-With-Yard-Theater-Office.h101736107.Hotel-Information)

![Coffee/tea maker, spices](https://images.trvl-media.com/lodging/92000000/91310000/91303100/91303070/53120cff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, WiFi](https://images.trvl-media.com/lodging/92000000/91310000/91303100/91303070/f9404c3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91310000/91303100/91303070/39f9e627.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Coffee/tea maker, spices](https://images.trvl-media.com/lodging/92000000/91310000/91303100/91303070/2447aae9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Huntington

[](https://www.expedia.ca/Huntington-Hotels-Ultra-Modern-Studio-Near-Hospital-NYCIM-WiFi.h91303070.Hotel-Information)

10/10

Exceptional

(5)

"Very clean, modern and comfortable. Host was helpful and a great communicator. We will definitely stay again! "

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

Tricia H.

CA $281

CA $547 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Huntington-Hotels-Ultra-Modern-Studio-Near-Hospital-NYCIM-WiFi.h91303070.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/120000000/119250000/119248500/119248411/6e17e1d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium House, Garden View | Living area](https://images.trvl-media.com/lodging/120000000/119250000/119248500/119248411/78c118d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium House, Garden View | Living area](https://images.trvl-media.com/lodging/120000000/119250000/119248500/119248411/7eecbab9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/120000000/119250000/119248500/119248411/9a855962.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in North End

[](https://www.expedia.ca/Bridgeport-Hotels-Beechmont.h119248411.Hotel-Information)

CA $1,161

CA $1,815 total

includes taxes & fees

Jan 5 - Jan 6

[](https://www.expedia.ca/Bridgeport-Hotels-Beechmont.h119248411.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/107000000/106570000/106560900/106560827/65239b44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106570000/106560900/106560827/690553a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, books](https://images.trvl-media.com/lodging/107000000/106570000/106560900/106560827/ec77d4b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106570000/106560900/106560827/2d5d6a4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Historic District

[](https://www.expedia.ca/Norwalk-Hotels-Family-Friendly.h106560827.Hotel-Information)

10/10

Exceptional

(9)

"Stayed with our adult children for a family wedding. Everyone enjoyed the spotless, attractive & appointed home with lovely king beds in all the rooms. It was a treat!Host was very attentive, would highly recommend!"

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

Nancy B.

CA $284

CA $686 total

includes taxes & fees

Jan 25 - Jan 26

[](https://www.expedia.ca/Norwalk-Hotels-Family-Friendly.h106560827.Hotel-Information)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121230000/121225400/121225378/26e5405f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/122000000/121230000/121225400/121225378/d92aa957.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/122000000/121230000/121225400/121225378/f566494c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121230000/121225400/121225378/2285efa9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Stony Brook

[](https://www.expedia.ca/Stony-Brook-Hotels-Stylish-2BR-House-Near-Stony-Brook-University-And-Shopping.h121225378.Hotel-Information)

10/10

Exceptional

(1)

"perfect place"

![New Zealand](https://a.travel-assets.com/egds/marks/flags/nz.svg)

Akaki G.

CA $472

CA $939 total

includes taxes & fees

Jan 12 - Jan 13

[](https://www.expedia.ca/Stony-Brook-Hotels-Stylish-2BR-House-Near-Stony-Brook-University-And-Shopping.h121225378.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/92000000/92000000/91998600/91998590/a15ca564.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/92000000/92000000/91998600/91998590/f9b4e67b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/92000000/91998600/91998590/cc196904.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/92000000/92000000/91998600/91998590/56111af3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Cove - East Side - Shippan

[](https://www.expedia.ca/Stamford-Hotels-Spacious-3-Bd-Home-Pet-Friendly.h91998590.Hotel-Information)

9.4/10

Exceptional

(3)

"the home was nice clean if in the area I would stay here again"

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

james w.

CA $322

CA $689 total

includes taxes & fees

Jan 5 - Jan 6

[](https://www.expedia.ca/Stamford-Hotels-Spacious-3-Bd-Home-Pet-Friendly.h91998590.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112450000/112441800/112441774/176ad9a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/113000000/112450000/112441800/112441774/35c92db1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112450000/112441800/112441774/5ea6cd90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/113000000/112450000/112441800/112441774/d754b963.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Reservoir

[](https://www.expedia.ca/Bridgeport-Hotels-Charming-4-Bedroom-House-In-Wonderful-Bridgeport-With-AC.h112441774.Hotel-Information)

CA $787

CA $1,277 total

includes taxes & fees

Jan 5 - Jan 6

[](https://www.expedia.ca/Bridgeport-Hotels-Charming-4-Bedroom-House-In-Wonderful-Bridgeport-With-AC.h112441774.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/79000000/78410000/78400400/78400391/b41c748f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/79000000/78410000/78400400/78400391/2cce1da9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/79000000/78410000/78400400/78400391/185a287e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78410000/78400400/78400391/dfbd7e97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in West Side

[](https://www.expedia.ca/Stamford-Hotels-Modern-3-Bdrm-Home-W-Parking.h78400391.Hotel-Information)

9.4/10

Exceptional

(6)

"Place was clean, organized. A little odd to find but there was parking, the location felt safe. Would stay again."

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

Dave J.

CA $351

CA $726 total

includes taxes & fees

Jan 5 - Jan 6

[](https://www.expedia.ca/Stamford-Hotels-Modern-3-Bdrm-Home-W-Parking.h78400391.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/71000000/70590000/70580500/70580407/73215319.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/71000000/70590000/70580500/70580407/6fd6f16d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, video-game console, books, offices](https://images.trvl-media.com/lodging/71000000/70590000/70580500/70580407/d5a3b5cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70590000/70580500/70580407/fe085224.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Cove - East Side - Shippan

[](https://www.expedia.ca/Stamford-Hotels-Stylish-Beach-Home-Near-Stamford-DowntownBeach.h70580407.Hotel-Information)

10/10

Exceptional

(24)

"A very nice house, with excellent service and an unbeatable location. We had a great time."

![Mexico](https://a.travel-assets.com/egds/marks/flags/mx.svg)

Armando V.

CA $451

CA $1,051 total

includes taxes & fees

Jan 6 - Jan 7

[](https://www.expedia.ca/Stamford-Hotels-Stylish-Beach-Home-Near-Stamford-DowntownBeach.h70580407.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=2026-01-15&endDate=2026-01-16&regionId=6353650&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Top Sheffield Island Hotel Reviews

![EVEN Hotel Norwalk by IHG](https://images.trvl-media.com/lodging/1000000/10000/2600/2584/4cb7d7eb_y.jpg)

### EVEN Hotel Norwalk by IHG

10/10 Excellent

"The staff was accommodating & helpful. The room was very clean & comfortable. I can’t say about the breakfast as I didn’t have breakfast there. "

[](https://expedia.ca/Stamford-Hotels-EVEN-Hotel-Norwalk.h2584.Hotel-Information)

![East Norwich Inn](https://images.trvl-media.com/lodging/1000000/10000/2100/2024/fa5b4526_y.jpg)

### East Norwich Inn

10/10 Excellent

"Good"

[](https://expedia.ca/East-Norwich-Hotels-East-Norwich-Inn-Oyster-Bay.h2024.Hotel-Information)

![Best Western Premier Plainview-Long Island Hotel](https://images.trvl-media.com/lodging/1000000/30000/22100/22004/917514ed_y.jpg)

### Best Western Premier Plainview-Long Island Hotel

10/10 Excellent

"My wife and i were in New York for an extended stay and this Best Western was absolutely amazing. It is on the service road but you don’t hear the highway noise once inside the hotel. The staff was so friendly and the place was spotless. This is a real find and so close to restaurants. It made out stay that much nicer."

[](https://expedia.ca/Plainview-Hotels-Four-Points-By-Sheraton-Melville-Long-Island.h22004.Hotel-Information)

![HYATT house White Plains](https://images.trvl-media.com/lodging/1000000/430000/427300/427283/458cd7c2_y.jpg)

### HYATT house White Plains

10/10 Excellent

"Excellent service, especially during the busy holiday, and convenient to everything. Our new go to stay when in the area."

[](https://expedia.ca/White-Plains-Hotels-HYATT-House-White-Plains.h427283.Hotel-Information)

![Norwalk Inn & Conference Center](https://images.trvl-media.com/lodging/1000000/20000/15200/15114/13ab5174_y.jpg)

### Norwalk Inn & Conference Center

10/10 Excellent

"Everything was as expected. "

[](https://expedia.ca/Stamford-Hotels-Norwalk-Inn.h15114.Hotel-Information)

![Amsterdam Hotel](https://images.trvl-media.com/lodging/1000000/30000/20800/20793/f5bb9592_y.jpg)

### Amsterdam Hotel

10/10 Excellent

"Nice clean comfortable room great value for the money friendly desk staff "

[](https://expedia.ca/Stamford-Hotels-Amsterdam-Hotel.h20793.Hotel-Information)

![Sonesta White Plains Downtown](https://images.trvl-media.com/lodging/1000000/10000/10000/9979/2c718cc1_y.jpg)

### Sonesta White Plains Downtown

10/10 Excellent

"Very nice hotel but be aware that parking is a separate fee."

[](https://expedia.ca/White-Plains-Hotels-Sonesta-White-Plains-Downtown.h9979.Hotel-Information)

![Red Carpet Inn](https://images.trvl-media.com/lodging/3000000/2930000/2928100/2928037/49d204da_y.jpg)

### Red Carpet Inn

10/10 Excellent

"Ok Great "

[](https://expedia.ca/Stamford-Hotels-Red-Carpet-Inn.h2928037.Hotel-Information)

![Hyatt Regency Greenwich](https://images.trvl-media.com/lodging/1000000/20000/18200/18180/19d28016_y.jpg)

### Hyatt Regency Greenwich

10/10 Excellent

"Perfect"

[](https://expedia.ca/Stamford-Hotels-Hyatt-Regency-Greenwich.h18180.Hotel-Information)

## Find out more about Sheffield Island

## Sheffield Island Vacation Homes information

| Number of reviews | 281                |
| ----------------- | ------------------ |
| Accommodation     | 301 Vacation Homes |
| Lowest Price      | CA $201            |
| Highest Price     | CA $3,073          |

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- [Hotels near The Maritime Aquarium ](https://www.expedia.ca/The-Maritime-Aquarium-Hotels.0-l553248621555566147-0.Travel-Guide-Filter-Hotels)
- [Hotels near The SoNo Collection ](https://www.expedia.ca/The-SoNo-Collection-Hotels.0-l759370593496035328-0.Travel-Guide-Filter-Hotels)
- [Vacation Homes in Westport Station ](https://www.expedia.ca/Westport-Station-Private-Vacation-Homes.d553248635977407805-aaPrivateVacationHomes.Travel-Guide-Accommodation)

- [Flights to Darien ](https://www.expedia.ca/Cheap-Flights-To-Darien.d7557.Travel-Guide-Flights)
- [Flights to Norwalk ](https://www.expedia.ca/Cheap-Flights-To-Norwalk.d9245.Travel-Guide-Flights)
- [Flights to Rowayton ](https://www.expedia.ca/Cheap-Flights-To-Rowayton.d3000430454.Travel-Guide-Flights)
- [Flights from Norwalk Islands ](https://www.expedia.ca/lp/flights/6347888/flights-from-norwalk-islands)
- [Flights from Darien ](https://www.expedia.ca/lp/flights/7557/flights-from-darien)
- [Flights from Norwalk ](https://www.expedia.ca/lp/flights/9245/flights-from-norwalk)

- [Compo Beach ](https://www.expedia.ca/Compo-Beach-Westport.d553248621532664563.Vacation-Attraction)
- [Norwalk Islands Vacations ](https://www.expedia.ca/Norwalk-Islands.d6347888.Destination-Travel-Guides)
- [Visit Norwalk Islands ](https://www.expedia.ca/Norwalk-Islands.dx6347888)
- [Sheffield Island Lighthouse ](https://www.expedia.ca/Sheffield-Island-Lighthouse-Connecticut.d553248621558114961.Vacation-Attraction)

- [Alamo Rent A Car Rental Cars in Norwalk Islands ](https://www.expedia.ca/Alamo-Rent-A-Car-Car-Rentals-In-Norwalk-Islands.d6347888-c6.Car-Rental-Guide-Suppliers)
- [Avis Rental Cars in Norwalk ](https://www.expedia.ca/Avis-Car-Rentals-In-Norwalk.d9245-c41.Car-Rental-Guide-Suppliers)
- [Car rental Darien ](https://www.expedia.ca/Car-Rentals-In-Darien.d7557.Car-Rental-Guide)
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- [Norwalk Islands Vacation Rentals ](https://www.expedia.ca/Norwalk-Islands-Vacation-Rentals.d6347888.Travel-Guide-VacationRentals)
- [Norwalk Vacation Rentals ](https://www.expedia.ca/Norwalk-Vacation-Rentals.d9245.Travel-Guide-VacationRentals)
- [Sherwood Island State Park Vacation Rentals ](https://www.expedia.ca/Sherwood-Island-State-Park-Vacation-Rentals.d6248407.Travel-Guide-VacationRentals)

- [Things to do in Stamford ](https://www.expedia.ca/Things-To-Do-In-Stamford.d602523.Travel-Guide-Activities)

- [Book Vacation Homes in Sheffield Island on Expedia.com ](https://www.expedia.com/Sheffield-Island-Private-Vacation-Homes.d6353650-aaPrivateVacationHomes.Travel-Guide-Accommodation)