Title: Sheffield Island Cottages from CA $1,458 | 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 ![](https://images.trvl-media.com/place/9245/c630a679-4303-4d4f-b558-8074390c35c3.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=6353650&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two 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 three 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) In four months [May 22 - May 24](https://www.expedia.ca/Hotel-Search?regionId=6353650&startDate=2026-05-22&endDate=2026-05-24&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 cottages ![Property grounds](https://images.trvl-media.com/lodging/122000000/121360000/121354700/121354656/860e7ec8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/122000000/121360000/121354700/121354656/1a466ee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/122000000/121360000/121354700/121354656/w1320h879x0y1-9b9619a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/122000000/121360000/121354700/121354656/1d3ea77b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Riverfront Cottage-Heated Pool-Hot Tub-Fireplace 35minutes from New York City [](https://www.expedia.ca/Greenwich-Hotels-Riverfront-Cottage-Heated-Pool-Hot-Tub-Fireplace-35minutes-From-New-York-City.h121354656.Hotel-Information) Greenwich 10/10 Exceptional (1 review) "The location was perfect for our family getaway. The snow and river backdrop brought the holiday spirit out in our college age kids. There was plenty of room and the fireplace was great. All the appliances are high end and the communication was excellent. The host went out of his way to make the visit special. Would highly recommend " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott and Linsay T. CA $717 CA $1,458 total includes taxes & fees Jan 29 - Jan 30 [](https://www.expedia.ca/Greenwich-Hotels-Riverfront-Cottage-Heated-Pool-Hot-Tub-Fireplace-35minutes-From-New-York-City.h121354656.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=2026-02-10&endDate=2026-02-11®ionId=6353650&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=Sheffield+Island%2C+Connecticut%2C+United+States+of+America®ionId=6353650&latLong=41.050985%2C-73.416767&adults=2&startDate=2026-04-27&d1=2026-04-27&endDate=2026-04-30&d2=2026-04-30&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Sheffield+Island%2C+Connecticut%2C+United+States+of+America®ionId=6353650&latLong=41.050985%2C-73.416767&adults=2&startDate=2026-04-27&d1=2026-04-27&endDate=2026-04-30&d2=2026-04-30&lodging=APARTMENT) Villas [](https://www.expedia.ca/Hotel-Search?destination=Sheffield+Island%2C+Connecticut%2C+United+States+of+America®ionId=6353650&latLong=41.050985%2C-73.416767&adults=2&startDate=2026-04-27&d1=2026-04-27&endDate=2026-04-30&d2=2026-04-30&lodging=VILLA) Condos [](https://www.expedia.ca/Hotel-Search?destination=Sheffield+Island%2C+Connecticut%2C+United+States+of+America®ionId=6353650&latLong=41.050985%2C-73.416767&adults=2&startDate=2026-04-27&d1=2026-04-27&endDate=2026-04-30&d2=2026-04-30&lodging=CONDO) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Sheffield+Island%2C+Connecticut%2C+United+States+of+America®ionId=6353650&latLong=41.050985%2C-73.416767&adults=2&startDate=2026-04-27&d1=2026-04-27&endDate=2026-04-30&d2=2026-04-30&lodging=COTTAGE) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Sheffield+Island%2C+Connecticut%2C+United+States+of+America®ionId=6353650&latLong=41.050985%2C-73.416767&adults=2&startDate=2026-04-27&d1=2026-04-27&endDate=2026-04-30&d2=2026-04-30&lodging=VACATION_HOME) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FSheffield-Island-Cottages.d6353650-aaCottages.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSheffield-Island-Cottages.d6353650-aaCottages.Travel-Guide-Accommodation) ## Top Sheffield Island Hotel Reviews ![The Watershed](https://images.trvl-media.com/lodging/7000000/6030000/6020100/6020007/c1a1bbc5_y.jpg) ### The Watershed 10/10 Excellent "Deceiving from the outside. Very nice hotel. Rooms were spacious. Very clean hotel. Staff was very kind. " [](https://expedia.ca/Stamford-Hotels-Hotel-Zero-Degrees-Norwalk.h6020007.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 "Clean room ready check in" [](https://expedia.ca/White-Plains-Hotels-Sonesta-White-Plains-Downtown.h9979.Hotel-Information) ![Radisson Hotel Hauppauge-Long Island](https://images.trvl-media.com/lodging/1000000/20000/10800/10706/db515945_y.jpg) ### Radisson Hotel Hauppauge-Long Island 10/10 Excellent "Great rooms " [](https://expedia.ca/Hauppauge-Hotels-Radisson-Hotel-Hauppauge-Long-Island.h10706.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 " [](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 "Yes" [](https://expedia.ca/Stamford-Hotels-Hyatt-Regency-Greenwich.h18180.Hotel-Information) ![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 "Super kind staff helped me navigate accommodations for a family emergency." [](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 "Easy, clean, comfortable, quiet, affordable and in a very good location. " [](https://expedia.ca/East-Norwich-Hotels-East-Norwich-Inn-Oyster-Bay.h2024.Hotel-Information) ![Hilton Garden Inn Melville](https://images.trvl-media.com/lodging/3000000/2220000/2210600/2210572/8a009742_y.jpg) ### Hilton Garden Inn Melville 10/10 Excellent "Pleasant people at the front desk. " [](https://expedia.ca/Plainview-Hotels-Hilton-Garden-Inn-Melville.h2210572.Hotel-Information) ![Trumbull Marriott Shelton](https://images.trvl-media.com/lodging/1000000/10000/1200/1166/b3c487eb_y.jpg) ### Trumbull Marriott Shelton 10/10 Excellent "Staff was very friendly and it was a great place to pull off during a storm. " [](https://expedia.ca/New-Haven-Hotels-Trumbull-Marriott-Shelton.h1166.Hotel-Information) ## Find out more about Sheffield Island ## Sheffield Island Cottages information | Number of reviews | | | ----------------- | ----------- | | Accommodation | 43 Cottages | | Lowest Price | CA $1,458 | | Highest Price | CA $1,458 | ## Frequently asked questions ### Why book your cottage in Sheffield Island with Expedia? ### How can I find cheap cottages in Sheffield Island? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [Hotels near Chelsea Piers ](https://www.expedia.ca/Chelsea-Piers-Hotels.0-l6247586-0.Travel-Guide-Filter-Hotels) - [Hotels near Compo Beach ](https://www.expedia.ca/Compo-Beach-Hotels.0-l553248621532664563-0.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Cove - East Side - Shippan ](https://www.expedia.ca/Cove-East-Side-Shippan-Stamford-Hotels-All-Inclusive-Hotel.0-n553248635976475929-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - 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