Title: Holiday Rentals Sheffield Island from £106: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk [Sheffield Island Travel Guide](https://expedia.co.uk/Sheffield-Island.dx6353650)[Hotels in Sheffield Island](https://expedia.co.uk/Sheffield-Island-Hotels.d6353650.Travel-Guide-Hotels)[Sheffield Island Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Sheffield-Island.d6353650.Car-Hire-Guide)[Sheffield Island Holidays](https://expedia.co.uk/Sheffield-Island.d6353650.Holidays-City-Breaks) ![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__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](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 [20 Mar - 22 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=6353650&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [1 May - 3 May](https://www.expedia.co.uk/Hotel-Search?regionId=6353650&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [29 May - 31 May](https://www.expedia.co.uk/Hotel-Search?regionId=6353650&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [26 Jun - 28 Jun](https://www.expedia.co.uk/Hotel-Search?regionId=6353650&startDate=2026-06-26&endDate=2026-06-28&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 holiday rentals ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110710000/110705700/110705675/d4442faf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110710000/110705700/110705675/3c6ffce3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110710000/110705700/110705675/3e3703ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110710000/110705700/110705675/b0b11f8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Renovated 2BR Retreat / Modern Comforts Included [](https://www.expedia.co.uk/Bridgeport-Hotels-Renovated-2BR-Retreat-Modern-Comforts-Included.h110705675.Hotel-Information) West End - West Side 10/10 Exceptional (2 reviews) "Very pretty, clean place for us to stay while visiting family. Communication was very timely. Would definitely stay here again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deborah £217 includes taxes & fees 6 Mar - 7 Mar [](https://www.expedia.co.uk/Bridgeport-Hotels-Renovated-2BR-Retreat-Modern-Comforts-Included.h110705675.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/117000000/116600000/116593700/116593683/4873c30d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/117000000/116600000/116593700/116593683/5b4bd269.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/117000000/116600000/116593700/116593683/45dbf40c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116600000/116593700/116593683/54b2d985.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min [](https://www.expedia.co.uk/Bridgeport-Hotels-Stylish-Sheek-Loft-Dwntwn.h116593683.Hotel-Information) Downtown Bridgeport 10/10 Exceptional (4 reviews) "Nice little spot with a great host." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) J M. £157 includes taxes & fees 10 Mar - 11 Mar [](https://www.expedia.co.uk/Bridgeport-Hotels-Stylish-Sheek-Loft-Dwntwn.h116593683.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/110000000/109400000/109390600/109390515/5ec58198.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109400000/109390600/109390515/9238431e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels, soap, toilet paper](https://images.trvl-media.com/lodging/110000000/109400000/109390600/109390515/6aeda148.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109400000/109390600/109390515/c68780a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC [](https://www.expedia.co.uk/Kings-Park-Hotels-Charming-1-Bedroom-Apartment-In-Fabulous-Kings-Park-With-WiFi.h109390515.Hotel-Information) Kings Park 10/10 Exceptional (18 reviews) "Perfect spot for a quick trip" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James P. £139 includes taxes & fees 9 Mar - 10 Mar [](https://www.expedia.co.uk/Kings-Park-Hotels-Charming-1-Bedroom-Apartment-In-Fabulous-Kings-Park-With-WiFi.h109390515.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) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/115000000/114610000/114606200/114606188/5b614a2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114610000/114606200/114606188/e1560e45.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/115000000/114610000/114606200/114606188/ffa97c31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich. [](https://www.expedia.co.uk/Greenwich-Hotels-2-Bedroom-And-1-Full-Bath-In-Lakeside-Home-With-Private-Dock.h114606188.Hotel-Information) Greenwich 9.8/10 Exceptional (27 reviews) "Beautiful space, excellent communication from the hosts. Would stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Crystal £201 includes taxes & fees 9 Mar - 10 Mar [](https://www.expedia.co.uk/Greenwich-Hotels-2-Bedroom-And-1-Full-Bath-In-Lakeside-Home-With-Private-Dock.h114606188.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) ![Living area](https://images.trvl-media.com/lodging/113000000/112370000/112364900/112364813/ebebe95b.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/ac1bba42.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) ### Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi [](https://www.expedia.co.uk/Stamford-Hotels-Charming-2-Bedroom-House-In-Fabulous-Stamford-With-AC.h112364813.Hotel-Information) Waterside 10/10 Exceptional (11 reviews) "Fantastic place. We had a great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sara C. £247 includes taxes & fees 9 Mar - 10 Mar [](https://www.expedia.co.uk/Stamford-Hotels-Charming-2-Bedroom-House-In-Fabulous-Stamford-With-AC.h112364813.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/98000000/97480000/97470900/97470860/9f8971d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/98000000/97480000/97470900/97470860/6f379bd7.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) ![Interior](https://images.trvl-media.com/lodging/98000000/97480000/97470900/97470860/bf4769b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Business or Weekend escape [](https://www.expedia.co.uk/Stratford-Hotels-Business-Or-Weekend-Escape.h97470860.Hotel-Information) Stratford 9.2/10 Wonderful (53 reviews) "Clean room, easy check-in, parking available on-site " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cindy £113 includes taxes & fees 26 Mar - 27 Mar [](https://www.expedia.co.uk/Stratford-Hotels-Business-Or-Weekend-Escape.h97470860.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/88000000/87230000/87226100/87226001/3a1df8f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/88000000/87230000/87226100/87226001/2106b7f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Interior](https://images.trvl-media.com/lodging/88000000/87230000/87226100/87226001/001088a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Centric property close to all the great things in the city [](https://www.expedia.co.uk/Bridgeport-Hotels-Golden-Colonial-Home-Family-Friendly.h87226001.Hotel-Information) Brooklawn - St. Vincent 7.0/10 Good (14 reviews) "This rental was great accommodation" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alma B. £222 includes taxes & fees 6 Mar - 7 Mar [](https://www.expedia.co.uk/Bridgeport-Hotels-Golden-Colonial-Home-Family-Friendly.h87226001.Hotel-Information) ![Classic Suite | Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/93000000/92370000/92367200/92367164/276bbdcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room 32 | Private kitchen | Mini-fridge, microwave, coffee/tea maker, toaster oven](https://images.trvl-media.com/lodging/93000000/92370000/92367200/92367164/1309524f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room 26 | Living area | 55-inch Smart TV with digital channels, TV, Netflix](https://images.trvl-media.com/lodging/93000000/92370000/92367200/92367164/1ce55fc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/93000000/92370000/92367200/92367164/b6a141fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DUNE Fairfield Beach [](https://www.expedia.co.uk/Fairfield-Hotels-DUNE-Fairfield-Beach.h92367164.Hotel-Information) Fairfield Beach 9.0/10 Wonderful (79 reviews) "The room was spotless and cozy and the location couldn't be better! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Samantha [](https://www.expedia.co.uk/Fairfield-Hotels-DUNE-Fairfield-Beach.h92367164.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/83000000/82730000/82725400/82725314/46bbe7f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/83000000/82730000/82725400/82725314/e9ee96bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun-loungers, beach towels](https://images.trvl-media.com/lodging/83000000/82730000/82725400/82725314/89fcebfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/83000000/82730000/82725400/82725314/1fd0cd24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Seabreeze at the beach west beach Stamford ct. [](https://www.expedia.co.uk/Stamford-Hotels-Seascapes-Beach-House-At-West-Beach-Stamford-Ct.h82725314.Hotel-Information) Cove - East Side - Shippan 10/10 Exceptional (11 reviews) "Fantastic place Very clean, a perfect stay !!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) bill J. £283 includes taxes & fees 9 Mar - 10 Mar [](https://www.expedia.co.uk/Stamford-Hotels-Seascapes-Beach-House-At-West-Beach-Stamford-Ct.h82725314.Hotel-Information) ![Fridge, microwave, stovetop, cookware/dishes/utensils](https://images.trvl-media.com/lodging/108000000/107310000/107306100/107306058/5a1fdeaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107310000/107306100/107306058/f4b508ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107310000/107306100/107306058/988c7ba0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/108000000/107310000/107306100/107306058/789526b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Zen, Spacious & Comfy 2 bed, Lux beds [](https://www.expedia.co.uk/Bridgeport-Hotels-Zen.h107306058.Hotel-Information) Brooklawn - St. Vincent £242 includes taxes & fees 7 Mar - 8 Mar [](https://www.expedia.co.uk/Bridgeport-Hotels-Zen.h107306058.Hotel-Information) ![Offices](https://images.trvl-media.com/lodging/103000000/102690000/102683600/102683510/3f00e9fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/103000000/102690000/102683600/102683510/e7877d24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cookware/dishes/utensils](https://images.trvl-media.com/lodging/103000000/102690000/102683600/102683510/230e3b22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102690000/102683600/102683510/b60310aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC! [](https://www.expedia.co.uk/Stamford-Hotels-Luxury-1BR-Apartment-In-Downtown-Stamford-W-Amenities-Easy-Access-To-NYC.h102683510.Hotel-Information) Downtown Stamford 9.2/10 Wonderful (11 reviews) "Perfect apartment and location. Amazing communication. Thank you!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ryan F. £236 includes taxes & fees 8 Mar - 9 Mar [](https://www.expedia.co.uk/Stamford-Hotels-Luxury-1BR-Apartment-In-Downtown-Stamford-W-Amenities-Easy-Access-To-NYC.h102683510.Hotel-Information) ![2 bedrooms, iron/ironing board, travel cot, WiFi](https://images.trvl-media.com/lodging/111000000/110710000/110705700/110705684/ba7118e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110710000/110705700/110705684/486cb757.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110710000/110705700/110705684/bef1516d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, stereo, offices](https://images.trvl-media.com/lodging/111000000/110710000/110705700/110705684/2c6e27d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen [](https://www.expedia.co.uk/Bridgeport-Hotels-The-Blue-Sapphire-Modern-Stylish-2BR-W-2-King-Beds-Full-Kitchen.h110705684.Hotel-Information) Brooklawn - St. Vincent 8.0/10 Very good (1 review) "It was clean " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Burton £217 includes taxes & fees 9 Mar - 10 Mar [](https://www.expedia.co.uk/Bridgeport-Hotels-The-Blue-Sapphire-Modern-Stylish-2BR-W-2-King-Beds-Full-Kitchen.h110705684.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110280000/110276000/110275967/d1c3f1b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110280000/110276000/110275967/03f47a0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/111000000/110280000/110276000/110275967/59dbec3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/111000000/110280000/110276000/110275967/2029810b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Renovated Cape Near beach, with Fire Pit and BBQ [](https://www.expedia.co.uk/Fairfield-Hotels-Renovated-Retreat-WFire-Pit.h110275967.Hotel-Information) Fairfield 10/10 Exceptional (11 reviews) "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. £362 includes taxes & fees 8 Mar - 9 Mar [](https://www.expedia.co.uk/Fairfield-Hotels-Renovated-Retreat-WFire-Pit.h110275967.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106550000/106547400/106547389/50c646f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106550000/106547400/106547389/d664650c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/107000000/106550000/106547400/106547389/7b412677.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106550000/106547400/106547389/e24ccdbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern 2 Bed in BlackRock [](https://www.expedia.co.uk/Bridgeport-Hotels-Modern-2-Bed-In-BlackRock.h106547389.Hotel-Information) Black Rock Historic District 6.8/10 (3 reviews) "Cozy get away" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller £262 includes taxes & fees 6 Mar - 7 Mar [](https://www.expedia.co.uk/Bridgeport-Hotels-Modern-2-Bed-In-BlackRock.h106547389.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/92000000/91080000/91072300/91072220/0a404f43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/92000000/91080000/91072300/91072220/300c76ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/92000000/91080000/91072300/91072220/e652c0e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/92000000/91080000/91072300/91072220/7e47478b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Designer 2 bedroom+office/3bed vacation home. [](https://www.expedia.co.uk/Bridgeport-Hotels-Luxury-Designer-2-Bedroom.h91072220.Hotel-Information) Brooklawn - St. Vincent 9.4/10 Exceptional (22 reviews) "We stayed here for three nights, and it was very comfortable, clean and spacious. It's in a good location and the walk up to the second floor was not too bad. It was as advertised, and we would stay there again when in Bridgeport. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert C. £324 includes taxes & fees 20 Mar - 21 Mar [](https://www.expedia.co.uk/Bridgeport-Hotels-Luxury-Designer-2-Bedroom.h91072220.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/121000000/120230000/120222800/120222771/6c684bbe.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/121000000/120230000/120222800/120222771/928e9d0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120230000/120222800/120222771/aafd1c6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/121000000/120230000/120222800/120222771/w1449h1160x7y1-71ccfceb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich [](https://www.expedia.co.uk/Greenwich-Hotels-Private-Gazebo-On-Byram-River.h120222771.Hotel-Information) Greenwich 7.6/10 Good (4 reviews) "This was a warm and inviting space. CC even offered me breakfast. I was a single woman in for a class reunion and had be somewhere on Sat and Sunday mornings. It was lovely coming back to relax and read. The space is small perfect for a couple with a young person. The patio over looks the river. The house is on a cul-de-sac perfect for strolling around the neighborhood. Very quiet and safe. Well lit path at night to the back, private entrance. Small fridge but holds a lot. Microwave, kurgurg... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathleen W. £118 includes taxes & fees 9 Mar - 10 Mar [](https://www.expedia.co.uk/Greenwich-Hotels-Private-Gazebo-On-Byram-River.h120222771.Hotel-Information) ![1 bedroom, WiFi](https://images.trvl-media.com/lodging/101000000/100920000/100916900/100916869/da8e7d7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/101000000/100920000/100916900/100916869/0ba36f36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100920000/100916900/100916869/5f3ffea7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100920000/100916900/100916869/8e735068.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxe Provincial Style Studio w/ Patio & Parking [](https://www.expedia.co.uk/Huntington-Station-Hotels-Luxe-Provincial-Style-Studio-W-Patio-Parking.h100916869.Hotel-Information) Huntington Station 10/10 Exceptional (3 reviews) "This stay was perfect for what I needed. The studio was clean, roomy, and had A A/C, which was needed on the muggy hot days there. If I'm in the area again, this will be my spot. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth £287 includes taxes & fees 7 Mar - 8 Mar [](https://www.expedia.co.uk/Huntington-Station-Hotels-Luxe-Provincial-Style-Studio-W-Patio-Parking.h100916869.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/102000000/101010000/101006900/101006838/ca5e9f53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101010000/101006900/101006838/80cd2170.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/102000000/101010000/101006900/101006838/0d882ab9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101010000/101006900/101006838/d969f04e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family Home near NY Beach, Private Workspace by Zen Living [](https://www.expedia.co.uk/Glen-Head-Hotels-Family-Home-Near-NY-Beach.h101006838.Hotel-Information) Glen Head 8.8/10 Excellent (8 reviews) "Property was clean and had everything we needed for a quick weekend trip. Host was super quick to respond and checked in. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jenna G. £371 includes taxes & fees 12 Mar - 13 Mar [](https://www.expedia.co.uk/Glen-Head-Hotels-Family-Home-Near-NY-Beach.h101006838.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/102000000/101430000/101422500/101422478/467f6448.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/102000000/101430000/101422500/101422478/2d653bd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, dishwasher, toaster](https://images.trvl-media.com/lodging/102000000/101430000/101422500/101422478/037b947e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/102000000/101430000/101422500/101422478/9d29e547.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Stay Near Capitol Theatre/Downtown — Very Walkable! [](https://www.expedia.co.uk/Rye-Brook-Hotels-Cozy-Stay-Near-Capitol-TheatreDowntown-Very-Walkable.h101422478.Hotel-Information) Port Chester 10/10 Exceptional (30 reviews) "Super cute with everything we needed! We had a great time during our stay and this was the perfect spot for a little getaway! Highly recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christina £293 includes taxes & fees 16 Mar - 17 Mar [](https://www.expedia.co.uk/Rye-Brook-Hotels-Cozy-Stay-Near-Capitol-TheatreDowntown-Very-Walkable.h101422478.Hotel-Information) ![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) ![4 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95900000/95891300/95891227/343b9d7c.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) ![Smart TV, books](https://images.trvl-media.com/lodging/96000000/95900000/95891300/95891227/48a60c9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marine Theme - 4 BR - Backyard - Fire pit [](https://www.expedia.co.uk/Bridgeport-Hotels-Marine-Theme-4-BR-Backyard-Fire-Pit.h95891227.Hotel-Information) North End 9.8/10 Exceptional (8 reviews) "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. £308 includes taxes & fees 8 Mar - 9 Mar [](https://www.expedia.co.uk/Bridgeport-Hotels-Marine-Theme-4-BR-Backyard-Fire-Pit.h95891227.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.co.uk/Hotel-Search?startDate=2026-03-19&endDate=2026-03-20®ionId=6353650&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-uk-fr-de.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Holiday Sale Members save up to 40% on hotels and holiday homes. Plan this year’s big trip and save. [Book now](https://expedia.co.uk/cheap-deals?rfrr=VR_SPRING_PROMO_6353650) ## Find holiday rentals that suit your style Aparthotels [](https://www.expedia.co.uk/Hotel-Search?destination=Sheffield+Island%2C+Connecticut%2C+United+States+of+America®ionId=6353650&latLong=41.050985%2C-73.416767&adults=2&startDate=2026-06-03&d1=2026-06-03&endDate=2026-06-06&d2=2026-06-06&lodging=APART_HOTEL) Apartments [](https://www.expedia.co.uk/Hotel-Search?destination=Sheffield+Island%2C+Connecticut%2C+United+States+of+America®ionId=6353650&latLong=41.050985%2C-73.416767&adults=2&startDate=2026-06-03&d1=2026-06-03&endDate=2026-06-06&d2=2026-06-06&lodging=APARTMENT) Villas [](https://www.expedia.co.uk/Hotel-Search?destination=Sheffield+Island%2C+Connecticut%2C+United+States+of+America®ionId=6353650&latLong=41.050985%2C-73.416767&adults=2&startDate=2026-06-03&d1=2026-06-03&endDate=2026-06-06&d2=2026-06-06&lodging=VILLA) Condos [](https://www.expedia.co.uk/Hotel-Search?destination=Sheffield+Island%2C+Connecticut%2C+United+States+of+America®ionId=6353650&latLong=41.050985%2C-73.416767&adults=2&startDate=2026-06-03&d1=2026-06-03&endDate=2026-06-06&d2=2026-06-06&lodging=CONDO) Private holiday homes [](https://www.expedia.co.uk/Hotel-Search?destination=Sheffield+Island%2C+Connecticut%2C+United+States+of+America®ionId=6353650&latLong=41.050985%2C-73.416767&adults=2&startDate=2026-06-03&d1=2026-06-03&endDate=2026-06-06&d2=2026-06-06&lodging=VACATION_HOME) Cottages [](https://www.expedia.co.uk/Hotel-Search?destination=Sheffield+Island%2C+Connecticut%2C+United+States+of+America®ionId=6353650&latLong=41.050985%2C-73.416767&adults=2&startDate=2026-06-03&d1=2026-06-03&endDate=2026-06-06&d2=2026-06-06&lodging=COTTAGE) ![](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.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FSheffield-Island-Holiday-Rentals.d6353650.Travel-Guide-HolidayRentals)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSheffield-Island-Holiday-Rentals.d6353650.Travel-Guide-HolidayRentals) ## Top Sheffield Island Hotel Reviews ![The Stamford Hotel](https://images.trvl-media.com/lodging/1000000/50000/42300/42258/d312d428_y.jpg) ### The Stamford Hotel 10/10 Excellent "nice " [](https://expedia.co.uk/Stamford-Hotels-The-Stamford-Hotel.h42258.Hotel-Information) ![Amsterdam Hotel](https://images.trvl-media.com/lodging/1000000/30000/20800/20793/945f7842_y.jpg) ### Amsterdam Hotel 10/10 Excellent "Fresh continental breakfast, excellent staff, great location, and comfortable room. " [](https://expedia.co.uk/Stamford-Hotels-Amsterdam-Hotel.h20793.Hotel-Information) ![The Inn At Fox Hollow Hotel](https://images.trvl-media.com/lodging/1000000/880000/871900/871849/c9a40759_y.jpg) ### The Inn At Fox Hollow Hotel 10/10 Excellent "Loved everything. Thank you" [](https://expedia.co.uk/Woodbury-Hotels-The-Inn-At-Fox-Hollow-Hotel.h871849.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 "I stay there frequently. It’s my home away from home. I highly recommend. The staff is fantastic!!! Shout out to Connie and Alfredo- who after years of staying there, are dear friends. E. Loria" [](https://expedia.co.uk/Stamford-Hotels-Norwalk-Inn.h15114.Hotel-Information) ![HYATT house White Plains](https://images.trvl-media.com/lodging/1000000/430000/427300/427283/a49852b3_y.jpg) ### HYATT house White Plains 10/10 Excellent "Upgraded and provided drink coupon. Very clean room. Front desk is as very helpful. Morning breakfast was excellent. We ate dinner there and it was surprisingly a nice menu variety. " [](https://expedia.co.uk/White-Plains-Hotels-HYATT-House-White-Plains.h427283.Hotel-Information) ![SureStay Plus by Best Western Woodbury Inn](https://images.trvl-media.com/lodging/1000000/60000/57000/56928/fb2ab003_y.jpg) ### SureStay Plus by Best Western Woodbury Inn 10/10 Excellent "Clean room, good value. " [](https://expedia.co.uk/Woodbury-Hotels-Best-Western-Woodbury-Inn.h56928.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Stamford / New York City](https://images.trvl-media.com/lodging/1000000/30000/25000/24963/c41b7412_y.jpg) ### La Quinta Inn & Suites by Wyndham Stamford / New York City 2/10 Terrible "Can’t use pool it’s to cold in here . Switched my room because of plumbing issues and enough in another room same issues. Very disappointed in the hotel " [](https://expedia.co.uk/Stamford-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Stamford-New-York-City.h24963.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 6/10 Okay "Pool is scary I needed 2 room changes because it was dirty and found roaches in the second one. Adressed it with front desk. He was stellar and helped me out and took care of my stay as well. Not bad! But pool is scary. It’s an older place not bad for a quick stay" [](https://expedia.co.uk/Hauppauge-Hotels-Radisson-Hotel-Hauppauge-Long-Island.h10706.Hotel-Information) ![East Norwich Inn](https://images.trvl-media.com/lodging/1000000/10000/2100/2024/7be25bbc_y.jpg) ### East Norwich Inn 10/10 Excellent "Clean, private and nice front desk." [](https://expedia.co.uk/East-Norwich-Hotels-East-Norwich-Inn-Oyster-Bay.h2024.Hotel-Information) ## Find out more about Sheffield Island **Everything you need to know about** **Sheffield Island** **holiday rentals** Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Sheffield Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, [apartments](https://www.expedia.co.uk/aa/Apartments), cottages, [apart-hotels](https://www.expedia.co.uk/aa/ApartHotels), cabins, [villas](https://www.expedia.co.uk/aa/Villas)... The list goes on, and on… and on! There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Sheffield Island holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. **Sheffield Island holiday rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Sheffield Island. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in . Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Sheffield Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Sheffield Island holiday rentals we have selected for you start as low as £106 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Sheffield Island rentals** At Expedia, we put the best Sheffield Island holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. To find some top Sheffield Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Sheffield Island holiday. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Sheffield Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. ## Explore a world of travel with Expedia - Trending destinations on Expedia.co.uk ### Trending destinations on Expedia.co.uk - [Holiday Rentals in the Cotswold ](https://www.expedia.co.uk/lp/b/vr/cotswold) - [Holiday Rentals in Lake District ](https://www.expedia.co.uk/lp/b/vr/lake-district) - [Devon Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Devon.d6046196.Holiday-Rental-Destinations) - [Norfolk Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Norfolk.d6046223.Holiday-Rental-Destinations) - [Bedfordshire Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Bedfordshire.d6046189.Holiday-Rental-Destinations) - [Dorset Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Dorset.d6046198.Holiday-Rental-Destinations) - [Northumberland Holiday Rentals ](https://www.expedia.com/Destinations-In-Northumberland.d6046225.Vacation-Rental-Destinations) - [Herefordshire Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Herefordshire.d6046203.Holiday-Rental-Destinations) - [Essex Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Essex.d6046201.Holiday-Rental-Destinations) - [Cumbria Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Cumbria.d6046194.Holiday-Rental-Destinations) - [Yorkshire Holiday Rentals ](https://www.expedia.co.uk/Yorkshire-Holiday-Rentals.d6342462.Travel-Guide-HolidayRentals) - [South Wales Holiday Rentals ](https://www.expedia.co.uk/South-Wales-Holiday-Rentals.d6054274.Travel-Guide-HolidayRentals) - [North Wales Holiday Rentals ](https://www.expedia.co.uk/North-Wales-Holiday-Rentals.d6054276.Travel-Guide-HolidayRentals) - [London Holiday Rentals ](https://www.expedia.co.uk/London-Holiday-Rentals.d178279.Travel-Guide-HolidayRentals) - [York Holiday Rentals ](https://www.expedia.co.uk/York-Holiday-Rentals.d5489.Travel-Guide-HolidayRentals) - [Blackpool Holiday Rentals ](https://www.expedia.co.uk/Blackpool-Holiday-Rentals.d619.Travel-Guide-HolidayRentals) - [Isle of Wight Holiday Rentals ](https://www.expedia.com/Destinations-In-Isle-Of-Wight.d6046218.Vacation-Rental-Destinations) - [Scarborough Holiday Rentals ](https://www.expedia.co.uk/Scarborough-Holiday-Rentals.d5680.Travel-Guide-HolidayRentals) - [Edinburgh Holiday Rentals ](https://www.expedia.co.uk/Edinburgh-Holiday-Rentals.d6069845.Travel-Guide-HolidayRentals) - [Bath Holiday Rentals ](https://www.expedia.co.uk/Bath-Holiday-Rentals.d6084496.Travel-Guide-HolidayRentals) - [Bournemouth Holiday Rentals ](https://www.expedia.co.uk/Bournemouth-Holiday-Rentals.d654.Travel-Guide-HolidayRentals) - [England Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-England.d11218.Holiday-Rental-Destinations) - [Scotland Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Scotland.d11219.Holiday-Rental-Destinations) - [Cornwall Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Cornwall.d6046193.Holiday-Rental-Destinations) - [Wales Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Wales.d11220.Holiday-Rental-Destinations) - [Northern Ireland Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Northern-Ireland.d11221.Holiday-Rental-Destinations) ## Frequently asked questions ### Are there holiday rentals in Sheffield Island? ### What are some of the best holiday rentals that Sheffield Island has to offer? ### What’s there to see and do in Sheffield Island? ### What’s a holiday rental in Sheffield Island like? ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. 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