Title: Sheffield Island Vacation Rentals from $147: Search Short-Term Rentals | Expedia.com

[Sheffield Island Travel Guide](https://expedia.com/Sheffield-Island.dx6353650)[Hotels in Sheffield Island](https://expedia.com/Sheffield-Island-Hotels.d6353650.Travel-Guide-Hotels)[Flights to Sheffield Island](https://expedia.com/Cheap-Flights-To-Sheffield-Island.d6353650.Travel-Guide-Flights)[Car Rentals in Sheffield Island](https://expedia.com/Car-Rentals-In-Sheffield-Island.d6353650.Car-Rental-Guide)[Sheffield Island Vacation Packages](https://expedia.com/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)

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## Check prices for these dates

In two weeks

[Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=6353650&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 24 - Apr 26](https://www.expedia.com/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 three months

[May 22 - May 24](https://www.expedia.com/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)

In four months

[Jun 19 - Jun 21](https://www.expedia.com/Hotel-Search?regionId=6353650&startDate=2026-06-19&endDate=2026-06-21&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 rentals

![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 | 55-inch Smart TV with digital channels, Netflix, Hulu](https://images.trvl-media.com/lodging/120000000/119250000/119248500/119248411/7eecbab9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/120000000/119250000/119248500/119248411/52658795.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium House, Garden View | Living area | 55-inch Smart TV with digital channels, Netflix, Hulu](https://images.trvl-media.com/lodging/120000000/119250000/119248500/119248411/4b24f4d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beechmont - Perfect for Family Retreat!

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

North End

$1,200 nightly

$1,380 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/Bridgeport-Hotels-Beechmont.h119248411.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)

![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)

![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)

### DUNE Fairfield Beach

[](https://www.expedia.com/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

$223 nightly

$256 total

Mar 19 - Mar 20

Total with taxes and fees

[](https://www.expedia.com/Fairfield-Hotels-DUNE-Fairfield-Beach.h92367164.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/124000000/123350000/123346400/123346355/dde34060_edited_b0ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/124000000/123350000/123346400/123346355/3ffc94b7_edited_7c06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/124000000/123350000/123346400/123346355/66f12c5f_edited_45be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123350000/123346400/123346355/279d1dca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury NYC Home Game Room Free Parking

[](https://www.expedia.com/White-Plains-Hotels-Luxury-NYC-Home-Game-Room-Free-Parking.h123346355.Hotel-Information)

White Plains

$680 nightly

$778 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/White-Plains-Hotels-Luxury-NYC-Home-Game-Room-Free-Parking.h123346355.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/124000000/123770000/123767700/123767642/2653f502.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/124000000/123770000/123767700/123767642/e1abc6c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Coffee and/or coffee maker](https://images.trvl-media.com/lodging/124000000/123770000/123767700/123767642/40a3e471.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi](https://images.trvl-media.com/lodging/124000000/123770000/123767700/123767642/d097e18e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 3BR Prime Luxury NY - Free Parking

[](https://www.expedia.com/White-Plains-Hotels-3BR-Prime-Luxury-NY-Free-Parking.h123767642.Hotel-Information)

White Plains

$1,134 nightly

$1,263 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/White-Plains-Hotels-3BR-Prime-Luxury-NY-Free-Parking.h123767642.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/125000000/124080000/124077000/124076935/e6c3873b_edited_d8c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/125000000/124080000/124077000/124076935/c0622b25_edited_5481.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/125000000/124080000/124077000/124076935/d178c527_edited_a8e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124080000/124077000/124076935/cfdd43ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury 3BR Home Game Room Free Parking

[](https://www.expedia.com/White-Plains-Hotels-Luxury-3BR-Home-Game-Room-Free-Parking.h124076935.Hotel-Information)

White Plains

$249 nightly

$285 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/White-Plains-Hotels-Luxury-3BR-Home-Game-Room-Free-Parking.h124076935.Hotel-Information)

![Apartment (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/123000000/122120000/122111200/122111151/c97dd0a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/123000000/122120000/122111200/122111151/d5af51a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (1 Bedroom) | Front of property](https://images.trvl-media.com/lodging/123000000/122120000/122111200/122111151/d0edd3ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/123000000/122120000/122111200/122111151/7e5553a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

[](https://www.expedia.com/Greenwich-Hotels-2-Mi-To-NYC-Train-Greenwich-Apt-W-River-View.h122111151.Hotel-Information)

Greenwich

$327 nightly

$377 total

Feb 27 - Feb 28

Total with taxes and fees

[](https://www.expedia.com/Greenwich-Hotels-2-Mi-To-NYC-Train-Greenwich-Apt-W-River-View.h122111151.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/125000000/124080000/124079400/124079380/77052c1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/125000000/124080000/124079400/124079380/5caa9455.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior detail](https://images.trvl-media.com/lodging/125000000/124080000/124079400/124079380/6fa2181b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/125000000/124080000/124079400/124079380/92bec09e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Elegant Hideaway with Free Parking

[](https://www.expedia.com/White-Plains-Hotels-Elegant-Hideaway-With-Free-Parking.h124079380.Hotel-Information)

White Plains

$240 nightly

$275 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/White-Plains-Hotels-Elegant-Hideaway-With-Free-Parking.h124079380.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/124000000/123780000/123777600/123777568/w1213h683x1y0-56baa241.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Apartment | Free WiFi](https://images.trvl-media.com/lodging/124000000/123780000/123777600/123777568/f8a70094.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/124000000/123780000/123777600/123777568/12e86e01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Apartment | Free WiFi](https://images.trvl-media.com/lodging/124000000/123780000/123777600/123777568/w1214h578x0y0-1885738d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Prime Luxe 3-BR NYC - Free Parking

[](https://www.expedia.com/White-Plains-Hotels-Prime-Luxe-3-BR-NYC-Free-Parking.h123777568.Hotel-Information)

White Plains

$333 nightly

$371 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/White-Plains-Hotels-Prime-Luxe-3-BR-NYC-Free-Parking.h123777568.Hotel-Information)

![Standard Room, 1 King Bed, Main Building | Property entrance](https://images.trvl-media.com/lodging/7000000/6510000/6502000/6501905/552e9d83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/7000000/6510000/6502000/6501905/cf0be66e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/7000000/6510000/6502000/6501905/301bc912.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio Suite, Kitchen | Premium bedding, down comforters, Select Comfort beds, desk](https://images.trvl-media.com/lodging/7000000/6510000/6502000/6501905/13fd7197.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Guesthouse at Norwalk Inn

[](https://www.expedia.com/Stamford-Hotels-Guesthouse-At-Norwalk-Inn.h6501905.Hotel-Information)

Historic District

8.6/10

Excellent

(41 reviews)

"it was amazing will stay again food was good comfort was great "

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

anthony

$327 nightly

$377 total

Mar 9 - Mar 10

Total with taxes and fees

[](https://www.expedia.com/Stamford-Hotels-Guesthouse-At-Norwalk-Inn.h6501905.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/25900/25900/b7db331c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/30000/25900/25900/d1a3eb2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Suite, 1 King Bed with Sofa bed, Kitchen | 1 bedroom, premium bedding, in-room safe, individually furnished](https://images.trvl-media.com/lodging/1000000/30000/25900/25900/3022d081.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/30000/25900/25900/6ed8782a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stamford Suites

[](https://www.expedia.com/Stamford-Hotels-Stamford-Suites.h25900.Hotel-Information)

Downtown Stamford

6.4/10

(100 reviews)

"Nice clean rooms the bedding was comfortable, it smelled good walking in, I will be staying in this hotel in the next time I'm in Stamford."

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

Fatima

$138 nightly

$159 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Stamford-Hotels-Stamford-Suites.h25900.Hotel-Information)

![Luxury Villa, Garden View | Dining](https://images.trvl-media.com/lodging/123000000/122970000/122960900/122960872/7d17eab9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Villa, Garden View | Living area](https://images.trvl-media.com/lodging/123000000/122970000/122960900/122960872/f4457c92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Villa, Garden View | Living area](https://images.trvl-media.com/lodging/123000000/122970000/122960900/122960872/f9d5743a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Villa, Garden View | Interior](https://images.trvl-media.com/lodging/123000000/122970000/122960900/122960872/5f200c64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury NYC Home with Free Parking for 12

[](https://www.expedia.com/White-Plains-Hotels-Luxury-NYC-Home-With-Free-Parking-For-12.h122960872.Hotel-Information)

White Plains

2.0/10

(1 review)

"Place didn't exist. Host did not respond to requests to clarify check-in. Upon arriving, the location was not as described and an individual who answered the door informed our party this was not a rental property. Had to last minute book elsewhere."

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

Kathleen

$611 nightly

$680 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/White-Plains-Hotels-Luxury-NYC-Home-With-Free-Parking-For-12.h122960872.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.com/Hotel-Search?startDate=2026-03-11&endDate=2026-03-12&regionId=6353650&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Find vacation rentals that suit your style

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Sheffield+Island%2C+Connecticut%2C+United+States+of+America&regionId=6353650&latLong=41.050985%2C-73.416767&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Sheffield+Island%2C+Connecticut%2C+United+States+of+America&regionId=6353650&latLong=41.050985%2C-73.416767&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=APARTMENT)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Sheffield+Island%2C+Connecticut%2C+United+States+of+America&regionId=6353650&latLong=41.050985%2C-73.416767&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=VILLA)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Sheffield+Island%2C+Connecticut%2C+United+States+of+America&regionId=6353650&latLong=41.050985%2C-73.416767&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=VACATION_HOME)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Sheffield+Island%2C+Connecticut%2C+United+States+of+America&regionId=6353650&latLong=41.050985%2C-73.416767&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=CONDO)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Sheffield+Island%2C+Connecticut%2C+United+States+of+America&regionId=6353650&latLong=41.050985%2C-73.416767&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=COTTAGE)

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## Top Sheffield Island Hotel Reviews

![La Quinta Inn & Suites by Wyndham Stamford / New York City](https://images.trvl-media.com/lodging/1000000/30000/25000/24963/af81668d_y.jpg)

### La Quinta Inn & Suites by Wyndham Stamford / New York City

10/10 Excellent

"Kind staff, easy check in and they offer an extra late check out that is super convenient. Dog friendly and next to one of the best diners in stamford! We will stay there anytime we need to go to the area!"

[](https://expedia.com/Stamford-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Stamford-New-York-City.h24963.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

"EXCELLENT STAFF"

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

![The Watershed](https://images.trvl-media.com/lodging/7000000/6030000/6020100/6020007/c1a1bbc5_y.jpg)

### The Watershed

10/10 Excellent

"Room was very clean and I liked the style and design of the room. The check-in was delayed but the staff was courteous and explained that there were folks ahead of me. "

[](https://expedia.com/Stamford-Hotels-Hotel-Zero-Degrees-Norwalk.h6020007.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

"Room was clean and comfortable "

[](https://expedia.com/Hauppauge-Hotels-Radisson-Hotel-Hauppauge-Long-Island.h10706.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

"Room was spotless. Front desk manager(corey,?) So very helpful and personable! "

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

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

### Amsterdam Hotel

10/10 Excellent

"I was very please with everything. Outstanding value for price paid. The rooms we not new or fancy, but very well maintaned and cleaned. I will stay again."

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

![Marriott Melville Long Island](https://images.trvl-media.com/lodging/1000000/20000/15800/15742/76d16bae_y.jpg)

### Marriott Melville Long Island

10/10 Excellent

"Very good "

[](https://expedia.com/Melville-Hotels-Marriott-Melville-Long-Island.h15742.Hotel-Information)

![The Circle Hotel Fairfield](https://images.trvl-media.com/lodging/10000000/9820000/9816500/9816438/b1e811bb_y.jpg)

### The Circle Hotel Fairfield

10/10 Excellent

"Clean, spacious room. Friendly staff. Lovely lobby area. "

[](https://expedia.com/New-Haven-Hotels-The-Circle-Hotel-Fairfield.h9816438.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 comfortable room. Great staff. Easy access to many places in white plains."

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

## Find out more about Sheffield Island

**Everything you need to know about Sheffield Island vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Sheffield Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Sheffield Island vacation 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 low season months. For more hustle and bustle, you may prefer to visit Sheffield Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $147 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Sheffield Island rentals**

At Expedia, we put the best Sheffield Island vacation 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 vacation.

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.com
- All accommodation types in Sheffield Island

### Trending destinations on Expedia.com

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- [Apartments in Sheffield Island ](https://expedia.com/Sheffield-Island-Apartments.d6353650-aaApartments.Travel-Guide-Accommodation)
- [Vacation Homes in Sheffield Island ](https://expedia.com/Sheffield-Island-Private-Vacation-Homes.d6353650-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cottages in Sheffield Island ](https://expedia.com/Sheffield-Island-Cottages.d6353650-aaCottages.Travel-Guide-Accommodation)
- [Guest Houses in Sheffield Island ](https://expedia.com/Sheffield-Island-Guest-Houses.d6353650-aaGuestHouses.Travel-Guide-Accommodation)
- [Motels in Sheffield Island ](https://expedia.com/Sheffield-Island-Motels.d6353650-aaMotels.Travel-Guide-Accommodation)
- [Aparthotels in Sheffield Island ](https://expedia.com/Sheffield-Island-Apart-Hotels.d6353650-aaApartHotels.Travel-Guide-Accommodation)
- [B&B in Sheffield Island ](https://expedia.com/Sheffield-Island-Bed-And-Breakfast.d6353650-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Villas in Sheffield Island ](https://expedia.com/Sheffield-Island-Villas.d6353650-aaVillas.Travel-Guide-Accommodation)
- [Condo Rentals in Sheffield Island ](https://expedia.com/Sheffield-Island-Condos.d6353650-aaCondos.Travel-Guide-Accommodation)
- [Inns in Sheffield Island ](https://expedia.com/Sheffield-Island-Inns.d6353650-aaInns.Travel-Guide-Accommodation)
- [Farmstay in Sheffield Island ](https://expedia.com/Sheffield-Island-Agritourism.d6353650-aaAgritourism.Travel-Guide-Accommodation)
- [Cabin Rentals in Sheffield Island ](https://expedia.com/Sheffield-Island-Cabins.d6353650-aaCabins.Travel-Guide-Accommodation)
- [Hostels in Sheffield Island ](https://expedia.com/Sheffield-Island-Hostels.d6353650-aaHostels.Travel-Guide-Accommodation)
- [Residences in Sheffield Island ](https://expedia.com/Sheffield-Island-Residences.d6353650-aaResidences.Travel-Guide-Accommodation)
- [Castles in Sheffield Island ](https://expedia.com/Sheffield-Island-Castles.d6353650-aaCastles.Travel-Guide-Accommodation)

## Frequently asked questions

### Are there vacation rentals in Sheffield Island?

### What's the top vacation rental that Sheffield Island has to offer?

### What’s there to see and do in Sheffield Island?

### What’s a vacation rental in Sheffield Island like?

### Expedia's Latest Trends

Hotels

- [Hotels in Hartford](https://expedia.com/Hartford-Hotels.d180005.Travel-Guide-Hotels)
- [Hotels in Norwalk](https://expedia.com/Norwalk-Hotels.d9245.Travel-Guide-Hotels)
- [Hotels in New London](https://expedia.com/New-London-Hotels.d1363.Travel-Guide-Hotels)
- [Hotels in Milford](https://expedia.com/Milford-Hotels.d8881.Travel-Guide-Hotels)
- [Hotels in Manchester](https://expedia.com/Manchester-Hotels.d8459.Travel-Guide-Hotels)
- [Hotels in Bridgeport](https://expedia.com/Bridgeport-Hotels.d525.Travel-Guide-Hotels)
- [Hotels in Danbury](https://expedia.com/Danbury-Hotels.d6046722.Travel-Guide-Hotels)
- [Hotels in Bristol](https://expedia.com/Bristol-Hotels.d7059.Travel-Guide-Hotels)
- [Hotels in Mystic](https://expedia.com/Mystic-Hotels.d9007.Travel-Guide-Hotels)
- [Hotels in Wallingford](https://expedia.com/Wallingford-Hotels.d7533.Travel-Guide-Hotels)
- [Hotels in New Haven](https://expedia.com/New-Haven-Hotels.d180036.Travel-Guide-Hotels)
- [Hotels in Fairfield](https://expedia.com/Fairfield-Hotels.d8066.Travel-Guide-Hotels)
- [Hotels in Stamford](https://expedia.com/Stamford-Hotels.d602523.Travel-Guide-Hotels)
- [Hotels in West Hartford](https://expedia.com/West-Hartford-Hotels.d7700.Travel-Guide-Hotels)
- [Hotels in Shelton](https://expedia.com/Shelton-Hotels.d9795.Travel-Guide-Hotels)
- [Hotels in Greenwich](https://expedia.com/Greenwich-Hotels.d8045.Travel-Guide-Hotels)
- [Hotels in Waterbury](https://expedia.com/Waterbury-Hotels.d10425.Travel-Guide-Hotels)

Flights

- [Cheap Flights to New Haven](https://expedia.com/Cheap-Flights-To-New-Haven.d180036.Travel-Guide-Flights)
- [Hartford Flights](https://expedia.com/lp/flights/180005/flights-from-hartford)
- [Cheap Flights to Hartford](https://expedia.com/Cheap-Flights-To-Hartford.d180005.Travel-Guide-Flights)

Cars

- [Car rentals in New Haven](https://expedia.com/Car-Rentals-In-New-Haven.d180036.Car-Rental-Guide)
- [Car rentals in Stamford](https://expedia.com/Car-Rentals-In-Stamford.d602523.Car-Rental-Guide)
- [Car rentals in Bridgeport](https://expedia.com/Car-Rentals-In-Bridgeport.d525.Car-Rental-Guide)
- [Car rentals in Hartford](https://expedia.com/Car-Rentals-In-Hartford.d180005.Car-Rental-Guide)
- [Car rentals in Danbury](https://expedia.com/Car-Rentals-In-Danbury.d6046722.Car-Rental-Guide)
- [Car rentals in Waterbury](https://expedia.com/Car-Rentals-In-Waterbury.d10425.Car-Rental-Guide)

Activities

- [Things to do in Hartford](https://expedia.com/Things-To-Do-In-Hartford.d180005.Travel-Guide-Activities)

General

- [Visit Hartford](https://expedia.com/Hartford.dx180005)
- [Visit Stamford](https://expedia.com/Stamford.dx602523)
- [Visit New Haven](https://expedia.com/New-Haven.dx180036)

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