Compare Sheffield Island Cottage Rentals

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Cottages in Sheffield Island

Charming 1 bedroom Stony Brook cottage -walking distance to village & university

Charming 1 bedroom Stony Brook cottage -walking distance to village & university

Stony Brook NY
This cottage is a smoke-free cottage.
Kitchen
Free WiFi
Second floor cottage apartment located in a private community.

Second floor cottage apartment located in a private community.

Stamford CT
At this cottage, guests have access to features like laundry facilities.
Kitchen
Washer
Westport "Gold Coast" across from Southport beach

Westport "Gold Coast" across from Southport beach

Fairfield CT
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Glen Cove Home: Walk to Boardwalk + Dining!

Glen Cove Home: Walk to Boardwalk + Dining!

3 out of 5
Glen Cove NY
At this cottage, guests have access to free WiFi in public areas. If you plan to drive, free parking is available.
Kitchen
Washer
Escape to 'River Cottage. Ready for hiking, fishing, or a peaceful break?

Escape to 'River Cottage. Ready for hiking, fishing, or a peaceful break?

Weston CT
At this cottage, guests have access to features like laundry facilities.
Kitchen
Washer
Riverfront Cottage-Heated Pool-Hot Tub-Fireplace 35minutes from New York City

Riverfront Cottage-Heated Pool-Hot Tub-Fireplace 35minutes from New York City

Greenwich CT
Guests of this cottage have access to an outdoor pool, a gym, and a hot tub. Additional amenities include laundry facilities, barbecue grills, and a garden.
Pool
Hot Tub
Beautiful Waterfront Sunsets Beach Cottage Studio Private Winery Brewery 1hr NYC

Beautiful Waterfront Sunsets Beach Cottage Studio Private Winery Brewery 1hr NYC

Northport NY
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
Beach house cottage steps to private beach in the heart of Bayville

Beach house cottage steps to private beach in the heart of Bayville

Bayville NY
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has a garden.
Kitchen
Washer
Trendy 1 bedroom +loft apartment w/ parking

Trendy 1 bedroom +loft apartment w/ parking

Stamford CT
At this cottage, guests have access to features like laundry facilities. This golf cottage also has barbecue grills.
Kitchen
Washer
Don't see what you're looking for?
See all available properties in Sheffield Island
View all properties
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.

Hotel Options in Sheffield Island

    Trumbull Marriott Shelton

    Trumbull Marriott Shelton

    180 Hawley Ln Trumbull CT
    $152 nightly
    The price is $175 total per night from Apr 16 to Apr 17
    $175 total
    Apr 16 - Apr 17
    Total with taxes and fees
    8/10 Very Good! (1,005 reviews)
    East Norwich Inn

    East Norwich Inn

    6321 Northern Blvd. East Norwich NY
    $128 nightly
    The price is $143 total per night from Apr 12 to Apr 13
    $143 total
    Apr 12 - Apr 13
    Total with taxes and fees
    8/10 Very Good! (1,833 reviews)
    Norwalk Inn & Conference Center

    Norwalk Inn & Conference Center

    99 East Avenue Norwalk CT
    $135 nightly
    The price is $155 total per night from Apr 16 to Apr 17
    $155 total
    Apr 16 - Apr 17
    Total with taxes and fees
    8.8/10 Excellent! (1,454 reviews)

Cottages

Book a cottage in Sheffield Island
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Sheffield Island. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Sheffield Island better.

Cottage apartments in Sheffield Island range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Sheffield Island
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Sheffield Island and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Sheffield Island cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Sheffield Island. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Sheffield Island Cottages essential information

Accommodation
43 Cottages
Lowest Price
$143
Highest Price
$175
Popular accommodation
Charming 1 bedroom Stony Brook cottage -walking distance to village & university, Second floor cottage apartment located in a private community., Westport "Gold Coast" across from Southport beach, Glen Cove Home: Walk to Boardwalk + Dining!, Escape to 'River Cottage. Ready for hiking, fishing, or a peaceful break? , Riverfront Cottage-Heated Pool-Hot Tub-Fireplace 35minutes from New York City, Beautiful Waterfront Sunsets Beach Cottage Studio Private Winery Brewery 1hr NYC, Beach house cottage steps to private beach in the heart of Bayville, Trendy 1 bedroom +loft apartment w/ parking

More to Explore