Photo by Richard Miska

Sheffield Island Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jan 23 - Jan 25
In two months
Mar 6 - Mar 8
In three months
Apr 3 - Apr 5
In four months
May 1 - May 3

Our top choices for Sheffield Island vacation rentals

Bathroom
Luxury NY Home with Free Parking

Luxury NY Home with Free Parking

Luxury NY Home with Free Parking
4.0 star property
White Plains
8.0 out of 10, Very Good, (1)
"Rooms were very clean, well decorated however bathrooms were not. Parking was accessible and perfect. Some appliances did not work like iron stained my clothes and coffee machine did not work. Everything else was fine. "
United States
Safiya
The price is P32,372
P42,902 total
includes taxes & fees
Jan 9 - Jan 10
Luxury NY Home with Free Parking
Iron/ironing board, free WiFi, bed sheets
DUNE Fairfield Beach

DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (78)
"The room was spotless and cozy and the location couldn't be better! "
United States
Samantha
DUNE Fairfield Beach
Property entrance
Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn
3.5 star property
Historic District
8.6 out of 10, Excellent, (41)
"it was amazing will stay again food was good comfort was great "
United States
anthony
The price is P21,255
P24,444 total
includes taxes & fees
Jan 13 - Jan 14
Guesthouse at Norwalk Inn
Dining
Luxury NYC Home with Free Parking for 12

Luxury NYC Home with Free Parking for 12

Luxury NYC Home with Free Parking for 12
4.0 star property
White Plains
The price is P26,643
P40,272 total
includes taxes & fees
Jan 19 - Jan 20
Luxury NYC Home with Free Parking for 12
Front of property
Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!
5.0 star property
North End
The price is P44,161
P71,508 total
includes taxes & fees
Jan 21 - Jan 22
Beechmont - Perfect for Family Retreat!
Living area
Luxury 3BR Home Game Room Free Parking

Luxury 3BR Home Game Room Free Parking

Luxury 3BR Home Game Room Free Parking
2.0 star property
White Plains
The price is P11,812
P22,353 total
includes taxes & fees
Jan 11 - Jan 12
Luxury 3BR Home Game Room Free Parking
Interior
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

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

2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
3.0 star property
Greenwich
The price is P9,296
P18,811 total
includes taxes & fees
Jan 21 - Jan 22
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
Dining
Prime Luxe 3-BR NYC - Free Parking

Prime Luxe 3-BR NYC - Free Parking

Prime Luxe 3-BR NYC - Free Parking
2.0 star property
White Plains
The price is P11,812
P21,999 total
includes taxes & fees
Jan 11 - Jan 12
Prime Luxe 3-BR NYC - Free Parking
Living area
Luxury NYC Home Game Room Free Parking

Luxury NYC Home Game Room Free Parking

Luxury NYC Home Game Room Free Parking
4.0 star property
White Plains
The price is P32,564
P46,067 total
includes taxes & fees
Jan 19 - Jan 20
Luxury NYC Home Game Room Free Parking
Exterior
Stamford Suites

Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.2 out of 10, (87)
"This hotel was not what I thought it would be.looks a bit run down. And breakfast was short. "
United States
Ankaua
The price is P7,721
P8,879 total
includes taxes & fees
Jan 16 - Jan 17
Stamford Suites
Private kitchen
Elegant Hideaway with Free Parking

Elegant Hideaway with Free Parking

Elegant Hideaway with Free Parking
2.0 star property
White Plains
The price is P5,936
P15,633 total
includes taxes & fees
Jan 26 - Jan 27
Elegant Hideaway with Free Parking
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Sheffield Island Hotel Reviews

Marriott Melville Long Island

Marriott Melville Long Island

10/10 Excellent
"The front desk staff was excellent,the restaurant staff was excellent,the cook was excellent,the courtesy van driver went over and beyond the call throughout our entire stay,I'm so glad that's this hotel is my new favorite,I will return again and again,thank you for making our staycation the best. "
Allison 3-night trip
Posted 4 days ago
Marriott Melville Long Island

Find out more about Sheffield Island

Search for holiday rentals in Sheffield Island on Expedia! You can easily find your home rentals, villas, holiday apartments in Sheffield Island using one of the methods below:

  • View our selection of featured holiday rentals in Sheffield Island
  • Use the map to find apartments and other holiday homes in the Sheffield Island neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Sheffield Island while they last

Look no further and take a look at our great range of rental properties in Sheffield Island!

Frequently asked questions

Are there vacation rentals in Sheffield Island?

Yes, we have vacation rentals close to top sights in Sheffield Island, or you can go with a more remote option if you'd like a relaxing place to stay. Sheffield Island is known for its monuments.

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

Explore the area and family-friendly sights such as Norwalk Maritime Aquarium, or get out into nature at a spot like Calf Pasture Beach. In the larger area, you’ll find Sheffield Island Lighthouse and The Maritime Aquarium.

What’s a vacation rental in Sheffield Island like?

Vacation rentals are privately owned properties where you can stay for a few weeks or just a few days in Sheffield Island. Vacation rentals feature extras such as patios, hot tubs, and fire pits so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from shared hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for a small group gathering.