Search Holiday Rentals in Sheffield Island

  • 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
19 Jun - 21 Jun
In two months
31 Jul - 2 Aug
In three months
28 Aug - 30 Aug
In four months
25 Sep - 27 Sep

Our top choices for Sheffield Island holiday rentals

Classic Suite | Iron/ironing board, free WiFi, bed sheets

DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (91 reviews)
"Stayed for a night but had a good experience"
United States
Deanna
The price is 4.936.001 ₫
7.282.470 ₫ total
includes taxes & fees
29 Jun - 30 Jun
DUNE Fairfield Beach
Exterior

Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.4 out of 10, (124 reviews)
"Was a good Hotel friendly and clean"
United States
Tamara
The price is 3.917.755 ₫
4.505.419 ₫ total
includes taxes & fees
14 Jun - 15 Jun
Stamford Suites
Standard Room, 1 King Bed, Main Building | Property entrance

Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn
3.5 star property
Historic District
8.6 out of 10, Excellent, (42 reviews)
"Friendly staff. Great room . Walking distance to the district theatre. Will def stay there again "
United States
Ronbert
The price is 9.452.111 ₫
10.869.928 ₫ total
includes taxes & fees
8 Jun - 9 Jun
Guesthouse at Norwalk Inn
House | 4 bedrooms, Internet

Stareway to Heaven in Fairfield

Stareway to Heaven in Fairfield
2.0 star property
Fairfield Beach
The price is 19.106.612 ₫
28.754.953 ₫ total
includes taxes & fees
24 Jun - 25 Jun
Stareway to Heaven in Fairfield
Apartment (1 Bedroom) | Interior

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 5.318.458 ₫
11.579.494 ₫ total
includes taxes & fees
8 Jun - 9 Jun
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
Luxury Villa, Garden View | Dining

Luxury NYC Home with Free Parking for 12

Luxury NYC Home with Free Parking for 12
4.0 star property
White Plains
2.0 out of 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
Kathleen
The price is 11.848.050 ₫
17.908.657 ₫ total
includes taxes & fees
8 Jun - 9 Jun
Luxury NYC Home with Free Parking for 12
Dining

Prime Luxe 3-BR NYC - Free Parking

Prime Luxe 3-BR NYC - Free Parking
2.0 star property
White Plains
The price is 25.012.550 ₫
31.780.748 ₫ total
includes taxes & fees
8 Jun - 9 Jun
Prime Luxe 3-BR NYC - Free Parking
Front of property

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!
5.0 star property
North End
The price is 22.714.940 ₫
35.337.331 ₫ total
includes taxes & fees
8 Jun - 9 Jun
Beechmont - Perfect for Family Retreat!
Luxury Apartment | In-room dining

3BR Prime Luxury NY - Free Parking

3BR Prime Luxury NY - Free Parking
2.0 star property
White Plains
6.0 out of 10, (1 review)
"Check-in was confusing and poorly organized, which made the start of the stay frustrating. The room itself was fine and comfortable, but the photos on the website were misleading and didn’t match what we saw in person. Overall, an okay room but not the experience we expected."
United States
Osmond
The price is 26.329.000 ₫
33.246.946 ₫ total
includes taxes & fees
8 Jun - 9 Jun
3BR Prime Luxury NY - Free Parking
Villa, Garden View | Living area

Luxury NYC Home Game Room Free Parking

Luxury NYC Home Game Room Free Parking
4.0 star property
White Plains
4.0 out of 10, (1 review)
"After flying in with four of us from Los Angeles on a Red Eye, we had to drive around for 4-5 hours until we were able to check in at 4pm, however after hours of trying to get into the property with no answer on the contact number ,we finally were able to have the local property manager come out and say that the property overbooked and had no room for us. I spent over 2 hours on the phone getting the run around by Expedia with mixed stories of our accommodations. FINALLY with now the story is...
United States
Jorge
The price is 50.025.100 ₫
61.139.229 ₫ total
includes taxes & fees
8 Jun - 9 Jun
Luxury NYC Home Game Room Free Parking
Luxury Apartment, 1 Queen Bed with Sofa bed | Hypo-allergenic bedding, desk, laptop workspace, iron/ironing board

Global Luxury Suites White Plains

Global Luxury Suites White Plains
3.5 star property
White Plains
6.6 out of 10, (44 reviews)
"The room was so clean and the view was amazing! Check in was also super easy."
United States
Alexis
The price is 11.018.686 ₫
15.614.003 ₫ total
includes taxes & fees
18 Jun - 19 Jun
Global Luxury Suites White Plains
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

East Norwich Inn

East Norwich Inn

10/10 Excellent
"Clean room, helpful staff."
Delilah 1-night trip
Posted less than an hour ago
East Norwich Inn

Frequently asked questions

Are there holiday rentals in Sheffield Island?

Yes, there are holiday rentals close to the most popular sights in Sheffield Island, or you can select a more secluded option if you're looking for a relaxing 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 wider area, you’ll find Sheffield Island Lighthouse and The Maritime Aquarium.

What’s a holiday rental in Sheffield Island like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Sheffield Island. Holiday rentals offer amenities like kitchens and laundry facilities so you'll have everything you want. If you're concerned about cleanliness, a holiday rental can provide a sense of safety away from shared hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for family gatherings.