Photo by Richard Miska

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Compare 284 Apartments in Sheffield Island with updated reviews, rates, and availability.

Global Luxury Suites White Plains

3.5 star property
6.6 out of 10, (30)
"Nice view from the apartment and great for business trip. "
Global Luxury Suites White Plains

DUNE Fairfield Beach

3.0 star property
8.8 out of 10, Excellent, (53)
"Absolutely perfect location for visiting Fairfield University! Everything about it exceeded our expectations."
The price is AED 834
AED 1,162 total
includes taxes & fees
20 May - 21 May
DUNE Fairfield Beach

Sunny Westport 2 BR Retreat above Historic Mill

10.0 out of 10, Exceptional, (17)
"A beautiful apartment. It was perfect for my father and I for a visit with family. "
Sunny Westport 2 BR Retreat above Historic Mill

Elegant Urban Living Downtown Stamford

Elegant Urban Living Downtown Stamford

The Cozy Studio

9.2 out of 10, Wonderful, (5)
"great apartment, bedroom is NOT separated from living room lounge area. Parking is not easy peasy but there are spots within a block or 2 no worries. Noise from people staying in unit above this one can a bit jarring, especially if you are on different schedules, we worked it out no problem. Decent pizza and latin food just around the corner."
The Cozy Studio

The Safe House - High Tech Apt #3 - 4 beds

9.8 out of 10, Exceptional, (45)
"Exactly like pictures, clean, good location for visiting friends in southern CT and spending day in the city."
The Safe House - High Tech Apt #3 - 4 beds

Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!

10.0 out of 10, Exceptional, (21)
"Great stay for our trip! We came here for a wedding nearby and was a great affordable option."
The price is AED 808
AED 1,395 total
includes taxes & fees
20 May - 21 May
Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!

Penthouse Perfection: with Unmatched Skyline Views

2.0 star property
10.0 out of 10, Exceptional, (4)
"The place met all of our needs. Centrally located, easy to access and perfectly clean. We all enjoyed our stay."
The price is AED 1,084
AED 1,959 total
includes taxes & fees
22 May - 23 May
Penthouse Perfection: with Unmatched Skyline Views

Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

2.0 star property
10.0 out of 10, Exceptional, (2)
"Honestly i do not know where to start, everything was perfect. My friend and i needed a place to stay while celebrating a baby shower and this rental was not only the perfect location but it was a great price as well. The place was very clean, very roomy, had all the amenities we needed, and the host were very kind and attentive. This place checked all our boxes and we would absolutely stay here again next time we visit the Island. I highly recommend this rental to others!"
The price is AED 459
AED 672 total
includes taxes & fees
1 Jun - 2 Jun
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

Fantastic 1-Bedroom Near Downtown Stamford, Pet-Friendly!

5.6 out of 10, (4)
"Nice quiet neighborhood. The place was clean and plenty of space. Would definitely stay again"
Fantastic 1-Bedroom Near Downtown Stamford, Pet-Friendly!

The Safe House - High Tech Apt #2 - 3 Beds

9.4 out of 10, Exceptional, (40)
"If we are ever in the area again we would love to stay here again if available. "
The price is AED 452
AED 841 total
includes taxes & fees
26 May - 27 May
The Safe House - High Tech Apt #2 - 3 Beds

(HIGH DEMAND)Close To Downtown Free Wi-fi/Parking/ Metro North & I-95 3 mins

8.8 out of 10, Excellent, (5)
"Amazing place to stay people are great"
(HIGH DEMAND)Close To Downtown Free Wi-fi/Parking/ Metro North & I-95 3 mins

THE OASIS @ LONG ISLAND

10.0 out of 10, Exceptional, (12)
"Nice, convenient location!"
The price is AED 918
AED 1,800 total
includes taxes & fees
20 May - 21 May
THE OASIS @ LONG ISLAND

Stamford Grand Apartment

2.0 star property
10.0 out of 10, Exceptional, (8)
"Look forward to a summer stay in 2025"
Stamford Grand Apartment

Musicians HiTech Launch Pad- CAPITOL Theater & NYC

9.4 out of 10, Exceptional, (24)
"Happy with location and cleanliness of apartment! Would recommend."
Musicians HiTech Launch Pad- CAPITOL Theater & NYC

Sunny Westport Studio Apt. Above Historic Mill

10.0 out of 10, Exceptional, (75)
"Gerard was a great host with excellent communication, perhaps one of the most attentive that I’ve ever experienced. The rental is just as cute as the pictures and centrally located to wonderful restaurants and shopping. I made the assumption while booking that the small couch was a pullout, it is not. The reference to a twin bed is a blowup. There is everything you need to cook meals. Great stay!!"
Sunny Westport Studio Apt. Above Historic Mill

The Village - Private apartment w/ parking 5 min walking

9.8 out of 10, Exceptional, (8)
"Excellent location to visit all of Mamaroneck."
The Village - Private apartment w/ parking 5 min walking

Stamford Grand Apartment + Cozy Den

2.0 star property
9.6 out of 10, Exceptional, (4)
"Very nice stay."
Stamford Grand Apartment + Cozy Den

Private Apartment on tree lined 2 acre estate. Close to beaches, farms and NYC.

8.6 out of 10, Excellent, (7)
"Check-in process easy! The carriage apartment Is quaint, clean, parking on premises, electric stove, toaster oven, coffee machine, full functioning kitchen! Awesome place to stay and Glen Cove restaurants and parks abound! You will love staying here. We booked it for wedding planning at St. Rocco and for wedding accommodations in June 2025. Thanks Mike!"
Private Apartment on tree lined 2 acre estate. Close to beaches, farms and NYC.

Spacious One Bedroom suite

8.0 out of 10, Very Good, (4)
"Nice stay enjoyed it "
Spacious One Bedroom suite
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.
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Other property types in Sheffield Island

DUNE Fairfield Beach

3.0 star property
8.8 out of 10, Excellent, (53)
"Absolutely perfect location for visiting Fairfield University! Everything about it exceeded our expectations."
The price is AED 834
AED 1,162 total
includes taxes & fees
20 May - 21 May
DUNE Fairfield Beach

Stamford Suites

3.0 star property
6.0 out of 10, (29)
"Convenience. Full kitchen and spacious rooms"
The price is AED 639
AED 735 total
includes taxes & fees
27 May - 28 May
Stamford Suites

Luxury Apartments by Hyatus at The Asher

4.5 star property
10.0 out of 10, Exceptional, (16)
"Vibe and aesthetic was lovely - near downtown restaurants, wonderful time will come back "
Luxury Apartments by Hyatus at The Asher
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.

Frequently asked questions

What's it like to stay at an apartment in Sheffield Island?
There might not be many choices centrally in Sheffield Island, but Expedia can help you find accommodations within the larger area with similar amenities to an apartment. When you search on Expedia, you can filter by amenities you might find in an apartment like a kitchen. You can also filter by similar properties such as condos, vacation homes, or cottages.
Why would you choose an apartment versus a traditional hotel?
Often offering more space than a traditional hotel room, an apartment comes with a kitchen, so you can cook some of your meals. Apartments are ideal for families who want the conveniences of home, and also for solo travelers who want to stay in a quieter area.
What's a favorite apartment for my stay in Sheffield Island?
Listed below are some of the favorite apartments in the area to choose from: DUNE Fairfield Beach: Located in Fairfield, 10.5 mi/16.9 km from the heart of Sheffield Island. Includes free WiFi and Smart TVs. Free parking and spa treatment rooms are on site. Global Luxury Suites White Plains: Located 18.7 mi/30.1 km away in White Plains. Laundry facilities, free WiFi, and sofa beds are included. Valet parking and onsite laundry facilities are on site. Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown: It’s located in Smithtown, 17.7 mi/28.5 km away. The Safe House - High Tech Apt #3 - 4 beds: Located 12.1 mi/19.4 km away in Greenwich. Free WiFi and private patios are included. Access to onsite laundry facilities is available on site. Lovely 2 bdrm apt w/ parking and outdoor sitting: Located in Stamford, 7.3 mi/11.8 km from Sheffield Island. Includes outdoor space and Smart TVs. Access to onsite laundry facilities is available on site.
What can I expect from the weather when I travel to Sheffield Island?
Weather is only one factor, but it can really affect your travel plans, especially if you’re planning an extended stay in Sheffield Island. The hottest months are usually July and August with an average temp of 71°F, while the coldest months are January and February with an average of 35°F. Average annual precipitation for Sheffield Island is 53 inches.
What are the must-see places to visit in Sheffield Island?
While exploring the area, visit family-friendly sights like Norwalk Maritime Aquarium, or get outside and enjoy nature at Calf Pasture Beach. Sheffield Island Lighthouse and The Maritime Aquarium are a couple of places you’ll find in the larger area.
What's the best way to get to and around Sheffield Island?
Knowing a bit about the transportation options can make your trip smoother when you get to your destination. Fly into Westchester County Airport (HPN), which is located 15 mi (24.2 km) from the heart of the city. You can also search for flights into Bridgeport, CT (BDR-Igor I. Sikorsky Memorial), which is 16.7 mi (26.9 km) away. If you’d like to explore around the area, you may want to rent a car for your trip.