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Sheffield Island Holiday Rentals

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Check prices for these dates

Tonight
18 Jul - 19 Jul
Tomorrow
19 Jul - 20 Jul
This weekend
18 Jul - 20 Jul
Next weekend
25 Jul - 27 Jul

Holiday Rentals in Sheffield Island

Business or Weekend escape
Enjoy a refreshing swim under the stars at our pool, surrounded by a spacious deck.

Business or Weekend escape

9.2 out of 10, Wonderful, (40)
"Very nice owner with great communication. "
The price is HK$667
HK$1,150 total
includes taxes & fees
29 Jul - 30 Jul
Business or Weekend escape
Amazingly Cozy Comfort Downtwn, Amphitheater, 2 min ferry & train station
Relax in this serene bedroom with a large bed, flat-screen TV, and forest views.

Amazingly Cozy Comfort Downtwn, Amphitheater, 2 min ferry & train station

10.0 out of 10, Exceptional, (1)
"Great experience. Very close to a lot of downtown restaurants and Bridgeton. 10 to 15 mnutes from the beach. Lots of added special touches and amenities. Great job by the host."
The price is HK$1,020
HK$1,723 total
includes taxes & fees
20 Jul - 21 Jul
Amazingly Cozy Comfort Downtwn, Amphitheater, 2 min ferry & train station
Centric property close to all the great things in the city
Enjoy a warm morning with a cup of coffee in the fully equipped kitchen.

Centric property close to all the great things in the city

8.0 out of 10, Very good, (11)
"This rental was great accommodation"
The price is HK$1,236
HK$2,365 total
includes taxes & fees
21 Jul - 22 Jul
Centric property close to all the great things in the city
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
Property grounds

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

8.8 out of 10, Excellent, (6)
The price is HK$841
HK$1,901 total
includes taxes & fees
21 Jul - 22 Jul
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
Charming 1-bedroom artist den with WiFi, AC in terrific Huntington
Terrace/patio

Charming 1-bedroom artist den with WiFi, AC in terrific Huntington

The price is HK$1,217
HK$1,704 total
includes taxes & fees
5 Aug - 6 Aug
Charming 1-bedroom artist den with WiFi, AC in terrific Huntington
Family Home near NY Beach, Private Workspace by Zen Living
Enjoy a peaceful stay in this charming home with a spacious backyard, deck, and garden, surrounded by a white fence and offering a clear view of the neighborhood.

Family Home near NY Beach, Private Workspace by Zen Living

10.0 out of 10, Exceptional, (5)
"Great getaway location. House was excellent, clean, and well put together. We had everything we needed and then some!"
The price is HK$2,382
HK$4,805 total
includes taxes & fees
20 Jul - 21 Jul
Family Home near NY Beach, Private Workspace by Zen Living
Marine Theme - 4 BR - Backyard - Fire pit
Enjoy cooking with a double sink and oven, plus a window with a view of the surrounding greenery.

Marine Theme - 4 BR - Backyard - Fire pit

9.8 out of 10, Exceptional, (6)
"Had a great stay at Sarah’s place. She was very communicative and helpful before and during our stay. The house was nice and large - it was great having two living rooms for our large group. Convenient location close to many stores and sights!"
The price is HK$1,603
HK$3,749 total
includes taxes & fees
23 Jul - 24 Jul
Marine Theme - 4 BR - Backyard - Fire pit
Charming 2-bedroom house with WiFi, AC in Fairfield
Relax in a stylish living space with a geometric sculpture, potted plant, and modern sofa.

Charming 2-bedroom house with WiFi, AC in Fairfield

7.0 out of 10, Good, (2)
"Amalfi’s place was as described. It was clean and comfortable and mostly quiet. Amalfi was excellent with communication. Would certainly stay again when visiting family."
The price is HK$1,166
HK$2,722 total
includes taxes & fees
26 Jul - 27 Jul
Charming 2-bedroom house with WiFi, AC in Fairfield
Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC
Traditional home with a charming front porch and beautifully landscaped yard.

Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC

2.0 star property
10.0 out of 10, Exceptional, (5)
"We had a very nice family weekend. There was plenty of room, the furniture and beds were comfortable, and the kitchen had everything we needed. Great communication with the owner"
The price is HK$2,904
HK$5,599 total
includes taxes & fees
30 Jul - 31 Jul
Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC
Bright Escape, Top-Rated Design, Fire pit, Near Beach, 90 minutes to NYC
Enjoy cooking in this well-lit kitchen with a central island and modern appliances.

Bright Escape, Top-Rated Design, Fire pit, Near Beach, 90 minutes to NYC

10.0 out of 10, Exceptional, (6)
"And the bed was confortable"
The price is HK$2,449
HK$5,161 total
includes taxes & fees
20 Jul - 21 Jul
Bright Escape, Top-Rated Design, Fire pit, Near Beach, 90 minutes to NYC
Spacious 3 Bd Home Pet Friendly, Parking and Laundry
Relax in this inviting living room with a beige sofa, glass coffee table, and a cozy armchair.

Spacious 3 Bd Home Pet Friendly, Parking and Laundry

9.0 out of 10, Wonderful, (2)
"the home was nice clean if in the area I would stay here again"
Spacious 3 Bd Home Pet Friendly, Parking and Laundry
Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Relax in a serene outdoor space with a plush chair, surrounded by lush greenery and twinkling lights.

Charming 2-bedroom house in fabulous Stamford with AC, WiFi

10.0 out of 10, Exceptional, (2)
"Lovely little home in Stamford."
The price is HK$1,531
HK$2,961 total
includes taxes & fees
28 Jul - 29 Jul
Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
Relax in this serene room with a large arched window, dark curtains, and a plush bench.

Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min

The price is HK$879
HK$1,545 total
includes taxes & fees
20 Jul - 21 Jul
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
Charming Long Island Family Getaway with Pool. An hour from Hamptons
Relax in this inviting space with a high ceiling, staircase, and lush greenery.

Charming Long Island Family Getaway with Pool. An hour from Hamptons

7.6 out of 10, Good, (7)
"Had a great time here. The house was clean and well maintained. The host communicated with us often and overall it was a great stay!"
The price is HK$6,056
HK$11,752 total
includes taxes & fees
11 Aug - 12 Aug
Charming Long Island Family Getaway with Pool. An hour from Hamptons
Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...
Enjoy a spacious living area with a large window offering a view of the outdoors, a kitchen with white cabinetry, and a seating area with a sofa.

Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...

9.2 out of 10, Wonderful, (5)
"Place was clean, organized. A little odd to find but there was parking, the location felt safe. Would stay again."
The price is HK$2,880
HK$5,337 total
includes taxes & fees
21 Jul - 22 Jul
Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...
The Luxury downtown. Pool Jim basketball
Iron/ironing board, WiFi, bed sheets

The Luxury downtown. Pool Jim basketball

The price is HK$2,059
HK$2,659 total
includes taxes & fees
20 Jul - 21 Jul
The Luxury downtown. Pool Jim basketball
THE GOOD VIBEZ HOUSE! Mini Golf Course,Heated Pool,Hot Tub,Game Room,Angel Wing
Relax in a serene backyard oasis with a pool, lounge chairs, and a hammock amidst lush greenery.

THE GOOD VIBEZ HOUSE! Mini Golf Course,Heated Pool,Hot Tub,Game Room,Angel Wing

10.0 out of 10, Exceptional, (6)
"the place was amazing and the best house we have seen. definitely gonna come again"
The price is HK$6,985
HK$10,859 total
includes taxes & fees
29 Jul - 30 Jul
THE GOOD VIBEZ HOUSE! Mini Golf Course,Heated Pool,Hot Tub,Game Room,Angel Wing
Seaview Ave House-4BR/8PPL Retreat
Enjoy cooking in this well-lit kitchen with a refrigerator, microwave, and dishwasher.

Seaview Ave House-4BR/8PPL Retreat

9.6 out of 10, Exceptional, (10)
"This was an awesome place to stay. Very clean and well kept. When I needed to get in touch for some last minute questions, the owner was very prompt and eager to help. I would definitely stay here again."
The price is HK$3,490
HK$6,513 total
includes taxes & fees
21 Jul - 22 Jul
Seaview Ave House-4BR/8PPL Retreat
Ultra-Modern Studio | Near Hospital & NYCIM | WiFi
Enjoy cooking in this well-equipped kitchen with a central island, stainless steel appliances, and ample natural light.

Ultra-Modern Studio | Near Hospital & NYCIM | WiFi

10.0 out of 10, Exceptional, (4)
"Great space! Very clean & well appointed! If you forgot to pack it, it is probably there!"
The price is HK$1,962
HK$3,587 total
includes taxes & fees
29 Jul - 30 Jul
Ultra-Modern Studio | Near Hospital & NYCIM | WiFi
3 Bedroom Historic Home near Stony Brook Village, University, Hospital & Beaches
A vintage dresser with a gold finish and black top, paired with a framed landscape and a decorative lamp.

3 Bedroom Historic Home near Stony Brook Village, University, Hospital & Beaches

10.0 out of 10, Exceptional, (1)
"Very comfortable and welcoming Only problem was only one bathroom door closed the other one appeared to be in disrepair Other then that all was well"
The price is HK$2,484
HK$4,883 total
includes taxes & fees
28 Jul - 29 Jul
3 Bedroom Historic Home near Stony Brook Village, University, Hospital & Beaches
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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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 are some of the best holiday rentals that Sheffield Island has to offer?

Business or Weekend escape: This holiday home rental outside of Sheffield Island is equipped with a BBQ, air conditioning and WiFi to help you feel comfortable during your stay. Kitchen amenities include a fridge, a microwave and a coffee maker.

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.