Sheffield Island Vacation Rentals from ￥12,448: Search Short-Term Rentals

Q: What's the top vacation rental that Sheffield Island has to offer?

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

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Vacation Rentals in Sheffield Island

A vintage dresser with a gold finish and black top, paired with a framed landscape and a decorative lamp.

"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"

￥123,520 total

includes taxes & fees

Aug 19 - Aug 20

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

"Very nice owner with great communication. "

￥21,455 total

includes taxes & fees

Jul 28 - Jul 29

Enjoy cooking in this well-lit kitchen with a refrigerator, microwave, and dishwasher.

"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."

Relax in a serene backyard oasis with a pool, lounge chairs, and a hammock amidst lush greenery.

"the place was amazing and the best house we have seen. definitely gonna come again"

￥226,888 total

includes taxes & fees

Jul 30 - Jul 31

Relax in this serene room with a large arched window, dark curtains, and a plush bench.

￥28,528 total

includes taxes & fees

Aug 3 - Aug 4

Relax in this serene bedroom with a large bed, flat-screen TV, and forest views.

"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."

￥33,830 total

includes taxes & fees

Jul 28 - Jul 29

Enjoy cooking in this well-equipped kitchen with a gas stove, microwave, and ample workspace on the large island.

￥143,071 total

includes taxes & fees

Jul 28 - Jul 29

Relax in this inviting space with a high ceiling, staircase, and lush greenery.

"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!"

￥220,951 total

includes taxes & fees

Aug 11 - Aug 12

Enjoy a warm morning with a cup of coffee in the fully equipped kitchen.

"This rental was great accommodation"

￥43,991 total

includes taxes & fees

Jul 26 - Jul 27

"This property is absolutely beautiful. Extremely clean. The host was very attentive to my questions before and after check in. The host checked on my family during our stay. The yard, the porches, and the entire interior are so cozy and comfortable. The check in and check out processes were smooth. The neighborhood is quiet. I am already looking forward to going back! Definitely recommend the Beechmont House"

￥201,588 total

includes taxes & fees

Jul 29 - Jul 30

Relax in a stylish living space with a geometric sculpture, potted plant, and modern sofa.

"I had my cousin and his wife and son stay here because we didn’t have room at my house.They said it was clean, quiet and enough amenities to enjoy their 3 day stay"

￥50,933 total

includes taxes & fees

Aug 6 - Aug 7

Enjoy cooking with a double sink and oven, plus a window with a view of the surrounding greenery.

"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!"

￥67,049 total

includes taxes & fees

Jul 28 - Jul 29

Relax by the fire pit in this inviting outdoor space, surrounded by comfortable seating and a dining area.

"Very comfortable home. Lots of thought in providing all needed for a stay. We so appreciated the hosts communication...made life pleasant. We will repeat!"

￥98,598 total

includes taxes & fees

Jul 27 - Jul 28

Enjoy cooking in this well-lit kitchen with a central island and modern appliances.

"And the bed was confortable"

￥105,887 total

includes taxes & fees

Jul 27 - Jul 28

Enjoy cooking in this well-equipped kitchen with a central island, stainless steel appliances, and ample natural light.

"Great space! Very clean & well appointed! If you forgot to pack it, it is probably there!"

￥62,309 total

includes taxes & fees

Jul 29 - Jul 30

￥31,376 total

includes taxes & fees

Jul 28 - Jul 29

￥70,447 total

includes taxes & fees

Aug 19 - Aug 20

Relax by the pool surrounded by lush greenery and comfortable lounge chairs.

￥351,700 total

includes taxes & fees

Jul 25 - Jul 26

Traditional home with a charming front porch and beautifully landscaped yard.

"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"

￥109,310 total

includes taxes & fees

Jul 28 - Jul 29

Enjoy a peaceful retreat with a view of lush greenery from the large window, surrounded by a round table and comfortable seating.

"Great home to stay. Beautiful area to explore!"

￥124,991 total

includes taxes & fees

Aug 10 - Aug 11

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Top Sheffield Island Hotel Reviews

EVEN Hotel Norwalk by IHG

10/10 Excellent

"I love to even Hotel I typically stay in them wherever they're available that I'm traveling to."

Norwalk Inn & Conference Center

10/10 Excellent

"The outside pool is beautiful. Towels are unlimited to use. A restaurant inside the inn is not expensive, reasonable. We enjoyed a lot.all of staff are very kind and nice . The location is also very good to visit all places that we want, children's museum, sono, aquarium and park. "

Hyatt Regency Greenwich

10/10 Excellent

"The pictures online really don't do this place justice. The atrium had almost a Caribbean vibe with lush plants and bright sunlight. There is ample seating so you can always find a spot that feels quiet to sip a cappuccino from the cafe or a glass of wine from the bar. The receptionists could look and act less miserable but the rest of the hotel staff is welcoming and attentive. The room facing the atrium is well worth it. Just don't get dressed with only the sheer curtains closed at night because the people in the room right across can see you. Rooms are spacious, clean, and the beds are very comfortable. Kids had a great time at the pool. Wanted to try the cinema but couldn't convince the group to watch the movie they were playing. Would love to stay there agian and would definitely recommend. "

Find out more about Sheffield Island

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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 the top vacation rental that Sheffield Island has to offer?

Business or Weekend escape: This vacation home rental outside of Sheffield Island is equipped with a barbecue grill, 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 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.

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Sheffield Island Vacation Rentals

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Vacation Rentals in Sheffield Island

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

Business or Weekend escape

Seaview Ave House-4BR/8PPL Retreat

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

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

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

Upscale 4BR Retreat at the Reservoir!

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

Centric property close to all the great things in the city

Charming Colonial for Events and Getaways! – Perfect for Family Retreat!

Charming 2-bedroom house with WiFi, AC in Fairfield

Marine Theme - 4 BR - Backyard - Fire pit

Top Rated Gem, Fire Pit, Near Beach, Fairfield U, 90 min to NYC

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

Ultra-Modern Studio | Near Hospital & NYCIM | WiFi

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

Charming 3-bedroom modern family retreat!

Westport Dream Home 6 Bedroom / 5 Bathroom Pool and Jacuzzi Steps to town

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

Captain's Cottage - Cold Spring Harbor Water Views

Top Sheffield Island Hotel Reviews

EVEN Hotel Norwalk by IHG

Amsterdam Hotel

Norwalk Inn & Conference Center

The Circle Hotel Fairfield

Sonesta White Plains Downtown

Radisson Hotel Hauppauge-Long Island

The Watershed

J House Greenwich

Hyatt Regency Greenwich

Find out more about Sheffield Island

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Frequently asked questions