Photo by Richard Miska

Holiday Rentals in Sheffield Island

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Holiday Rentals in Sheffield Island

Stamford Suites

3.0 star property
6.8 out of 10, (773)
"It was in walking distance of the event we were going to."
The price is €221
includes taxes & fees
22 Jan - 23 Jan
Stamford Suites

Business or Weekend escape

9.6 out of 10, Exceptional, (30)
"Stayed for my other half bday. Place was clean and described well"
The price is €135
includes taxes & fees
19 Jan - 20 Jan
Business or Weekend escape

DUNE Fairfield Beach

3.0 star property
8.8 out of 10, Excellent, (46)
"Place was clean and comfortable. Some nights were louder than others with by passers from the bar next door. Otherwise pleasant visit. Could not get in the first night. Needed to get another hotel stay. Was not able to reach anyone."
The price is €308
includes taxes & fees
19 Jan - 20 Jan
DUNE Fairfield Beach

Global Luxury Suites White Plains

3.5 star property
6.8 out of 10, (27)
"Great location, friendly people, great apartment "
Global Luxury Suites White Plains

Lower Lvl Private 2BR/1BA Family/Pet Friendly

10.0 out of 10, Exceptional, (116)
"We had a great time staying in this property. It offers more amenities than if staying in a hotel, and at a reduced cost. Communication with owner was excellent, would highly recommend, and would definitely stay again."
Lower Lvl Private 2BR/1BA Family/Pet Friendly

Luxury Designer 2 bedroom+office/3bed vacation home.

9.6 out of 10, Exceptional, (17)
"The apartment looks just like the photos. It’s totally updated and clean. The host leaves water, coffee and a few snacks which do very sweet. Paul the host responds quickly to any questions you have. I agree with previous reviews it would be nice if all the windows had shades since it’s a busy area. It’s not the greatest area but truly safe and the neighbors were friendly and a few yummy bakery’s in walking distance. Our only surprise was there was no oven just a stove top which limited...
The price is €416
includes taxes & fees
16 Jan - 17 Jan
Luxury Designer 2 bedroom+office/3bed vacation home.

Remodeled, cozy, family friendly, central place. Entire 2nd & 3rd floor to use.

9.4 out of 10, Exceptional, (8)
"Space was nice. Need top sheets on beds. Noisy location and basement tenant."
The price is €431
includes taxes & fees
20 Jan - 21 Jan
Remodeled, cozy, family friendly, central place. Entire 2nd & 3rd floor to use.

Westport Paradise With Every Amenity!

10.0 out of 10, Exceptional, (23)
"We had such a nice stay at Mark and Sarah’s. Check in was so easy and they were very attentive to anything we needed. The property and apartment are beautiful, it was so nice waking up and seeing all the trees and it was so quiet. We will definitely be back and stay when we are visiting our daughter at Fairfield."
The price is €709
includes taxes & fees
16 Jan - 17 Jan
Westport Paradise With Every Amenity!

BREATHTAKING BUNGALOW-HOME AWAY FROM HOME

10.0 out of 10, Exceptional, (26)
"Wonderful little bungalow. Owners are really nice and responsive. House is well maintained, cleaned and better stocked than any other rental we've been in. Thank you!!"
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME

Guesthouse at Norwalk Inn

3.5 star property
8.4 out of 10, Very good, (39)
"Great space would be better if there were kuerig cups to go with the machine in the kitchen"
The price is €302
includes taxes & fees
26 Jan - 27 Jan
Guesthouse at Norwalk Inn

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

8.6 out of 10, Excellent, (4)
"The location of Ms. Jay's place is unbeatable! My group and I were in town for an event in the Total Mortgage Arena. The drive was 5 minutes max! Ms. Jay is great with communication. She was always available for any questions. The apartment is very homey, cozy and comfortable. Very nicely decorated and it has everything you might need. (We would just recommend some mirrors in the bedrooms). The place is next to a very busy street which there is always a lot of noise, especially at night. One...
(HIGH DEMAND)Close To Downtown Free Wi-fi/Parking/ Metro North & I-95 3 mins

Coastal Retreat: Charming 3-Bedroom Fairfield Townhouse nr Beaches & Town Center

9.8 out of 10, Exceptional, (17)
"This place was super clean and exactly as described. "
Coastal Retreat: Charming 3-Bedroom Fairfield Townhouse nr Beaches & Town Center

Cheerful 4 bedrooms residential house.

9.8 out of 10, Exceptional, (26)
"The house was clean, comfortable, and kitchen was great. Only problem was stairs for my handicapped sister-too steep but possible. Manager very nice"
Cheerful 4 bedrooms residential house.

BEDI MANSION - A FAMILY GETAWAY - RETREATS - FILL WITH LOTS OF SUN AND POOL Time

10.0 out of 10, Exceptional, (8)
"Super enjoyable."
BEDI MANSION - A FAMILY GETAWAY - RETREATS - FILL WITH LOTS OF SUN AND POOL Time

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

9.6 out of 10, Exceptional, (35)
"Enjoyed my second stay at the Safe House. Plenty of space, great proximity to Greenwich downtown."
The Safe House - High Tech Apt #2 - 3 Beds

Captain's Cottage - Cold Spring Harbor Water Views

10.0 out of 10, Exceptional, (53)
"Cute, well-appointed house, great communication, fun stay!"
The price is €402
includes taxes & fees
16 Jan - 17 Jan
Captain's Cottage - Cold Spring Harbor Water Views

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

9.8 out of 10, Exceptional, (43)
"The apartment was large and had a well stocked kitchen. The queen sized bed was comfortable and the apartment was quiet with off street parking for two cars. "
The price is €240
includes taxes & fees
11 Feb - 12 Feb
The Safe House - High Tech Apt #3 - 4 beds

Studio OSM · Sunny Westport Studio Apt. Above Historic Mill

10.0 out of 10, Exceptional, (68)
"We arrived later than the posted check in and Gerard and we spoke on the phone and everything went well. We felt like we were home. The apartment is all that it said in the ad were very accurate. Quaint, cozy and no hotel hassle. The next time we visit we will definitely look for this place!"
Studio OSM · Sunny Westport Studio Apt. Above Historic Mill

Wow Waterfront Sunset Oasis Beach Cottage Village Winery Brewery East End NYC Hr

9.0 out of 10, Wonderful, (7)
"Very comfortable space & accomodating host! Fantastic views of Northport Harbour and steps away from the water's edge! Would return and strongly recommend."
The price is €326
includes taxes & fees
16 Jan - 17 Jan
Wow Waterfront Sunset Oasis Beach Cottage Village Winery Brewery East End NYC Hr

Waterfront Sunset Oasis Beach House Village Brewery Winery East End NYC 1 Hr

10.0 out of 10, Exceptional, (5)
"A glorious setting on the water highlighted by varying tides, massive swans and a variety of boats gliding by. As serene and peaceful as it gets and only blocks away from a plethora of great restaurants, bagel shops, boutiques and more. The Northport Hotel (tremendous restaurant) offers rooms at 450 per night so the value of this home speaks volumes. A rarity in a very upscale market. Owner Richard is incredible affable and attentive."
The price is €792
includes taxes & fees
16 Jan - 17 Jan
Waterfront Sunset Oasis Beach House Village Brewery Winery East End NYC 1 Hr
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 types of properties in Sheffield Island you may be interested in

EVEN Hotel Norwalk, an IHG Hotel

3.5 star property
8.2 out of 10, Very good, (1005)
"Perfect for our stay."
The price is €112
includes taxes & fees
26 Jan - 27 Jan
EVEN Hotel Norwalk, an IHG Hotel

Amsterdam Hotel

2.0 star property
8.4 out of 10, Very good, (1529)
"Great little hotel. Would stay again. "
The price is €112
includes taxes & fees
16 Jan - 17 Jan
Amsterdam Hotel

East Norwich Inn

2.5 star property
8.0 out of 10, Very good, (1762)
"Ok for one night stay "
The price is €117
includes taxes & fees
16 Jan - 17 Jan
East Norwich Inn
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

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?

Lower Lvl Private 2BR/1BA Family/Pet Friendly: This holiday home rental outside of Sheffield Island offers a patio, a terrace and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave and a coffee maker. You and your friends and family can relax into your holiday with amenities such as a garden.

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 SoNo Switch Tower Museum.

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.