Photo by Richard Miska

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Compare Vacation Homes in Sheffield Island with updated reviews, rates, and availability.

Lake house cozy to relax with a family. 6 bedroom very spacious house.

Lake house cozy to relax with a family. 6 bedroom very spacious house.

Bright Stylish Chic 4BR 4BA Home Pet Friendly!

10.0 out of 10, Exceptional, (93)
"Dierdre's home was a perfect spot for our family Thanksgiving. Well located, well stocked, and very well cared for!"
Bright Stylish Chic 4BR 4BA Home Pet Friendly!

Historic Hideaway with Lake Access!

9.6 out of 10, Exceptional, (13)
"We had a great stay at this fascinating historic house! The house is exactly as described and the hosts were incredibly responsive, even to a last minute request to extend our stay."
Historic Hideaway with Lake Access!

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 AED 735
AED 1,205 total
includes taxes & fees
3 Feb - 4 Feb
Remodeled, cozy, family friendly, central place. Entire 2nd & 3rd floor to use.

Cozy retreat with fenced in yard—centrally located in the heart of Long Island.

10.0 out of 10, Exceptional, (12)
"We had a wonderful stay at this property! The home was beautiful, well-maintained, and had everything we needed for a comfortable visit. The location was absolutely perfect—convenient to everything we needed to do in Huntington. The host was incredibly responsive and made sure we felt welcome from start to finish. We truly appreciated the attention to detail and would highly recommend this property to anyone looking for a great place to stay. We’d happily return in the future. "
Cozy retreat with fenced in yard—centrally located in the heart of Long Island.

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 AED 705
AED 1,475 total
includes taxes & fees
3 Feb - 4 Feb
Captain's Cottage - Cold Spring Harbor Water Views

Waterview House Walking Distance from Cove Beach

9.0 out of 10, Wonderful, (18)
"This was a late holiday gathering of family members from St. Louis and Rye New York. Great and easy spot to get to. Pretty setting with the water view. I am sure in warmer seasons it be great spot for all the outside amenities. Six adults and one baby. Space nice set up. "
The price is AED 3,335
AED 5,580 total
includes taxes & fees
14 Feb - 15 Feb
Waterview House Walking Distance from Cove Beach

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.

New Beach Home near Stamford Downtown/Shippan

10.0 out of 10, Exceptional, (18)
"We were 9 adult women. There was plenty of space for us to gather as a group as well as sleep. The house is clean and in a great neighborhood. Very easy on and off to the highway to get to our conference in Darien. Highly recommend."
The price is AED 1,212
AED 2,853 total
includes taxes & fees
4 Feb - 5 Feb
New Beach Home near Stamford Downtown/Shippan

Seaview Ave House-4BR/8PPL Retreat

9.8 out of 10, Exceptional, (7)
"I cannot express how beautiful this home is. Much more beautiful and spacious in person. My family and I stayed over Thanksgiving and were so thankful we did. There were 5 of us: 4 adults, 1 child and a fur baby. And there was still space for more! The home is beautifully decorated and everyone felt like they had enough privacy and space. We loved the living area. I brought my utensils, pots and pans to prepare the feast but I did not need it. The house was stocked with everything you can...
The price is AED 1,136
AED 2,339 total
includes taxes & fees
3 Feb - 4 Feb
Seaview Ave House-4BR/8PPL Retreat

Glen Cove Home: Walk to Boardwalk + Dining!

9.0 out of 10, Wonderful, (12)
"I enjoyed everything about this property except the description stated there were 2 steps to enter property. It failed to metro the 15 stairs once you opened the door. My aunt struggled with this so be aware when booking this property if you have accessibility needs. "
Glen Cove Home: Walk to Boardwalk + Dining!

Historic Connecticut Home w/ Grill & Spacious Yard

10.0 out of 10, Exceptional, (5)
"Clean, very open with large spaces. Easy access into home. Beautiful kitchen with updated appliances. Beds very comfortable to sleep on! "
Historic Connecticut Home w/ Grill & Spacious Yard

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

9.2 out of 10, Wonderful, (5)
"It’s nice to have a place for our family of 5 that actually fits us all. Plenty of space and very clean. Thanks "
The price is AED 808
AED 1,778 total
includes taxes & fees
9 Feb - 10 Feb
Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...

Cozy 3BR Near Huntington's Nightlife & Beach

2.0 star property
6.0 out of 10, (2)
"Situated just off the main street of Huntington, this comfy cottage is a terrific home base for exploring the north shore area. It has ample space: generous sitting room and kitchen with modern amenities, private office area, and 3 large bedrooms with lots of closet space. The beds are perfectly firm, pillows are plump and sheets are oh-so soft. The bathroom has some updates and delivers the basics such as nice shower pressure and new sink/vanity. Very clean and tidy, parts of the home still...
Cozy 3BR Near Huntington's Nightlife & Beach

Beautiful Fairfield Beach Area home, 5 minute walk to beach, town & train

10.0 out of 10, Exceptional, (11)
"This was our 2nd stay and everything was fantastic once again! Highly recommended!!"
Beautiful Fairfield Beach Area home, 5 minute walk to beach, town & train

Entire House on Scenic Estate with Private Pond in Exclusive Neighborhood

9.8 out of 10, Exceptional, (12)
"The property is beautiful and relaxing! We had everything we needed for a great Thanksgiving. Gustavo was an excellent host who checked in on us for anything we might need. I highly recommend this rental! The pond view is stunning and we had 4 ducks visit. "
Entire House on Scenic Estate with Private Pond in Exclusive Neighborhood

Private Renovated Home Convenient to Sacred Heart & Fairfield Universities

10.0 out of 10, Exceptional, (26)
"Jon is an excellent and very responsive host. His home is beautiful, very clean, well appointed, and organized. All the comforts of home are provided. This is our second time staying at this property and we will be back!"
Private Renovated Home Convenient to Sacred Heart & Fairfield Universities

Long Island Estate with Heated Pool 1 Hr from Manhattan

Long Island Estate with Heated Pool 1 Hr from Manhattan

Lovely Basement with 2 Bedrooms and Kitchen

10.0 out of 10, Exceptional, (14)
"3 of us shared this 2 bedroom basement apartment. Everything was clean and comfortable. There were nice touches of providing some coffee, cereal, snacks and even a half gallon of milk. There was plenty of street parking and the location was very convenient for our needs. I would stay there again. "
Lovely Basement with 2 Bedrooms and Kitchen

Spacious Family Home

The price is AED 1,469
AED 3,065 total
includes taxes & fees
3 Feb - 4 Feb
Spacious Family Home
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

Stamford Suites

3.0 star property
5.6 out of 10, (21)
"It was in walking distance of the event we were going to."
The price is AED 621
AED 714 total
includes taxes & fees
15 Feb - 16 Feb
Stamford Suites

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

DUNE Fairfield Beach

3.0 star property
8.8 out of 10, Excellent, (46)
"Sweet location and they remodeled it nice. However, be warned the bar next door does loud live music and the whole building shakes. Would only reccomend to the young party crowd. Not ideal for families. The manager was nice and did try to offer a refund for a night. Not sure how many people want to hear music vibrating until 2am. Young me would not have cared. Sweet beach access"
The price is AED 937
AED 1,448 total
includes taxes & fees
1 Feb - 2 Feb
DUNE Fairfield Beach
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.