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Compare 301 Vacation Homes in Sheffield Island with updated reviews, rates, and availability.

Historic Connecticut Home w/ Grill & Spacious Yard
Historic Connecticut Home w/ Grill & Spacious Yard
10.0 out of 10, Exceptional, (7)

Captain's Cottage - Cold Spring Harbor Water Views
Captain's Cottage - Cold Spring Harbor Water Views
10.0 out of 10, Exceptional, (58)

Business or Weekend escape
Business or Weekend escape
9.6 out of 10, Exceptional, (34)
The price is SAR 281
SAR 506 total
includes taxes & fees
27 Apr - 28 Apr

Cheerful 4 bedrooms residential house.
Cheerful 4 bedrooms residential house.
9.8 out of 10, Exceptional, (30)

Bright Stylish Chic 4BR 4BA Home Pet Friendly!
Bright Stylish Chic 4BR 4BA Home Pet Friendly!
10.0 out of 10, Exceptional, (96)

Main Street Westport, walk to shops, dining, downtown
Main Street Westport, walk to shops, dining, downtown

BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
10.0 out of 10, Exceptional, (31)

Over Sized Colonial on Private Road.
Over Sized Colonial on Private Road.
9.6 out of 10, Exceptional, (39)
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
Stamford Suites
5.8 out of 10, (28)
The price is SAR 705
SAR 811 total
includes taxes & fees
27 Apr - 28 Apr

DUNE Fairfield Beach
DUNE Fairfield Beach
8.8 out of 10, Excellent, (52)
The price is SAR 1,863
SAR 2,349 total
includes taxes & fees
2 May - 3 May

Global Luxury Suites White Plains
Global Luxury Suites White Plains
6.6 out of 10, (30)
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.
Recent reviews of Sheffield Island hotels
Recent reviews of Sheffield Island hotels

The Circle Hotel Fairfield
5/5 Excellent
"Clean fresh and quiet. Nice breakfast included but no mest was a bummer. Would stay there again though."
A verified traveler stayed at The Circle Hotel Fairfield
Posted 14 hours ago
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