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Compare 401 Vacation Homes in Chester with updated reviews, rates, and availability.

Waterfront House with picture-perfect views from all 3 levels.
Waterfront House with picture-perfect views from all 3 levels.
9.6 out of 10, Exceptional, (80)

Large Charming Historic House close to Beaches
Large Charming Historic House close to Beaches
9.6 out of 10, Exceptional, (23)

Regency Inn & Suites
Regency Inn & Suites
The price is SAR 285
SAR 468 total
includes taxes & fees
19 Mar - 20 Mar

Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included
Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included
9.0 out of 10, Wonderful, (88)

New Madison beach house - Ocean front- Great views- booking Summer 2025
New Madison beach house - Ocean front- Great views- booking Summer 2025
10.0 out of 10, Exceptional, (56)

Waterfront Beach House
Waterfront Beach House
9.6 out of 10, Exceptional, (42)

Amazing Lakefront Property
Amazing Lakefront Property
9.8 out of 10, Exceptional, (24)

Luxe Lake House in Connecticut
Luxe Lake House in Connecticut
10.0 out of 10, Exceptional, (2)
The price is SAR 1,327
SAR 3,409 total
includes taxes & fees
24 Mar - 25 Mar
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 Chester

Postcard Cabins Machimoodus
Postcard Cabins Machimoodus
10.0 out of 10, Exceptional, (6)
The price is SAR 506
SAR 582 total
includes taxes & fees
1 Apr - 2 Apr

Waterfront House with picture-perfect views from all 3 levels.
Waterfront House with picture-perfect views from all 3 levels.
9.6 out of 10, Exceptional, (80)

Regency Inn & Suites
Regency Inn & Suites
The price is SAR 285
SAR 468 total
includes taxes & fees
19 Mar - 20 Mar
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 Chester hotels
Recent reviews of Chester hotels

Water's Edge Resort & Spa
5/5 Excellent
"Love the location "
A verified traveler stayed at Water's Edge Resort & Spa
Posted 5 hours ago