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Compare 52 Vacation Homes in Chester with updated reviews, rates, and availability.

"Little Brick House on Main (1865)”
"Little Brick House on Main (1865)”
10.0 out of 10, Exceptional, (39)
The price is AED 485
AED 632 total
includes taxes & fees
2 Apr - 3 Apr

Charming small town! Whole house
Charming small town! Whole house
9.8 out of 10, Exceptional, (7)
The price is AED 331
AED 604 total
includes taxes & fees
30 Mar - 31 Mar

Wren’s Hideaway Sleeps 8 Historic downtown neighborhood Charming & Relaxing
Wren’s Hideaway Sleeps 8 Historic downtown neighborhood Charming & Relaxing
10.0 out of 10, Exceptional, (18)

Peaceful Country Home
Peaceful Country Home
10.0 out of 10, Exceptional, (43)
The price is AED 514
AED 930 total
includes taxes & fees
30 Mar - 31 Mar

Missouri Castle w/ Private Lake, Pool & 100 Acres!
Missouri Castle w/ Private Lake, Pool & 100 Acres!
10.0 out of 10, Exceptional, (3)

Secluded Lodge with Private Lake Minutes from St. Louis
Secluded Lodge with Private Lake Minutes from St. Louis
10.0 out of 10, Exceptional, (200)

Country Home for the Family
Country Home for the Family
10.0 out of 10, Exceptional, (31)

Gabouri Place ~ Completely Renovated Victorian in Ste. Genevieve's Historic Dist
Gabouri Place ~ Completely Renovated Victorian in Ste. Genevieve's Historic Dist
10.0 out of 10, Exceptional, (164)
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 St. Francois
Postcard Cabins St. Francois
10.0 out of 10, Exceptional, (3)
The price is AED 331
AED 356 total
includes taxes & fees
10 Apr - 11 Apr

Private Cabin with Pond on Family Farm
Private Cabin with Pond on Family Farm
10.0 out of 10, Exceptional, (68)

Wren’s Hideaway Sleeps 8 Historic downtown neighborhood Charming & Relaxing
Wren’s Hideaway Sleeps 8 Historic downtown neighborhood Charming & Relaxing
10.0 out of 10, Exceptional, (18)
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

Holiday Inn Express & Suites Perryville by IHG
5/5 Excellent
"Best bedding! "
A verified traveler stayed at Holiday Inn Express & Suites Perryville by IHG
Posted 4 days ago