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Check prices for these dates

In two weeks
19 Dec - 21 Dec
In two months
30 Jan - 1 Feb
In three months
27 Feb - 1 Mar
In four months
27 Mar - 29 Mar

Vacation Homes in Chester

House | Living area
Tiny Houses of French Village

Vacation Home in French Village

2.5 star property
10.0 out of 10, Exceptional, (3)
"Charming property with a space for everything and everything in its place. Would not hesitate to recommend or stay again."
United States
Norma
Tiny Houses of French Village
Exterior
Countryside Private Guest Room

Vacation Home in Freeburg

10.0 out of 10, Exceptional, (17)
"Wonderful property with a wonderful host!"
United States
gerry e.
The price is SAR 253
SAR 348 total
includes taxes & fees
2 Dec - 3 Dec
Countryside Private Guest Room
Property grounds
Peaceful Country Home

Vacation Home in Marissa

10.0 out of 10, Exceptional, (48)
"Great stay! The boys loved enjoying the lake!!"
United States
Kimberly H.
The price is SAR 537
SAR 995 total
includes taxes & fees
2 Dec - 3 Dec
Peaceful Country Home
Fridge, microwave, oven, stovetop
Fit and Fueled Studio

Vacation Home in Pinckneyville

10.0 out of 10, Exceptional, (1)
"Nice place to stay. Kitchen not real well stocked and no WiFi but perfect for what we needed. "
United States
Brandon H.
The price is SAR 488
SAR 763 total
includes taxes & fees
2 Dec - 3 Dec
Fit and Fueled Studio
Property grounds
Peter Ray House

Vacation Home in Maeystown

10.0 out of 10, Exceptional, (70)
"The house was wonderful, the town was delightful, and the people were very friendly! We can’t wait for our next trip!"
United States
Deborah
The price is SAR 506
SAR 831 total
includes taxes & fees
2 Dec - 3 Dec
Peter Ray House
Exterior
Charming 3-bedroom house in tranquil Oraville minutes from Kinkaid Lake.

Vacation Home in Oraville

2.0 star property
10.0 out of 10, Exceptional, (3)
"Comfortable beds clean great place to getaway from everything "
United States
Ryan W.
The price is SAR 469
SAR 867 total
includes taxes & fees
2 Dec - 3 Dec
Charming 3-bedroom house in tranquil Oraville minutes from Kinkaid Lake.
Exterior detail
"Little Brick House on Main (1865)”

Vacation Home in Ste. Genevieve

10.0 out of 10, Exceptional, (63)
"Great place to stay!"
United States
Lettitia B.
The price is SAR 446
SAR 596 total
includes taxes & fees
2 Dec - 3 Dec
"Little Brick House on Main (1865)”
Outdoor dining
Doves Nest Guest House<br> Tranquil & Relaxing

Vacation Home in Ste. Genevieve

10.0 out of 10, Exceptional, (54)
"Great place. Close to everything you need for a great stay in St. Genevieve. Easy check and great host."
United States
Justin S.
Doves Nest Guest House<br> Tranquil & Relaxing
Dining
Goforth into Nature, a charming 1-bdrm home in the quiet Bloomsdale countryside.

Vacation Home in Bloomsdale

10.0 out of 10, Exceptional, (6)
"What a beautiful fun stay that was a nice quick getaway for us! Everything was perfect from booking, to arrival, to overall stay, we had the best time! "
United States
Blake H.
The price is SAR 627
SAR 980 total
includes taxes & fees
16 Dec - 17 Dec
Goforth into Nature, a charming 1-bdrm home in the quiet Bloomsdale countryside.
Fridge, microwave, oven, stovetop
Sunset Ridge - Peaceful 3-bedroom house with WiFi and AC in lovely Weingarten.

Vacation Home in New Offenburg

10.0 out of 10, Exceptional, (5)
"Relaxing setting between Farmington and St Genevieve. Both towns are rich in history and have small town charm. "
United States
Tim M.
The price is SAR 563
SAR 1,121 total
includes taxes & fees
2 Dec - 3 Dec
Sunset Ridge - Peaceful 3-bedroom house with WiFi and AC in lovely Weingarten.
Outdoor spa tub
Homestead Hideaway + Hot Tub

Vacation Home in Fults

10.0 out of 10, Exceptional, (28)
"Very enjoyable stay!"
United States
Matt and Mary S.
The price is SAR 488
SAR 922 total
includes taxes & fees
2 Dec - 3 Dec
Homestead Hideaway + Hot Tub
Fridge, microwave, oven, stovetop
Farmstead home w/hot tub

Vacation Home in Marissa

10.0 out of 10, Exceptional, (15)
"Cozy country setting. We had everything we needed for our stay. The hosts made our it easy and enjoyable for our family of 7."
United States
Alan P.
The price is SAR 557
SAR 1,036 total
includes taxes & fees
14 Dec - 15 Dec
Farmstead home w/hot tub
Exterior
In the Country a Beautiful 2-bedroom house with its own private lake

Vacation Home in Waterloo

10.0 out of 10, Exceptional, (6)
The price is SAR 591
SAR 944 total
includes taxes & fees
3 Dec - 4 Dec
In the Country a Beautiful 2-bedroom house with its own private lake
Smart TV, stereo
Private Home, quiet neighborhood, So. IL, close to St. Louis

Vacation Home in Red Bud

10.0 out of 10, Exceptional, (23)
"Peaceful neighborhood, house was great and host was excellent. Hospitality over and above. Great places to eat that were close by. "
United States
Daniel R.
The price is SAR 844
SAR 1,252 total
includes taxes & fees
31 Dec - 1 January 2026
Private Home, quiet neighborhood, So. IL, close to St. Louis
Exterior
5 Charles Farms Cabin #1

Vacation Home in Ste. Genevieve

The price is SAR 657
SAR 897 total
includes taxes & fees
2 Dec - 3 Dec
5 Charles Farms Cabin #1
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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Top Chester Hotel Reviews

Holiday Inn Express & Suites Perryville by IHG

Holiday Inn Express & Suites Perryville by IHG

10/10 Excellent
"This hotel was apparently fairly new. Everything seemed clean and shiny. The room was comfortable. "
Keith 1-night trip
Posted 3 days ago
Holiday Inn Express & Suites Perryville by IHG