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Check prices for these dates

In two weeks
13 Feb - 15 Feb
In two months
27 Mar - 29 Mar
In three months
24 Apr - 26 Apr
In four months
22 May - 24 May

Our top choices for Chester vacation homes

Terrace/patio

Tiny Houses of French Village

Tiny Houses of French Village
2.5 star property
French Village
10.0 out of 10, Exceptional, (3 reviews)
"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
Property grounds

Countryside Private Guest Room

Countryside Private Guest Room
Freeburg
10.0 out of 10, Exceptional, (19 reviews)
"Wonderful property with a wonderful host!"
United States
gerry e.
The price is AED 248
AED 341 total
includes taxes & fees
29 Jan - 30 Jan
Countryside Private Guest Room
2 bedrooms, desk, bed sheets

Fit and Fueled Studio

Fit and Fueled Studio
Pinckneyville
10.0 out of 10, Exceptional, (1 review)
"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 AED 477
AED 740 total
includes taxes & fees
29 Jan - 30 Jan
Fit and Fueled Studio
Property grounds

Peaceful Country Home

Peaceful Country Home
Marissa
10.0 out of 10, Exceptional, (48 reviews)
"Great stay! The boys loved enjoying the lake!!"
United States
Kimberly H.
The price is AED 459
AED 895 total
includes taxes & fees
29 Jan - 30 Jan
Peaceful Country Home
Smart TV

Charming 3-bedroom house in tranquil Oraville minutes from Kinkaid Lake.

Charming 3-bedroom house in tranquil Oraville minutes from Kinkaid Lake.
Oraville
10.0 out of 10, Exceptional, (3 reviews)
"Comfortable beds clean great place to getaway from everything "
United States
Ryan W.
The price is AED 441
AED 821 total
includes taxes & fees
30 Jan - 31 Jan
Charming 3-bedroom house in tranquil Oraville minutes from Kinkaid Lake.
Property grounds

Peter Ray House

Peter Ray House
Maeystown
10.0 out of 10, Exceptional, (71 reviews)
"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 AED 496
AED 806 total
includes taxes & fees
29 Jan - 30 Jan
Peter Ray House
Outdoor spa tub

Homestead Hideaway + Hot Tub

Homestead Hideaway + Hot Tub
Fults
10.0 out of 10, Exceptional, (28 reviews)
"Very enjoyable stay!"
United States
Matt and Mary S.
The price is AED 514
AED 946 total
includes taxes & fees
3 Feb - 4 Feb
Homestead Hideaway + Hot Tub
Property grounds

"Little Brick House on Main (1865)”

"Little Brick House on Main (1865)”
Ste. Genevieve
10.0 out of 10, Exceptional, (65 reviews)
"Great place to stay!"
United States
Lettitia B.
The price is AED 436
AED 583 total
includes taxes & fees
29 Jan - 30 Jan
"Little Brick House on Main (1865)”
Exterior

In the Country a Beautiful 2-bedroom house with its own private lake

In the Country a Beautiful 2-bedroom house with its own private lake
Waterloo
10.0 out of 10, Exceptional, (8 reviews)
"Do yourself a favor and book this property. We have booked many properties all over Illinois and Missouri and this place just jumped to the top of our list. The property is so relaxing in countless ways. Very secluded, yet restaurants and everything you need are just 15 minutes away in Waterloo."
United States
Jeff
The price is AED 579
AED 925 total
includes taxes & fees
29 Jan - 30 Jan
In the Country a Beautiful 2-bedroom house with its own private lake
Interior

Cozy Haven Little Hidden Gem Sleeps 4

Cozy Haven Little Hidden Gem Sleeps 4
Ste.Genevieve
9.8 out of 10, Exceptional, (56 reviews)
"Wonderful place, very clean, very cozy. We had absolutely everything we needed and host was very helpful and communicative. We will definitely be back. The location is great! Super close to everything in town but also gives you a feeling like you're out in a country"
United States
alona & andrew t.
The price is AED 364
AED 753 total
includes taxes & fees
29 Jan - 30 Jan
Cozy Haven Little Hidden Gem Sleeps 4
Outdoor spa tub

Retreat Air - King Bed, Hot Tub & No cleaning fee

Retreat Air - King Bed, Hot Tub & No cleaning fee
Perryville
The price is AED 496
AED 569 total
includes taxes & fees
31 Jan - 1 Feb
Retreat Air - King Bed, Hot Tub & No cleaning fee
Exterior

Peaceful, cozy 1 bdrm home w hot tub & fire pit in the quiet countryside.

Peaceful, cozy 1 bdrm home w hot tub & fire pit in the quiet countryside.
Bloomsdale
10.0 out of 10, Exceptional, (10 reviews)
"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 AED 661
AED 1,018 total
includes taxes & fees
29 Jan - 30 Jan
Peaceful, cozy 1 bdrm home w hot tub & fire pit in the quiet countryside.
Smart TV, fireplace

Farmstead home w/hot tub

Farmstead home w/hot tub
Marissa
10.0 out of 10, Exceptional, (15 reviews)
"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 AED 545
AED 1,018 total
includes taxes & fees
1 Feb - 2 Feb
Farmstead home w/hot tub
Fridge, microwave, oven, stovetop

Private Home, quiet neighborhood, So. IL, close to St. Louis

Private Home, quiet neighborhood, So. IL, close to St. Louis
Red Bud
10.0 out of 10, Exceptional, (23 reviews)
"Such a great place to stay. This house is so clean, well furnished, and beautiful."
United States
zach a.
The price is AED 744
AED 1,123 total
includes taxes & fees
31 Jan - 1 Feb
Private Home, quiet neighborhood, So. IL, close to St. Louis
Exterior

Sunset Ridge - Peaceful 3-bedroom house with WiFi and AC in lovely Weingarten.

Sunset Ridge - Peaceful 3-bedroom house with WiFi and AC in lovely Weingarten.
New Offenburg
10.0 out of 10, Exceptional, (7 reviews)
"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 AED 551
AED 1,101 total
includes taxes & fees
29 Jan - 30 Jan
Sunset Ridge - Peaceful 3-bedroom house with WiFi and AC in lovely Weingarten.
Living area

Clean, Cozy 1-bedroom house in peaceful country setting

Clean, Cozy 1-bedroom house in peaceful country setting
Belleville
The price is AED 426
AED 782 total
includes taxes & fees
29 Jan - 30 Jan
Clean, Cozy 1-bedroom house in peaceful country setting
Property grounds

5 Charles Farms Cabin #1

5 Charles Farms Cabin #1
Ste. Genevieve
The price is AED 643
AED 893 total
includes taxes & fees
29 Jan - 30 Jan
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

Microtel Inn & Suites by Wyndham Sainte Genevieve

Microtel Inn & Suites by Wyndham Sainte Genevieve

10/10 Excellent
"The Microtel is a nice, relatively inexpensive place to stay in Ste. Genevieve. Breakfast options are somewhat limited. Overall, it is a very good value for the price."
ANNE 1-night trip
Posted 8 days ago
Microtel Inn & Suites by Wyndham Sainte Genevieve