Chester Holiday Rentals

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Holiday Rentals in Chester

Kinkaid Kamper with AC in Oraville - 2 bedrooms for a cozy stay

The price is NZ$357
includes taxes & fees
23 July - 24 July
Kinkaid Kamper with AC in Oraville - 2 bedrooms for a cozy stay

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

2.0 star property
10.0 out of 10, Exceptional, (1)
"My dad, son and myself stayed here to fish Lake Kinkaid. The location was close to lake, about 15 min drive. The house was perfect, clean and everything you need. Next time down we will definitely stay here again."
The price is NZ$447
includes taxes & fees
24 July - 25 July
Charming 3-bedroom house in tranquil Oraville minutes from Kinkaid Lake.

Fit and Fueled Studio

The price is NZ$326
includes taxes & fees
17 Aug - 18 Aug
Fit and Fueled Studio

Farmstead home w/hot tub

10.0 out of 10, Exceptional, (13)
"Excellent stay! Clean, great location for World Shooting Complex and close to Sparta. Highly Recommend 🌟 "
The price is NZ$463
includes taxes & fees
20 July - 21 July
Farmstead home w/hot tub

Peaceful Country Home

10.0 out of 10, Exceptional, (47)
"Great stay and place. Location is nice and new paved roads out front. Location is in a weird spot to get to from the main road, will need to take super sharpe right, tough as party were on motorcycles."
The price is NZ$476
includes taxes & fees
11 Aug - 12 Aug
Peaceful Country Home

Sweet Farm Stay

10.0 out of 10, Exceptional, (36)
"House was comfortable and clean. Surroundings were pretty and the owner was very nice to deal with. Will try to stay here again when I come home to see family. "
The price is NZ$263
includes taxes & fees
20 July - 21 July
Sweet Farm Stay

Countryside Private Guest Room

10.0 out of 10, Exceptional, (16)
"Owners were awesome and it was my first time staying in a B&B . I will never stay in another hotel when visiting StLouis . I was very impressed with the hospitality and location ."
The price is NZ$147
includes taxes & fees
19 July - 20 July
Countryside Private Guest Room

Gorgeous, downtown house!

10.0 out of 10, Exceptional, (1)
"Our stay was excellent and our host Carisa was a Great person to work with. The house was beautiful. The house worked out great for us. We had 6 people staying and we all had very comfortable beds and our own bathrooms. Great for a large family. "
The price is NZ$1,444
includes taxes & fees
30 July - 31 July
Gorgeous, downtown house!

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

10.0 out of 10, Exceptional, (21)
"Such a great place to stay. This house is so clean, well furnished, and beautiful."
Private Home, quiet neighborhood, So. IL, close to St. Louis

Doves Nest Guest House<br> Tranquil & Relaxing

9.8 out of 10, Exceptional, (40)
"Comfortable stay with nice decor and relaxing atmosphere "
The price is NZ$353
includes taxes & fees
22 July - 23 July
Doves Nest Guest House<br> Tranquil & Relaxing

Cozy Haven Little Hidden Gem Sleeps 4

10.0 out of 10, Exceptional, (45)
"We loved it! "
The price is NZ$377
includes taxes & fees
20 July - 21 July
Cozy Haven Little Hidden Gem Sleeps 4

"Little Brick House on Main (1865)”

10.0 out of 10, Exceptional, (48)
"Nice small home, great amenities, easy access to downtown."
The price is NZ$267
includes taxes & fees
29 July - 30 July
"Little Brick House on Main (1865)”

⚜️Rivertown Retreat⚜️ Lewis & Clark: King Bed Sleeps 4

2.0 star property
9.8 out of 10, Exceptional, (6)
"Amazing property super quiet and chill."
The price is NZ$352
includes taxes & fees
21 July - 22 July
⚜️Rivertown Retreat⚜️ Lewis & Clark: King Bed Sleeps 4

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

The price is NZ$528
includes taxes & fees
25 July - 26 July
Sunset Ridge - Peaceful 3-bedroom house with WiFi and AC in lovely Weingarten.

Homestead Hideaway + Hot Tub

10.0 out of 10, Exceptional, (27)
"This was our second stay at the Homestead Hideaway and we had another great time! The location of the property is perfect - we watched deer walk by in the mornings and enjoyed the quiet evenings. Hailey is so easy to work with and has a ton of amenities provided for her guests. We will stay again!"
The price is NZ$459
includes taxes & fees
31 July - 1 Aug
Homestead Hideaway + Hot Tub

Peter Ray House

10.0 out of 10, Exceptional, (65)
"House is across alley from my granddaughter’s, making it very convenient for our visit. Enjoyed staying in this beautifully restored and decorated house. This is our second stay and plan on staying here again next year."
The price is NZ$363
includes taxes & fees
27 July - 28 July
Peter Ray House

Charming small town! Whole house

9.6 out of 10, Exceptional, (10)
"Comfy, clean, good communication with host, thoughtful amenities"
Charming small town! Whole house

Goforth into Nature, a charming 1-bdrm home in the quiet Bloomsdale countryside.

10.0 out of 10, Exceptional, (4)
"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! "
The price is NZ$470
includes taxes & fees
30 July - 31 July
Goforth into Nature, a charming 1-bdrm home in the quiet Bloomsdale countryside.

Tiny Houses of French Village

2.5 star property
10.0 out of 10, Exceptional, (2)
"Charming property with a space for everything and everything in its place. Would not hesitate to recommend or stay again."
Tiny Houses of French Village
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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Frequently asked questions

Are there holiday rentals in Chester?

Yes, there are holiday rentals close to the most popular sights in Chester, or you can select a more secluded option if you're looking for a relaxing stay. Chester is known for its golf courses and parks. Make sure you have time to check out the restaurants and entertainment choices during your trip.

What are some of the best holiday rentals that Chester has to offer?

Cozy Haven Little Hidden Gem Sleeps 4: This holiday home rental outside of Chester is located in the city centre, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as a selection of games.

What can I see and do in Chester?

Mississippi River and Elzie C. Segar Memorial Park are a couple of scenic spots to enjoy the outdoors, whereas Popeye Museum is one of the cultural attractions. Other places in town to visit include Fort Kaskaskia and Kaskaskia Bell.

What are holiday rentals like in Chester?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chester. Holiday rentals provide amenities like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from shared hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for family trips.