Title: Chester Vacation Rentals from $244: Search Short-Term Rentals | Expedia.com

[Hotels in Chester](https://expedia.com/Chester-Hotels.d553248635975478048.Travel-Guide-Hotels)[Car Rentals in Chester](https://expedia.com/Car-Rentals-In-Chester.d553248635975478048.Car-Rental-Guide)[Chester Vacation Packages](https://expedia.com/Chester.d553248635975478048.Destination-Travel-Guides)

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## Check prices for these dates

In two weeks

[Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=553248635975478048&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=553248635975478048&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 26 - Jun 28](https://www.expedia.com/Hotel-Search?regionId=553248635975478048&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 24 - Jul 26](https://www.expedia.com/Hotel-Search?regionId=553248635975478048&startDate=2026-07-24&endDate=2026-07-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Find vacation rentals that suit your style

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Chester%2C+Oklahoma%2C+United+States+of+America&regionId=553248635975478048&latLong=36.216428%2C-98.920928&adults=2&startDate=2026-06-29&d1=2026-06-29&endDate=2026-07-02&d2=2026-07-02&lodging=VACATION_HOME)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Chester%2C+Oklahoma%2C+United+States+of+America&regionId=553248635975478048&latLong=36.216428%2C-98.920928&adults=2&startDate=2026-06-29&d1=2026-06-29&endDate=2026-07-02&d2=2026-07-02&lodging=VILLA)

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Chester%2C+Oklahoma%2C+United+States+of+America&regionId=553248635975478048&latLong=36.216428%2C-98.920928&adults=2&startDate=2026-06-29&d1=2026-06-29&endDate=2026-07-02&d2=2026-07-02&lodging=CABIN)

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## Top Chester Hotel Reviews

![Best Western Plus Fairview Inn & Suites](https://images.trvl-media.com/lodging/13000000/12510000/12501900/12501865/8ca1a9b9_y.jpg)

### Best Western Plus Fairview Inn & Suites

8/10 Good

"The room was clean, staff was friendly, breakfast was good. There are only 3 hotels in the area, and this one - by far - was the nicest in town."

[](https://expedia.com/Fairview-Hotels-Best-Western-Plus-Fairview-Inn-Suites.h12501865.Hotel-Information)

![Just Dune It - West](https://images.trvl-media.com/lodging/77000000/76640000/76636100/76636020/440cb0f7_y.jpg)

### Just Dune It - West

10/10 Excellent

"Very clean property. Perfect for our trip!"

[](https://expedia.com/Waynoka-Hotels-Family-Setting-On-Dune-Trail-24-Access.h76636020.Hotel-Information)

![Just Dune It - East](https://images.trvl-media.com/lodging/77000000/76740000/76739400/76739330/954b1d0f_y.jpg)

### Just Dune It - East

10/10 Excellent

"We absolutely love this property! So easy to communicate with host, clean, spacious and secure site for our family. Close to everything you need. We are return visitors and come here every time we are at the dunes!"

[](https://expedia.com/Waynoka-Hotels-Family-Friendly-Site-With-24-Hour-Access-To-Dunes.h76739330.Hotel-Information)

![Nancy Mae’s Cottage your home away from home, it’s all you need. Sleeps 6. ](https://images.trvl-media.com/lodging/84000000/83320000/83318000/83317984/72ef6875_y.jpg)

### Nancy Mae’s Cottage your home away from home, it’s all you need. Sleeps 6\. 

10/10 Excellent

"Everything was clean and comfortable. It was in a very convenient location."

[](https://expedia.com/Waynoka-Hotels-Nancy-Maes-Cottage-Your-Home-Away-From-Home.h83317984.Hotel-Information)

![Casual Comfort for Duners, Hunters, and Normal Folks](https://images.trvl-media.com/lodging/79000000/78470000/78463100/78463078/w907h683x59y0-a6a8b2f9_y.jpg)

### Casual Comfort for Duners, Hunters, and Normal Folks

10/10 Excellent

"The place is really nice! Clean and modern facilities.Thanks"

[](https://expedia.com/Waynoka-Hotels-Casual-Comfort-For-Duners.h78463078.Hotel-Information)

![COZY CANTON GETAWAY 3 Bedroom/2 Bath Near Canton Lake With Extra Parking!](https://images.trvl-media.com/lodging/118000000/117470000/117464100/117464065/01d33ea3_y.jpg)

### COZY CANTON GETAWAY 3 Bedroom/2 Bath Near Canton Lake With Extra Parking!

10/10 Excellent

"Very clean and cozy! Great location would definitely stay there again!"

[](https://expedia.com/Canton-Hotels-COZY-CANTON-GETAWAY-3-Bedroom2-Bath-Near-Canton-Lake-With-Extra-Parking.h117464065.Hotel-Information)

![The Ash Street Stables Villas](https://images.trvl-media.com/lodging/71000000/70760000/70759700/70759632/9a8c3e55_y.jpg)

### The Ash Street Stables Villas

10/10 Excellent

"Everything was beyond perfect here!"

[](https://expedia.com/Waynoka-Hotels-The-Ash-Street-Stables-Villas.h70759632.Hotel-Information)

![Escape to Waynoka: Your Ultimate 4-Bedroom Retreat Near Little Sahara State Park](https://images.trvl-media.com/lodging/105000000/104440000/104438400/104438364/6c4ba392_y.jpg)

### Escape to Waynoka: Your Ultimate 4-Bedroom Retreat Near Little Sahara State Park

10/10 Excellent

"Host very attentive to their guest. Very cute little place stay. Location is perfect. Dollar general a block away and perfect location to the sand dunes not to close and not to far away. In general it was a very great experience. Not one complaint. If you are coming In for hunting this is a perfect place for you. Coming from a family of lots hunters, this would be the place to stay."

[](https://expedia.com/Waynoka-Hotels-Escape-To-Waynoka-Your-Ultimate-4-Bedroom-Retreat-Near-Little-Sahara-State-Park.h104438364.Hotel-Information)

![The Ash Street Stables Villas](https://images.trvl-media.com/lodging/71000000/70770000/70762700/70762619/228f1195_y.jpg)

### The Ash Street Stables Villas

10/10 Excellent

"Clean, easy communication. "

[](https://expedia.com/Waynoka-Hotels-Villa.h70762619.Hotel-Information)

## Find out more about Chester

**Everything you need to know about Chester vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chester vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chester vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Chester vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Chester. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Chester in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $244 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Chester rentals**

At Expedia, we put the best Chester vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Chester rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chester vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chester. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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- [Vacation Homes in Chester ](https://expedia.com/Chester-Private-Vacation-Homes.d553248635975478048-aaPrivateVacationHomes.Travel-Guide-Accommodation)
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- [Motels in Chester ](https://expedia.com/Chester-Motels.d553248635975478048-aaMotels.Travel-Guide-Accommodation)

## Frequently asked questions

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