Chester Vacation Rentals

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Vacation Rentals in Chester

Just Dune It - East

9.8 out of 10, Exceptional, (47)
"House was very clean and neat. Fenced in property with easy access to Little Sahara park. Had every appliance needed with comfortable beds. Owners are great people. Definitely will stay again!"
Just Dune It - East

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

10.0 out of 10, Exceptional, (5)
"The house is in a great location. Close to access road to the dunes. Plenty of parking."
Escape to Waynoka: Your Ultimate 4-Bedroom Retreat Near Little Sahara State Park

Fun Cabin in the Woods

9.6 out of 10, Exceptional, (4)
"Nice place well stocked. Loved the outdoor area. "
Fun Cabin in the Woods

Just Dune It - West

10.0 out of 10, Exceptional, (41)
"Very nice place to stay with the convience of being on the 24 hr trail. Property manager are very good at checking in and making sure youbhave everything. "
Just Dune It - West

Waynoka Lil' Lodge One

9.6 out of 10, Exceptional, (16)
"Excellent location and was very nice. Enjoyed the place and would recommend"
The price is CA $206
CA $578 total
includes taxes & fees
Jul 21 - Jul 22
Waynoka Lil' Lodge One

The Ash Street Stables Villas

9.6 out of 10, Exceptional, (14)
"Great location, plenty of room for trailers and property is well kept. Will for sure book it again for next stay at the dunes."
The price is CA $493
CA $734 total
includes taxes & fees
Jul 21 - Jul 22
The Ash Street Stables Villas

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

9.8 out of 10, Exceptional, (17)
"Property was very nice and clean ! Worked great for our long weekend dunes trip "
The price is CA $156
CA $522 total
includes taxes & fees
Jul 22 - Jul 23
Nancy Mae’s Cottage your home away from home, it’s all you need. Sleeps 6.

Casual Comfort for Duners, Hunters, and Normal Folks

10.0 out of 10, Exceptional, (37)
"Very clean and organized and probably one of the best suppled places I have stayed and the owners are great people."
Casual Comfort for Duners, Hunters, and Normal Folks

Spacious Lake Retreat 3BR Home Near Canton Lake w/ Huge Living Room Boat Parking

10.0 out of 10, Exceptional, (1)
"Had a very nice stay home is nicely done had. Everything we needed very quite neberhood short drive too lake"
Spacious Lake Retreat 3BR Home Near Canton Lake w/ Huge Living Room Boat Parking

The Ash Street Stables Villas

10.0 out of 10, Exceptional, (7)
"This is the best place to stay in the entire town. We were definitely impressed with everything. If you are looking for a place to stay this is definitely the best place! "
The price is CA $1,235
CA $1,851 total
includes taxes & fees
Jul 21 - Jul 22
The Ash Street Stables Villas

IV Rozes Ranch Charming 3-bedroom country house with AC and WiFi in Longdale.

10.0 out of 10, Exceptional, (2)
"Bryon is a great host and has a great place for you to stay if you’re looking for somewhere in the Canton/Longdale area. We had 5 in our group and had more than enough room. Bryon’s place has all the amenities as if you were at your own home. There is a great back porch area and large living room with a pool table and multiple couches for everyone to hang out. Bryon was very easy to get ahold of and very helpful with whatever questions I had."
IV Rozes Ranch Charming 3-bedroom country house with AC and WiFi in Longdale.

Waynoka Lil' Lodge Two

10.0 out of 10, Exceptional, (24)
"Extremely clean looked even better than pics ! Met all our expectations and beyond great experience would definitely come back and bring friends !"
The price is CA $206
CA $578 total
includes taxes & fees
Jul 21 - Jul 22
Waynoka Lil' Lodge Two

The Gifted Stay @ Seiling - 3BR/2BA In The Heart of Western Oklahoma!

The Gifted Stay @ Seiling - 3BR/2BA In The Heart of Western Oklahoma!

Sunshine Farm & Barn, Silo-Top Gazing Deck, Hammock Hub

10.0 out of 10, Exceptional, (6)
"This was our second time to stay. It was just as perfect as the first. Met and exceeded all our needs. We will definitely book again."
Sunshine Farm & Barn, Silo-Top Gazing Deck, Hammock Hub

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

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

Family Friendly Site With 24 Hour Access to Dunes

2.0 star property
Family Friendly Site With 24 Hour Access to Dunes

Stay in our remodeled dairy barn on Shady Elm Farm near Sharon, OK. 1BR/1bath

Stay in our remodeled dairy barn on Shady Elm Farm near Sharon, OK. 1BR/1bath

Hoot Owl Cabin: weekly discount $$ available!

Hoot Owl Cabin: weekly discount $$ available!
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

Frequently asked questions

Can I find vacation rentals in Chester?

Yes, we offer vacation rentals near the most popular points of interest in Chester, or you can go with a secluded option if you're looking for a relaxing stay.

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

Escape to Waynoka: Your Ultimate 4-Bedroom Retreat Near Little Sahara State Park: Visitors like this Chester vacation home rental. It offers a patio, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What can I see and do in Chester?

Visit the sights such as Gloss Mountain State Park while you're exploring the area.

What are vacation rentals like in Chester?

Vacation rentals are private accommodations you can stay in for a short or long stay in Chester. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll have all the conveniences of home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of safety away from public hotel elevators and busy front desks while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for small groups.