Chester Vacation Rentals

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Check prices for these dates

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Jul 30 - Jul 31
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Jul 31 - Aug 1
This weekend
Aug 1 - Aug 3
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Aug 8 - Aug 10

Vacation Rentals in Chester

Just Dune It - East
Relax in a serene outdoor seating area with a bench and string lights.

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
Enjoy cooking in this well-equipped kitchen with a central island, stove, and large refrigerator.

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
Cozy cabin with a patio area, barbecue grill, and scenic views of the surrounding trees.

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
Relax in a serene outdoor seating area with a bench and string lights.

Just Dune It - West

10.0 out of 10, Exceptional, (41)
"We were pleasantly surprised with the accomodations and it worked perfect for your family, Rocky was very responsive and helpful when we had questions. The locations was perfect for our needs!"
Just Dune It - West
Waynoka Lil' Lodge One
Relax on the porch with a view of the lush yard and trees.

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 ￥22,290
￥62,472 total
includes taxes & fees
Jul 31 - Aug 1
Waynoka Lil' Lodge One
The Ash Street Stables Villas
Cozy retreat with a rustic barn-style door, grey couch, and flat-screen TV.

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 ￥66,816
￥98,145 total
includes taxes & fees
Aug 4 - Aug 5
The Ash Street Stables Villas
Nancy Mae’s Cottage your home away from home, it’s all you need. Sleeps 6.
Enjoy meals in this well-equipped kitchen with a dining table, microwave, coffee maker, and sink.

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 ￥15,368
￥54,141 total
includes taxes & fees
Jul 31 - Aug 1
Nancy Mae’s Cottage your home away from home, it’s all you need. Sleeps 6.
Casual Comfort for Duners, Hunters, and Normal Folks
Compact kitchen with a classic design, featuring a stove, oven, and microwave, plus a dining area with a chair and table.

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
The Ash Street Stables Villas
Cozy retreat with a rustic barn-style door, grey couch, and flat-screen TV.

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 ￥133,632
￥196,231 total
includes taxes & fees
Aug 11 - Aug 12
The Ash Street Stables Villas
Spacious Lake Retreat 3BR Home Near Canton Lake w/ Huge Living Room Boat Parking
Enjoy cooking in this kitchen with a microwave, oven, and refrigerator.

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
IV Rozes Ranch Charming 3-bedroom country house with AC and WiFi in Longdale.
Enjoy a relaxing moment on the deck with a wooden table and comfortable seating.

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
Relax on the porch with a view of the lush yard and trees.

Waynoka Lil' Lodge Two

10.0 out of 10, Exceptional, (24)
"Took the Razr to little Sahara for four days. KYs property was absolutely perfect for the stay. Close to the park. Riding trails everywhere. Close to town for jaunts in for groceries and burgers. We will definitely be staying there again. Great host and great property "
The price is ￥22,290
￥62,472 total
includes taxes & fees
Jul 31 - Aug 1
Waynoka Lil' Lodge Two
The Gifted Stay @ Seiling - 3BR/2BA In The Heart of Western Oklahoma!
Fridge, microwave, oven, stovetop

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

The Gifted Stay @ Seiling - 3BR/2BA In The Heart of Western Oklahoma!
COZY CANTON GETAWAY 3 Bedroom/2 Bath Near Canton Lake With Extra Parking!
Dining

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

10.0 out of 10, Exceptional, (1)
" Very nice. We had everything we needed! "
COZY CANTON GETAWAY 3 Bedroom/2 Bath Near Canton Lake With Extra Parking!
Sunshine Farm & Barn, Silo-Top Gazing Deck, Hammock Hub
Enjoy a peaceful evening on the deck with a round table and comfortable seating.

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
Family Friendly Site With 24 Hour Access to Dunes
Enjoy a home away from home with a deck and grill.

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
Enjoy cooking in this well-equipped kitchen with a range, refrigerator, microwave, and sink.

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!
Cozy cabin with a front porch and a door with a window above it.

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

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!

10/10 Excellent
" Very nice. We had everything we needed! "
Paula and Tammi H. 2-night trip
Posted 3 days ago
COZY CANTON GETAWAY 3 Bedroom/2 Bath Near Canton Lake With Extra Parking!

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.