Chester Holiday Rentals

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Holiday Rentals in Chester

Casual Comfort for Duners, Hunters, and Normal Folks

10.0 out of 10, Exceptional, (31)
"Great place to stay! "
The price is AU$424
includes taxes & fees
18 Feb - 19 Feb
Casual Comfort for Duners, Hunters, and Normal Folks

Just Dune It - East

10.0 out of 10, Exceptional, (37)
"Great place...very clean, great parking, great dune access. Wonderful hosts! Will definitely stay again!"
The price is AU$483
includes taxes & fees
17 Feb - 18 Feb
Just Dune It - East

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

10.0 out of 10, Exceptional, (1)
"Good place but needs more seating areas. Also need more supplies to be able to clean up after one self. "
Escape to Waynoka: Your Ultimate 4-Bedroom Retreat Near Little Sahara State Park

The Ash Street Stables Villas

9.6 out of 10, Exceptional, (14)
"*"
The price is AU$1,159
includes taxes & fees
17 Feb - 18 Feb
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, (14)
"Cozy little house. Close to the dunes. Overall a good stay. House was a bit dirty from previous guests. Dirt and food remains on countertops and floors Dishwasher was full of rancid dishes. Took care of that for the next guest. I would stay here again."
Nancy Mae’s Cottage your home away from home, it’s all you need. Sleeps 6.

The Ash Street Stables Villas

10.0 out of 10, Exceptional, (6)
"We had a blast and we were happy with our stay."
The price is AU$2,340
includes taxes & fees
17 Feb - 18 Feb
The Ash Street Stables Villas

Waynoka Lil' Lodge One

9.6 out of 10, Exceptional, (15)
"Excellent location and was very nice. Enjoyed the place and would recommend"
The price is AU$667
includes taxes & fees
17 Feb - 18 Feb
Waynoka Lil' Lodge One

Waynoka Lil' Lodge Two

10.0 out of 10, Exceptional, (23)
"Came here to ride the dunes and this place had a direct path basically to the dunes via sand/dirt road. The house itself was a cool little set up. Owner communication was super easy answered all questions almost immediately. Would def come back"
The price is AU$667
includes taxes & fees
17 Feb - 18 Feb
Waynoka Lil' Lodge Two

Fun Cabin in the Woods

10.0 out of 10, Exceptional, (2)
"Very nice and cozy place! We had a nice weekend! Communication was great all the time"
Fun Cabin in the Woods

Just Dune It - West

10.0 out of 10, Exceptional, (32)
" "
The price is AU$483
includes taxes & fees
17 Feb - 18 Feb
Just Dune It - West

'The Sandlot' Waynoka Home Near Little Sahara!

10.0 out of 10, Exceptional, (10)
"Enjoyed staying in here it was cozy and quiet"
'The Sandlot' Waynoka Home Near Little Sahara!

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

Remodeled 3 bedroom 2 bathroom private acreage, away from crowds.

2.0 star property
Remodeled 3 bedroom 2 bathroom private acreage, away from crowds.

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

10.0 out of 10, Exceptional, (1)
"Great place, great communication. Will stay again if available in the future"
IV Rozes Ranch Charming 3-bedroom country house with AC and WiFi in Longdale.

Brick Home with Large Back Yard

Brick Home with Large Back Yard

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

'the Sandlot' Waynoka Home Near Little Sahara!

3.0 star property
'the Sandlot' Waynoka Home Near Little Sahara!

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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Other types of properties in Chester you may be interested in

Best Western Plus Fairview Inn & Suites

2.5 star property
9.4 out of 10, Exceptional, (200)
"Room was not only visually clean, but also smelled clean. "
The price is AU$172
includes taxes & fees
24 Feb - 25 Feb
Best Western Plus Fairview Inn & Suites

Casual Comfort for Duners, Hunters, and Normal Folks

10.0 out of 10, Exceptional, (31)
"Great place to stay! "
The price is AU$424
includes taxes & fees
18 Feb - 19 Feb
Casual Comfort for Duners, Hunters, and Normal Folks

Crossroads Motel Seiling Us 60

2.5 star property
6.4 out of 10, (14)
"Friendly staff, nice rooms. "
The price is AU$116
includes taxes & fees
23 Feb - 24 Feb
Crossroads Motel Seiling Us 60
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.

Frequently asked questions

Can I find 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.

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

Escape to Waynoka: Your Ultimate 4-Bedroom Retreat Near Little Sahara State Park: This holiday home rental outside of Chester offers a patio, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop and a microwave.

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 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 such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for a family getaway.