
Holiday rentals in Chester
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Top-rated holiday rentals in Chester
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Gather here! Nice home. 3-1/2 miles to the Dunes
Relax after a day at the dunes in this quiet home at the edge of town. It's a 3-1/2 mile drive to the dunes. With a permit from the city, you can drive your ATV right to the park! This two-bedroom, one-bath home has excellent central air and heat and ceiling fans. One bedroom offers a queen bed and the second has two twin beds. The sofa opens into a queen-size bed. We added a new stackable washer and dryer—perfect for small loads. Plenty of parking in the back for your truck, trailer, and ATV.

Cabin on the 80
Escape to this unique and peaceful getaway. Relax and enjoy plenty of privacy in our charming modern rustic cabin. With a cozy welcoming atmosphere, this cabin is the perfect place to unwind and create lasting memories. In addition to fresh air and beautiful views, enjoy cozy evenings under the stars, hang out around the fire pit, do some grilling in the outdoor cooking area or enjoy gathering in the silo for fun and entertainment. Get refreshed in the outdoor shower and unique outhouse.

Double A Ranch guest house, hunters welcome!
This 100+ year old farm house has 2 bedrooms and 1 bathroom with a large shower. Both bedrooms have queen size beds. Central living room has lots seating and 42" tv. The home also has fully equipped kitchen and laundry rooms and 2 enclosed porches, one is an entry/mud room, but the other could be used as extra sleeping or activity space. Home has central heat and air, with the exception of the porches. Original hardwood floors in living and bedrooms with a lot of character!

Stidham’s Cabin
Relax with family or friends at our peaceful country cabin. There is an abundance of cattle, horses and wildlife from your back porch view. This cabin is located 3 miles from town with access to the South Canadian River! It is a 3 bedroom, 2 bath home with 7 beds that sleep 12 people comfortably. You can enjoy playing a game of basketball on the court with the kids! If interested, inquire about our fishing and hunting at the Ranch! We hope you enjoy your country getaway!

After Dune Delight - Ride Straight to the Dunes!
Come and go at your leisure! Ride straight to the dunes from After Dune Delight. Stay with us at this 4 bedroom, 2 bathroom house near the 24 hour trail. With one queen bed in each bedroom, you can sleep 8 comfortably. Curl up on the sectional couch and watch your favorite shows on Netflix and Hulu if you need a break from the dunes. There is parking in the front yard and fenced backyard. Hit "see more" for more information about staying with us! *PET FEE REQUIRED*

Brae Ranch - Getaway & Enjoy The Outdoors
Looking to get away from the city? At Brae Ranch you can get away from it all. Stay in a barndominium all to yourself. Check out our newly updated kitchen, bathroom, and living room! We are located in NW Oklahoma with canyons all around and a view that goes for miles. Our private 1000 acre ranch has hiking trails throughout and a beautiful fishing pond. During your stay you can also signup for a fishing or hunting experience!! Message us for more details.

Meadowview House
Fully renovated home in a great location! Fall in love with the open floor plan, gorgeous kitchen, and covered patio. The fenced in backyard gives you some privacy to enjoy your evenings with your other guests, or even for some "alone time" to read or work outside. Everything in this home has been redone, so it should be a worry-free experience! Enjoy old school gaming and cornhole while you are here!!

Historic Schoolhouse Cabin | Stargazing Spot
Sleep in a renovated one-room schoolhouse on a working farm—just off HWY 281 and 15 mins from I-40 & Route 66. Stargaze, spot deer, fish the pond, shower under the sky (yes, really), and unwind by the fire pit. It’s peaceful, private, and a little offbeat—just how we like it. Great for couples or solo folks who need a break from the noise. Read the full listing & check pics before booking!

Cozy cabin at Canton Lake
Take it easy at The Guide Shack cabin near Canton Lake. This 684 square foot (432 main/252 lofts) tiny home cabin sits on a private wooded lot just on the edge of Longdale city limits only 1 mile from the lake. Whether you are looking to enjoy fishing and boating at the lake, hunting in the area, or just for a quiet getaway you will love your stay in this tiny home cabin.

The Gifted Stay @ Seiling, OK
The Gifted Stay @ Seiling is a cozy 3-bedroom, 2-bath home perfect for families or small groups. Enjoy a beautiful kitchen, spacious living area, and a central location in Northwest Oklahoma. Explore nearby attractions like Canton Lake, Little Sahara, Gloss Mountains, Boiling Springs, and Great Salt Plains. Comfort, convenience, and adventure await!

The Redbud Cabin at Roman Nose State Park
Can't beat the location of the Redbud Cabin! Whether you're enjoying outdoor activities at Roman Nose State Park only two miles away, or attending activities (Cheese Festival, casino) in the town of Watonga, enjoy a relaxing getaway located on 15 wooded acres.

Entire home in Woodward, OK
Beautiful newly ranch style remodeled home, fully furnished with easy access to everything from this centrally located, large back yard with additional parking in the back if needed, relax with the whole family at this peaceful place to stay.
Popular amenities for Chester holiday rentals
Other great holiday rentals in Chester

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