Vacation rentals in Chester

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.

Hilltop House

Nestled on the top of the highest point in Major County, Hilltop House is an all original farmhouse built in 1950 recently restored in 2023. Whether you’re riding the dunes, visiting family or enjoying the Oklahoma countryside, we hope you choose Hilltop House for your stay! Nearby attractions: 14 miles to the Little Sahara Sand Dunes 24 miles to Gloss Mountains State Park 24 miles to Canton Lake 98 miles to Oklahoma City, OK. We are located 4 miles south of Hwy 412 off of Hwy 281.

"Crazy Cat Lady House" 2 bedroom newly remodeled.

Relax with your family at this peaceful place to stay. Pet friendly with large back yard and large front awning where you can enjoy beautiful sunsets or a morning cup of coffee. Cherokee is a small town with two restaurants, a subway, and quick stop. This home is located in a quiet neighborhood and a quiet town close to the Salt Plains National Wildlife Refuge which provides birding, and beautiful views. There are many other interesting sites within a short drive; the perfect getaway.

Grandma and Grandpa's Country Home

The Old Wolf House, where I live is a Historical, Oklahoma site. This area was settled right before the land run and this house is extremely old and hard to live in. It is haunted, It has issues with almost everything that is modern and I do believe the old soul of the house rejects and destroys anything modern. I LOVE IT! Don't worry that is not where you will be staying. My parents retired in 2003 and built a nice place right behind the old Wolf House. All modern and nice!

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!!

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!

Creekside Escape Near Canton Lake

Relax with the whole family at our peaceful Creekside Escape. Our home is just outside of town where you can enjoy the sounds of nature, beautiful scenic sunsets, and let the kiddos run wild outside. We are close enough to make a quick run to the grocery store, less than 3 miles from Canton Lake and 2 miles from the town of Canton.