Vacation rentals in Chester

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Top-rated vacation rentals in Chester

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Guest favorite
Home in Waynoka
4.91 out of 5 average rating, 127 reviews

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.

Top guest favorite
The kitchen features rich wooden cabinetry and a spacious granite countertop island. Stainless steel appliances, including a microwave and a refrigerator, are visible. A tile backsplash complements the kitchen's sleek design, while natural light filters through the window, illuminating the workspace.
Farm stay in Sharon
5 out of 5 average rating, 38 reviews

Refurbished dairy barn on Shady Elm Farm.

This property is a remodeled dairy barn that is 750 sq ft with 10ft ceilings. The remodel was done with high end materials & has hardwood floors everywhere but the bathroom. Floor to ceiling cabinetry make this great for longer stays. We lived in it for 3 years with no problem! It has a built in king-sized bed. New washer/dryer unit installed for you! Get away from the hustle bustle of city living & enjoy the fresh country air & quiet environment. You'll love the covered patio and parking!

Top guest favorite
The spacious cabin exterior is illuminated at dusk, highlighting its rustic wooden structure. A well-maintained lawn is visible, bordered by outdoor lighting, while seating areas are set under the covered porch, offering a welcoming place to relax outdoors.
Cabin in Mooreland
5 out of 5 average rating, 10 reviews

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.

Top guest favorite
An aerial view captures a sprawling rural property featuring a modern house with a large lawn, surrounded by trees. Outbuildings are positioned nearby, with a solar panel system prominently displayed on the ground. The expansive landscape extends into the horizon, showcasing the serene country setting.
Farm stay in Mooreland
4.95 out of 5 average rating, 84 reviews

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!

Top guest favorite
An open living area is showcased, featuring a brown leather couch with a colorful throw blanket. Wooden beams and a ceiling fan add to the space. Mounted deer heads decorate the walls, while large windows allow ample natural light, illuminating the wooden dining area nearby.
Home in Taloga
4.95 out of 5 average rating, 20 reviews

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!

Guest favorite
Home in Waynoka
4.9 out of 5 average rating, 255 reviews

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*

Guest favorite
An entrance to a barndominium is depicted, with a metal exterior and a white door framed by wooden beams. A rustic bench made of reclaimed wood sits nearby, accompanied by a propane grill positioned next to it. Two small windows allow natural light to enter.
Ranch in Seiling
4.91 out of 5 average rating, 55 reviews

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.

Superhost
A charming brick home with a sloped roof is situated in a spacious yard. Two dogs are seen in the foreground, with a driveway leading to an attached garage. A fenced yard is visible in the background, providing a sense of privacy.
Home in Vici
4.81 out of 5 average rating, 32 reviews

Brick Home with Large Backyard

This charming brick home is in a peaceful neighborhood on the edge of town. The large, fenced back yard offers a private and secure place for you and your pets to enjoy. The home features central heat and air, TVs in the bedrooms, plus a 70" TV in the living room for your entertainment. The kitchen and laundry room provide all the essentials. Though the appliances and carpets are original, they add to the home’s unique character and cozy atmosphere.

Top guest favorite
A single-story home is displayed, featuring a white exterior with black accents. A paved driveway leads to a garage on the left. A well-manicured lawn surrounds the house, with small shrubs positioned near the front. The entrance is indicated by a light fixture mounted above the door.
Home in Woodward
4.99 out of 5 average rating, 275 reviews

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!!

Superhost
The exterior of a charming red barn-style house is highlighted, featuring a white railing porch and two prominent gable roofs. An American flag is displayed on a tall flagpole. A gravel path leads up to the house, surrounded by trees and a wooden fence.
Home in Longdale
5 out of 5 average rating, 3 reviews

Red Barn close to Lake

Escape the hustle and bustle of everyday life and immerse yourself in the surroundings of Red Barn Close to Lake. Our cozy loft offers a unique and charming accommodation for up to 8 guests. The spiral staircase and outside stairs add a touch of character to the space. Spend your stay enjoying the evening cooking over fire pit, gas grill, and enjoying the gazebo. Come stay and enjoy!

Top guest favorite
A modern kitchen features dark cabinetry and stainless steel appliances. Countertops are accented by a bowl of fresh lemons and decorative placemats. An open layout is highlighted by a light fixture overhead, providing ample workspace for cooking and meal preparation.
Home in Seiling
5 out of 5 average rating, 22 reviews

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!

Superhost
An outdoor deck area features overhead string lights illuminating the space. Seating options include benches and tables arranged around a central fire pit. The wooden structure is surrounded by rustic wooden railings and trees, creating a secluded and inviting atmosphere.
Cabin in Waynoka
4.89 out of 5 average rating, 36 reviews

Mirage 1

Rustic cabin hideaway on Little Sahara Sand trail. 2 bedroom, 1 bath with full kitchen. Outdoor lighted deck with fire pit and grill. Private road with plenty of parking. No need to trailer your ORV, Direct access to the trail from the property.

Popular amenities for Chester vacation rentals

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  5. Chester