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, 129 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.

Guest favorite
The exterior of a vibrant orange structure is captured under clear blue skies. Planters with various plants line the foundation, while a covered deck extends from the side, featuring wooden steps. Mature trees provide shade, contributing to a relaxed atmosphere.
Home in Waynoka
4.84 out of 5 average rating, 49 reviews

Casual Comfort for Duners, Hunters & Normal Folks

The Come On Inn offers a casual, comfortable oasis for duners, hunters, and the rest of us normal folk. We’re just a 5-minute walk to downtown Waynoka's convenience store, restaurants, and shops, and Little Sahara State Park is only a 5-minute drive away. With plenty of room for parking RVs, ATVs, and other toys; we offer a big covered front deck for sittin’ and tellin’ stories. Take advantage of a full kitchen to eat in, or head down to Waynoka’s Café Banhoff, for a 5-star Bavarian dinner.

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, 40 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
4.96 out of 5 average rating, 89 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!

Guest favorite
The living area features a spacious sectional sofa adorned with decorative pillows, complemented by a round coffee table on a soft area rug. Natural light filters through a window, enhancing the neutral color palette. A simple artwork hangs on the wall, adding a touch of style.
Home in Woodward
4.98 out of 5 average rating, 87 reviews

Cozy 3BR | 5 Beds | Crews, Families & Long Stays

Welcome to your home away from home! This spacious 3-bedroom, 5-bed home is perfect for work crews, travelers, families, or small groups. Whether you're here for a few nights or a few weeks, this cozy space offers comfort, convenience, and everything you need for a relaxing stay. Sleeping Arrangements: • BR 1: Queen bed • BR 2: Queen bed • BR 3: 1 Single bed, 1 Double bed & 1 Sofa bed Ideal For: • Crews (oil & gas, wind, construction, etc.) • Families • Short or extended stays

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, 22 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
A well-appointed bedroom features a spacious bed with a cozy quilt in neutral tones. Decorative wall art in simple frames is mounted above the bed. A closet with sliding doors is visible, along with an area rug that adds texture to the wooden floor.
Farm stay in Chester
4.87 out of 5 average rating, 151 reviews

Farmhouse on acreage - Secluded, Cozy, & Modern

Stay at our family farmhouse situated in a grassy meadow in beautiful northwest Oklahoma. Built in the early 1900's, this home has been completely renovated for modern comfort. With acres to explore, you'll witness the ranch at work with cattle grazing, wildlife abounding with deer and quail, and native grasses and flowers flourishing. Inside the home you will find two well-appointed bedrooms, a large loft, an open main room floor plan with a well equipped kitchen.

Guest favorite
A sectional couch with black and white accent pillows is positioned around a rustic wooden coffee table. Two wall art pieces featuring bold lettering are displayed above the seating area. A window allows natural light to brighten the space, which is complemented by a patterned floor.
Home in Waynoka
4.9 out of 5 average rating, 262 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.

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, 26 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!

Guest favorite
A charming exterior of a quaint house is shown, framed by a large tree with golden leaves. The sunny sky adds brightness to the scene, while the porch features simple seating. A well-kept lawn is visible, leading to a gravel pathway.
Home in Okeene
5 out of 5 average rating, 26 reviews

Historic Home on 5th

Beautiful hardwood floors and antique doors lend a touch of by gone days to our home on 5th. Located across from the St. Anthony of Padua Catholic Church, you will hear the bells chime at noon and 6PM. Our neutral color scheme and potted plants are sure to soothe your soul. Our home has two queen beds and one bathroom. We offer high speed internet.

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