Vacation rentals in Bennington

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Bennington

Guests agree: these stays are highly rated for location, cleanliness, and more.

1 of 1 pages1 / 1
Guest favorite
A fire pit surrounded by several chairs is illuminated by string lights overhead. The cozy setup is set against a backdrop of lush greenery and the cabin's warm exterior, creating a peaceful ambiance for evening gatherings.
Cabin in Durant
4.9 out of 5 average rating, 110 reviews

Hidden Oaks Durant

Escape to our tranquil Durant cabin—a hidden gem at the end of a peaceful road. Enjoy a lush 1.8-acre lot with oak trees, a cozy porch, fire pit, and indoor games. Our cabin is conveniently positioned between Lake Texoma and the Choctaw Casino Resort, providing easy access to Hwy 70 and Hwy 69/75, making it a breeze to explore the area. The Choctaw Casino is a mere 10-minute drive 4.7 miles away, while Lake Texoma is a 15 minute drive. It's the perfect getaway for relaxation and fun. Book now!

Top guest favorite
A single-story house with a metal roof is seen set against a clear blue sky. Surrounding greenery includes a tall pine tree and a large, bare tree. A gravel driveway leads up to the home, which features a covered porch along the front.
Home in Durant
4.99 out of 5 average rating, 129 reviews

Roadrunner Retreat

Come enjoy our peaceful country getaway on 10 beautiful acres. I've tried to basically make our place all inclusive, so you may just want to come enjoy all it has to offer as your vacation itself. Located 15 minutes from Choctaw Casino, Westbay Casino, Texoma casino, and Lake Texoma. Newly renovated 3 beds/2 baths(1 king and 2 queens) Fully stocked kitchen(pots,pans, cups,plates, etc. Stocked bathrooms ( toiletries included ) Free wifi and Netflix Pets welcome (Garage not part of the rental)

Guest favorite
The cabin exterior is crafted from natural wood, featuring a light yellow door and a single window with a simple curtain. A roof extends outward, providing shelter over a concrete porch area, surrounded by greenery and gravel.
Cabin in Boswell
4.89 out of 5 average rating, 105 reviews

Wood Guest Ranch Waterfront Issoba Cabin

One bedroom, one bath cabin, with sofa sleeper in living room (suitable for children) and kitchenette. The cabin comes equipped with a coffee pot, microwave, compact refrigerator, electric skillet and spatula, dishes, utensils, dish soap, dish drain, linens and towels (for indoor use only). We do not provide any additional cooking supplies. Outside the cabin has a picnic table, fire pit, and grill. Please bring your own charcoal, lighter fluid, matches/lighter, and outside cooking utensils.

Top guest favorite
A rustic living area features warm wood paneling and a comfortable seating arrangement. A flat-screen TV is mounted on the wall across from a cozy chair and an accent table. Soft lighting is provided by a table lamp, creating a welcoming environment.
Farm stay in Durant
5 out of 5 average rating, 45 reviews

The Roosting Place 12 mins from Choctaw Farm Stay

Unwind as you listen to the peaceful sounds of country life, including the gentle clucking of our resident chickens. Take a short walk down to one of two ponds where you may encounter friendly farm animals, always happy to receive a treat. The Roosting Place, a one-bedroom, one-bath apartment, provides the perfect escape to experience the tranquility of the countryside. Enjoy outdoor activities such as hiking, fishing, bird watching, or simply wandering the grounds to connect with nature.

Top guest favorite
A spacious sleeping area features a large bed with a textured blanket and decorative pillows. Soft lighting is provided by wall sconces, and a wooden tray rests on the bed. A window with blinds allows natural light, complemented by warm-toned curtains.
Home in Calera
4.94 out of 5 average rating, 128 reviews

Ho-On-Day. A cozy home away from home.

A cozy home away from home. Clean and modern with a native inspiration. Equiped with a fully stocked kitchen, washer and driver, wifi, dedicated movie and gaming room, family games and outdoor firebowl. Home is 2.4 miles from the Choctaw casino and event center. Visit the Choctaw Culture Center(dedicated to exploring, preserving, and showcasing the culture and history of the Choctaw people) .**UPDATE** No crypto mining of any kind allowed using more than normal electricity **

Top guest favorite
A spacious living area is highlighted by a comfortable brown sofa and a sleek round coffee table. Natural light fills the space, accentuating the warm wood accents and modern design. A staircase with a wooden railing leads to an upper level, providing additional visual interest.
Home in Durant
5 out of 5 average rating, 36 reviews

AirbnP: Luxury Pickleball Barndo- Choctaw Casino

Step into your luxury barndominium with your very own indoor, professional pickleball court! AirbnP is conveniently located 3 miles from the Choctaw Casino & Resort, and 15 minutes from the beautiful Lake Texoma! Amenities Include: - Indoor Pickleball Court - Exercise Equipment - Wi-Fi - Roku TV - Bathroom Necessities - Coffee Bar - Children’s playroom/toys -AIR MATTRESS FOR ADDITIONAL GUESTS (1-2) Special Amenities: - Alexapure Gravity Water Purifier - Homedics Sound Machine

Top guest favorite
The exterior of the cozy cabin is presented, featuring a welcoming porch with wooden railings and steps. Flower pots adorn the entryway, and a swing can be seen alongside two chairs on the porch, with a vast expanse of pasture in the background.
Farm stay in Bennington
5 out of 5 average rating, 25 reviews

Where The Blacktop Ends 225 acres to explore!

We provide a cozy space that offers a blend of rustic charm and modern amenities. Breathtaking views of rolling pastures filled with grazing cattle and mini donkeys, allowing guests to immerse themselves in the natural beauty of the country. Enjoy outdoor activities such as hiking, birdwatching, fishing, or simply enjoying smores around the campfire. We provide guests with a unique opportunity to unwind, reconnect with nature, and create cherished memories during their stay.

Top guest favorite
A wooden lodge is reflected in the calm water of a pond, surrounded by lush greenery. The structure features large windows and multiple decks, offering access to the serene outdoor space. A smooth stone border lines the pond, enhancing the natural setting.
Home in Bennington
5 out of 5 average rating, 15 reviews

Waterfront Cabin, 4BR/5BA with Magical Pond Views

Escape to Enchanted Ponds, a stunning waterfront lodge on 28 peaceful acres. Overlooking a 4-acre stocked pond, enjoy catch-and-release fishing, kayaking, and stargazing. Relax on two spacious decks, gather around the firepit table, or challenge friends to horseshoes. Marvel at the towering 70-foot wind chime and watch for deer. Just 30 minutes from Choctaw Casino in Durant or Grant—this magical countryside retreat blends adventure with serenity.

Top guest favorite
A cabin with a wooden exterior is set amidst a green lawn, flanked by trees. The front porch features steps leading up, and seating is visible. Surrounding flower beds add color to the landscape, while a gravel path provides access to the entrance.
Cabin in Ravenna
4.93 out of 5 average rating, 259 reviews

GORGEOUS COUNTRY CABIN JUST NORTH OF DALLAS!!!

BEAUTIFUL COZY CABIN FOR YOUR FAMILY!!! This beautifully decorated 700 sq ft. cabin has everything you need for your perfect getaway. Just a 45 minute drive north of McKinney located on 2.5 acres. You can sit back and enjoy the view of the trees while rocking of the front porch with your morning coffee. Located only 10 miles from Lake Bonham, this cabin has a full kitchen equipped with everything you need for a country escape.

Top guest favorite
A small white bunkhouse is set on a grassy area, featuring wooden posts and a covered porch. Two chairs are positioned on the porch, offering a view of the surrounding fields. A bush embellishes the front, with an inviting entrance highlighted by a wreath.
Farm stay in Antlers
4.91 out of 5 average rating, 126 reviews

Bunkhouse on cattle ranch minutes from Antlers.

Country feel bunkhouse that is just minutes from town. Beautiful Kiamichi River just 1/4 mile away to relax and get away from your busy life! Sit outside and look at the cattle grazing in the fields and listen to the birds singing! Perfect little spot on earth. If fishing, kayaking, or a private swimming hole on the Kiamichi River sounds fun then this is your place!

Top guest favorite
A charming yellow cottage is presented, featuring a welcoming blue front door. Two large windows with white trim allow natural light to illuminate the interior. Lush green landscaping frames the entrance, complemented by a stone walkway leading to the door.
Home in Durant
4.99 out of 5 average rating, 274 reviews

The Cozy Cottage in Durant

This charming two bedroom home is centrally located in Durant within minutes of Choctaw Casino, scenic Lake Texoma, and Southeastern Oklahoma State University. A variety of restaurants are only a hop, skip, and a jump away! You can either stay in and relax with Smart TV, WiFi, a good book and a cup of coffee, or venture out to explore the area. Or both!

Top guest favorite
Home in Caddo
5 out of 5 average rating, 41 reviews

Nana’s house

This quiet and peaceful place is tucked away on the edge of town off the old Jefferson Highway. It is centrally located near several places to eat and visit. Reba’s Place in Atoka and Choctaw Casino and Resorts in Durant are both within 20 minutes. Ole Reds in Tishomingo is a 40 minute drive. Lake Texoma and McGee Creek are also within 40 minutes.

Popular amenities for Bennington vacation rentals

  1. Airbnb
  2. United States
  3. Oklahoma
  4. Bryan County
  5. Bennington