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.

%{current} / %{total}1 / 1
Top guest favorite
A cozy cabin is set among trees, featuring a spacious wooden deck with shaded seating. A patio umbrella stands over a dining table, inviting relaxation outdoors, while the cabin’s rustic exterior blends harmoniously with the natural surroundings.
Cabin in Paris
4.94 out of 5 average rating, 285 reviews

Cabin on Cloud 9 Ranch

Great peaceful place to come get away and relax ! And only 4.5 miles from the 2nd largest Paris in the world! A cozy cabin nestled in the woods a perfect getaway for a peaceful stay still close to town. We encourage our guest to take a walk around our property to see our longhorn cows, goats and kune kune pigs. Our pigs love to visit with our guests and we feel you will as well. A stocked pond is located on the property for you to enjoy fishing. PET Friendly Listing. US$25 per Pet for per stay

Top guest favorite
A brick home is situated in a spacious yard, surrounded by meticulously maintained greenery. The front features two prominent trees and a decorative shrub border. A pathway leads to the elegant entrance, framed by large windows that invite natural light into the interior.
Home in Durant
4.98 out of 5 average rating, 272 reviews

Just Like Home - Near Choctaw Casino - Wk/ Mo Disc

Brick Home in Quiet Community with three bedrooms, kitchen, dining area, master with jetted tub, two other bedrooms, living room, two car garage, laundry room, covered patio, storm shelter and fenced backyard. Attractions: Choctaw Casino - 10 min Lake Texoma State Park - 19 min Chickasaw Pointe Golf Club - 18 min Southeastern Oklahoma State University - 10 min Ole Red - Blake Sheldon's Restaurant/ bar in Tishamingo - 38 min Disc for weekly or monthly! Please contact us if you have questions.

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, 118 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
4.88 out of 5 average rating, 104 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.

Guest favorite
The exterior of the barndominium is shown, featuring a metal roof and wood accents. A set of four Adirondack chairs is arranged outside, with steps leading up to the entrance. Large glass doors provide views into the well-lit interior.
Barn in Denison
4.96 out of 5 average rating, 100 reviews

Barndominium with the OK View

Large luxurious barndominium in a beautiful country setting right outside of the city limits. This 2,400 sqft space is open concept with full kitchen, one full size bathroom, living area, dining table, washer/dryer, ping pong table and sleeping loft. The loft has two twin size bunk beds and two private queen size bedrooms off to either side. This property is shared with two other Airbnb rentable units with a large private pond down below with shared dock. No parties over 10 guests allowed.

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
4.93 out of 5 average rating, 115 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
Farm stay in Bennington
5 out of 5 average rating, 25 reviews

Tiny farm home on 225 acres. 28 miles from Durant

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.

Guest favorite
A cozy sleeping area features two beds with striped bedding, providing a comfortable space for relaxation. A ceiling fan hangs from a wooden-paneled ceiling, while soft lighting is offered by a side lamp. Windows let in natural light, and wall art adds character.
Tiny home in Mead
4.88 out of 5 average rating, 130 reviews

No Cleaning Fee•1 mile to Lake Texoma•Relaxing

Enjoy our Tiny Lake Cabin in Mead, OK. It's located in an active golf cart community just a 1/2 mile to Willow Springs marina and 2 miles to Johnson Creek where you can unload the boat and enjoy a great day on Lake Texoma. Venture up the road 10 minutes to the heart of Durant or Choctaw Casino and enjoy some shopping, dining, nightlife, and gaming. This home has a fully equipped kitchen, great outdoor space where you can unwind and make memories.Circle driveway

Guest favorite
A modern kitchen with white cabinetry and black appliances is shown adjacent to a dining area with a small round table and two chairs. Natural light illuminates the spacious living area, highlighting the textured ceiling and providing a view of the bed in the distance.
Loft in Paris
4.93 out of 5 average rating, 204 reviews

1st Street Lofts: Efficiency #214

This upper-floor efficiency loft sits in our beautifully restored 1916-era building. The unit features a queen bed, full kitchen, a kitchen table for two, and a glamorous tiled bathroom with a stand-up shower. Styled with Art Deco charm, it’s a cozy “1920s meets 2020s” luxury stay. Please note: the loft is stair-access only. Due to construction, 1st Street is closed to vehicles, but sidewalk access and nearby public parking remain available.

Guest favorite
A charming home is set against a backdrop of trees, featuring a light-colored exterior and a welcoming front porch. A landscaped yard with green grass and colorful flower beds enhances the appeal. A driveway leads up to the attached garage on the left.
Home in Antlers
4.97 out of 5 average rating, 669 reviews

Charley's Vacation Rental

This home away from home is the best alternative to hotels and motels whether you are in town for business, a holiday, or a special event. This family home is close to the small town center known to be the gateway to all of the beauty of southeast Oklahoma. Whether you are on business, visiting family, hunting or enjoying many of the different events scheduled throughout the year, you can count on a this comfortable cottage to provide refuge.

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, 242 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
The charming exterior of the cottage is characterized by a welcoming porch, framed by decorative plants and subtle outdoor seating. A stone pathway leads to the entrance, which is highlighted by large glass doors that allow natural light through.
Home in Atoka
4.95 out of 5 average rating, 135 reviews

Dairy Ln Cottage

Cute and cozy cottage in Atoka, home of Reba’s place, Atoka and McGee Creek lakes, Atoka Trails Golf Course, Confederate Museum and many great places to eat and visit. We are also a 30 minute drive south to Choctaw Casino in Calera, Ok and 20 minute drive north to Choctaw Casino in Stringtown, ok.

Popular amenities for Bennington vacation rentals

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