Vacation rentals in Bennington

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Top-rated vacation rentals in Bennington

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

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Guest favorite

Guesthouse in Durant

4.92 out of 5 average rating, 12 reviews

Bakers Run 11 miles from Choctaw Casino

Unwind in the quiet of country life, where peaceful surroundings and open space invite you to slow down and relax. This cozy studio retreat is just 11 miles from Choctaw Casino, offering the perfect blend of convenience and tranquility. Enjoy morning walks, fresh air, and a calm escape from the busy pace of everyday life—ideal for weekend getaways, work stays, or a restful recharge. Small pets are welcome but must be on a leash outside, kenneled when left unattended, and included on reservation.

LocationAmenitiesSleep quality

Top guest favorite

Tiny home in Durant

4.98 out of 5 average rating, 45 reviews

Lucky Love Lodge

Located just 4 miles from Choctaw Casino & Resort Durant and 17 miles from Lake Texoma, this one-of-a-kind tiny home gives you the best of both worlds: quick access to excitement and total privacy when you’re ready to unwind. Set on 7 beautiful acres, the lodge sits right on a serene pond & you can go fishing just steps from your back door. Whether you’re here for a fun casino weekend or just some time to recharge, Lucky Love Lodge offers a unique stay that feels both cozy and unforgettable!

ValueFamilyOutdoor spaces

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

4.87 out of 5 average rating, 116 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!

FamilyLocationLaundry

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.

ValueFamilyOutdoor spaces

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, 52 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.

FamilyLocationIndoor spaces

Guest favorite

Home in Durant

4.88 out of 5 average rating, 16 reviews

The Restful Retreat close to all attractions

Our guests will enjoy easy access to everything from this centrally located retreat while still being able to unwind and relax in a peaceful setting only 3 minutes off of Hwy 69/75. We are located in a rural neighborhood that feels like being away from it all but only 5 minutes from downtown Durant. Enjoy a beautiful private backyard with a fire pit, hammocks and outdoor dining. We are just minutes from shopping and restaurants in Durant and only 7 miles from Choctaw casino.

FamilyLocationSleep quality

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, 37 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

FamilyLocationQuiet

Top guest favorite

Home in Durant

4.88 out of 5 average rating, 257 reviews

Rodeo Ranch 55 acres, 3 Bdr, Pool, 1/3 mile/casino

Relax at Rodeo Ranch near the casino. Beautiful 3 bdr and 2 bath house on 55 acres for privacy and relaxation. The house has a Pool, Corn Hole and more for you to enjoy during your stay. Located 1/3 of a mile from Choctaw in Durant, OK, making it a great place for concerts and other events at the casino. The house has new decorations and furnishings. Great place to just relax and enjoy your time in the Durant area. Pool is in service by mid-May.

LocationFamilyCondition

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.

FamilyLocationDecor

Top 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, 707 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.

ValueLocationLong stay

Top guest favorite

Cabin in Bennington

5 out of 5 average rating, 12 reviews

Riverside Rest-27 miles from Durant-King bed

Tucked away on the peaceful banks of the Blue River, this cozy country cabin is the perfect romantic escape for two. Unwind on the private deck above the water, wade the river,or relax by the fire pit. With quiet surroundings, charming rural touches, and a horse barn on-site, this is where simplicity meets serenity. Located only 27 miles from Durant and Choctaw Casino and Resort.

FamilyLocationPets

Top guest favorite

Home in Caddo

5 out of 5 average rating, 44 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.

LocationHospitalityCleanliness