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 favourite

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

4.89 out of 5 average rating, 100 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 favourite

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, 127 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 favourite

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.

Top guest favourite

A cozy living room features a beige sofa adorned with patterned cushions, accompanied by a dark wood coffee table. An archway leads to a dining area, where a round table is set for four. Wall art depicting a street scene adds character to the space.

Home in Durant

4.98 out of 5 average rating, 137 reviews

Grey House. 10 min to Casino.

This 100 year old home near downtown Durant Oklahoma offers two comfy bedrooms with electric fireplaces, one newly remodeled bath, cozy living room, dining room with gas fireplace, full size kitchen, laundry room and a spare room with futon. Lots of charm and character. 10 minutes from Choctaw Casino. 15 minutes from Lake Texoma. 10 blocks from Southeastern Okla State University. Walking distance to shopping, dining, locally owned coffee shops, pubs and entertainment. 4 blocks from Downtown.

Top guest favourite

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, 122 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 favourite

A cozy outdoor area features four red Adirondack chairs arranged around a fire pit. String lights illuminate the space, creating a warm ambiance. A grill is positioned in the corner, and a wooden fence surrounds the grassy area, providing a sense of privacy.

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.

Top guest favourite

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, 257 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 favourite

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, 120 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 favourite

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, 262 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!

Guest favourite

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

4.94 out of 5 average rating, 143 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.

Top guest favourite

A welcoming exterior view of the home is framed by large, leafy trees. A covered porch with steps leads to double French doors, inviting outdoor seating is visible. The setting features open grassland in the background, offering a sense of space and tranquility.

Home in Lehigh

4.96 out of 5 average rating, 153 reviews

Quaint 1 BR handicap house in quiet community.

This sweet little place is tucked away in a ghost town, central to several places of interest, making it easy to plan your visit. Within 20 minutes of Atoka, home of Reba’s Place, 45 minutes of Durant and Choctaw Casino - and Tishomingo, home of ol’ Reds and Blue River. Handicap assessable.

Guest favourite

An interior area features a blend of wood and neutral tones, with a wooden staircase leading to an upper level. A comfortable seating arrangement is present, accentuated by decorative pillows. Natural light fills the space through a nearby door and windows.

Home in Tishomingo

4.97 out of 5 average rating, 115 reviews

The Farm

The Farm is the perfect place for your girls/guys trip, family vacay, or couples getaway. We are nestled minute’s between downtown Tishomingo and Blue River Hunting and Fishing. Enjoy peaceful evenings around the fire pit or nightlife downtown, we are the perfect place for you!