Vacation rentals in Bennington

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Top-rated vacation rentals in Bennington

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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, 275 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, 267 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, 112 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, 103 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 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, 109 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 modern cabin is positioned on a gentle slope surrounded by trees, showcasing a spacious porch with ample overhang. Large windows allow natural light to flood the interior, while outdoor seating is available for relaxation. The lush green lawn enhances the serene atmosphere.

Tiny home in Denison

4.97 out of 5 average rating, 194 reviews

Texas Tiny Cabin #6

Welcome to Texas Tiny Cabins situated on 40 acres in north Texas! Whether you're seeking a romantic getaway, a family adventure, or a peaceful solo retreat, our cabin provides the perfect setting for your vacation and features views of downtown Denison, modern amenities, and the peace and quiet you've been longing for. 2 mile drive to Downtown Denison 8 mile drive to Lake Texoma 18 mile drive to Choctaw Casino and Resort Experience Our “Texas Tiny Cabins” & Learn More Below

Top guest favorite

A hot tub with blue lights is positioned on a patio, offering a view of a serene pond surrounded by trees. The setting sun casts warm hues across the sky, with a peaceful landscape in the background.

Farm stay in Paris

4.97 out of 5 average rating, 100 reviews

The Southern Serenity Retreat

Forget your worries in this spacious and serene contemporary farmhouse complete with its own private pond. Escape the city to our peaceful cozy getaway. While y’all are here, enjoy the luxurious king bed, oversized spa-like shower and gather around the open and inviting family-style kitchen. Whether you’re relaxing in the hot tub listening to the sounds of nature or roasting s’mores by the fire pit you’re sure to enjoy the experiences this property has to offer!

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, 655 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 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

4.92 out of 5 average rating, 235 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, 112 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, 233 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 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, 132 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.