Holiday rentals in Bennington

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Bennington

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

%{current} / %{total}1 / 1
Top guest favourite
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, 283 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 favourite
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, 271 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 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, 117 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
The exterior of a charming, single-story country house features a welcoming porch with striped chairs and a colorful mat. Green foliage frames the property, while a gravel path leads from the driveway. A fenced yard offers a spacious outdoor area, inviting relaxation.
Home in Powderly
4.98 out of 5 average rating, 134 reviews

Cozy Convenience for Country Stay!

Comfortable country house conveniently located less than a mile off of HWY 271 N for easy access to Paris, TX, Pat Mayse Lake, or The Choctaw Casino in Grant, OK. House has two bedrooms and 1 bath. We also have discounts for long-term stays. We have a spacious backyard with easy parking. Kitchen has full refrigerator and electric stove for preparing meals. Excellent T-Mobile internet and Roku TV. 2.8 mi to Camp Maxey, 3.1 to Drake Event Barn, 4.8 to Dunmon Ranch, 12 to Paris Hospital

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, 114 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
Farm stay in Bennington
5 out of 5 average rating, 24 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 favourite
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 favourite
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, 667 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 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, 243 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, 116 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, 239 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!

Popular amenities for Bennington holiday rentals

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