Holiday rentals in Bennington

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Top-rated holiday rentals in Bennington

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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, 304 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 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, 124 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 treehouse structure is illuminated in soft lighting against a twilight sky, featuring a vibrant exterior with the word 'LADON' prominently displayed. A wooden walkway leads up to the entrance, lined with trees and accompanied by ambient lights, creating an inviting atmosphere.
Treehouse in Ladonia
5 out of 5 average rating, 352 reviews

"Air Castle Treehouse"

Most unique treehouse destination you will find. For ages 12+. 2 bedroom / 1 bath treehouse uses 4 shipping containers. The interior has a modern farmhouse style. After waking up with an incredible view, move outside to 1 of 5 balconies, including the 3rd floor screened porch with hot tub or to the 6th floor crows-nest 50’ in the air. Are you looking for a couples get-away, adult trip, or a romantic celebration...the unique “nature” of the treehouse will make for a unforgettable experience.

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, 135 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 living area features a comfortable leather sectional sofa with decorative pillows. A large flat-screen TV is mounted above a fireplace, complemented by wooden furniture. Light enters through a large window with green curtains, enhancing the welcoming ambiance.
Home in Mead
4.95 out of 5 average rating, 173 reviews

Resting Sequoia

Gated 5 acres property that is a wonderful place to get away from it all. Our home has 1,500 square foot and is located 12 miles from Choctaw Casino and Resort and 10 miles from Texoma lake. You will find a dedicated coffee station that includes both a Keurig as well as brewed coffee. For the younger ones, they will get to enjoy a dedicated kids space that includes a table/4 chairs as well as books/games. The home features an outside deck with a grill/rocking chairs to enjoy the sunset.

Top guest favourite
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, 110 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 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, 254 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, 119 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, 258 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, 141 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, 150 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.

Popular amenities for Bennington holiday rentals

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