Holiday houses in Wynnewood

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Top-rated holiday rentals in Wynnewood

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

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Top Guest favourite

A cozy living room features a large area rug with a rustic design, a comfortable sofa, and a wooden cabinet. A bedroom showcases a queen bed with light blue accents, complemented by soft natural light filtering through window treatments. Highland cattle and outdoor seating with scenic views are also pictured.

Home in Sulphur

The Highland Hideout- 2 Bed/2 Bath/Firepit

Looking for peace and quiet, you can’t beat this farmhouse. Located just 4 miles north of Broadway Ave in Sulphur, nestled at the end of a long private driveway this home is the perfect location to getaway from it all. With 2 bedrooms and 2 bathrooms. It has a view overlooking a beautiful pond and you can be sure to see some of the most beautiful sunsets Oklahoma has to offer. If you love farm life without the hassle, this is the place to be. You’ll also get to see and enjoy our Highland cattle

4.99 out of 5 average rating, 107 reviews

Top Guest favourite

A large deck extends from the house, framed by wooden railings and surrounded by lush greenery. Tall windows allow natural light into the interior, and the brick facade complements the natural setting. The deck provides a peaceful outdoor space overlooking the wooded area.

Home in Sulphur

Bow Hunting Paradise/Forest Retreat-Arbuckle Lake

Enjoy the beautiful forest view from the large deck & tall living room windows. A gas grill, fire pit, dry sauna, Wi-Fi, and TV (including Netflix) are also available. The house borders the Chickasaw National Recreation Area (CNRA), which allows bow hunting (behind my house) & gun (1 mile north). Boat docks & swimming areas are nearby at Arbuckle Lake. You will be a short drive from local attractions:CNRA, Turner Falls, Arbuckle Wilderness, Chickasaw Cultural Center, and Artesian Casino, & Spa.

4.9 out of 5 average rating, 444 reviews

Guest favourite

The pool area is softly illuminated by string lights overhead, creating a serene ambiance at dusk. Comfortable lounge chairs line the poolside, and the inviting water reflects the twinkling lights, while lush greenery surrounds the space, enhancing the peaceful atmosphere.

Guesthouse in Pauls Valley

Charming, one room Carriage House w/pool

Come to the Carriage House and get away from the stress of everyday life. Relax and enjoy the comfy tiny house and the resort feel of the property. ALL ONE ROOM(Including bath/see pics). Enjoy relaxing by the pool (open seasonally & shared)or cook out on the gas grill. So many unique touches make this property the perfect place to get away from it all. Great restaurants, the Depot Museum,Toy and Action Figure Museum,and The Vault art gallery are here in our quaint little town of Pauls Valley

4.96 out of 5 average rating, 162 reviews

Guest favourite

Home in Wynnewood

Seminole Corner

Spacious & Newly Remodeled Home – Perfect for Work or Family Stays! Enjoy plenty of room in this beautiful brick home featuring a large, fully stocked kitchen with coffee bar, two king bedrooms, one queen bedroom, and smart TVs in every room. Relax in the peaceful, secluded backyard with grill and outdoor seating. Includes 2 full baths, W&D, covered parking for 3 vehicles, + extra parking. Managed by a 4.93* Superhost with 3 years of experience ideal for coworkers, families, & holiday getaways!

5.0 out of 5 average rating, 10 reviews

Guest favourite

A well-equipped kitchen area features modern appliances, dark cabinetry, and a spacious island with bar stools. The open layout provides a clear view toward a private bedroom in the background, while natural light enters through a window, illuminating the functional space.

Apartment in Murray County

Skyview Lodging, Condo #2

Skyview Lodging specializes in efficiency units making staying away from home stress free. Staying true to our name a beautiful farm & sky view can be seen from each of our units. Whether you're working close by or just coming to relax & get away we have designed this space to accommodate rest & relaxation. Each unit has a spacious kitchen, microwave, Keurig coffee pot, nice furniture, private bedroom, washer/dryer & smart TV's w/ Directv. You should have everything you need for your stay!

4.91 out of 5 average rating, 22 reviews

Top Guest favourite

A spacious duplex is depicted at dusk, featuring a large front yard with lush green grass and stone landscaping. The warm glow from the windows contrasts with the vibrant sunset sky, creating an inviting atmosphere. Side garages are visible, enhancing the functional layout.

Home in Davis

Davis Getaway: Entire Duplex in heart of Davis

Bring family and friends to spread out in 4,500 square feet across both sides of this duplex. Each side has a one car garage, full kitchen, washer dryer, and separate backyard (which connects with a gate). Experience the adventures of the area while having a 'small town' experience in a quiet neighborhood just north of the only stoplight in town. Restaurants, shops, and a huge park a quick walk away. Blazing fast internet. 2 x 12 person tornado shelters (1 in EACH garage)!

4.95 out of 5 average rating, 101 reviews

Superhost

Home in Pauls Valley

The White Horse Cottage

Welcome to Pauls Valley's newest Airbnb. This lovely home is perfect for family, friends & work crews. 3 min. off I-35 Airline Road exit, the driveway curves beneath tall pine trees to a peaceful country meadow. Minutes to Pauls Valley or Wynnewood, but thousands of miles away from everyday hustle and bustle. Come share the beauty and peace of this enchanted cottage. Sit by the firepit, or wander the manicured 5 acres. A beautiful country spot in the heart of Oklahoma.

5.0 out of 5 average rating, 4 reviews

Top Guest favourite

The cottage is softly illuminated in the evening, visible through branches of trees. The lawn is expansive and surrounded by lush greenery, providing a serene setting. A vehicle is parked nearby, suggesting convenient access to the entrance.

Cottage in Davis

Donna's Cottage

The Cottage is nestled west of Davis off of a county road minutes from Turner Falls and Arbuckle Wilderness. This charming 2 bedroom/ 1 bathroom home is located on a private road in a pecan grove offering a quiet place to enjoy country living. There is plenty of room to park a boat or ATV's. Enjoy evenings around the firepit in the back and watch the deer during the early morning hours. The three king size beds welcome families a restful stay at the Cottage.

4.9 out of 5 average rating, 128 reviews

Top Guest favourite

The cabin features a covered front porch with wooden railings, offering a spacious area for relaxation. Steps lead up to the entrance, while a gravel path surrounds the structure. An outdoor fire pit is visible in the foreground, surrounded by sparse trees.

Cabin in Stratford

Willow Creek Cabin

Take a break and unwind at this peaceful cabin with a covered front porch that is about 100 yards to Longmire lake near Stratford, Ok. Lake R.C. Longmire, situated between Pauls Valley and Stratford, features 15 miles of shoreline and over 900 surface area. If you enjoy fishing, hunting, watching wildlife or just spending a quiet weekend away this is the place for you. We want you to unplug and enjoy life, we do not have WiFi. We do have an antenna for the tv.

4.95 out of 5 average rating, 88 reviews

Guest favourite

An exterior view of a newly constructed cottage with a stone façade and a covered parking area. The setting includes a gravel driveway and a fenced yard, with green lawns and trees in the background under a clear sky.

Home in Sulphur

Blue Moon Cottage 07

The Blue Moon cottages are new construction. They have beautiful open concept living and dining and two spacious bedrooms. There’s an identical cottage next door so the two make the perfect place to stay for group trips. There’s covered parking and a backyard with a patio. The cottages are just a few blocks north of the parks with hiking, biking and mineral springs and west of downtown and the casino. The Chickasaw Recreation area and Veterans Lake are nearby.

4.96 out of 5 average rating, 104 reviews

Guest favourite

The exterior of the villa features a modern design with dark wood siding and a sloped roof. A small set of stairs leads to the double front doors, which are flanked by planters. Lush greenery surrounds the base, creating a serene atmosphere.

Tiny home in Sulphur

Windsong Villas

Convenient in town location. Enjoy the vaulted living room area, one bedroom, one bath villa decked out in an industrial décor, from reclaimed boxcar flooring wood countertops with steel trim to sliding barn doors. Everything you need to make your stay in Sulphur pleasant as possible at a budget friendly price. You are close to Chickasaw Recreation (Platt National Park) area, a unique downtown, arts centers and casinos as well as multiple fine restaurants.

4.9 out of 5 average rating, 328 reviews

Guest favourite

A serene landscape features a private lake surrounded by lush green grass. The calm water mirrors the clear blue sky, while the sun casts a warm glow over the scene. Trees are visible in the distance, enhancing the natural setting.

Cottage in Sulphur

Cottage By The Lake

Escape to Cottage By The Lake, a cozy rustic farmhouse on 40 peaceful acres just outside Sulphur, Oklahoma. Overlooking a private 15-acre fishing lake, this secluded retreat offers beautiful water views, abundant wildlife, fishing, and plenty of room to unwind. Enjoy quiet country living while staying close to Chickasaw National Recreation Area and all that Sulphur has to offer. Perfect for families, couples, or a relaxing weekend away.

4.95 out of 5 average rating, 283 reviews