Holiday houses in Wynnewood

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Top-rated holiday rentals in Wynnewood

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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
4.99 out of 5 average rating, 103 reviews

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

Guest favourite
Home in Wynnewood
5 out of 5 average rating, 7 reviews

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!

Top Guest favourite
The exterior of the home is showcased, featuring a white structure with a covered porch area. A broad lawn with green grass surrounds the house, illuminated by soft sunlight under a partially cloudy sky. Gravel leads up to the entrance, adding a rustic touch.
Home in Pauls Valley
4.99 out of 5 average rating, 81 reviews

Respite House in the Country

Respite describes a short period of rest or relief from something difficult or unpleasant. That is the heart behind this home. Birthed amidst our own difficulty, this home has been curated with respite as the focus. Oklahoma sunrises and sunsets atop the hill of this 1 acre property are unmatched. You'll enjoy those sunsets best sitting at the table under the tree out back! In an ever-increasingly busy world, we hope you'll come find solace and peace in this little Respite House in the country.

Top 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
4.95 out of 5 average rating, 154 reviews

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

Guest favourite
A red cabin entrance is featured, showcasing a rustic wooden bench beside a black door. A window with white curtains is visible, framed by black shutters. An artwork is displayed above the window, adding character to the welcoming exterior.
Cabin in Davis
5 out of 5 average rating, 11 reviews

Jimmys Shack on Mana Farm Davis

Located near to all of the activities in the Arbuckles. 5.0 mls to Arbuckle Wilderness, 4.9 mls to Turner Falls and 4.8 to Cross Bar Off road ranch. The town of Sulphur is only 13 mls away. Our glamping cabin asures you a peaceful and comfy glamping experience here on the farm! You will feel grounded after spending time with the animals on beautuful Mana Farm Davis. Endless trails and cold water streams await in OK's hidden oasis. Cabin has ample and safe parking for your off road atv riges.

Guest favourite
A modern triangular living space features high white wood-paneled walls and large windows. A cozy couch is paired with a wooden side table and a decorative pouf. A dining table for four and an outdoor patio are visible through glass doors, enhancing the connection to nature.
Farm in Stratford
4.93 out of 5 average rating, 60 reviews

Secluded Modern A-Frame on 320 Acres | Hot Tub

Escape to Harmony Hills in Stratford, Oklahoma — a hidden gem in the Oklahoma countryside just 2 hours from Dallas and 75 minutes from Oklahoma City. Our modern A-frame retreat sits atop 320 acres of pristine wilderness with over a dozen ponds, rolling pastures, and forested trails. Whether you’re stargazing from the sunset deck, soaking in the hot tub, fishing, or exploring miles of open land, this is the getaway you didn’t know you needed. Perfect for couples, families, or small groups.

Guest favourite
A modern kitchen area features a central island with two black metal stools. Gray cabinetry complements stainless steel appliances and quartz countertops. The open layout provides a view into a cozy living space and a private bedroom area in the background, illuminated by natural light.
Apartment in Murray County
5 out of 5 average rating, 18 reviews

Skyview Lodging, Condo #3

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!

Top Guest favourite
Tiny home in Lexington
5 out of 5 average rating, 64 reviews

ShortLine RR

Escape to the ShortLine Railroad and relax in a charming, renovated Burlington Northern Caboose. Enjoy modern comforts in a cozy, historic space. Climb to the cupola for panoramic views and beautiful sunsets. Sit by the fire pit and roast s’mores with homemade marshmallows!! There’s a covered area to move the fire pit to if it rains! Perfect for romantic getaways, weekend escapes, or for a quirky, one-of-a-kind experience. Book now for a memorable stay in this unique train-themed Airbnb!

Guest favourite
The exterior of the cabin is illuminated softly against the evening sky, featuring wooden siding and a metal roof. A welcoming porch encompasses the entryway, highlighted by a single door and large windows, providing a glimpse into the cozy interior.
Home in Wanette
4.96 out of 5 average rating, 341 reviews

The Wanette Weekend Cottage

Play hard on the South Canadian River with your friends during the day, but sneak off for a hot shower, family time, and a comfortable bed at night. The Wanette Weekender comes with a queen size bed in the loft and a full size bed downstairs. Cuddle on the couch and watch a movie, or take advantage of the fully equipped kitchen and bar seating. We are conveniently located just 3.2 miles from Soggy Bottom Trails Pub & Campground and six miles from the Madden Crew Off-road Park.

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
4.95 out of 5 average rating, 83 reviews

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.

Top 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
4.9 out of 5 average rating, 313 reviews

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.

Guest favourite
Cottage in Davis
4.93 out of 5 average rating, 159 reviews

Powell Cabin Inside Turner Falls Park

This cozy (non-smoking) 2-bed/1-bath cabin at Turner Falls Park accommodates up to 4 people (2 adults, 2 kids). If you need more space or plan to host a party, please look elsewhere. The cabin is fully furnished and steps from picnicking, swimming, and the Falls. *Important Turner Falls Rules:* * Tickets required for all guests daily, including check-in/check-out days. * No re-entry after 10pm. * No pets. * Respond to all host messages.

Popular amenities for Wynnewood holiday rentals

  1. Airbnb
  2. United States
  3. Oklahoma
  4. Garvin County
  5. Wynnewood