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 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

4.9 out of 5 average rating, 439 reviews

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.

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

4.96 out of 5 average rating, 159 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

Home in Wynnewood

5.0 out of 5 average rating, 10 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!

Guest favourite

A charming exterior of a single-story house is shown, featuring light blue siding and white accents. The front porch is accessible by a staircase, and multiple large windows allow for natural light. Surrounding green space is visible with mature trees in the background.

Home in Wanette

4.92 out of 5 average rating, 166 reviews

The Blue House Oasis in Wanette

Experience small-town charm in our cozy 2 bedroom, 1 bath house in Wanette, Ok. Unwind in two bedrooms featuring comfortable queen-size beds, each equipped with a TV for your entertainment. Enjoy the warmth of electric fireplaces in both the master bedroom and living room. Our fully furnished kitchen awaits your culinary adventures. Relax in the large backyard, perfect for gatherings or stargazing. Immerse yourself in the welcoming atmosphere of Wanette, making your stay a delightful retreat.

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

5.0 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!

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

4.94 out of 5 average rating, 62 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.

Top Guest favourite

The two-story log cabin, set amidst lush greenery, features a sloped roof and large windows, allowing natural light to fill the interior. A stone pathway leads to a shaded outdoor seating area, enhancing the connection with the surrounding nature.

Cabin in Ardmore

4.97 out of 5 average rating, 261 reviews

Log Cabin w/Pond, Keg, Patio, FirePit, Huge Yard

A unique, two-story cabin in the center of adventure-Lake Murray, Turner Falls, & Lake Arbuckle. Take some R&R by enjoying the jetted bathtub, sitting by the fire pit, or cards at the game table. Have a beer from the keg. All rooms equipped with smart TVs. You have 3 acres of yard for parking and pets, all fenced. Propane for grill and fire pit provided. Within 10-15 minutes:Downtown Ardmore, Restaurants, Shopping, Hospital 25 Minutes: Lake Murray, Lake Arbuckle, Turner Falls

PetsHospitality

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, 86 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.

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

4.96 out of 5 average rating, 101 reviews

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.

HospitalityComfort

Top Guest favourite

Two geese are seen roaming on a lush green lawn beside a serene pond. In the background, a rustic brick building is framed by trees, with a red roof and a covered patio area visible. The calm water reflects the surrounding nature.

Home in Springer

4.88 out of 5 average rating, 165 reviews

Blue Bell Lakeside Duplex(w/ 10ac pond/lake/pool)

Relax with the whole family at this peaceful lakeside Duplex Newly renovated w/ qz countertops, stainless steel appl. Rock FP & jacuzzi tub for 2. Enjoy pool & sm playground, & Kayak rentals. Beautiful views of Arbuckle Mountains, & stocked 10ac Pond. Lake Jean Nuestadt is just across from property. We the owners are not liable for any accidents that may occur during your stay and by excepting your booking, you release us of any liability action.

FamilyAmenities

Guest favourite

A modern villa exterior features a dark blue wood facade, with a welcoming entrance accessed by a set of double doors. A small wooden deck is adorned with two chairs, and decorative plants surround the entryway.

Tiny home in Sulphur

4.91 out of 5 average rating, 187 reviews

Windsong Villas II

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 Platt National Park, the Chickasaw Recreation area, a unique downtown, arts centers and casinos.

Superhost

Home in Pauls Valley

4.86 out of 5 average rating, 22 reviews

Secure Stay-$50 per night 30+days

Centrally located in Pauls Valley, when booked you get the entirety of this home. Perfect stay for a work trip or visiting family. Price drops to $50 a day when booked 30+ days. -So, what makes this stay different from others? •You get the entirety of the home. •3 spaces for parking (two are covered). •15 minutes from CRV in Wynnewood. •35 minutes from hiking in Sulphur.