Holiday houses in Stephens County

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Top-rated holiday rentals in Stephens County

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

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Top Guest favourite
The image captures a vibrant sunset, showcasing a blend of orange and pink hues across the sky. Silhouettes of bare trees frame the scene, while a grassy area is visible in the foreground, with a subtle outline of a pasture in the background.
Home in Duncan
4.96 out of 5 average rating, 24 reviews

Westview Acres

Escape with expansive views of prairie and gently rolling hills in a country like setting on 5 plus acres while still being in the heart of the City of Duncan. Enjoy sunrise sipping coffee on the porch or star gazing in the evening. Large windows provide natural light and views of the native grass, ponds, hayfield and shady back yard. The home is located at the end of a quiet residential street. The Duncan bypass is easily accessible. Close to the Fairgrounds, Simmons Center, restaurants

Top Guest favourite
Home in Comanche
5 out of 5 average rating, 35 reviews

Lakefront at Twelve Oaks Road - Waurika Lake

Waurika Lake - Relax and enjoy this peaceful location, only a short walk to the lakefront. This home comes with two bedrooms, two baths and will accommodate 8 guests comfortably with the added pull-out sofa bed. Added features also include a 75” flat screen TV in the living room with flat screen TVs in both bedrooms as well. The back covered patio is over 1,000 sq. ft. with a large area for outdoor dining, grilling, or relaxing and watching the deer from the back porch or around the fire pit.

Top Guest favourite
Home in Duncan
4.96 out of 5 average rating, 111 reviews

Fine Luxurious Gem, town amenities, golf course

Pamper yourself in this rare and gorgeous vacation villa. Our Gem has 3 stylish bedrooms with all the trim, 2 exquisite living areas designed to make you feel like royalty, a large fully equipped kitchen for the tea, coffee, or wine connoisseur, 2 lovely powder rooms fully stocked in luxury, and a new and modern laundry room. That's just the inside. Included is a modern outdoor dining area, a private and family deck surrounded by a privacy fence, gorgeous gardens in front and back, and more.

Guest favourite
A spacious living area is presented, featuring a plush brown sofa and two armchairs, complemented by an ornate area rug. A circular coffee table sits in the center, surrounded by additional seating. Natural light filters in through large windows, enhancing the welcoming ambiance.
Home in Duncan
4.91 out of 5 average rating, 122 reviews

McNair 906 Golf Haven, Hot Tub, Ping Pong

This property is located across from Duncan Country Club Golf & Tennis. where all of our guests have full Country Club privileges including, a outdoor private pool, tennis courts, bar, and discounts on golf and carts. Newly renovated 2140 sqft, 3 BRMS, 2 BTHS, Hot Tub, Ping Pong, Patio w/ Grill. Just 10 minutes from the FAIRGROUNDS, 5 Min from DOWNTOWN, Near Chisholm Trail Casino, Kiddieland Park & Rides, Kochendorfer Brewing Company, and Murf's Shooting Range, 40 min. from Medicine Park.

Top Guest favourite
The charming exterior of a Craftsman-style home showcases a symmetrical façade with a gabled roof and a welcoming front porch. Lush landscaping with vibrant flowering plants and well-maintained grass is visible in the foreground, framed by tall trees providing ample shade.
Home in Duncan
4.98 out of 5 average rating, 50 reviews

The Spruce Street Retreat!

Welcome to Spruce Street Retreat! Step into this charming 1945 craftsman-style home, featuring three cozy bedrooms and one and a half baths. Enjoy a fully-equipped kitchen, a private backyard with a deck, and a fenced-in area perfect for relaxing. Plus, you’ll have the convenience of a private drive. Ideal for families or small groups looking for a peaceful getaway. Central location Stephen’s County Fairgrounds, Duncan Golf and Country Club, Museums and many restaurants

Guest favourite
A charming green cottage with a welcoming entrance, featuring a front porch adorned with seating. The door is flanked by dark shutters, and a decorative sign adds character. The well-maintained lawn complements the home under a blue sky with scattered clouds.
Home in Duncan
4.93 out of 5 average rating, 110 reviews

Griffith Cottage

Satisfy your wanderlust and brighten your stay at Griffith Cottage centrally located in Duncan, OK. Newly furnished and full of color and natural light. A lot of love has been poured into our cottage to make it unique, clean and well-appointed. Griffith Cottage is a 2 Bedroom 1 Bathroom home perfect for singles, couples, family or business travel. *Wifi *Smart TV's *Washer & Dryer *Ceiling Fan's *Record Player *Iron & Ironing board *Hair dryer

Guest favourite
The front exterior of the home is showcased, featuring a red-trimmed brick facade. A well-maintained lawn surrounds the driveway, which leads to a two-car garage. A decorative mailbox stands at the edge of the property, complementing the welcoming entrance.
Home in Duncan
4.87 out of 5 average rating, 116 reviews

Dottie's and Joe's Gorgeous Family Friendly Home

Gorgeous Relaxing home for the whole family at this peaceful place to stay. Great Safe Neighborhood! 3 bedroom 2 bath sleeps up to 8. Conveniently located near shopping and the Hospital. Minutes away from the fairgrounds. Located centrally between Duncan's finest Golf Courses. Close to Duncan Bypass and HWY 81. Minutes away from Fort Sill, Casinos, Restaurants for your dining pleasure, Chisum Trail, Parks and Recreation for whole family.

Guest favourite
A welcoming living area features a cozy green sofa and two patterned chairs facing a central coffee table. Bookshelves flank a black brick fireplace, with ambient lighting complementing the green walls. Natural light streams in through windows, creating an inviting atmosphere.
Home in Duncan
4.93 out of 5 average rating, 134 reviews

The Emerald Bungalow

Come and enjoy the newly renovated Emerald Bungalow. Located conveniently in downtown Duncan, this stylish craftsman style house sleeps 6 with 3 bedrooms & 2 full bathrooms. This chic and cozy spot is the perfect backdrop for your next in town visit, shower, bridal suite, and more! 3 bedroom/2 bath, max occupancy 6 people, 2 night minimum on weekends, parking on property, large front patio and private back courtyard. No pets allowed.

Guest favourite
The two-story W.T. Foreman Prairie House is framed by a wrought-iron fence, with warm sunlight casting a glow across the facade. A large tree stands nearby, and the home features a welcoming front porch that invites relaxation as the day comes to a close.
Home in Duncan
5 out of 5 average rating, 13 reviews

Crown Jewel of Duncan | Foreman Prairie House

The W.T. Foreman Prairie House invites guests to step back into history. This magnificent home is filled with stunning architecture, beautiful furniture, and glimpses of days gone by. If you're looking for a diamond in the rough, love history, or just want a peaceful place to stay, The Crown Jewel is the perfect place. Peruse Main Street nearby or enjoy an afternoon with a delicious cup of tea or coffee on the front porch.

Top Guest favourite
Home in Duncan
4.98 out of 5 average rating, 97 reviews

Ivy Cottage

Welcome to Ivy Cottage. Your family will be close to all attractions when you stay at this centrally-located home. We hope you enjoy your stay in our recently updated quaint 1930’s home. Local attractions include Chisholm Trail Museum, historic downtown shopping, Kochendorfer Brewing, Simmons Center, and several golf courses.

Guest favourite
A comfortable living area is presented, featuring a gray sofa adorned with various pillows. A round wooden coffee table sits in front, surrounded by a patterned rug. Two floor lamps provide soft lighting, and a piece of artwork enhances the wall above the seating.
Home in Duncan
4.94 out of 5 average rating, 66 reviews

Country Duplex 1

Relax with the whole family at this peaceful place to stay. There is a place for your larger animals like horses available per request (2 horses) to stay and it is only minutes away from the Stephens County Fairgrounds. If you have more than one pet there will be an extra fee and dogs must be in kennel when left alone.

Top Guest favourite
A cozy living area features a comfortable sofa and an armchair, accented by decorative cushions. A round coffee table is placed centrally, and a standing lamp provides warm light. Two windows with plantation shutters allow natural light to filter in.
Home in Duncan
4.94 out of 5 average rating, 130 reviews

Sugarberry Cottage

Your family will be close to everything when you stay at this centrally-located place. House is over 100 years old,but updated to modern conveniences. Quirkie and fun. Fell in love with it, wanted to retain the history of the place.You feel at home the moment you walk in. Please make yourself at home!

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