Vacation rentals in Stephens County

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Top-rated vacation rentals in Stephens County

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

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Top guest favorite
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 favorite
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 favorite
A welcoming entrance to the villa is marked by a decorative sign featuring a purple gem, surrounded by well-maintained gardens. The property is framed by mature trees, offering a serene and inviting atmosphere in a suburban setting.
Home in Duncan
4.96 out of 5 average rating, 113 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 favorite
A ping pong table is centrally located in a sunlit room with large windows. The table is surrounded by four light-colored chairs on brick flooring, creating a spacious area for relaxation and recreation.
Home in Duncan
4.91 out of 5 average rating, 123 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 favorite
A charming exterior of a white cottage is framed by a large tree and colorful flower pots. A green front door welcomes guests, with an American flag displayed on one side. Vibrant decor featuring a pineapple is hanging by the entrance.
Home in Duncan
4.97 out of 5 average rating, 188 reviews

Sommers Cottage

Satisfy your wanderlust and brighten your stay at Sommers Cottage centrally located in Duncan, OK. Newly furnished and full of flower power including a fun mural for selfies. A lot of love has been poured into our cottage to make it unique, clean and well-appointed. Sommers Cottage is a 2 Bedroom 1 Bathroom home built in 1940. Perfect for singles, couples or business travel. *Wifi *Washer & Dryer *Record player *Iron & Ironing board *Smart TV's *Ceiling Fans *Hair dryer

Top guest favorite
Home in Duncan
4.98 out of 5 average rating, 54 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 favorite
A modern kitchen features green cabinetry and open shelving, showcasing decorative dishes and glassware. A large island includes three barstools, with a black sink and fixtures positioned against a backdrop of ample natural light from the window.
Home in Duncan
4.93 out of 5 average rating, 135 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.

Top guest favorite
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, 14 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.

Guest favorite
Home in Duncan
4.89 out of 5 average rating, 154 reviews

12th Green at Duncan Golf and Tennis Club

Beautiful home located on the 12th Green at Duncan Golf Club. Access to club Pool, Fitness, Tennis and discounted Golf is included. The layout will allow comfortable accommodations for 10 people. The home is a 3 bedroom with Queen beds and TV's that sleep 2 each an inflatable queen sleeps 2, A Futon that sleeps 2. A Large Livingroom with 70” TV. A large back yard for entertaining, grill and plenty of room for activities.

Top guest favorite
A charming exterior view of the cottage features a brick facade and a white garage door, adorned with a decorative metal emblem. The porch, with a simple chair and potted plant, is shaded by lush green trees, creating a welcoming entrance.
Home in Duncan
4.98 out of 5 average rating, 99 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.

Top guest favorite
Home in Duncan
4.94 out of 5 average rating, 68 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 favorite
A compact kitchen features vintage-style cabinetry, accented by modern appliances. A window with bamboo shades allows natural light to illuminate the space. The patterned tile floor adds character, while a blend of cookware and utensils is neatly arranged on the countertops.
Home in Duncan
4.93 out of 5 average rating, 133 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!

Popular amenities for Stephens County vacation rentals