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 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
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.

Top guest favourite
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 favourite
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 favourite
Home in Duncan
4.87 out of 5 average rating, 117 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 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 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, 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 favourite
A private outdoor area features a circular in-ground pool surrounded by a stone patio. A grill is positioned near the pool house, complemented by potted plants and a wooden fence providing privacy. The space is shaded by overhanging trees, creating a serene atmosphere.
Home in Duncan
4.94 out of 5 average rating, 203 reviews

McNair Westgate House, Golf Oasis, Pool, Hot Tub

Experience the newly remodeled Westgate House, a private oasis in Duncan. This 3BR, 2.5 bath, 2472 sq ft, home features a HOT TUB, in-ground pool, pool house w/bar, high-end kitchen appliances, whiskey lounge with arcade table. The master bedroom offers exclusive access to a private patio and pool. Sleeps 6 guests comfortably. Conveniently located near Stephens County Fairgrounds, Casino, Brewery & Kiddieland Park.

Top guest favourite
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.

Guest favourite
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 favourite
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
4.94 out of 5 average rating, 131 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