
Holiday rentals in Stephens County
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Top-rated holiday rentals in Stephens County
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Your personal retreat in town!
Forget your worries in this spacious and serene space. This home sits one acre completely private fenced. It is very spacious and designed for entertainment. The home has a large open kitchen, huge sunroom, large dining area, 500 square foot master bedroom with private master bath, and lots of comfort through out the home. The guest house makes for a great man cave and acts as a fourth bedroom and bath. We are close to the golf course and country club. Plenty of parking for all the guests.
5.0 out of 5 average rating, 9 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
4.97 out of 5 average rating, 32 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.
5.0 out of 5 average rating, 46 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.
4.92 out of 5 average rating, 128 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.
4.88 out of 5 average rating, 136 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
4.98 out of 5 average rating, 64 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.
4.88 out of 5 average rating, 120 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.
4.92 out of 5 average rating, 147 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.
4.98 out of 5 average rating, 113 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.
4.94 out of 5 average rating, 78 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!
4.94 out of 5 average rating, 153 reviews
Country Club Casa the Golfer's Getaway
Forget your worries in this beautiful and serene space. The Country Club Casa is a beautiful home located right by #6 tee box at Duncan Golf and Tennis Club. Spacious 4 bedroom 3 bathroom with 2 large living spaces. Covered patio with plenty of room to relax and unwind.
5.0 out of 5 average rating, 42 reviewsPopular amenities for Stephens County holiday rentals
Other great holiday rentals in Stephens County

Adorable studio house
4.97 out of 5 average rating, 35 reviews
Whitetail Crossing Retreat Waurika Lake
5.0 out of 5 average rating, 37 reviews
Aspen House
5.0 out of 5 average rating, 5 reviews
Red Farm Cabin
5.0 out of 5 average rating, 16 reviews
Palomino cottage
5.0 out of 5 average rating, 28 reviews
Kendall's View Kabins : Brea
4.84 out of 5 average rating, 57 reviews
The Beech House: 1 Bedroom Renovated Home
4.95 out of 5 average rating, 39 reviews
Luxurious one room cottage getaway
5.0 out of 5 average rating, 11 reviews




