Family-friendly holiday rentals in Duncan

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.

4.97 out of 5 average rating, 29 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

FamilyIndoor spacesNearby

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.

4.92 out of 5 average rating, 125 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.

KitchenIndoor spacesOutdoor spaces

A freshly renovated two-story house features a white exterior with wooden accents. The front porch is adorned with a welcoming balcony above, while the manicured lawn is complemented by a decorative lamp post. Nearby, a clear sign indicates the property name.

4.92 out of 5 average rating, 138 reviews

McNair Golf Front, Hot Tub, Poker Room, Ping Pong

By MCNAIR INVESTMENT PROPERTIES: Newly, renovated, 4 BR, 3 Bath, 4222 sq ft home with HOT TUB, located directly across the from the Duncan Country Club & Golf Course. All our guests have country club privileges, golf and cart discounts, free access to the tennis courts & outdoor pool. 3 kings, 2 queens, 2 twins, multiple queen blowups, pack-n-play, 2nd floor coffee bar and balcony, pool table, ping pong table, poker room, large den with 70” smart tv, patio. Near Stephens Co. Fairgrounds!

KitchenIndoor spacesHospitality

4.97 out of 5 average rating, 35 reviews

Adorable studio house

Kick back and relax in this beautifully renovated studio designed for a calm, comfortable stay. The space features a fully stocked kitchen perfect for home-cooked meals and a convenient TV stand for casual dining . Enjoy a restful night’s sleep on the cozy full-size bed, with a futon available for extra sleeping space . For your convenience, a washer and dryer are available for light loads (up to 17 lbs). Every detail has been thoughtfully chosen to make your stay effortless and relaxing.

Indoor spacesKitchenSleep quality

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.

4.97 out of 5 average rating, 194 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

KitchenFamilyHeating

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.

4.98 out of 5 average rating, 62 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

KitchenIndoor spacesDecor

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.

4.88 out of 5 average rating, 120 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.

Indoor spacesKitchenAir conditioning

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.

4.92 out of 5 average rating, 144 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.

KitchenIndoor spacesTV

4.98 out of 5 average rating, 112 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.

KitchenFamilyQuiet

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.

4.94 out of 5 average rating, 77 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.

Indoor spacesKitchenBathroom

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.

4.94 out of 5 average rating, 152 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!

FamilyKitchenNearby

The exterior of the residence presents a single-story brick façade with a well-maintained lawn and garden. A paved driveway leads to a large garage, while neatly trimmed shrubs and colorful flowers add to the home's curb appeal. Trees border the scene, enhancing the green landscape.