Family-friendly holiday rentals in Duncan

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Top-rated family-friendly rentals in Duncan

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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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, 109 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
Home in Duncan
4.96 out of 5 average rating, 24 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.

Top guest favourite
The exterior of a converted grain bin is displayed, featuring a large sunflower mural. A welcoming porch with rocking chairs is positioned to the side, surrounded by lush green grass and vibrant flower beds, enhancing the rural charm of the property.
Tiny home in Elgin
5 out of 5 average rating, 114 reviews

The Painted Silos - The Sunflower Bin

Nestled in Elgin, Oklahoma, this converted grain bin offers a unique experience. A short drive from Ft. Sill, Medicine Park and the Wichita Mountain Wildlife Refuge. Featuring modern amenities with a rustic charm, this silo has been tastefully decorated and outfitted with all the luxuries you need for a cozy stay. This charming silo sleeps up to four and includes a stylish living area, fully equipped kitchen, dining area, one spacious bedroom, cozy built in bunk beds, and 1.5 bath.

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
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
5 out of 5 average rating, 44 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 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
4.92 out of 5 average rating, 132 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, 12 reviews

The Foreman Prairie House | Crown Jewel

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 single-story home is set on a lush green lawn, framed by trees that provide shade. The front door is centered, flanked by large windows. A car is parked in the driveway, and a clear sky is visible overhead.
Home in Duncan
4.89 out of 5 average rating, 149 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 favourite
Home in Duncan
5 out of 5 average rating, 13 reviews

Red Farm Cabin

Forget your worries in this spacious and serene tiny home. Always fresh and clean and peaceful. Relax in a country setting right off the highway. Only 4 minutes from the Stephens county fairgrounds. We ask that there be NO PETS. NO SERVICE OR SUPPORT ANIMALS. NO SMOKING INSIDE OR OUTSIDE ON THE PROPERTY. THERE IS NO TV. In addition to the 2 guests, the living room will accommodate a small child on the loveseat

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
4.93 out of 5 average rating, 196 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.

Guest favourite
Home in Duncan
4.98 out of 5 average rating, 94 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, 65 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.

Popular amenities for Duncan family-friendly rentals

Quick stats about holiday rentals that are family-friendly in Duncan

  • Total holiday rentals

    Explore 30 holiday rentals in Duncan

  • Nightly prices starting at

    Duncan holiday rentals start at $90 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,990 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 of Duncan holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Duncan rentals

  • 4.9 Average rating

    Duncan stays are highly rated by guests – averaging 4.9 out of 5!