Holiday rentals in Duncan

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Top-rated holiday rentals in Duncan

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

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Guest favourite
Home in Duncan
5 out of 5 average rating, 13 reviews

Cozy home 4 minutes to Halliburton Manufacturing

This special place is 4 minutes to the Halliburton Manufacturing Plant, 5 minutes to the local fairgrounds and within walking distance to shops, restaurants and a movie theater on Main Street making your stay convenient. There's also an indoor, year round Farmer's Market 5 minutes away and a seasonal outdoor Farmer's Market. Dollar General is nextdoor and you can walk downtown in 5-10 minutes! This home is the perfect place to recharge after a day of adventuring around our lovely little town!

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, 107 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
4.95 out of 5 average rating, 21 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
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, 42 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
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.
Home in Duncan
4.87 out of 5 average rating, 115 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 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, 131 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, 11 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.

Top guest favourite
Home in Duncan
5 out of 5 average rating, 12 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 in-ground pool is framed by a smooth, textured surface and accented by a brick border. Steps lead into the water, with a backdrop of a recently remodeled home featuring white siding and brick elements. Lush greenery is present around the pool area.
Home in Duncan
4.93 out of 5 average rating, 195 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
Home in Duncan
4.98 out of 5 average rating, 93 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, 63 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 holiday rentals

When is the best time to visit Duncan?

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Avg. price$129 SGD$129 SGD$121 SGD$123 SGD$127 SGD$126 SGD$126 SGD$127 SGD$126 SGD$138 SGD$141 SGD$134 SGD
Avg. temp6°C8°C13°C17°C22°C27°C29°C29°C24°C18°C12°C7°C

Frequently Asked Questions

  • What are the best places to stay in Duncan?

    Many guests choose stays near downtown Duncan for close access to shops, museums, and dining. The neighborhoods around Main Street are popular for their character and convenience.

  • What are the best things to do in Duncan with kids?

    Children often enjoy the play areas and miniature train at Fuqua Park, hands-on activities at the Chisholm Trail Heritage Center, and exploring displays at the Stephens County Historical Museum. Seasonal fairs add extra excitement for families.

  • What are some of the best things to do in Duncan?

    You can explore the Chisholm Trail Heritage Center, visit historic Main Street shops, or relax in city parks. Outdoor recreation and community art displays are also frequently suggested here.

  • How is the weather in Duncan?

    Duncan has mild winters around 30–55°F (-1–13°C) and warm summers with temperatures frequently reaching 97°F (36°C). Spring brings occasional showers while autumn is often comfortable for exploring outdoors.

  • When is the best time to visit Duncan?

    Spring and fall are frequently suggested for visiting Duncan due to milder temperatures and outdoor events. These seasons allow for comfortable walks in parks and easy exploration of local neighborhoods.

  • What are the best places to visit in Duncan?

    The Chisholm Trail Heritage Center, Stephens County Historical Museum, and Fuqua Park are often recommended stops for learning about local history and spending time outdoors. Art galleries and antique shops around downtown highlight Duncan's creative spirit.

  • What are some hiking trails in Duncan?

    Duncan has paved walking and jogging paths in local parks, along with natural trails at the city’s lakes. These areas are often enjoyed for birdwatching, relaxed strolls, and outdoor exercise.

  • What are some family activities we can do in Duncan?

    Spend time at Fuqua Park for playgrounds and a miniature train, explore interactive exhibits at the Chisholm Trail Heritage Center, or attend seasonal festivals. Family movie nights and community events are also often on the calendar.

  • What are some of the best day trip ideas from Duncan?

    Around Duncan, you can explore lakeside trails, wildlife refuges, and nearby museums focused on regional heritage. Antique shops, local art studios, and scenic parks are also frequently suggested for day trips.

  • Are there any pet friendly accommodations available in Duncan?

    Pet friendly stays are available in Duncan, including options near walking trails and parks. Confirm any pet policies in advance and explore local green spaces together.

  • What are some local tips for visiting Duncan?

    Pack layers as temperatures shift between day and night, and check community calendars for local events during your stay. Support small businesses by browsing shops around Main Street and sampling locally made treats.

  • What is Duncan known for?

    Duncan is known for its ties to the Chisholm Trail cattle drives, local cowboy heritage, and oil history. The city also has a tradition of celebrating the arts through museums and festivals.

  • What are the best hidden gems to explore in Duncan?

    Explore locally owned antique shops, independent art galleries, and small-town diners around Duncan for a closer connection with community traditions. Quiet walking paths in neighborhood parks also offer peaceful escapes.

  • What are the best foods to try in Duncan?

    Duncan is known for classic Oklahoma flavors such as chicken-fried steak, barbecue, and homemade pies. Local diners and family restaurants also serve traditional comfort foods and seasonal specialties.

  • What should I bring for a trip to Duncan?

    Bring comfortable walking shoes, weather-appropriate layers, and a hat for sunny days. If planning outdoor activities, consider packing a reusable water bottle and sunscreen.

  • What is the nightlife in Duncan like?

    Duncan has a relaxed nightlife scene, with options like live music at local bars, casual eateries, and venues hosting community events. Some evenings feature performances by regional bands or open mic nights.

  • What are the most popular events or festivals in Duncan?

    Duncan hosts an annual rodeo, arts and crafts festivals, and community celebrations tied to local heritage. Summer and fall often bring larger gatherings and outdoor concerts in local parks.

  • Are there family friendly vacation rentals in Duncan?

    Duncan has a variety of family friendly vacation rentals, often with multiple bedrooms and access to outdoor space. Many are located near parks and popular community attractions.

Quick stats about holiday rentals in Duncan

  • Total holiday rentals

    Explore 60 holiday rentals in Duncan

  • Nightly prices starting at

    Duncan holiday rentals start at $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 4,600 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    60 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!

  1. Airbnb
  2. United States
  3. Oklahoma
  4. Stephens County
  5. Duncan