Family-friendly holiday rentals in Duncan

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!

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.

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.

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

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

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.

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.

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.

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.

The Beech House: 1 Bedroom Renovated Home

This unique place has a style all its own. Single bedroom w/ queen bed, dual powered nightstands, TV, large walk-in closet w/ washer/dryer. Single bathroom w/ large walk-in shower & soaking tub, his/her sinks & built-in make-up vanity area w/ seat. Modern kitchen with new gas stove, SS fridge, dishwasher, Keurig, air fryer & etc. Spacious living room w/ TV. Great for a quick trip or extended stay.

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.

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.