Family-friendly vacation rentals in Chickasha

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Top-rated family-friendly rentals in Chickasha

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

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Top guest favorite

The outdoor space features a swimming pool surrounded by a fenced yard, with a covered patio area equipped with chairs and a grill. The house has a rustic brick exterior, complemented by trees and a scenic view of the nearby hills.

Guesthouse in Lawton

5 out of 5 average rating, 250 reviews

No Cleaning Fee. Home near Post and the Refuge.

Furnished 1,000 sq ft. home, recently re-modeled and includes conveniences designed to meet the needs of families looking for a quiet and relaxing get-away with their Soldier, busy professionals, or those enjoying a vacation. I want this house to be your "home away from home" . So you do not need to bring your iron, bath, or kitchen items! This home is located 10 miles from Lake Lawtonka, Ft. Sill and Wichita Mountains Wildlife Refuge. Pool open mid May to early June Pool closed October.

Guest favorite

An outdoor patio features a hot tub illuminated by soft lighting, surrounded by a seating area with two chairs and a fire pit. French doors lead into the living space, creating a cozy atmosphere for evening relaxation.

Apartment in Lawton

4.91 out of 5 average rating, 105 reviews

Wichita Mtns Barn@Ft Sill, Medicine Park, Hot tub

Medicine Park’s only handicap accessible, shared pool, private patio & real hot tub, 800 sq ft, 2 bedroom, kitchen, washer/dryer, 65’’ TV (Netflix, YoutubeTV), playground on secluded 9-acres No steps, wheelchair shower, accessible doors King lift bed, 2 twins, & blow-up queen, Sofa, Sleeps 7 5 minutes to Apache gate Ft Sill, Medicine Pk, Wichita Mountains National Wildlife Refuge. Heated shared Pool fm Apr 1-Oct 31. Pets ok w a fee, Add guests for fee Exterior cameras on entrance & side

Guest favorite

A cozy living area is featured, showcasing a comfortable couch adorned with decorative pillows. A textured area rug covers the floor, complemented by a small coffee table and a dining nook with two chairs. Natural light is allowed in from the adjacent kitchen area.

Home in South Oklahoma City

4.91 out of 5 average rating, 174 reviews

Aimee’s Convenience & Charm/ 2 bdrm home Moore

Sparkling Clean, Exclusively Yours! Darling 1/2 duplex, Full size kitchen has all appliances, Purified Water Tap, Washer, Dryer, granite countertops, WiFi, A Great place to relax & enjoy peaceful time at home. Superb location in South Moore, a mile from I-35 off S 19th St., Centrally located less than 20 minutes to downtown OKC, 10 to OU, 16 to Airport! Garage +2 parking places, in-ground storm shelter in front yard. Privacy fenced small backyard, patio & small deck, BBQ grill. Quiet, Safe!

Top guest favorite

A spacious outdoor area showcases a large pool surrounded by a concrete patio. Comfortable seating arrangements are visible, including loungers and sofas. The home features multiple entry points, and string lights are draped overhead, enhancing the ambiance.

Guesthouse in Hinton

4.97 out of 5 average rating, 175 reviews

Hidden Treasure Pool House Near I-40

If you like a little extra in your travels, you're welcome to our 1300 sq. ft. Guest Home on a 17 acre setting just 35 minutes from downtown OKC or 20 minutes from Weatherford OK. Secure location with a gated entry and some quiet scenic country but just a short drive away from the action in OKC. Great place for couples, solo adventurers, business travelers, and a family with children. No parties or large groups. No more than 6 people on the premises.

Guest favorite

The exterior of the studio apartment is presented with a deep blue facade and a white door. A wooden bench is positioned in front of the entrance, accompanied by a small welcome mat. Lush greenery surrounds the property, enhancing the tranquil setting.

Guesthouse in Oklahoma City

4.88 out of 5 average rating, 387 reviews

The Little Blue Guesthouse

Little Blue is a studio apartment located in the heart of Oklahoma City. Situated in a quiet neighborhood, you are steps away from the Plaza District with fantastic local restaurants, shops and bars. Walking distance to Oklahoma City University, and a quick drive or Uber to Chesapeake Arena, Thunder Basketball, St. Anthony Hospital, OUHSC, Bricktown, the State Capitol and Midtown. Great for work or play. We hope you enjoy staying with us.

Top guest favorite

A comfortably appointed living area features a tan leather sofa and a tufted ottoman, complemented by a neutral area rug. Two windows with blue curtains allow natural light to illuminate the space. A wooden media console houses various books and decorative items.

Guesthouse in Bethany

4.94 out of 5 average rating, 451 reviews

1930's Farm House Apartment

Our place is 1/2 mile from historic Route 66 in Bethany, OK. If you love local eateries, quaint shops, and antiques, you'll love Bethany. We are only a 15 minute drive to downtown OKC. We are located in a quiet neighborhood, just down the street from Southern Nazarene University. You’ll love the space we have created, it will be a peaceful oasis for couples, a couple with a small child, solo adventurers, friends, and business travelers.

Guest favorite

A spacious wooden deck offers views of expansive green fields and scattered trees under a cloudy sky. The railing provides safety while emphasizing the openness of the surrounding landscape.

Farm stay in Geary

4.87 out of 5 average rating, 278 reviews

Historic Schoolhouse Cabin | Stargazing Spot

Sleep in a renovated one-room schoolhouse on a working farm—just off HWY 281 and 15 mins from I-40 & Route 66. Stargaze, spot deer, fish the pond, shower under the sky (yes, really), and unwind by the fire pit. It’s peaceful, private, and a little offbeat—just how we like it. Great for couples or solo folks who need a break from the noise. Read the full listing & check pics before booking!

Superhost

A small dining nook is featured, with a yellow table and two matching chairs. Natural light filters through the adjacent windows. A decorative fishing net adorned with seashells hangs above a potted plant on the table, adding a coastal touch to the space.

Apartment in Oklahoma City

4.73 out of 5 average rating, 165 reviews

Aloha, Beaches - near Uptown 23rd & Asian District

Smack dab in the middle of everything good in Oklahoma City! Just blocks from the intersection on NW 23rd St. & Classen Ave., two of OKC's most vibrant streets. Walkable to Asian District, Uptown 23. Just a few minutes from Plaza District, OCU, OUHSC, Automobile Alley, Paseo District, Midtown and Downtown. Please refer to "The neighborhood" tab for drive times to popular destinations.

Top guest favorite

A peaceful pathway is flanked by lush greenery and potted plants, leading towards colorful structures. A wooden walkway guides the way, while a stylish chair is positioned nearby, inviting relaxation among the plants. Whimsical art decorates the walls, enhancing the garden's charm.

Bungalow in Oklahoma City

4.98 out of 5 average rating, 900 reviews

The Bamboo Inn

License Number: HS-00010-R22 OKC's most eclectic/bohemian neighborhood. Walking distance to the City's premier shopping/dining and entertainment along the Western Ave Corridor and Classen Curve. Inside the most amazing all organic garden with pathways and garden rooms. Please review (Other things to note) below for clarity on our rates regarding number of guests and children.

Guest favorite

A charming bungalow is presented, featuring a covered porch adorned with string lights. Two potted plants stand on either side of the entrance, while the front door is framed by large windows. The house is surrounded by tall, leafless trees under a soft twilight sky.

Home in Norman

4.93 out of 5 average rating, 602 reviews

Klippie's Khaya - Box of stories

Klippie's Khaya has become a box of stories! It is a beautifully renovated bungalow in the heart of the city and the ideal place for long or short visits. Within walking distance to restaurants and grocery stores and just 1.5 miles from the University of Oklahoma campus. The khaya is good for couples, solo adventurers, business travelers, and families (with kids).

Top guest favorite

A single-story brick home is featured, showcasing a sloped roof and geometric design. Lush landscaping surrounds the property, with a small tree and colorful flowers adding interest to the front yard. A driveway leads to the single-car garage on the right.

Home in Yukon

4.98 out of 5 average rating, 120 reviews

Spacious OKC Suburban Charm

Ideal vacation rental with large indoor/outdoor space. Gourmet kitchen, 40ft ceilings in living room, media room with couches and tv, perfect for entertaining. Quiet residential neighborhood that's close to Interstate 40, Downtown OKC, Airport, Bricktown,White Water, Frontier City, Okc Zoo, Cox Center, Outlets and more! Single story home.