Family-friendly vacation rentals in Chickasha

Guesthouse in Northwest Oklahoma City

A vibrant pool area features a sparkling blue pool surrounded by colorful lounge chairs and umbrellas. Tropical plants in decorative pots enhance the relaxing atmosphere, with a picturesque view of the calm lake in the background. A pink float adds a playful touch to the water.

4.96 out of 5 average rating, 283 reviews

Special rate* Beautiful Lakeview Fun in the Sun!

Relaxing getaway in private one room studio guesthouse! Stay in, and cook by the lake, or trendy restaurants or bars nearby. Attractions such as malls, Chisholm Creek, Top Golf, Main Event and other points of interest 5 minutes. Bricktown quick 15 min drive. Near local Universities.Private one room cabana app 800ft (behind main house) with refrig, oven/stove, microwave, perfect for vacationing or work. Large desk for spreading out projects, fostering creativity with an amazing view of the lake.

5 out of 5 average rating, 242 reviews

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

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.

4.92 out of 5 average rating, 317 reviews

The cabin's exterior features a unique stone façade complemented by a green siding. A welcoming sign announces its availability for rent. A spacious porch with large windows enhances the front, offering a view of the surrounding lawn and pathway leading to the entrance.

Cabin in Medicine Park

The Flute Player

The Flute Player cabin is in the heart of Medicine Park! Enjoy a stroll to the shops, galleries, & restaurants, or a short drive to the many activities the area has to offer. Flute Player is perfect for your weekend getaway, romantic retreat, reunions or military graduations. Some of the cottage amenities include: fully equipped kitchen, AC & heat, 43” 4K TV indoors and on the porch. Streaming & Wi- Fi .Complimentary coffee, tea & bottled water. We offer early check ins. Message us for details.

A charming brick exterior showcases the home, framed by lush greenery and vibrant flower beds. Arched entryways lead to a welcoming porch area, while the well-maintained lawn enhances the inviting atmosphere of the property.

4.99 out of 5 average rating, 138 reviews

Entire Home-Central City-Crown Heights Area Tudor

Entire home in sought after Crown Heights-Putnam Heights area offering stays of 30 days or more. Located within walking distance of Western Avenue dining/bar & shopping hot spots! A mile to Whole Foods, Trader Joe's, upscale shopping on Classen Curve & Penn Square. Walking distance of several parks. Short drive to Chesapeake Arena (downtown); Brick Town; Midtown; Uptown; Riversports & Chesapeake Boat House District. Due to the coronavirus, we’re taking extra care to clean thoroughly all areas

The welcoming exterior of the Pines Inn features a covered porch with decorative railings. A vibrant rose garden flourishes along the pathway and fence, adding color to the grassy yard. Lush green trees surround the property, enhancing the tranquil ambiance.

4.89 out of 5 average rating, 474 reviews

Pines Inn

License Number: HS-00008-R22 The Pines Inn was built in the early 20's and has a history from before statehood with orginal pine floors all the way to what it is today. A completely remodeled home with modern efficiency preserving much of the original elements. We do not charge a cleaning fee or deposit which makes our total rate 'clear' and a true value stay with simple housekeeping expectations to accommodate for that value! READ BELOW REGARDING ADDITIONAL FEES AND HOUSE RULES.

The exterior of a single-story brick house is displayed, featuring a well-maintained lawn and a paved driveway. Large windows allow natural light to flood the interior, while colorful potted plants add subtle charm by the entrance.

4.9 out of 5 average rating, 131 reviews

Fresh, Modern Home Next to Downtown & Bricktown

If you are looking for a clean, comfortable and convenient place, you'll love this house. The house is packed with everything you'll need to make your stay here comfortable and it is just minutes away from Downtown, Bricktown, OU Medical, Washington Park and other popular attractions. Your family will be close to everything when you stay at this centrally-located place. Access to both the I-35 and I-40 are just blocks away which makes it convenient to get around.

Superhost

Home in Medicine Park

4.92 out of 5 average rating, 212 reviews

Creekside Cabin

Medicine Park OK, the Jewel of the Southwest! This little resort town is situated at the forefront of the Wichita Wildlife Refuge and around the corner from recreational Lake Lawtonka! Enjoy the beautiful view of the bona fide cobblestone community with its artistic landscaping and rich history while overlooking Medicine Creek/Bath Lake Swimming Hole. Just minutes from Lawton/Ft.Sill to enjoy shopping, movies and entertainment for the whole family!

A well-lit bathroom features a granite countertop with a circular sink and modern fixtures. A large mirror reflects the green walls and subtle decor. A gray towel hangs on a wall-mounted holder, and a shower curtain is visible in the background.

4.89 out of 5 average rating, 111 reviews

**BEST LOCATION IN HEART OF OKC**

LOCATION! Enjoy the stylish & modern vibe of this fully renovated home located in Uptown, on NW 23rd St. This property is within a few minutes of Downtown OKC, Bricktown, The Plaza District, The Paseo Art District, State Capitol, State Fair Grounds. Please view our other 2 properties in Oklahoma City with 5 star reviews by searching: - **Rustic Modern 4 Bed/ 3 Full Bath/ 2 Living Rms** - Modern & Cozy 4 Bed/2.5Bath Close to Midtown&Plaza

4.98 out of 5 average rating, 195 reviews

The open living area features a cozy seating arrangement with a gray sofa, two accent chairs, and a coffee table. A wooden dining table is set with a decorative bowl of fruit. Natural light enters through large windows, highlighting the stylish decor and a fireplace.

Home in Paseo

Uptown Oasis

Located in the heart of Oklahoma City's Paseo Arts District, this home provides a warm and welcoming environment. Located close to numerous quality restaurants and upscale bars, you will have a great variety of eating and drinking options within two blocks easy walking distance. The house itself is a quiet oasis with numerous luxury touches and a sense of design that will make you want to return again and again.

An inviting dining area features a spacious table surrounded by six vibrant orange chairs. Natural light filters through a large window with dark curtains. A contemporary light fixture hangs overhead, complementing a modern artwork displayed on the wall.

4.83 out of 5 average rating, 179 reviews

Communal Crashpad

Decorated and furnished specifically for short-term rentals. Great for families or groups, large or small. Located in central NW OKC. Minutes away from Paseo district, Asian district, Western Ave District, Penn Square Mall, OCU. Just off of I-44! City card for local business discounts is available for this property upon requests Please refer to "The neighborhood" tab for drive times to popular destinations.

4.96 out of 5 average rating, 169 reviews

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

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.