Holiday houses in Chickasha

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Top-rated holiday rentals in Chickasha

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

Guest favourite

Home in Oklahoma City

4.95 out of 5 average rating, 55 reviews

LordOfTheRings | Massage | Hottub |Jetshower| King

Embark on a journey to Middle Earth. Inspired by Lord of the Rings, our home “Minas Tirith” is intentionally designed for fans. From the entrance to dining room, kitchen, bathrooms, and hottub, all are styled as medieval with modern amenities. The literal one-of-a-kind home provides a 5⭐️ experience for your friends and family. Your next exciting and comfortable stay awaits you! To enhance your experience, book a Private Chef, at least 2 weeks in advance, to cater a very special event for you.

Superhost

Home in Oklahoma City

4.83 out of 5 average rating, 58 reviews

A Tasteful Historic 4 Bedroom Home

Relax and make yourself at home in our 4 bed, 3.5 bath historic abode within 1 block of the Plaza District. Our house is set up to meet all your needs, whether you are in town visiting family, or looking for a quiet get-away: you and your guests will have a 5-star experience. 2 Master Suites w/ King Beds 2 Rooms w/ Queen Beds Fully functioning Kitchen with essentials Fast Wifi Smart tv: Netflix, Amazon, Hulu, etc Private Backyard Walkable/safe Historic Neighborhood 15 Minute Drive From Airport

Guest favourite

Apartment in Pauls Valley

4.88 out of 5 average rating, 16 reviews

The Bird's Nest

Whether you are here for a work trip or wanting a weekend away, you will love the resort feel of our property. The unit is upstairs and has a full kitchen & bath, which works great for an extended stay. Come lay by the pool(seasona & shared), or cook out. Spacious patio! So many unique touches make this property the perfect place to get away from it all. Great restaurants, the Depot Museum, Toy & Action Figure Museum and The Vault art gallery are all right here in our quaint little town.

Superhost

Home in Oklahoma City

4.87 out of 5 average rating, 15 reviews

Oklahoma Elegance - 3BD Townhome

Discover the perfect blend of comfort and convenience at “Oklahoma Elegance” - 3BR Townhome in the heart of Oklahoma City. Nestled in a prime location for you to cheer on the Thunder at a game, just 5 miles away, or explore the local culture at the fairgrounds, a mere mile away. Step inside to find a sanctuary of style and relaxation, complete with a breezy outdoor balcony, sleek stainless steel kitchen amenities, and thoughtful touches throughout. - Pet Fee $60 - Security Deposit $200

Guest favourite

Guesthouse in Oklahoma City

4.92 out of 5 average rating, 130 reviews

Cozy Studio with A Capitol View

Located between the Capitol and the OU Med Complex, this studio apartment is perfect for students, government and healthcare workers, or anyone visiting OKC! The main bed is topped with a 3 inch topper, and clouded in a down comforter. The living space has a dresser, 50 inch smart TV, and a desk. Aside from utensils and dinnerware, the kitchenette is equipped with a refrigerator, microwave oven, and coffee maker, making your short or long stay as easy as possible.

Guest favourite

Home in Oklahoma City

4.89 out of 5 average rating, 122 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 Lawton

4.86 out of 5 average rating, 127 reviews

Retro Retreat | Comfy Cozy Cottage

Our Retro cottage is within walking distance to Ft. Sill that is so warm and inviting. This Boho/Retro inspired home is stylish, cozy, and has all the comforts of home. Bring your pet and enjoy the fully fenced in backyard. Stocked with Smart TV, Wifi, Keurig, W/D, & so much more. Contactless, keyless entry make check-in super easy. Character, charm, and a bit of funky all in one. We hope you enjoy this mighty little home.

Guest favourite

Home in Norman

4.93 out of 5 average rating, 28 reviews

The Record House- 1.5 Miles from OU

Welcome to The Record house in Norman, Oklahoma, conveniently located just 1.5 miles from the iconic OU Football Stadium. This trendy home offers a blend of modern comfort and unique character, making it the perfect choice for your stay. This 3-bed, 1-bath house is designed with a creative flair that sets it apart. As you step inside, you'll be greeted by a wall of records, setting the tone for a music-inspired stay.

Superhost

Home in Norman

4.88 out of 5 average rating, 138 reviews

World Traveler Resthaven

Updated beautiful charming cottage close to public water park & golf course. Lots of shopping and restaurants nearby. Close to the University of Oklahoma just down the street. Lots of shopping and restaurant options just North of downtown and close to the interstate for short commute from airport. Super comfy new memory foam mattresses and luxury linens.

Superhost

Home in Yukon

4.84 out of 5 average rating, 106 reviews

Deer Run Home 3 Bedroom with office, spa and pool

Nice home with pool and heated spa in the back surrounded by high private fence. Beautiful area in central location. We are close to all kinds of activities in downtown Oklahoma including Bricktown. 5 star Local coffee shop near by. 3 bed 2 bath with office space. Awesome location to have a home base to enjoy so many activities all over “The city”.

Guest favourite

Tiny home in Fort Cobb

4.94 out of 5 average rating, 18 reviews

Grey Betty House

You’ll enjoy the views as the sunsets are amazing. Just a short walk away from Ft Cobb lake. Lemons point boat ramp 1/2 mile down the road. The "not so" tiny house has plenty of space for families. Pull through parking for truck and boats. Set back and breath in the fresh lake air and stay in quiet neighborhood.

Guest favourite

Tiny home in Binger

4.97 out of 5 average rating, 102 reviews

Tiny House Retreat in Binger

Welcome to the tiny house nestled in the trees. This tiny house is finished out with unique rustic features, octagon fire pit swing set, tree bed swing, hot tub & in a secluded, wooded area.

Popular amenities for Chickasha holiday rentals

Quick stats about holiday rentals in Chickasha

  • Total rentals

    40 properties

  • Nightly prices starting at

    $48 AUD before taxes and fees

  • Total number of reviews

    960 reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. Oklahoma
  4. Grady County
  5. Chickasha