Holiday houses in Weatherford

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Top-rated holiday rentals in Weatherford

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Top Guest favourite
An open room is seen through a wide entryway, featuring a modern sofa in warm orange tones. A stylish coffee table, adorned with decorative items, complements a cozy seating area, while plants add a touch of greenery near the windows.
Guesthouse in Clinton
4.99 out of 5 average rating, 120 reviews

Garden House Retreat

Welcome to our Garden House. We once converted our garage to outfit a coffee roaster and have since curated the space into a cozy apartment nestled between garden beds. What a fulfilling DIY project! Here you will find modern day comforts mixed with finishing touches from days of old. Enjoy our eclectic sensibility and settle in for simple delights. A bath before bed and great coffee in the morning are some of our best bits. Stay for the night or for a while. We hope you relax in our calm space.

Top Guest favourite
A well-maintained brick home with a spacious lawn and neatly arranged flower beds, framed by trees and shrubs. A paved driveway leads to a two-car garage. A decorative wreath adorns the front door, while a child’s bicycle rests against the garage.
Home in Weatherford
4.97 out of 5 average rating, 153 reviews

Home away from Home (1/2 mi. off I-40)

Our place is close to SWOSU University and convenient to anything in Weatherford, such as the Thomas Stafford Museum and the Route 66 Museum. You’ll love the place because of the high ceilings, outdoor hot tub, the location, and the ambiance of our home. It’s located in a newer housing community with great neighbors. Our place is good for couples, solo adventurers, business travelers, and families (with kids or pets). Free access to our 24 hour gym 2 miles away that we own as a local business.

Top Guest favourite
A charming exterior of the guest house is presented, featuring a welcoming front porch adorned with greenery. Black shutters frame the windows, and a decorative wreath is placed on the door. Natural light bathes the front in an inviting ambiance under a clear blue sky.
Home in Hinton
4.97 out of 5 average rating, 252 reviews

Hinton Guest House-I-40 & Route 66-No Cleaning Fee

The Guest House is a place for rest and relaxation. It is filled with natural light and comfortable furnishings. We hope to provide hospitality & respite for travelers & folks visiting family. We've seen memes & complaints regarding some Airbnb listings' cleaning fees & ridiculous checkout requirements! That's not us. To make the process more transparent, we don't have a cleaning fee. Rest assured, we won't expect you to take out the trash, do the laundry, or clean the House when you depart.

Guest favourite
The white brick farmhouse is depicted, featuring a brown roof and a spacious driveway leading to two garage doors. A well-maintained lawn extends in front, surrounded by trees. Clear blue skies and wispy clouds set a serene backdrop.
Home in Hinton
4.96 out of 5 average rating, 199 reviews

37 Farm House

This is a completely renovated 2000 sqft. white brick farmhouse. Three bedrooms, 2.5 bath. All new showers tile, cabinets, countertops, floor coverings & light fixtures! Only 3/4 of a mile from Hinton. Enjoy farm life while still being close to town! Watch cattle come in for water. Explore the old barns and live the farm life, in a luxurious house. This home is only 3.5 miles off I-40, making it a great weekend retreat not far out of Oklahoma City! Nearby is Red Rock Canyon Adventure Park!

Top Guest favourite
An outdoor area is depicted, featuring a winding brick pathway leading to a vintage Airstream. A patio seating arrangement is visible on the right, surrounded by a small garden with evenly spaced plants. Solar-powered lights line the path, enhancing the outdoor ambiance.
Campervan/RV in Weatherford
5 out of 5 average rating, 20 reviews

1959 Airstream Retreat – Cozy Winter Getaway

Experience a remodeled 1959 Airstream in a quiet, fenced backyard near SWOSU in Weatherford, OK. This cozy retreat features a short RV queen bed, compact bathroom (4–5 min hot showers), vintage-style kitchen, and a dinette that converts to a spacious second bed. Enjoy two smart TVs, AC with heat, solar backup, a brick patio with fire pit, and a small garden. Walk to SWOSU, and enjoy quick access to I-40, Route 66, and local dining. Cozy winter getaway — warm & fully heated ❄️

Top Guest favourite
A single-story ranch house is framed by a large tree and a manicured lawn. The front porch features seating options, and bicycles are visible against the side of the house. Stone and metal elements combine in the exterior design, providing a welcoming country aesthetic.
Home in Weatherford
4.94 out of 5 average rating, 427 reviews

Lazy B Ranch House

The Lazy B Ranch House is located 2.4 miles from Weatherford OK. The master bedroom has a king size bed with jacuzzi tub and walk in shower. The other two bedrooms have queen size beds. It has a large living room, dining area, and full kitchen. There is a computer / office area as well. Free wifi covers the entire house. The laundry room has a washer, dryer, iron and ironing board. Outside you will find a fenced in back yard as well as charcoal and gas grills.

Guest favourite
The charming exterior of a remodeled historical cottage is seen, featuring a wooden facade and a welcoming front porch. Flower pots enhance the entryway, and a grassy lawn extends outward. Large trees provide shade, while a carport is visible on the side of the cottage.
Cottage in Clinton
4.96 out of 5 average rating, 216 reviews

Historical Cottage on Route 66

Relax with the whole family at this peaceful place to stay. Beautiful remodeled historical cottage. 2 bedroom with King size bed in each room and 2 bath located on Route 66. Each bedroom has a Smart TV and there is a Smart TV in the main living area. An 18 hole golf course is located adjacent to the cottage. Private garage or barn to accommodate your vehicles. Come and breath the fresh air and enjoy your stay. 1 mile from downtown Clinton, Oklahoma.

Top Guest favourite
Guesthouse in Hinton
4.97 out of 5 average rating, 198 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.

Top Guest favourite
A plush blue couch with tufted upholstery is accented by decorative pillows in various patterns and colors. A sleek, round coffee table sits in front, while a standing lamp emits soft light beside the sofa. An airplane-themed artwork hangs on the wall above.
Apartment in Weatherford
4.96 out of 5 average rating, 45 reviews

Coleen’s Landing

Centrally located in the city of Weatherford. This home offers easy access to downtown and the Southwestern Oklahoma State University. The home is decorated by well respected realtor Milan Davis. He utilized many local vendors to achieve his high standard of excellence an create a place for you to call a home away from home. You will appreciate the homely feel as you take advantage of the high speed internet and fully furnished home.

Guest favourite
A cozy living room features light-colored, plush sofas arranged to create an inviting seating area. Decorative wall art and a large clock adorn the walls. A side table holds a basket with books and magazines, enhancing the comfort of the space.
Apartment in Weatherford
4.95 out of 5 average rating, 78 reviews

Cozy home, in a classic Route 66 town!

You’ll be close to everything Weatherford has to offer, when you stay at this centrally-located duplex unit. Cute little downtown area, boutiques, gas stations, grocery stores, museums, parks, bowling alley, movie theater, public farm, library, coffee shops…. Quiet neighborhood, and private parking in a driveway. Fully stocked kitchen, for all of your cooking needs. Hosts are always nearby and ready to help in any way they can!

Top Guest favourite
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, 285 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!

Guest favourite
The exterior view showcases a welcoming entrance with a wooden porch and a pathway leading to a front door. Flanking the entrance are two small chairs positioned beside a window, while landscaped shrubs and trees enhance the surrounding area.
Home in Weatherford
4.89 out of 5 average rating, 46 reviews

The Alley Cat

Relax and get away at the Alley Cat! We offer a family friendly setting as well as a place for a couple's weekend or if you want a place to stay alone. We are just a couple blocks away from downtown and walking distance to a few local restaurant's, a local park, as well as right off of Rt 66. Whether you choose a family outing, a romantic getaway or a business trip, we have you covered!

Popular amenities for Weatherford holiday rentals

Quick stats about holiday rentals in Weatherford

  • Total rentals

    30 properties

  • Nightly prices starting at

    $77 AUD before taxes and fees

  • Total number of reviews

    1.6K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  1. Airbnb
  2. United States
  3. Oklahoma
  4. Custer County
  5. Weatherford