Holiday rentals in Weatherford

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.

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.

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.

Pioneer Cozy College Apt

Your family will be close to SWOSU events. Walking distance to football field and Pioneer Event Center when you stay at this centrally-located place. 625 sq ft. 1 bedroom. sleeps 4/privacy 2 Newly updated One Bedroom, Queen Twin Daybed/Trundle Free WIFI 55" Smart TV 1 Full Bathroom Washer/Dryer settings for 4 Full Kitchen Full Size refgerater Microwave FlexBrew trio coffee maker Bedding and towels NO SMOKING/NO PETS

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 ❄️

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.

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.

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.

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.

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!

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!

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!