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.

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.

The Black and White House

Kick back and relax in this calm, stylish space designed to give you a place you would love to call home. The Black and White Bungalow is a 3 bedroom, 2 bath modern house, re-imagined to a chic vibe of today. Located in a safe, quiet, upscale neighborhood close to restaurants, shopping, fitness center, the water zoo, Route 66 Museum and more. Entering the Black and White Bungalow you'll discover a space where incredibly hip decor combine with fabulous amenities to create an awesome getaway.

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!

Maggie Mae's

Located in Weatherford, Ok, Maggie Mae’s is the perfect destination for an overnight stay, weekend at the ball park, family reunion, or a quick getaway. Take in all Weatherford has to offer by visiting the Thomas P. Stafford Air and Space Museum, Sand Plum Walking Trail, and the Rader Park Complex and Ball Fields. Just a short drive gets you to the SWOSU campus, golf course, and downtown shopping and dining! Come stay at Maggie Mae’s and fall in love with the heart of Western Oklahoma!

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.

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.

1959 Airstream Retreat

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 and 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.

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).

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 Route 66 House

Relax and enjoy the true flavor of old Route 66! In this quaint remodeled home, you will find an open living room with a sleeper sofa, a dining room, and a bedroom with a queen bed. It also has a fully equipped kitchen, a utility with washer and dryer, a bath with a shower, and a fenced in (pet-friendly) backyard with patio (outdoor furniture and charcoal grill.)