
Holiday rentals in Weatherford
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Top-rated holiday rentals in Weatherford
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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.

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!

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 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 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!

Frisco Studio Apartment #3
Stay in the center of the action in this one-of-a-kind studio apartment in the heart of historic downtown Clinton, Oklahoma. It is located one block south of Route 66 “Mother Road” traveled by many. Finishing touches range from old historic to new age/modern. Rather than staying in a hotel, we welcome you to come and enjoy our newly remodeled Frisco Studio Apartment loft view of downtown Clinton and its Main Street amenities.

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.)
Popular amenities for Weatherford holiday rentals
Other great holiday rentals in Weatherford

“Elegant Lifestyle” at The aKa Stables LLC

Grey Betty House

Hillside Cottage

Vintage Maximalist House on a Hill

Maggie Mae's

5 Bedrooms, 4 bathrooms with balcony views!

Guest House on Original Rt 66

The Cozy Cabin
Quick stats about holiday rentals in Weatherford
Total rentals
30 properties
Nightly prices starting at
$65 SGD before taxes and fees
Total number of reviews
1.5K 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