Vacation rentals in Weatherford

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Top-rated vacation rentals in Weatherford

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

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Top guest favorite
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 favorite
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, 158 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 favorite
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, 255 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.

Top guest favorite
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.
Camper/RV in Weatherford
5 out of 5 average rating, 28 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 favorite
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, 431 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.

Top guest favorite
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, 220 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 favorite
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, 46 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 favorite
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, 79 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!

Guest favorite
Apartment in Weatherford
4.9 out of 5 average rating, 10 reviews

McCoy's Pocket Place

Relax and enjoy you stay at the McCoy's Pocket Place with the whole family or a business trip or a weekend get away at this peaceful place. It has new floors, carpet and painted inside. Nice and fresh. Just a block over, there is a park and a water park for your kiddos. You are just a couple of blocks away from Main St Route 66, where you can go walking, or go shopping. •Restaurants are on Route 66 ( main st)

Top guest favorite
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!

Superhost
The front of the home showcases a classic architectural style with a covered porch and a welcoming entryway. A small red seating area is visible alongside decorative plants. The surrounding green lawn and blue sky create a peaceful outdoor setting.
Home in Clinton
4.87 out of 5 average rating, 104 reviews

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.)

Guest favorite
A charming two-story farmhouse features a green roof and inviting front porch, flanked by a white picket fence. Large windows reflect natural light, while a sign near the entrance indicates the residence. Green grass and landscaped flower beds enhance the welcoming exterior.
Farm stay in Hydro
4.97 out of 5 average rating, 613 reviews

The Farmhouse at P Bar Farms

Come experience farm life at The Farmhouse at P Bar Farms, an operational agritourism farm just an hour west of Oklahoma City on Route 66, right off of I-40.

Popular amenities for Weatherford vacation rentals

When is the best time to visit Weatherford?

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Avg. priceG$19,864 GYDG$18,400 GYDG$19,864 GYDG$19,864 GYDG$19,864 GYDG$18,191 GYDG$17,773 GYDG$18,400 GYDG$17,773 GYDG$19,864 GYDG$19,864 GYDG$19,864 GYD
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Frequently Asked Questions

  • Do apartment rentals in Weatherford have free parking?

    Absolutely! We offer over 10 apartment rentals with free parking in Weatherford. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly vacation rentals in Weatherford?

    Four-legged friends are welcome in Weatherford. Choose from more than 10 vacation rentals for guests traveling with pets.

  • What are the most popular amenities for Apartment Rentals in Weatherford?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with free parking, over 10 homes with a kitchen, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there family-friendly vacation rentals in Weatherford?

    Weatherford has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Weatherford have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Weatherford. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Weatherford have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Weatherford. Enjoy a tailored experience with all the comforts you desire.

  • Are there vacation rentals with a dedicated workspace in Weatherford?

    Yes! Work meets play with ease at over 10 vacation rentals in Weatherford featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • How much does it cost to stay in house rentals in Weatherford?

    Experience the best of Weatherford with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Quick stats about vacation rentals in Weatherford

  • Total vacation rentals

    Explore 30 vacation rentals in Weatherford

  • Nightly prices starting at

    Weatherford vacation rentals start at G$10,455 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,650 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Weatherford vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Weatherford rentals

  • 4.9 Average rating

    Weatherford stays are highly rated by guests—averaging 4.9 out of 5!

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