Holiday rentals in Sayre

4.88 out of 5 average rating, 172 reviews

Townhouse in Clinton

The Townhouse at Strayhouse

Modern comfort awaits just off Route 66 as you enjoy the Inn at Strayhouse. Strayhouse was once a lumber yard and was built in 1907. It is now a well loved coffee shop and the townhouse is attached to the back. With a fenced in yard and child friendly open spaces, we’re a great fit for most any weary traveler. Utilize the huge kitchen for a meal or turn on the double sided fireplace in the cold months. The bathroom has a great soaking tub, too. “Stray awhile.” Find us on IG: @stayatstrayhouse

4.99 out of 5 average rating, 106 reviews

Guest house in Clinton

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.

4.97 out of 5 average rating, 131 reviews

Home in Weatherford

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.

4.88 out of 5 average rating, 34 reviews

Flat in Sayre

Rockin Diamonds Properties B

This 1 bedroom fully furnished apartment sleeps up to 4. 1 queen bed & a pull out couch offers plenty of room. Wifi & Roku TV make it a great space for nights in. Features a full kitchen and dining area along with deck make this the perfect place for cooking. Full bathroom and washer/dryer. Private drive and Covered parking Relax with the whole family within walking distance to Historic downtown Sayre. Located near local art gallery, library, gym, atm, shopping & local coffee shop.

4.81 out of 5 average rating, 174 reviews

Apartment in Elk City

The Oklahoma House Comforts of Home II

Oklahoma themed unit! One side of a duplex with 2 bedrooms, 2 bath that are arranged to accommodate a few more people. One bedroom has bunkbed with one full bed, one twin and trundle twin. One other twin in room.The other bedroom has a king size bed. Also one twin pull out bed in living room. Privacy fence around backyard. Propane, charcoal grill **OTHER SIDE OF DUPLEX AVAILABLE to book, if you have a group wanting to stay next to each other. Listed as ALL THE COMFORTS OF HOME..

4.86 out of 5 average rating, 259 reviews

Tiny home in Lawton

Tiny Cabin at the DonkeyRanch

It's a 200sqft Cabin in the middle of a 20 acre Pasture with views of the Slick Hills and Mt Scott.Minutes from lake Lawtonka and Medicine Park. Donkeys and horses roam free,as do normal country bugs and critters Plenty of room for family events and reasonable parties,,, I deleted the rest of this message.. Rent or Don't I could've sold the cabin ,but argued with Mom that people need to get off their ass and experience a different life. Safe place,except Oklahoma weather and Donkey shit

4.95 out of 5 average rating, 404 reviews

Home in Weatherford

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.

4.88 out of 5 average rating, 263 reviews

Farm stay in Shamrock

Remote Ranch Bunkhouse

Bunk house, complete with electricity, outdoor sink, and outhouse with camp potty. Simple, private, and peaceful with a stone fire pit and grill. Pull up to your own abode to enjoy sunsets and stars. Time seems to stand still and life becomes more simple and clear with just the basics. Wrap up your evening or starting your day with a hike over the mesa or down the ravine.. so much wildlife to see and livestock to interact with. * Review Guest Interaction

4.97 out of 5 average rating, 200 reviews

Cottage in Clinton

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.

4.97 out of 5 average rating, 175 reviews

Guest house in Hinton

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.

4.87 out of 5 average rating, 277 reviews

Farm stay in Geary

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!

4.93 out of 5 average rating, 124 reviews

Home in Elk City

Cozy Home

Relax with the whole family at this home away from home. This fully remodeled house located in the heart of Elk City has 2 bedrooms with 3 queen size beds along with central heat & air. The kitchen has all the essentials to prepare, cook and serve most everything. Outside the concrete driveway fits three vehicles with ease. The back porch also has a nice seating area to relax.

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Other great holiday rentals in Sayre

5 out of 5 average rating, 17 reviews

Farm stay in Cheyenne

Cozy Cabin

CortniRating, 5 stars1 month ago

The cabin and whole ranch were in a great location relative to where we were wanting to be, near the Black Kettle WMA's. Melissa was super responsive, helpful, and very nice. The cabin was clean and suited our needs for our week long stay. Our kids enjoyed playing with Melissa and Tim's children and seeing the horses.

4.89 out of 5 average rating, 37 reviews

Home in Clinton

Vintage Maximalist House on a Hill

GerriRating, 5 stars3 weeks ago

Exactly what we needed. we couldn't of asked for a more perfect peaceful place which is exactly what we needed. Our host was amazing from start to finish I would suggest this spot to anyone looking to book an Airbnb in this location

5 out of 5 average rating, 13 reviews

Home in Hobart

Reel Paradise the perfect get away!

HopolitoRating, 5 stars1 week ago

Great place to stay, we’re definitely coming back. Me and my crew are currently working 20 min from Larissa’s place and it won’t be the first time we stay here for sure. Thank you Larissa.

4.89 out of 5 average rating, 72 reviews

Home in Medicine Park

New! Balance Wellness Stay Hot Tub & Sauna

LaRaeRating, 5 stars6 days ago

Here’s a polished review you can use for your anniversary stay at Soak House: ⸻ We celebrated our anniversary at the Soak House, and it was absolutely perfect. From the moment we arrived, it was clear that no detail had been left unattended. The atmosphere was peaceful, luxurious, and thoughtfully designed for relaxation. One of our favorite moments was soaking in the hot tub while watching the game—such a unique and relaxing experience! Every aspect of our stay made us feel pampered and celebrated. We’re so grateful for the memories made here and highly recommend the Soak House for anyone looking for a beautiful and restorative getaway. Worth every penny.

4.91 out of 5 average rating, 77 reviews

Home in Clinton

Cottage

LeahRating, 5 stars3 days ago

The home was great for what we needed and our host was flexible and responsive. This is great place to stay!

4.98 out of 5 average rating, 52 reviews

Farm stay in Mobeetie

The Hill House at Quail Creek Ranch

GeorgeRating, 5 stars2 weeks ago

The house is well equipped, and very relaxing. It feels like home!

5 out of 5 average rating, 44 reviews

Cabin in Hinton

Lodge cabin 155 acres and plenty of room to roam.

AndreaRating, 5 stars3 days ago

Highly recommend this clean & cozy cabin!