Guesthouse holiday rentals in Oklahoma

Historic Route 66 Guesthouse

Cozy guest house on historic Route 66 ideal for bikers, bicyclists, road trippers. Private entrance, access to secure backyard including available covered parking, hot tub, grill, fire pit, 1 king and 1 queen bed, private bathroom with small tub & shower, WiFi, TV, refrigerator, microwave. Within walking distance of large city park with fishing lake, golf course, disc golf, skatepark, tennis courts, & seasonal swimming pool. Kitchen not suitable for cooking but abundant local takeout available.

Location · Family · Pets

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.

Value · Location · Kitchen

Red Rooster Retreat - Edmond/Guthrie

Entire 400 sq ft Guesthouse to yourself. This historic-looking schoolhouse was used by two families for homeschooling. It has recently been transformed into a cozy farmhouse cabin for dreamy overnight getaways. Nestled perfectly close to Edmond, Guthrie, and the Lazy E Arena, you're just a hop, skip, and a jump away from concerts, rodeos, and top-notch dining adventures! Ring the schoolhouse bell, enjoy farm animals, and make some memories at this unique and family-friendly place! Enjoy!

Value · Family · Accuracy

Cabin in the Osage Woods

This is a lovely cabin in the woods - sitting next to my home.( about 150 feet away) The area could be described as "rustic"- insofar as it IS the Oklahoma Osage Hills- 20 miles via a nice drive into Tulsa. Also about 45 minutes from Pawhuska, Oklahoma, home of the Osage Nation - and the Pioneer Woman, Ree Drummond. The view is overlooking the Osage Hills of Oklahoma. You can be as private as you want, or hike, drive to the lake, kayak. Peaceful and serene. Perfect for rural- loving folks.

Location · Family · Nearby

Pickleball | Hot Tub + Fire Pit | Downtown

Tucked in a quiet historic neighborhood, this guesthouse is your cozy retreat near Downtown Tulsa. Walking distance to vibrant local restaurants and shops on Cherry Street and The Gathering Place, America's #1 free park. After work or play, unwind in your private backyard - hot tub bubbling, firepit crackling, string lights overhead. Steps from lighted pickleball and tennis courts and walking trails, it’s perfect for couples, traveling nurses, or remote professionals to relax and recharge.

Value · Location · Quiet

French Woods Quarters

Our guesthouse has a very warm, peaceful decor to parallel the nature around it. You will likely see many deer and other wildlife from the huge covered back porch while enjoying a meal cooked in your full kitchen. You will also have access to an attached single-car garage where there is also a washer and dryer available for your use. The pool is left open year round. Whether you need a place to get away and relax or place to call home while you're traveling for work, this is your place!

Value · Family · View

Serene setting w/ private Illinois River access

Come relax with the family! This one bedroom guest house is just a stones throw from private access to the Illinois river. Located 15 minutes from Tahlequah and 10 minutes from local float venues. Come and enjoy a peaceful and quiet stay at the foothills of the Ozarks. Bring Your Own Float Devices and enjoy floating down to Todd Landing public access point, which is about an hour long adventure. Relax on the deck while enjoying the local wildlife! Bald eagles and deer frequent the area.

Location · Value · Hospitality

The Scissortail, a Downtown Wheeler District Stay

🎡RIVERFRONT DOWNTOWN DISTRICT🎡 Wheeler District is OKC’s newest downtown community showcasing the original historic Santa Monica Pier Ferris Wheel as the gateway for its riverfront plaza. Unique homes built with appealing architectural designs, retail shophomes, fabulous eateries, and a national award winning brewery set this district apart. With the scenic view of its ferris wheel and the downtown skyline, this urban escape provides perfect relaxation amid your Oklahoma City stay!

Location · Value · Parks

Lake it or knot pool/lake view retreat

Pack your bags & head to “Lake it or knot”, a 1-bedroom, 2-bath rental overlooking beautiful Lake Eufaula. This house offers over 1,300 sq ft, accommodations for 6. Eufaula the largest lake in OK & home to world-class fishing. The home is ideal for couples or a small family that want to get away from the hustle & bustle of everyday life. Located 7 miles south of Eufaula, 3 miles to a nice boat ramp, 2 miles to Carlton Landing. 25 miles from McAlester for great shopping & dining.

Family · Location · Indoor spaces

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.

Value · Family · View

Harper's Landing Medicine Park Ft Sill Refuge

Beautiful Guesthouse (1 BR 1 BA) nestled between the base of Mt. Scott in the Wichita National Wildlife Refuge and Gondola Lake. King Size Bed & A Queen Size Sofa Sleeper Fireplace Well stocked Kitchen Walk-In Shower Cozy Living Area Screened patio Large Screen Smart Television with Direct TV, Netflix, and other streaming options. Fire Pit Steps to Hiking and Biking Trails Minutes to town Minutes to Ft Sill Gate (Apache)

Location · Family · Air conditioning

Cottage in the Country

Forget your worries in this spacious and serene space. Wide open spaces for kids and dogs to run! Quaint little country spot. 80 acres to take a walk, feed the goats, and enjoy yourself in a very laidback setting! This space is a guest house located directly behind a main residence. However the owner will respect your privacy and will not bother you. You have free access to walk, roam, hit golf balls and let your pets run.

Value · Family · Amenities