Holiday rentals in Cimarron River

Skyline Paradise | Pickleball & Bball |Keystone Lk

Luxury Retreat with Tournament-Grade Pickleball Court Experience this stunning hilltop oasis near Keystone Lake, featuring a brand-new (2025) regulation-size pickleball court with pro lighting, a basketball area, & endless entertainment —cornhole, jumbo Jenga, arcade games, air hockey, foosball & more! • 3,200 sq. ft. on 3.5 acres • Stocked kitchen • 30 min to downtown Tulsa • Three-level deck with breathtaking views • Dog-friendly (3 under 80 lbs, $125 fee) Book now for the ultimate retreat!

The Overlook @ Keystone Lake

Great getaway location! You are entirely to yourself. Overlook is "attached to main house...but not "in" main house. Private entrance, no shared spaces. Very private & tranquil space! Relax in a country setting with "to die for" panoramic views from 90 feet above the water. Wildlife galore, including Bald Eagles. A perfect couples escape, girl’s weekend or some individual solitude ! Covered/enclosed hot tub room with great views. Adults Only! (18+) Check out our “extra amenities!”

Modern Log Cabin with Indoor and outdoor hot tubs

We provide FREE HOMEMADE WAFFLE BATTER FOR OUR WAFFLE MACHINE! 1500 Sq Ft Secluded Cabin newly built on 10 acres. 3 Arcade games Heated fire pit & grill on porch.(Propane bottles can be purchased for $25) Spacious shower with "his and her" shower heads and bench for shaving or relaxing. 2-person indoor jacuzzi tub and also outdoor hot tub! Right in front of the Tulsa Botanical Gardens. Osage Casino and Resort. Enjoy ziplining 4mins away at Post Oak Lodge and Resort. Mins to Gilcrease Museum

Katie's Cottage

Take it easy at this unique and tranquil getaway. Full kitchen, walk-in shower, washer/dryer, cable TV, wifi, relaxing deck on the back, outside dining beside a peaceful Koi pond and waterfall. For those chilly evenings there is a fire pit for roasting hot dogs or toasting marshmallows or just relax in the Adirondack chairs on the patio. Sitting in the wicker rockers on the front porch you have a wonderful view of the farm pond and with any luck you will catch a glimpse of a deer or two.

Cozy Home- 5 minutes to Gathering Place & Downtown

This charming and cozy home is perfect for those looking to explore Tulsa, with its convenient location just 5 minutes from both The Gathering Place and Downtown Tulsa! Restaurants, shopping, and entertainment are all within minutes-making this the ideal home for anyone looking to experience all that Tulsa has to offer! -Fully furnished kitchen -60” Roku Tv -Full Bathroom -Washer and Dryer -WIFI -Free Parking At Your Door -Bedroom Loft (Queen Bed) w/ Fan and Sound Machine -Large Yard

Cozy Crosbie House in the Heart of Downtown

Kick back and relax in this calm, stylish space. This 2 bedroom, 1 bathroom home is perfectly located in the heart of downtown Tulsa in a quiet neighborhood that offers privacy to our guests. The space has a large fenced in backyard and front yard & private driveway for ample parking. The location is perfect for visitors to experience all downtown has to offer. Walking distance to major attractions. Cox Center .6 miles BOK center .7 miles Tulsa Theater 1 mile Cain’s Ballroom 1.2 miles

4016 Loft — Entire Modern Suite

Perfect for relatives visiting family! Designed to offer top tier comfort, in a safe & quiet neighborhood, so you can relax in style. Recently remodeled at 350 sq ft, the Loft perfectly accommodates single travelers, couples, & pets who can play in the shared fully fenced backyard! Remote work here is a breeze! Take use of high speed wi-fi, large built-in desk, & kitchenette stocked with coffee! Plus! Up your relaxation to the next level by reserving the HotTub amenity at $20/night!!

Blue Bungalow - Hot Tub/Grill /Pet Friendly

Nestled in the heart of midtown, this bungalow has plenty of room to relax, unwind, and have a wonderful time. Just minutes from the popular Gathering Place, Downtown Tulsa, and Brookside shopping and dining district, this home is in the perfect location to enjoy all the best Tulsa has to offer. The Blue Bungalow provides subtle hints of home with touches including coffee, cooking supplies, as well as comfy sheets and pillows to make your stay that much more enjoyable.

Downtown Cottage by River Parks, Gathering Place

Detached cottage in historic downtown Tulsa neighborhood. Full kitchen, bed, desk, television room, shower, fenced patio with water feature, seating. One block from River Parks' cycling/walking trails, 3 parks; six blocks to The Gathering Place, walking distance to restaurants, bars, coffee shops. 1+ miles to BOK Center, downtown attractions & arts districts. Close to Route 66! Cozy and private retreat with patio, fenced area for pups and exceptional amenities!!

Sunny’s Hut at Three Ponds Community

This cute little hut sits just behind our main house. You get your own private space on the land. Heating and air are a must in Oklahoma and we got you covered so you are comfortable all year long. You also get access to our beautiful outdoor shower and our amazing compost toilet for a truly unique experience. Included in the hut is a mini fridge, microwave, pour over coffee, along with plates, utensils, and towels.

The Scissortail Farmhouse - LAND, HOT TUB, horses!

Looking for a serene escape in a convenient location? The Scissortail Farmhouse is a new guest home nestled on the edge of a working regenerative farm that supplies produce to many of our best local restaurants. It is minutes from the airport, downtown, and popular Tulsa attractions. We hope you enjoy our little slice of country that is about as close as you can get to the big city!

Curly’s Cabin

This single room log cabin overlooks our 35-acre lake and includes an outdoor fire pit, small deck with rocking chairs, indoor fireplace, efficiency kitchen with oven and petite fridge, AND A NEW WATER HEATING SYSTEM!!!!! This cabin is 30-yards from our conference and event center. If we have an event, you will likely see and hear guests and staff coming and going.