Vacation rentals in Cimarron River

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Top-rated vacation rentals in Cimarron River

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Top guest favorite

An aerial view captures the spacious property set against a backdrop of mature trees and open landscape. The newly remodeled home features a large, dark roof, a garage, and a beautifully constructed outdoor space that includes a regulation-size pickleball court with a blue enclosure.

Home in Cleveland

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!

4.99 out of 5 average rating, 134 reviews

Top guest favorite

Home in Osage

Prairie's End

Discover your personal haven at "Prairie's End", a 40-acre property offering unparalleled serenity. Imagine waking up surrounded by nature and enjoying peaceful walks through the trails, watch the deer and multitude of wildlife. The open space provides a queen bed, a king couch that converts to a bed, a fold out bed/chair and a double air mattress on frame found in the bathroom cabinet. There is also an event center at the same location that is a communal space for guests or booked separately.

4.98 out of 5 average rating, 89 reviews

Guest favorite

A serene lake scene captures a vibrant sunset reflecting on the water, with silhouettes of trees along the shore. Gentle ripples create a shimmering effect, while varied cloud formations enhance the expansive sky filled with warm hues of orange, pink, and blue.

Place to stay in Cleveland

The Overlook @ Keystone Lake

Premier 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 spectacular 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!”

4.96 out of 5 average rating, 153 reviews

Top guest favorite

The single-story brick home features a spacious front yard with two mature trees. A well-maintained driveway leads to dual garages on the left side. Large windows with decorative treatments allow natural light to illuminate the welcoming entryway beneath a hipped roof.

Home in Mannford

Welcome to Keystone Sunrise

Enjoy fishing, boating, hiking, or just relaxing on the back patio that adjoins the corps land. Located in a small quiet neighborhood with lake access by golf cart or a short walk out the back door. A full service marina, floating restaurant, and boat ramp one mile away. The home has a split floor plan with private on suites for both guest bedrooms, a flex room for gaming/kids play or can sleep 2 guests with an air bed, and a spacious well equipped kitchen with a large dining table.

5.0 out of 5 average rating, 15 reviews

Top guest favorite

An aerial view captures a serene A-frame cabin with a sloped roof. A spacious wooden deck extends from the front, accompanied by a cozy fire pit area with surrounding seating. Lush greenery and a gravel path create a peaceful outdoor setting.

Cabin in Cleveland

Great lake views, luxury hot tub

Fun amenities: Luxury hot tub w/ blue tooth speaker, pool and ping pong table, wii gaming area, foosball table, ladder ball, disc golf hole, tree swing, fire pit, giant deck, bbq grill, smart tvs in every room. Serene, A frame cabin with stunning lake views only 20 minutes from downtown Tulsa. Watch the game on the 70' in the living room, unplug by the cozy firepit, or have a game night followed by some hot tub time. Nearby Pier 51 marina for easy boating! Superhosted by a local family.

4.92 out of 5 average rating, 39 reviews

Top guest favorite

Farm stay in Cleveland

DillyRanch - A small Homestead Property

Enjoy the sounds of nature when you stay in this unique place. The sounds of nature start at about 5am with the Roosters waking up.....and possibly waking you up. Once the sun comes up the ducks will chime in. The Bunny's usually don't talk much, however the dog may bark and the cat's might start a fight. Located about 20 min outside of Tulsa and about 5 min away from Keystone Lake this one acre property is surrounded by trees and it feels like being far away from civilization.

4.96 out of 5 average rating, 48 reviews

Top guest favorite

The kitchen features rich wooden cabinetry and a granite countertop. Modern appliances, including a refrigerator and stove, are complemented by natural light from the window above the sink. A decorative vase with fresh flowers adds a touch of warmth to the space.

Home in Sand Springs

Cheerful 2-bedroom home- indoor electric fireplace

Relax with the whole family at this peaceful place to stay. Home is located in a quiet family oriented neighborhood with spacious fenced back yard where your kids & pets can play. Accommodation is centrally located within 11 miles from Keystone State Park and 10 miles from many great locations in & surrounding downtown Tulsa area including BOK Center, Tulsa Fairgrounds, the Cox Business Center, The Gathering Place. Property offers spacious parking for boats, trailers, etc.

4.95 out of 5 average rating, 123 reviews

Superhost

A rustic wooden cabin is showcased with a large covered front porch. The structure is surrounded by greenery, and outdoor seating is visible on the porch. The landscape is expansive, with a lawn in front that provides clear views of the cabin's inviting exterior.

Cabin in Cleveland

Lakersweekend Getaway 1/2 mile Appalachia Bay Area

1/2 mile to Appalachia Bay with boat ramp & ATV access. 5.5 miles to Keystone State park, 9.5 miles to Jellystone park. Plenty of parking for boats & ATV trailers. 2 bedrooms 1 with King Bed, 2nd bedroom Queen Bed. Bunk beds, futon, 2 loveseats with sleepers for extra guests in common living areas. 1 large shower room, 2 half bathrooms, fully stocked kitchen & dining. Full covered front porch with view of lake. Fire pit,charcoal grill, and swing set, corn hole game.

4.8 out of 5 average rating, 54 reviews

Top guest favorite

Home in Sand Springs

Keystone Lake Getaway

Escape to the peace of the countryside in this newly remodeled retreat near Keystone Ancient Forest and Keystone Lake. Surrounded by nature, rolling trees, and frequent deer sightings, this cozy getaway offers the perfect mix of comfort and tranquility. Relax in plush beds after a day of hiking, boating, or exploring the outdoors. Tucked away for privacy, yet located less than two miles from adventure and lake fun. Forget your worries in this spacious and serene space.

5.0 out of 5 average rating, 6 reviews

Top guest favorite

Home in Sand Springs

The Splendid Sanctuary

Your Splendid Sanctuary awaits in this magical escape to the lake! Enjoy 3 acres of spacious land that ends directly at the shore’s edge. The Sanctuary is perfect for any type of getaway or adventure - laugher, rest & relaxation are yours. Large enough for a big family or just a couples getaway. Direct access to the lake provides for kayaking and camp fires at night. Grab some coffee and walk outside the back door and drop in your fishing pole.

5.0 out of 5 average rating, 25 reviews

Top guest favorite

An A-frame cabin is shown, featuring a distinctive angled roof and expansive glass windows that allow natural light to fill the interior. The cabin is surrounded by trees and has a spacious deck with seating, blending seamlessly with the tranquil lakeside environment.

Place to stay in Cleveland

The K-Frame House: Lakefront A-Frame Escape

Nestled on the wooded banks of Keystone Lake, the K-Frame House is a modern A-frame cabin designed to help you relax and slow down. Floor-to-ceiling windows, easy lake access, and two wraparound decks put the water at the center of every moment. Whether you’re here for a romantic escape, a summer getaway with family, or a fishing trip on one of Oklahoma’s best bass lakes, the K-Frame offers an experience for both new and returning guests.

4.95 out of 5 average rating, 97 reviews

Top guest favorite

Dome in Sand Springs

Geodesic Sunset Dome at Three Ponds Community

This cozy geodesic dome has its own private nook overlooking our second pond. 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 unique compost toilet for a truly memorable experience. Included in the dome is a mini fridge, microwave, Kuerig coffee, along with bowls, utensils, and towels.

4.89 out of 5 average rating, 244 reviews