Vacation rentals in Drumright

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Top-rated vacation rentals in Drumright

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Top guest favorite

A welcoming guest house is accessed via a wooden deck surrounded by lush greenery. The entrance features a gabled roof and large front windows, inviting natural light into the space. Nearby, a large tree adds to the serene outdoor setting.

Guesthouse in Bristow

4.99 out of 5 average rating, 469 reviews

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.

Top guest favorite

A cozy den area features a stone accent wall with a wood-burning stove beside a wooden dresser. A medium-sized coffee table rests in front of a comfortable sofa, inviting a relaxed atmosphere. Bookshelves line the wall, providing space for books and decorative items.

Cabin in Bristow

5 out of 5 average rating, 32 reviews

Cozy cabin in a country setting.

This cozy Oklahoma cabin is in a country setting, allowing you to enjoy a peaceful stay without all the traffic & noise of the city. The private covered porch is a great place to enjoy the start of your day and unwind after a busy one. It is the perfect spot to see Oklahoma, just 2 miles off of historic Route 66, 6 miles north of Bristow, 30 min. from Tulsa, and 70 miles from Oklahoma City. Enjoy a full kitchen, 1 bed, 1 bath, and a comfortable den. We also have on-site trails and a pond.

Top guest favorite

A gravel driveway leads up to a wooden archway labeled 'Painted Gait Farm.' Lush green pastures are visible on either side, with black wooden fencing enclosing the area. A few farm buildings are situated in the distance under a clear blue sky.

Home in Chandler

4.98 out of 5 average rating, 159 reviews

Working Cattle Ranch

We are 6 miles north of Chandler (Route 66). "Entire home" refers to the professionally built, 900 sq ft space over the garage which means stairs (within code). Our home is attached via a breezeway. We have 80 acres with pastures, 1 stocked pond and trails through the woods. We have 3 outdoor “always on” security cameras: 1 on the garage wall and (main house) front & back porches (not the N patio which guests can use). We do not charge a cleaning fee so no surprises when you see the total.

Top guest favorite

The exterior view of the remodeled farmhouse showcases a well-maintained landscape with a variety of plants and decorative stones. A wide concrete driveway leads to the entrance, and large windows offer glimpses of the surrounding grassy fields.

Home in Tryon

4.97 out of 5 average rating, 118 reviews

Peaceful Farmhouse north of Chandler

Wi-Fi Pet friendly Close to I-44 between Oklahoma City and Tulsa 3 acre fenced yard Our guests have described our 280 acre farm as: Majestic Breathtaking Immaculate Scenery felt like a movie scene Stunning Sunsets, Sunrises and Stars Gorgeous valley view Country solitude Welcome to a peaceful escape in our beautifully remodeled farmhouse with views of the picturesque mile long valley. Enjoy watching the cattle and donkeys in the pasture and the other wildlife that make their home here.

Top guest favorite

The exterior of Sparrow Cottage is shown, featuring a yellow building with green trim. A small flight of stairs leads to the entrance, surrounded by terraced landscaping. A fenced area with flowering plants and decorative elements is visible, alongside a small outdoor seating arrangement.

Guesthouse in Perkins

4.99 out of 5 average rating, 192 reviews

Private Cottage at the Old Station

Enjoy a piece of history while staying in the Old Station guest cottage. Comfy & cozy for two guests, or ideal for a personal retreat, "Sparrow Cottage" includes its own private patio with gas grill as well as a separate fenced sitting area outside with fire pit. Inside is a queen-size bed, a kitchenette (with sink, microwave, and mini-fridge), and a good-size bathroom with walk-in shower. Feel free to walk the grounds and imagine what the Old Station was like in the 1930s, 40s, and 50s.

Guest favorite

A welcoming living area features a gray sectional sofa paired with two wooden tables. Natural light floods through large windows adorned with sheer curtains. A potted plant adds a touch of greenery to the space, while a decorative pillow is displayed on the sofa.

Home in Cushing

5 out of 5 average rating, 28 reviews

Crossroads Cottage in Cushing

Crossroads Cottage is a clean, charming 2-bedroom, 2-full-bathroom house. It has a spacious kitchen with a full-size refrigerator, a stove with oven, a microwave, and a coffee maker. This house is equipped with pots and pans, a toaster, glassware, and utensils. There is a separate dining room and living room with a large flat-screen TV, an office space, a laundry room, and a beautiful private courtyard, great for barbecuing. It has central heat and air and outside security cameras.

Top guest favorite

A living area features an eclectic seating arrangement with a patterned armchair and a blue sofa. A coffee table holds a decorative arrangement of flowers. Natural light enters through dual doors, flanked by fabric blinds, creating a relaxed atmosphere.

Home in Bristow

4.99 out of 5 average rating, 102 reviews

Quiet Rt. 66 Guest House

Disconnect and take it easy at this unique, cozy getaway. Just one mile from the original 1920s Route 66, our remote private guest home offers the chance for travelers and city dwellers to recharge. Whether you're looking for a stopover on a Mother Road adventure or to get out of town and see the stars, this is the place for you. A full kitchen, washer/dryer and oversized shower add even more comfort. Perfect for your traveling pups with a fenced yard and dog door.

Top guest favorite

The exterior of the historic Grason House features a gabled roof and a welcoming front porch. American flags are displayed, and flower pots enhance the landscape. A solid pathway leads to the entrance, while the house is framed by a well-maintained grassy yard.

Home in Stroud

4.98 out of 5 average rating, 47 reviews

The Grason House. 1898

The Historic Grason house was built in 1898, this home features many amenities that a visitor will surely love. It offers a master bedroom with a king sized bed and a second smaller bedroom with a queen sized bed. This house includes a laundry room, full sized kitchen and bathroom with a walk in shower. There is also a fenced in backyard with a a beautiful porch. House offers front yard street parking and also private parking in the alley behind the property.

Guest favorite

An open concept living area showcases a spacious layout with comfortable seating arrangements. A coffee table sits at the center, surrounded by two armchairs and a sofa. A dining table is visible in the background, with modern lighting fixtures enhancing the space.

Home in Bristow

4.95 out of 5 average rating, 117 reviews

New Modern Charm on Route 66

Come relax in this newly constructed home located on Historic Route 66. This 3 bedroom 2 full bathrooms open concept is the perfect spot for family or friends. Right around the corner from The Bristow Lake and City Park with great views to enjoy! The Park and Lake offer the perfect place for walks, runs and/or bike rides. Also just minutes to downtown for some local shopping and dining. House also has attached single car garage for security.

Guest favorite

A geodesic dome is situated on a wooden deck among trees, showcasing its unique triangular windows. A wooden ladder leads up to the entry, and a small outdoor seating area is visible on the deck. Natural surroundings include leaves and shrubs.

Dome in Sand Springs

4.87 out of 5 average rating, 146 reviews

Geodesic Sunset Dome

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.

Guest favorite

A fire pit surrounded by dark wood seating creates a cozy gathering area. The soft glow of the flames contrasts with the twilight sky, and a cabin with string lights is visible in the background, set among the natural landscape.

Farm stay in Jennings

4.88 out of 5 average rating, 113 reviews

[Lazy Spring Farm] Star Gazing Hot Tub

Welcome to our farm! Hear birds chirping and unwind in the hot tub. Enjoy the lovely setting of this romantic spot in nature. At night, turn off all lights in the cabin, and you will see the most beautiful and clearest stars, claim your stars in the hot tub or by the fire pit. Start your relaxing day with a self-made breakfast and a cup of tea/ coffee on our outdoor dining table on the deck.

Guest favorite

A hand-hewn log cabin is shown with a covered porch featuring rocking chairs. The structure overlooks a serene lake surrounded by greenery. A concrete path leads to the water, complementing the natural landscape.

Place to stay in Jenks

4.94 out of 5 average rating, 495 reviews

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.