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.

Guest favorite

An open living area is showcased with concrete flooring and a mix of modern furnishings. A spacious sofa is paired with two chairs, and a television is mounted on an wooden stand. A well-equipped kitchen is visible in the background, featuring minimalist cabinetry and appliances.

Apartment in Stroud

4.97 out of 5 average rating, 63 reviews

The Locker on Route 66 in Stroud, Oklahoma

This newly remodeled apartment resides 1/2 block from Historic Rt. 66. Tastefully reclaimed space from a 1940's meat market/locker plant, The Locker, exudes that era and Route 66. Most people in the 1940 had little to no freezer space and needed to rent it. Stroud Locker Plant opened in 1946. The Locker today was part of that original refrigerated/freezer space. Floors and ceilings are original from that era. The Locker front door displays the original brass door hinges used for the freezer.

Guest favorite

The living area features two neutral-toned sofas positioned around a wooden coffee table. A ceiling fan is mounted above, and a desk is visible near the window, which offers natural light. A piece of wall art depicting floral arrangements adds a touch of decor.

Home in Cushing

5 out of 5 average rating, 5 reviews

Escape downtown! Long term friendly!

Welcome to our 2-bedroom, 1-bath home in the heart of downtown Cushing! With three full-size beds, this comfortable and expertly cleaned space is perfect for families, friends, or business travelers. Fully stocked with essentials, you’ll have everything you need for a relaxing stay. Enjoy the prime location... just 2-3 blocks from Cushing’s top restaurants, bars, and entertainment venues, all within an 8-minute walk. Book your stay today and experience the best of downtown Cushing! EV FRIENDLY!

Superhost

The Tiny House is nestled along the bank of a tranquil pond, surrounded by lush trees displaying autumn colors. A covered patio provides an inviting space, while a fire pit and grill area are visible nearby. Gravel and natural landscaping create a rustic outdoor setting.

Cabin in Sapulpa

4.77 out of 5 average rating, 142 reviews

The Tiny House - Cabin with Ponds on 40 Acres

The Tiny House at R&R Retreat is a rustic getaway situated on 40 private acres with 3 ponds (covering a combined 10+ acres!), lots of trails, wildlife, and tons of natural beauty, all conveniently located 5 minutes from downtown Sapulpa (and historic Route 66!) and 25 minutes from downtown Tulsa. Experience the best of both worlds thanks to the off-grid atmosphere and high-speed Wifi! One of five cabins on the site, the Tiny House offers lots of opportunities for relaxation in a "tiny" package.

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, 34 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

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, 198 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, 107 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.

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, 120 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 large outdoor patio features a wooden deck surrounded by brick walls. Multiple seating arrangements consist of black chairs and tables, along with a central fire pit, creating a spacious area for gatherings and relaxation.

Place to stay in Stillwater

4.83 out of 5 average rating, 549 reviews

Cozy 2BR Private Farmhouse/Full bath/kit/Patio

Welcome to our Cozy Farmhouse on Main St. centrally located less than a mile from Boone Pickens Stadium. Enjoy Free Parking on Game Day and the Cozy Warmth of a 2 bedroom Farmhouse feel with a Large Outdoor Patio. Enjoy Tailgating with family and friends on game day with on our Large Patio, Grill, and Fire Pit. Also included on our Patio, is a Large 40,000 BTU Propane Gas Fire Pit to keep you warm on the cool Fall Football Games.

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, 155 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.

Superhost

A cabin is seen under a twilight sky, showcasing a deck with a hot tub. The horizon is illuminated by soft hues of orange and blue as the sun sets, creating a tranquil atmosphere around the property.

Farm stay in Jennings

4.81 out of 5 average rating, 185 reviews

[Lazy Spring] Star Gazing Sail 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.