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.

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 front view of the house reveals a charming yellow exterior with white trim. A welcoming porch with rocking chairs is present, framed by lush greenery and a flowering tree. A well-maintained flowerbed with colorful blooms adds a vibrant touch to the yard.

Cottage in Sapulpa

4.99 out of 5 average rating, 147 reviews

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.

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.

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, 550 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

The exterior of the Carriage Loft studio is depicted, featuring a private entrance with a modern door and a window nearby. Soft outdoor lighting enhances the entrance, while greenery frames the space, giving a welcoming appearance.

Guesthouse in Tulsa

4.85 out of 5 average rating, 672 reviews

CARRIAGE LOFT -Historic Guesthouse Duplex Downtown

Superhost

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 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

4.87 out of 5 average rating, 119 reviews

[Lazy Spring] 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.

Top guest favorite

A modern farmhouse is set against a backdrop of lush greenery, featuring a covered porch and large windows. A gravel driveway leads to the entrance, framed by trees that provide shade, with an open field visible in the distance.

Home in Tulsa

4.99 out of 5 average rating, 187 reviews

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!