Vacation rentals in Dearing

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Top-rated vacation rentals in Dearing

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Top guest favorite
A charming cottage sits beside a tranquil spring-fed pond, featuring a large deck accessible from the rear. A fire pit resides in the grassy area, with lush green trees surrounding the property, enhancing the peaceful outdoor setting.
Cottage in Eucha
4.99 out of 5 average rating, 151 reviews

Private Spring Fed Reservoir w/paddle boat

Off the beaten path, approximately 1 mile down a bumpy dirty road you will find a hidden gem. At the edge of the Ozarks in the heart of green country is a small cottage located on a beautiful one acre spring feed pond. You can see the spring gushing out of the hillside. Our cottage is small, cozy, and very relaxing. Whether you are kicking back watching the tube or paddling around the pond you will feel right at home and may not want to leave. Paddle boat, 4 paddle boards and 2 kayaks included

Top guest favorite
A rustic cabin exterior is framed by lush green grass and trees. The wooden structure features a stone chimney and a distinctive blue door, with two large windows on the left. A simple stone path leads to the entrance, inviting relaxation in a natural setting.
Cabin in Chanute
4.98 out of 5 average rating, 594 reviews

The Blue Door Cabin

If you want a retreat where you can sleep in, slow down and savor nature's beauty, the Blue Door Cabin, tucked in surprisingly hilly oak and hickory woods, with a beautiful view of the pond, is your destination. Within two hours from Kansas City, Tulsa, Joplin or Wichita, and only 4 miles from Chanute Kansas, this preserved and revived cabin offers an easy getaway for city dwellers in need of a very affordable anniversary weekend, study or solitude retreat, or family hiking and fishing trip.

Top guest favorite
A rustic cabin nestled among trees and colorful foliage, situated near a calm body of water. An outdoor seating area features wooden chairs, while natural stone borders the landscape. The atmosphere suggests a peaceful retreat away from urban life.
Cabin in Pawhuska
4.92 out of 5 average rating, 538 reviews

The Cabin @ The Lodge at Taylor Ranch

The Lodge at Taylor Ranch is home to two of Oklahoma's premiere disc golf courses, but we offer more than just disc golf! Our rustic, yet cozy cabin sits just above the water! In the winter you can snuggle up next to the fireplace or in the summer you can jump off the dock and go swimming! We are 6 miles away from The Mercantile (10 minute drive). We have hosted many Weddings, Parties, Disc Golf Tournaments, Retreats, Boy Scout Camp-outs, Fishing Derbies, etc! We also have an RV Park as well!

Guest favorite
A spacious brick house is shown from the exterior, featuring a large driveway and a covered porch. A fenced yard surrounds the property, with well-maintained grass and a clear blue sky above. Nearby trees offer a natural backdrop.
Home in Dewey
4.95 out of 5 average rating, 164 reviews

Entire residental home in Dewey

Are you looking for that special place with peace and quiet? Our place is small town but so close to countless points of interest. Dewey has Tom Mix museum, historical hotel, Prairie Song and streets filled with antique stores. Bartlesville is four short miles from Dewey and offers countless museums and points of interest. Don't miss Ree Drummonds Pioneer Woman's Mercantile, Charlie's Sweet Shop and P-Town Pizza they are only 40 minutes away. So many things to see or just sit back and relax.

Top guest favorite
A charming farmhouse is framed by a picket fence, set against a backdrop of lush greenery. The exterior features a mix of large windows and cozy porches, illuminating the inviting structure amid a serene landscape.
Home in Pawhuska
4.99 out of 5 average rating, 310 reviews

StrikeAxe Estate Cottage | Pawhuska’s Historic Gem

Welcome to StrikeAxe! This fully restored 1920s French farmhouse rests on several acres of scenic land, promising a unique getaway immersed in Pawhuska’s beautiful historic charm just a mile from downtown. It provides a lavish base for an unforgettable visit to The Pioneer Woman’s Mercantile with your girlfriends. ✔ 4 Comfortable Bedrooms ✔ Stylish Living Area ✔ Chef’s Grade Kitchen ✔ Private Outdoors (Dining, Gazebo, Fire Pit) ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Free Parking See more below!

Top guest favorite
A tranquil view of a cottage situated beside a small private lake, surrounded by lush greenery. The calm water reflects the natural scenery, while trees line the shore. The cottage features a wraparound porch, providing a serene and picturesque setting.
Tiny home in Ochelata
4.99 out of 5 average rating, 332 reviews

Private cottage on small lake.

Only 35-40 minutes away from Pawhuska & 15 from Woolaroc, this cottage sits on a small private lake in a gated 65 acre private estate. There are more friendly animals than people at this estate; 29 goats, 8 mini donkeys, 4 horses and more! With a queen sized bed & a small bunk room w/ twin bunks it will comfortably sleep 2 adults & 2 small people. The cottage has a small kitchen w/ a refrigerator, 2 burner stove, microwave, toaster oven, toaster, dishes, etc. A firepit and grill outside.

Guest favorite
A charming Craftsman-style home features a green metal roof and a welcoming front porch with brick accents. Lush landscaping surrounds the property, complemented by a clear blue sky and bright sunlight. The entryway is highlighted by steps leading to the porch, inviting guests indoors.
Home in Coffeyville
5 out of 5 average rating, 11 reviews

Coffeyville's Green Gable Getaway

Completely remodeled 4-bedroom Craftsman home in Coffeyville, KS. Enjoy a large open-plan living space & modern kitchen, 3 full bathrooms, a 1st-floor master suite, and in-unit laundry with washer & dryer. Centrally located—minutes to Tyro, Dearing, Caney, Independence, or Cherryvale. Perfect for families, friends, or contractors seeking a cozy, extended stay alternative to a hotel. Sleeps up to 10 guests comfortably in this charming, updated home (4 queen beds & 1 queen air mattress).

Top guest favorite
Cabin in McCune
5 out of 5 average rating, 14 reviews

Brand New Cabin w/ Hot Tub, Private Deck & Firepit

Built on a 40 acre old farmstead for maximum seclusion. Inside, the cabin features an open and inviting layout with a full kitchen, comfortable living space, and a cozy one-bedroom, one-bath design ideal for couples, solo travelers, or a small weekend getaway. A spacious outdoor deck to unwind in the hot tub, gather around the firepit in the evening, or take a peaceful walk along the nature trail. This cabin offers an experience that feels personal, calming, and genuinely refreshing.

Top guest favorite
The charming exterior of Talo features a vibrant yellow door framed by a white archway. The red siding contrasts with multiple windows, allowing natural light to fill the interior. Lush greenery surrounds the front garden, showcasing the thoughtful landscaping of the market garden.
Home in Bartlesville
5 out of 5 average rating, 253 reviews

Scandinavian-Inspired Urban Farm with Sauna

Talo is a Finnish-style farmhouse bursting with creatively designed spaces and surrounded by a working urban farm. Unique amenities include a six-person barrel sauna, outdoor claw-foot tub, and a Solo Stove fire pit. It's also a 30-minute drive to Pawhuska and the Pioneer Woman's Mercantile, Tall Grass Prairie National Preserve, and the Osage Nation Museum. Talo is only minutes from downtown Bartlesville, home to Frank Lloyd Wright’s Price Tower and many great restaurant options.

Top guest favorite
A scenic aerial view showcases lush green fields and dense wooded areas surrounding a winding river. The landscape displays varied textures and tones, with a light blue sky above, hinting at the peaceful rural setting close to the modern cabin.
Cabin in Pawhuska
4.98 out of 5 average rating, 145 reviews

Bridgewater Cabin (Modern/private/in city limits!)

A modern cabin in town! This is the only residence on 4.2 wooded acres, and feels like you’re miles from town. Located 3 minutes drive from downtown Pawhuska. Relax on the 320sf deck by the house, or walk just a few steps down a wooded path to the platform overlooking Bird Creek, lots of wildlife can be seen. Perfect for a couples weekend, or a quiet getaway. Queen bed in the loft and a queen Murphy bed in the main room. A wilderness retreat within the city limits!

Guest favorite
A well-lit living area features a dark sofa and two black armchairs positioned around a white coffee table. Textured rugs cover the light wood floor. A wooden accent decorates the wall, and a decorative cabinet holds storage boxes. Additional doors lead to other areas.
Home in South Coffeyville
5 out of 5 average rating, 17 reviews

Home Away from Home

This home is nestled in the quiet small town of South Coffeyville, OK. Come and stay for the weekend, or stay longer if you wish, just message for extended stay pricing! This is a great option for those out-of-town workers who want a more “at-home” experience, but with the privacy you won't get at a hotel. This is a newly remodeled home, with an open floor plan, and sits on a large shady lot great for kids to run and burn the extra road energy. Come check it out!

Top guest favorite
A modern living room features a large flat-screen television mounted on a decorative wall. Two stylish couches, one in brown and another in cream, are arranged around a patterned area rug. Soft lighting is provided by floor lamps, and natural light enters through a window with sheer curtains.
Home in Coffeyville
4.95 out of 5 average rating, 40 reviews

Trendy Home With Scenic Back Porch

Welcome to RiverLeaf Suites in Coffeyville—a tranquil retreat with modern comforts. Enjoy lake views from the terrace, perfect for peaceful mornings or evenings. Take advantage of the nearby park, or unwind by the outdoor fireplace. Enjoy a variety of nearby activities, including fishing, canoeing, hiking, as well as pickle ball and tennis courts. Ideal for nature lovers and peace seekers, RiverLeaf Suites promises a memorable stay.

Popular amenities for Dearing vacation rentals

  1. Airbnb
  2. United States
  3. Kansas
  4. Montgomery County
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