Vacation rentals in Cherokee County

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Top-rated vacation rentals in Cherokee County

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Top guest favorite
A cabin with green metal siding is situated beside a calm body of water. A wooden deck is adorned with chairs, and an outdoor fire pit is visible on a pebble-strewn area, while the landscape is complemented by greenery and trees in the background.
Cabin in Cherokee
4.95 out of 5 average rating, 73 reviews

K7 Depot

The K7 Depot Cabin sits directly next to a large body of water. Conveniently located 10 miles from Pittsburg and 30 miles from Joplin. THREE GUESTS MAX NO OUTSIDE GUESTS The Cabin sits approximately 100 feet from a short line railroad track. A very small train comes through an average of 2 times a day, 1 being in the middle of the night. Usually no train on Saturdays or Sundays. If you stand on the porch you might be able to get the conductor to honk his horn at you! Bank fishing is allowed

Top guest favorite
The exterior of the home features classic grey siding and a gabled roof. Two comfortable chairs are positioned on a concrete patio under the covered entry, surrounded by a grassy front yard. Large windows provide ample natural light, adding to the inviting aesthetic.
Cottage in Galena
4.97 out of 5 average rating, 91 reviews

Brand new 1 bedroom cottage right off of Route 66.

Quaint new 1 bedroom home centrally located in Galena, Kansas. This property comes with all the comforts of home including a full kitchen, wifi, 2 55" roku tvs, washer/dryer, reclining leather loveseat, coffeemaker, microwave, iron, blowdryer, king sized bed, a twin size rollaway bed, even a bidet. Situated just off historic route 66 it is within walking distance of downtown where multiple restaurants and attractions, including one of the most popular Mexican restaurants around, await!

Top guest favorite
Cabin in McCune
5 out of 5 average rating, 20 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.

Guest favorite
The living area features a deep blue sofa adorned with metallic cushions, complemented by a vintage yellow armchair. A colorful area rug anchors the space, while framed Route 66 decor and whimsical light fixtures add character. Natural light is provided through large windows, enhancing the room's inviting ambiance.
Apartment in Riverton
4.91 out of 5 average rating, 251 reviews

Old Riverton Post ⁂ Cozy Escape: stayon66 property

Authentic, historic 2nd story guest home on Route 66! Come for the nostalgic charm of the Mother Road, stay for the good vibes! Once a local post office built in the late 1800's and now a cool, laid-back spot with all the comforts you need, including a great outdoor space for your family and fur-babies to relax, roam, and feel at home! ☞ 1/2 mi. to The Old Riverton Store ☞ 2.6 mi. to Rainbow Curve Bridge ☜ 9 mi to Downstream Casino Resort ☜ 9 mi to I-44 Exit 1 ☞ 12 mi. west of Joplin

Guest favorite
A modern two-story home features a covered porch with two outdoor chairs and hanging planters. The exterior displays a combination of light and dark siding, framed by a neatly landscaped yard. A single car garage is visible beside the driveway.
Home in Columbus
4.93 out of 5 average rating, 70 reviews

*New Construction* in downtown Columbus, KS!

Come experience what a microMansion home has to offer. Our most popular floor plan, The Smittle, has 2 bedrooms and 1 full bath, sleeping a family of 4 comfortably! Park in the single car garage and enjoy the spacious fenced yard with your pets (pet fee applies). We’re stocked with everything you’ll need for your trip. We’re close to Big Brutus, the best fishing and hunting spots, and several local venues. Longer term rentals welcome (see guidelines). We look forward to hosting you!

Top guest favorite
A cozy dining area is positioned next to a blue front door, leading to the outside. The bar features a granite countertop and two wooden stools. Natural light fills the space, highlighting the modern kitchen appliances visible in the background.
Bungalow in Baxter Springs
4.98 out of 5 average rating, 148 reviews

Hillside Cottage

Why choose a hotel when you can enjoy an entire house! Welcome to this recently renovated cottage, boasting nearly 100 years of charm. Home is located a few short blocks from Historic Route 66 with easy access to I-44 & Joplin, MO. It is a great location for work or play. This small space has all you need to feel at home. A fully equipped kitchen, dedicated work-space, high speed internet, TV's in living area and bedroom. The open layout provides a spacious, yet cozy, feel.

Guest favorite
The image showcases a cozy sleeping area featuring two beds adorned with intricate, colorful bedding. A wooden ladder leads to a lofted sleeping space, which includes additional bedding. Sheer curtains partially separate the area, and natural light filters through the window, brightening the room.
Guesthouse in Galena
4.88 out of 5 average rating, 170 reviews

RIO BRISA

Located on Spring River Joplin, Mo., 7 miles; Wal-Mart 10 miles Carthage Missouri 34 miles Missouri Southern State University 20 minutes Pittsburg State University, Pittsburg, KS 40 minutes 10 minutes to Downstream Casino 3/4 mile off Route 66 20 minutes to Miami, OK Approx. 1 hour to Grand Lake of the Cherokees Less than 2 hours to Tulsa, OK, and Springfield, MO, and their respective airports. Branson,MO, and Eureka Springs, AR....Day Trips Midwestern Hospitality abounds

Guest favorite
Farm stay in Pittsburg
4.92 out of 5 average rating, 53 reviews

Farm Stay, private apartment.

Farm animals, campfires, hiking, gardens, cozy apartment, and farm goods available for purchase...You won’t want to leave this charming, one-of-a-kind place. Come experience farm life, and discover quiet hideaways off the trails to watch birds and wildlife. Kids will have fun on the playground and great memories will be made making smores around the campfire and being in nature. The two bedroom private apartment has a full kitchen and bath. Wi-Fi and TV are provided.

Top guest favorite
A covered porch extends from a metal structure, warmly lit in the evening. A fire pit made of stone is positioned in the foreground, surrounded by grassy areas. Additional seating, a grill, and a boat can be seen on the porch, enhancing the outdoor living space.
Guesthouse in Cherokee
5 out of 5 average rating, 147 reviews

Bunkhouse on the Water

The Bunkhouse sits adjacent to a large body of water. Just 10 miles to Pittsburg and 30 miles to Joplin, MO. Guests can enjoy time outside on the covered porch next to the water, sit around the fire pit on those cool evenings, go for a hike, play a game of pickleball, or enjoy some catch and release fishing from the bank. Experience country living and sights and sounds of nature. Free range chickens also roam the property. 3 GUESTS MAX NO OUTSIDE GUESTS

Guest favorite
Apartment in Baxter Springs
4.92 out of 5 average rating, 36 reviews

The Studio on 66

Beautifully renovated and directly on Route 66! Located in Baxter Springs, a stones throw away from Joplin, MO and conveniently located near I-44. So whether you’re needing just a place to rest your head for the night after an exciting evening at Downstream Casino right down the road or an extended stay visiting family, we have the place for you! We offer contactless self check-in, a fully equipped kitchen, a TV in living area & bedroom & more!!

Superhost
Home in Galena
4.92 out of 5 average rating, 371 reviews

No fees/West Joplin/Casino/pets/Kansas Route 66

Make some memories at this unique and family-friendly place. The home is decorated In a way to enhance your Route 66 experience! You can read about Route 66, you can listen to Route 66, and you can tour Route 66; all beginning with your air bnb! This airBnb is sure to entertain all ages and stages of Route 66 fans and their families! Come experience the Joplin/Galena Route 66 airBnb experience.

Top guest favorite
Tiny home in Galena
5 out of 5 average rating, 40 reviews

Bear Drive Cottage

Escape from the hustle and bustle of life for a quiet getaway in the Kansas countryside. Bear Drive Cottage features an acre of land, a westward facing view for enjoying Sunsets and a cozy modern feel for your time away from home. Gather around the fire pit in the evening, or use the kitchenette to make something to eat. This little gem just off of Historic Route 66 is just the spot to relax.

Popular amenities for Cherokee County vacation rentals

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