Holiday rentals in Cherokee County

5 out of 5 average rating, 20 reviews

Flat in Galena

Cozy Condo near Historic Rt 66

This cozy, 2 bedroom, 1 bath condo is located in a new, quiet subdivision just a 1/4 mile from Historic Route 66. This space is fully furnished and is complete with all appliances including washer and dryer. The kitchen has everything you need to prepare and cook meals. The living room and bedrooms have Smart TVs and the whole condo is equipped with fiber optic WIFI. There are a variety of small/local businesses along with plenty of corporate/chains to dine or shop along Rt66, within 20-30 mins.

4.88 out of 5 average rating, 33 reviews

Home in Baxter Springs

Home in Baxter Springs 3bd/2bth

Welcome to our charming 3 bed, 2 bath Airbnb retreat in the heart of Baxter Springs, KS! Perfect stay for families on Route 66! Bed 1: Comfortable queen-sized bed Bed 2: Another queen-sized bed Bed 3: Two twin beds, ideal for families or groups Master bathroom with a standing shower Guest bathroom with a bathtub and shower Fully equipped kitchen for your culinary adventures Cozy living room with a large TV for relaxation High-speed Wi-Fi to stay connected Washer and dryer for your convenience

4.91 out of 5 average rating, 23 reviews

Cabin in Cherokee

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

4.93 out of 5 average rating, 14 reviews

Home in Baxter Springs

The Garden House

Find your happy place in our magical retreat, where laughter and positivity flow! Our cozy reading nook is the perfect place to escape, surrounded by windows that overlook our peaceful gardens and winding pathways. Make memories with loved ones on our outdoor patio, featuring a lite pergola and shimmering fish pond, complete with a waterfall that will leave you feeling refreshed and rejuvenated. Come and embrace your best self while escaping the stresses of everyday life. You won’t regret it!

Guest house in Baxter Springs

4.95 out of 5 average rating, 117 reviews

Cowtown Carriage House ~ Four Blocks From Route 66

The Cowtown Carriage House sits in a cozy park like setting four blocks from Historic Route 66 in beautiful Baxter Springs. Guests enjoy off street parking (own private driveway) and self-check in which allows for ultimate freedom in travel plans. Relax on the queen size bed. The kitchenette is stocked with the essentials to prepare a meal. Guests are welcome to use the fire pit located in the gardens. This unit has one bed. Airbnb uses some kind of AI that insists there are two beds.

5 out of 5 average rating, 21 reviews

Cabin in Cherokee

North Forty Lodge

Need to relax, there’s nowhere better than North Forty Lodge. This vacation rental sits on 40 acres, surrounded by timber and strip pits. Sitting in the heart of Kansas public hunting and fishing land, this home has everything you’ll need including a fully equipped kitchen, wi-fi, smart tv’s, washer/dryer, fireplace (wood incl.), and outdoor fire pit (wood incl.). House is fully furnished, stocked with bedding, towels, dishes, cookware, and all basic staples. Minutes away from Big Brutus!

5 out of 5 average rating, 3 reviews

Home in Columbus

Walk to Shops & Eats: Dtwn Columbus Gem w/ Balcony

Pet Friendly w/ Fee | Large Fenced Yard | Steps to State Theatre Event Center Set amid the small-town charm of Columbus, this 2-bedroom, 1-bath vacation rental home puts fantastic restaurants, boutique shops, and outdoor activities within easy reach! Sip your morning coffee on the patio, stroll through historic downtown, marvel at the towering Big Brutus, and snap scenic photos at Grand Falls. End the evening with a delicious meal and a well-deserved movie night in this cozy retreat.

4.91 out of 5 average rating, 238 reviews

Flat in Riverton

Old Riverton Post ⁂ Route 66 ⁂ a 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

Bungalow in Baxter Springs

4.98 out of 5 average rating, 112 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.

5 out of 5 average rating, 23 reviews

Home in Galena

Route 66 Cozy Cottage

Enjoy this cozy cottage near Route 66 for your next getaway. Beautiful private, wooded view from the back deck. Enjoy a relaxing evening in the hot tub or on the deck overlooking Shoal Creek Valley. Centrally located approximately 5 miles from Route 66, Downstream Casino and Joplin, Mo. This three-bedroom cottage had a complete remodel in 2023-'24, including new kitchen, bathrooms, appliances, deck and hot tub. Lots of great local restaurants and a wedding venue in Joplin.

4.88 out of 5 average rating, 162 reviews

Guest house in Galena

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

4.93 out of 5 average rating, 46 reviews

Farm stay in Pittsburg

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.

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Other great holiday rentals in Cherokee County

5 out of 5 average rating, 4 reviews

Little Brick Inn / Route 66 Double King Suite 40

MistiRating, 5 stars6 months ago

This was our second time staying at this location and we’ll definitely stay again if we are in the area! San was easy to work with and helpful. The place is very charming and looks just like the pictures.

5 out of 5 average rating, 5 reviews

Little Brick Inn / Route 66 Single King Suite 32

ShanRating, 5 stars11 months ago

The suite was very comfortable and clean. The bed was so nice as were the sheets. Love the vibe in the old downtown building. Very responsive to a message I sent. Very quick help. I'd like to go back again soon!

5 out of 5 average rating, 4 reviews

Little Brick INN / Route 66 King Suite 26

KarrabiRating, 5 stars9 months ago

What a great place to stay in Baxter Springs! We have a large family, so it was so nice to spread out and visit our extended family in the area. The beds were comfy! The bathrooms were nice as well!

5 out of 5 average rating, 4 reviews

Little Brick Inn / Route 66 Single King Suite 36

HannahRating, 5 stars10 months ago

This was easily one of the best airbnbs I have ever been too. It was clean and beautiful. It was was easy to check in and we had no problems at all.

5 out of 5 average rating, 6 reviews

Little Brick Inn / Route 66 Single King Suite 30

BethRating, 5 stars17 months ago

The place is pristine clean, quiet, and comfortable with upscale towels, bedding, and super nice beds. The hosts are responsive, kind, and helpful.

5 out of 5 average rating, 9 reviews

Little Brick Inn: Route 66 Single King Suite 22

AnneRating, 5 stars6 months ago

If in Baxter Springs or surrounding area this is the place to stay! I frequently visit my parents who live there, and I used to stay in AirB&Bs or hotels. This is by far the best option, best location, and best price. Extremely easy to access and very responsive host. I plan on staying here every time I come in to visit.

5 out of 5 average rating, 10 reviews

Little Brick Inn: Route 66 View King Bed Suite 28

KimberlyRating, 5 stars1 month ago

A good location if you are driving Route 66. Cute town and close to Galena with all the Cars attractions. The accommodations are luxurious as pictured. The price reflects the room size, King bed and nice bathroom. We were satisfied with our one night stay.