
Vacation rentals in Osawatomie
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Top-rated vacation rentals in Osawatomie
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Spacious Country Apartment with Modern Amenities
Welcome to Louisburg! Spacious, private entry, 1000 sq. ft. apartment above detached garage within minutes of wineries, antiques & Cider Mill. Set on 15 acres, and 2 miles down a gravel road, you are out of the city and seeing stars, with an amazing 2nd story view. Sleeps up to 6 with separate bedroom with queen bed and low ceiling (62” great for kids!) loft with 2 twins & a double. All wrapped in unique finishes including an amazing shower! Located only 45 minutes from downtown Kansas City!

Cozy cottage getaway in garden paradise
Get away and relax in a whimsical octagonal cottage surrounded by a lush garden, overlooking a aqua pond and the Wakarusa river. You will have everything you need for a romantic date night or an inspiring place to slow down and reconnect with nature. •1 bedroom open living space with lots of natural light and beautiful views. • Coffee cart with microwave and electric burner and mini frig are provided. • Paddle boat at the lower pond & 2 disc golf nets available for fun. •NO PETS ALLOWED

The Palm's Get-a-Way at Lake Fort Scott
Serene Lake House located on Lake Fort Scott. Newly constructed modern style lake home. Features 2 large Bedrooms. 1 Master Suite with a King bed, 1 guest bedroom also with a King bed. 2 bathrooms, and large open living space and open kitchen. 1500 square ft plus 1000 square foot covered patio including grill and 5 person hot tub. Covered parking. This property is large, sitting on two lots and has large waterfront access and a dock. House is private and the perfect serene get-a-way.

Peacock Place
Peacock Place. This is a mid mod Paradise. Find woods with gold, yellow and blue accents adorn this beautiful little apartment. Everything is new and comfortable. One block to downtown Ottawa, lots of antique shopping and dinning. Worlds oldest still running movie theater is one block way. Enjoy a beer and bbq in the same block at Not Lost Brewery. In the morning the best little coffee shop in the state is also just one block to the north, Mug Shot Coffee. Look for it in the alley.

Relaxing Vineyard Getaway
BlueJacket Crossing Vineyard is a small, family vineyard located in Northeast Kansas, west of Kansas City, just 5 miles east of Lawrence, Kansas home of the University of Kansas. The space is designed as a small apartment adjacent to the Winery. The 1st floor houses the Living Room (with TV/Cable/Internet), Queen Fold Out Sofa, Small Kitchenette, Breakfast Bar, & Bathroom/Shower. The 2nd floor is the Master Bedroom with King Bed, & French Doors to a Deck overlooking the Vineyard.

Meadow Brooke Lane
Nested on 3 beautiful acres of fenced land. 4 bedrooms (3 with ensuite), fully equipped kitchen, projector, fire, bbq, plus more! This property is located near multiple event spaces making it ideal for small gatherings or enjoying the countryside. Kids and pets alike with love the vast outdoor space to roam and play. There is a charming train that runs the backside of the property making for a unique and fun backdrop. A fantastic dog friendly brewery is within walking distance.

Covered Wagon1 @IsinglassEstate
Isinglass Estate is anything but ordinary. Our reproduction Conestoga Wagons have it all- with heat, A/C, a full bathroom, your own private outdoor kitchen and firepit, and five star details to complement the 100acre views of the polo field and vineyards! Wagon guests enjoy access to our 600 acre estate with fishing, hiking, vineyards, blackberries, a petting zoo, horseback rides, horse-drawn carriage rides, plus a restaurant and winery tasting room all on-site.

Prairie Barn Cabin - Iola, KS
Prairie Barn Cabin is a rustic 120+ year old barn featuring exposed beams and modern farmhouse charm. The cabin comfortably sleeps 4 with 2 bedrooms featuring queen sized beds, the bedrooms are accessed by stairs and are connected by an open walk way featuring the exposed beams. The fully stocked kitchen is ready for a meal, and there is a laundry area for use. Watch the native wildlife in the wooded area surrounding the cabin just 3 miles north of Iola, KS.

Cozy Historic Schoolhouse w/ Hot Tub + Views
✨Historic Charm Meets Modern Comfort on the Kansas Prairie✨ Vickers Schoolhouse at Crimson Ridge Flower Farm ★★★★★ “Truly a treasure! So cozy and quaint!” Looking for a peaceful countryside escape that feels a world away—but is still close to everything? Whether you’re planning a romantic getaway or a girls’ weekend full of laughter and relaxation, this beautifully restored 130+ year-old schoolhouse offers the perfect mix of nostalgia, charm, and comfort.

Cozy Cabin Retreat
Escape to our cabin which earned top-rated Airbnb in all of Kansas for a cozy, quiet getaway. Ideal for unwinding and rejuvenating after the demands of a hectic day. Enjoy scenic hiking trails, axe throwing, horseshoes, or a peaceful walk through our labyrinth. End the day with a stunning sunset over the valley from our swing. Just 5 minutes from the lake! Note: The cabin is on a shared property with a retreat center, Sacred Hearts Healing.

Tiny Diamond Inn OZ
Feel refreshed when you stay in this rustic gem. Just looking for a place in the Midwest to get away from it all? Enjoy rural Kansas and country living. The peace and quiet of this unique retreat give rest to your body and soul only. Step into a relaxing, nature filled farming oasis. This private cabin sets beside fields of dreams to make this the perfect spot to get away . Feel free to bring your 4-legged Friends.

The Batch - Tiny House Living
Located 20 minutes from downtown Lawrence, the Batch is a sustainable tiny house nestled in the cedar forests of Perry, KS. Decorated in a minimalist southwestern style, this tiny cabin is a serene and peaceful setting for souls seeking restoration, quiet, and the healing qualities of the woods. Or just a great place to getaway with your love or friends with an even greater view!
Popular amenities for Osawatomie vacation rentals
Other great vacation rentals in Osawatomie

Church Street Bungalow

Treehouse Studio-Fishing Pond-Pizza Oven-Fire Pit

Peace & Quiet on Alpaca Farm! Paola Studio

Square Side Stay

Fontana Farmhouse

Baldwin City's Tallgrass lodge

Studio style tiny home

The Nature Rush: Barn & Private Lake
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- GEHA Field at Arrowhead Stadium
- Kauffman Stadium
- Kansas City Zoo
- LEGOLAND Discovery Center Kansas City
- The Nelson-Atkins Museum of Art
- Jacob L. Loose Park
- Negro Leagues Baseball Museum
- Midland Theatre
- Union Station
- Legends Outlets Kansas City
- Overland Park Arboretum & Botanical Gardens
- Kansas City Convention Center
- Children's Mercy Park
- Overland Park Convention Center
- University of Kansas - Lawrence Campus
- T-Mobile Center
- Kansas Speedway
- Uptown Theater
- Hyde Park
- Kauffman Center for the Performing Arts
- Kansas City Power & Light District
- Crown Center
- National World War I Museum and Memorial
- The Ewing And Muriel Kauffman Memorial Garden





