
Vacation rentals in Osawatomie
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Top-rated vacation rentals in Osawatomie
Guests agree: these stays are highly rated for location, cleanliness, and more.

Marie's Place, a cozy house right off the square!
Two bedroom, one bath home with two large living areas, kitchen, laundry room and large front porch. Marie's place is within close walking distance to town square where you can enjoy the fun little shops, antique shopping or even events that take place (craft shows, smoking competitions, car shows, concerts etc.). We are located within walking distance to the Miami County Wine Trolley pick-up spot as well. You can also enjoy golf, fishing, and many other activities within close driving distance.

Acres of Life
Take it easy at this unique retreat and tranquil farmhouse getaway. This country escape includes 3 bedrooms, 2 bathrooms, 2 twin sofa beds & loft space. It has a full kitchen, living room, dining room, office & game room. The game room is equipped with a pool table, poker table, pin ball machine, darts, wii & other video games & also includes work out equipment & an infra-red sauna. Tons of movies. Outside, you will find 2 covered decks & a covered patio & covered hot tub. Free farm fresh eggs!

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

Luxe lake cabin 1hr to Kansas City w pool+hot tub
Welcome to the Butterfly Pods, by PodHopping, where eco-conscious living meets modern comfort in our Passivhaus-standard cabins. We generate our own power, manage our own water, and work with nature’s rhythms. It’s a chance to slow down and reconnect with the earth, and your loved ones. Lounge in a hammock, swim, soak in the hot tub, kayak on the lake, and gather around the fire. Come experience off-grid living and leave refreshed, with a greater appreciation for the resources we all share.

Rural getaway with incredible views & fishing pond
Relax with the family at this quiet, spacious, 3000 sq ft house on the hill with incredible views of what was called Paradise Valley. Upper level has two bedrooms with king beds, one bath, fully equipped kitchen, dining area, and sunroom/living area. Lower level has two bedrooms, one with queen bed, one with 3 full size beds and bathroom. Separate game room has a pool table, tv, and fridge for entertaining. Property sits on 20 acres with a stocked fishing pond for your enjoyment.

The Cottage: Luxurious Getaway!
Escape to luxury at this private cottage with indoor 17-ft swim/spa, sauna, and steam shower. Sleeps up to 10 with beds, air mattresses, and convertible furniture. Enjoy a fenced patio, fire pit, robes, slippers, face masks, Nespresso, and more. Perfect for a romantic getaway, group stay, or small event (max 15). Includes kitchen, lounge areas, smart tech, and walkable access to downtown Eudora. No pets. Quiet hours 10p–8a. Swim at your own risk. Property is not child-proof.

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.

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.

Rantoul Wilderness Ranch On 440 Acres With Hot Tub
🌾 440 private acres in peaceful Rantoul countryside 🛏 4 bedrooms: 2 queen suites + 2 bunk-style queen rooms (sleeps 14) 🚿 4 ensuite bathrooms + additional full bath ♨️ Hot tub overlooking open Kansas fields 🎱 Game room with pool table, poker table & karaoke 🛶 Private fishing pond with kayaks & life jackets 🔥 Covered patio with fireplace & seating for 20 🍳 Fully equipped kitchen with large island 🥾 Private hiking trails & outdoor games 🚗 On-site parking + keyless entry

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.

The 804 Glass House • A Design-Forward Retreat
Designed and built by KU’s award-winning Studio 804, this modern 1-bed, 1-bath retreat is a true architectural experience. Floor-to-ceiling glass, clean lines, and a wraparound deck create a stay that feels bold, intentional, and unlike a typical Airbnb. Ideal for design lovers or anyone craving a calm, inspiring space to slow down and reset.
Popular amenities for Osawatomie vacation rentals
Other great vacation rentals in Osawatomie

Creekside! LowerLevel WalkOut~ StarsTrailsFire Pit

The Nature Rush: Barn & Private Lake

Lakefront, private swim dock, grill, kayaks,

Chippewa Hollow

Lake House Getaway, 1 hour from KC!

New Cabin for an Adventure!

Secluded Farm in Rural Area

Farmhouse Silo with Rustic Charm
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- GEHA Field at Arrowhead Stadium
- Kauffman Stadium
- Kansas City Zoo
- Legends Outlets Kansas City
- The Nelson-Atkins Museum of Art
- Kansas City Convention Center
- T-Mobile Center
- Union Station
- University of Kansas - Lawrence Campus
- Overland Park Convention Center
- Jacob L. Loose Park
- Children's Mercy Park
- Overland Park Arboretum & Botanical Gardens
- Midland Theatre
- Negro Leagues Baseball Museum
- Kansas Speedway
- Uptown Theater
- Hyde Park
- Kauffman Center for the Performing Arts
- Kansas City Power & Light District
- National World War I Museum and Memorial
- Crown Center
- City Market
- Starlight Theatre





