
Holiday houses in Osawatomie
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Top-rated holiday rentals in Osawatomie
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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.
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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!
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Modern Loft w/ Brick Walls, Pool Table + Sleeps 12
You are going to LOVE the Lowman Loft - a beautifully refurbished historic building right in the center of Louisburg, Kansas. Only straight highway 40 miles from Kansas City. The loft is 3,000 sq ft. Open dining, living and kitchen areas and four private bedrooms. A perfect option for your friends, families, or workmates, the loft is located in a beautiful neighborhood surrounded by antique shops, local wineries, and wedding venues that you can explore. A short drive to Overland Park or Olathe.
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University Cottage
Bring the whole family, including pets, to this thoughtfully remodeled home. Located across from Ottawa University, this 4 bedroom 2 bath house comes with a delightful sun-room, an extra living space, and a large fenced back yard. Home is located approximately 1.5 miles from the Franklin County Fairgrounds (Celebration Hall), a half mile from the Prairie Spirit Rail Trail, and mile from downtown Ottawa and Ottawa Municipal Auditorium. KU-30 min MCI-75 min KC/Kauffman/Arrowhead Stadium-1hr
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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!
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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.
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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.
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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.
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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.
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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.
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Lake House Getaway, 1 hour from KC!
Enjoy classic lakefront living at this spacious family-friendly lake house in Tanglewood Lakes, LaCygne, KS. Designed to sleep up to 10 guests comfortably, this home is ideal for family vacations, friend getaways, and longer summer stays. With direct lake access, a private dock, and a firepit, it’s the perfect Kansas lake escape for relaxing days and memorable nights. Water conservation is key at our house as it’s on holding tanks. Reach out with any questions.
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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.
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Popular amenities for Osawatomie holiday rentals
Other great holiday rentals in Osawatomie

Redbird Farm camper experience
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Vibrant- located in town spacious 3 BR Townhouse
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The Nature Rush: Barn & Private Lake
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Lakefront, private swim dock, grill, kayaks,
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Private 40-Acre Retreat • Sleeps 17 • 1hr from KC
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The Loft at Sozo
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Park View House
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Secluded Farm in Rural Area
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Destinations to explore
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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
- Jacob L. Loose Park
- Overland Park Convention Center
- University of Kansas - Lawrence Campus
- Children's Mercy Park
- Overland Park Arboretum & Botanical Gardens
- 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
- Arabia Steamboat Museum





