Vacation rentals in Osawatomie

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Top-rated vacation rentals in Osawatomie

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Guest favorite
A spacious living area showcases a dark sectional sofa paired with a light green armchair. Soft curtains frame the windows, allowing natural light to fill the room. A round coffee table sits on a textured area rug, enhancing the inviting ambiance of the space.
Home in Paola

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.

4.96 out of 5 average rating, 50 reviews
Top guest favorite
The image features a wooden door labeled 'COMMISSION ROOM' with an engraved number '5'. The door is designed with multiple panels and glass inserts, allowing a glimpse into the interior while maintaining privacy.
Apartment in Ottawa

Old City Hall Apt #5

Apt #5 is one of 10 units in this renovated building - former home of the City Hall of Ottawa built in early 1900's. The apartment has 2 bedrooms and a roomy bathroom w/tub. The kitchen that is supplied with the basic kitchen supplies - coffee pot, dishes, pots and pans. The WIFI service is excellent. The Old City Hall is located 1 block from the downtown Main Street ---- local shops and restaurants within walking distance. The rail-trails are very close for the runners, bikers, and hikers

4.95 out of 5 average rating, 258 reviews
Top guest favorite
Home in Ottawa

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

5.0 out of 5 average rating, 36 reviews
Top guest favorite
Guesthouse in Louisburg

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!

4.96 out of 5 average rating, 164 reviews
Top guest favorite
Guesthouse in Ottawa

The Hangar

Make some memories at this unique and family-friendly place. The Hangar is the front living area of what used to be a small plane hangar. A great place to relax by yourself or with family/friends. Enjoy the beautiful pond view in this quant country setting. There is a fully stocked kitchen (w/microwave/frig/coffee pot/apt sz stove), washer & dryer, tub/shower, large living room with couch & love seat, TV, desk, & dining room table. Freshly painted, newly/uniquely furnished & decorated.

4.96 out of 5 average rating, 116 reviews
Top guest favorite
An aerial view captures a spacious property surrounded by greenery. A main house, a barn, and additional spaces are visible, with a gravel driveway curving through the lawn. Several vehicles are parked near the entrance, highlighting the expansive outdoor area.
Farm stay in Richmond

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.

4.96 out of 5 average rating, 84 reviews
Guest favorite
A modern living area features a blue velvet sectional sofa adorned with bright yellow pillows. A golden armchair complements the space. Natural light filters through the blinds, highlighting a decorative area rug. A small Christmas tree stands nearby, adding a festive touch.
Apartment in Ottawa

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.

4.92 out of 5 average rating, 178 reviews
Top guest favorite
Two sets of glass doors open to the indoor swim spa, framed by textured turquoise walls. A cozy seating area with a hanging chair and a small table is positioned nearby, along with greenery that adds a touch of nature to the space. Robes hang accessible on hooks.
Home in Eudora

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.

4.97 out of 5 average rating, 121 reviews
Top guest favorite
A welcoming two-story home is surrounded by a manicured lawn, featuring vibrant flower beds. Rocking chairs are positioned on a large front porch with hanging planters. The sun casts gentle shadows across the neatly trimmed grass, enhancing the peaceful outdoor setting.
Home in Cleveland

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.

4.97 out of 5 average rating, 146 reviews
Guest favorite
Home in Rantoul

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

5.0 out of 5 average rating, 5 reviews
Guest favorite
Home in La Cygne

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.

4.9 out of 5 average rating, 49 reviews
Top guest favorite
An open concept living area showcases wooden ceilings and a blend of modern and rustic decor. A dining table for six is positioned near large windows, while a cozy seating area features a gray sofa and an entertainment unit with a television. A spiral staircase leads to the lofted areas.
Cottage in Paola

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.

4.97 out of 5 average rating, 146 reviews

Popular amenities for Osawatomie vacation rentals