Vacation rentals in Osawatomie

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Top-rated vacation rentals in Osawatomie

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Top guest favorite

The octagonal cottage is surrounded by a well-manicured lawn and features a stepping stone pathway leading to a patio area. Large windows with shutters offer natural light, and a small air conditioning unit is visible on the side of the structure.

Guesthouse in Eudora

4.9 out of 5 average rating, 199 reviews

Cozy cottage getaway in garden paradise

Get away and relax in a whimsical octagonal cottage surrounded by a lush garden, overlooking a swimming 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

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

4.94 out of 5 average rating, 199 reviews

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

Guest favorite

A charming wooden cabin exterior features a porch with two chairs and a small table. A gas grill is positioned nearby, with stones outlining a pathway leading to the entrance. Natural greenery surrounds the cabin, enhancing its welcoming appearance.

Cabin in Pleasanton

4.88 out of 5 average rating, 195 reviews

D&B Cabin Rentals Cabin #4

Doug and Becky We offer cabins off of 69 highway in Pleasanton, KS, near 2 lakes! We offer nightly, weekly, and monthly rentals. Each cabin is approx 250 Sq ft. Includes TV, Satellite TV, Gigabit Internet, full bath, kitchenette, grill including propane and utensils, (upon request), and a Porch with chairs and table. Community fire pit and picnic tables available. We have both a coffee maker that uses a filter and grounds, and a Keurig for your K-cups. Bring your favorite coffee! Pet Friendly!

Top guest favorite

Guesthouse in Louisburg

4.97 out of 5 average rating, 107 reviews

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!

Top guest favorite

A rustic cabin exterior is framed by lush green grass and trees. The wooden structure features a stone chimney and a distinctive blue door, with two large windows on the left. A simple stone path leads to the entrance, inviting relaxation in a natural setting.

Cabin in Chanute

4.98 out of 5 average rating, 565 reviews

The Blue Door Cabin

If you want a retreat where you can sleep in, slow down and savor nature's beauty, the Blue Door Cabin, tucked in surprisingly hilly oak and hickory woods, with a beautiful view of the pond, is your destination. Within two hours from Kansas City, Tulsa, Joplin or Wichita, and only 4 miles from Chanute Kansas, this preserved and revived cabin offers an easy getaway for city dwellers in need of a very affordable anniversary weekend, study or solitude retreat, or family hiking and fishing trip.

Top guest favorite

A serene night scene captures a cabin reflected on a tranquil pond, surrounded by trees and clear starry skies. The cabin's warm light glows softly, enhancing the peaceful ambiance of the setting.

Cabin in Humboldt

4.98 out of 5 average rating, 261 reviews

Cabin Chesini

Watch the stars through the skylights as you drift off in this modern loft cabin. Wake up on the water and enjoy a paddle board or do some fishing. Then jump on the Southwind rail trail for an invigorating ride. Cabin Chesini is located at Base Camp on the edge of Humboldt, KS. Base Camp is a full-service glampground at the trailhead to Kansas' extensive network of biking trails. Our modern cabins on the shore of the quarry pond provide one of the most sought-after getaways in Kansas.

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

4.91 out of 5 average rating, 148 reviews

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.

Top guest favorite

The exterior of a charming studio guesthouse is presented, featuring a white façade with decorative white trim. Two large windows and a door with a small wreath add to the inviting look. A black vehicle is parked in front, surrounded by greenery.

Guesthouse in Overland Park

4.99 out of 5 average rating, 150 reviews

Studio Guest House

Enjoy Southern OP in this quiet neighborhood. Our studio guesthouse has a full kitchen, TV, a new a/c/heater, and google fiber internet. In case you get lonely, we have 2 friendly dogs always looking for attention. We are about 45 minutes away from the Kansas City airport, Kauffman Stadium, Arrowhead Stadium, the KU main campus, and the Harry S Truman sports complex. We are 10-15 minutes from the Scheels soccer complex. Overland Park has plenty of Kansas barbecue and shopping.

Superhost

A modern living space features a black sofa adorned with a patterned throw pillow. A design rug covers the floor, complemented by a coffee table with decorative items. Windows allow natural light to illuminate the area, while a small TV and fan are mounted on the walls.

Home in Archie

4.74 out of 5 average rating, 34 reviews

Peaceful Pondview Cottage

Newly renovated and ideally located just off I-49 near Kansas City, this charming cottage provides a peaceful retreat with views of a serene pond. Inside, enjoy a cozy, modern space designed for both comfort and relaxation. Step outside to unwind by the water or simply soak in the natural surroundings. Traveling with friends? RV spots are available onsite, making this the perfect destination for families, groups, or outdoor enthusiasts looking for convenience and tranquility.

Top guest favorite

A cozy sleeping area features a spacious bed with striped bedding and layers of soft blankets. A dark upholstered bench with textured throws sits at the foot of the bed. A bedside lamp provides soft lighting, and a decorative cabinet stands nearby.

Guest suite in Olathe

4.99 out of 5 average rating, 426 reviews

Secret Garden Short Stay

1 King Bed. 1 Twin air mattress roll away (plz req rollaway) Washer/Dryer for your personal use. Fast Wi-Fi Fiber. Sep. fenced off backyard area with Private entry into your basement area that is located around the back of the main house. Parking space on property. Dog park, walking trails. Restaurants close by. Close to highwy, gas stations and shopping. We also have Solar panels that provide some back up for the heat/air and refrig if electricity goes out!!!

Guest favorite

A comfortable bedroom features a metal bed frame adorned with soft bedding and decorative pillows. Natural light filters through sheer curtains at the window, complemented by wooden beams above. Nightstands with lamps flank the bed, and a tray rests on the bed, holding a small plant and decorative items.

Farm stay in Paola

4.96 out of 5 average rating, 132 reviews

Historic Schoolhouse: Picturesque Quiet w/Hot Tub

✨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.

Top guest favorite

A newly renovated log cabin is surrounded by lush greenery, offering a tranquil entrance. A stone pathway leads to the rustic wooden door, while a picnic table is positioned nearby under the shade of a tree, enhancing the inviting outdoor space.

Cabin in Tonganoxie

4.96 out of 5 average rating, 801 reviews

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.