Vacation rentals in Osawatomie

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Top-rated vacation rentals in Osawatomie

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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

A small wooden cabin is positioned on a grassy area, surrounded by trees. A wooden deck with chairs offers outdoor seating. Two hammocks are seen nearby, with a fire pit in the foreground. Soft evening light casts a gentle glow over the exterior.

Tiny home in Cleveland

4.96 out of 5 average rating, 82 reviews

Lux tiny off-grid cabin getaway

This getaway is the best off-grid camping experience you'll ever have. Said to be located on the ancestral farm of some of the world's most notorious outlaws (The Dalton Gang). This tiny secluded cabin is located on 10 acres of western Missouri prairie. With everything you need for a great night away from it all. But with all the modern amenities that an off-grid camping experience can offer, you don't have to live like a savage to experience what it was like to be a prospector in days gone by.

Top guest favorite

The cabin exterior features a wooden facade, with a welcoming porch equipped with two chairs and a table. A grill is positioned to the side, and a pathway of stones leads to the entrance. Natural greenery surrounds the area, providing a serene atmosphere.

Cabin in Pleasanton

4.94 out of 5 average rating, 124 reviews

D&B Cabin Rentals Cabin #2

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

A functional kitchen area features a modern stove and a coffee maker on a counter with tile backsplash. Open shelves display decorative items and storage bins. A chalkboard sign welcomes guests, while various hooks are available for hanging items. Light streams in from the side.

Guesthouse in Louisburg

4.97 out of 5 average rating, 106 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 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, 147 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, 148 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.

Top guest favorite

The spacious interior of the yurt features a patterned area rug in the center, surrounded by comfortable bedding on the floor. A wood stove with a visible flame is situated near a window, allowing natural light to enhance the space's cozy atmosphere.

Yurt in Paola

5 out of 5 average rating, 28 reviews

Water & Light Yurt

Enjoy the serenity of nature when you stay in this traditional Mongolian Yurt nestled into our 6+ acre forest oasis in Kansas. Access to a creek, small lake (kayaks and canoe available), and forest trails, with lots of varieties of plants and wildlife. You will most likely see some of our friendly cats roaming around, too. Hillsdale Lake is right up the road with miles of horse/bike/walking trails and boats to rent. A beautiful experience in all four seasons! 🌱🌺🍂❄️

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, 798 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.

Guest favorite

A charming farmhouse exterior features rustic wood siding with stone accents. A welcoming front porch, adorned with potted plants, is complemented by a sunburst design above the door. Lush green grass surrounds the home, with trees visible in the background.

Farm stay in Fontana

4.95 out of 5 average rating, 138 reviews

Fontana Farmhouse

The Fontana Farmhouse is located in a rural setting approximately 35 miles south of the Kansas City Area. It rests on an 80-acre property that hosts wooded walking paths, wildlife, and a fully-stocked pond. With its rustic and repurposed charm, The Farmhouse provides a comfortable and relaxing space for whatever your weekend get-away has in-store. No pets allowed.

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

4.73 out of 5 average rating, 33 reviews

Peaceful Pondview Cottage

Newly renovated and perfectly located just off I-49 near Kansas City, this charming cottage offers a peaceful retreat overlooking a serene pond. Relax and unwind in a cozy, modern space designed for comfort and tranquility. Traveling with friends? We also offer RV spots onsite, making it the perfect spot for groups and outdoor enthusiasts alike.