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
4.89 out of 5 average rating, 209 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

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
4.95 out of 5 average rating, 41 reviews

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.

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, 130 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
Guesthouse in Louisburg
4.97 out of 5 average rating, 118 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
The front exterior of the bungalow is visible, featuring a welcoming porch with two rocking chairs and flower pots. A multi-colored flag hangs from the porch, and the entrance is marked with a wooden door. Lush green trees surround the home, providing a natural backdrop.
Bungalow in Ottawa
4.93 out of 5 average rating, 205 reviews

The Hickory House

Quaint vintage, eclectic bungalow on brick street with private parking. Wifi, comfortable common spaces, a stocked kitchen, quality beds & linens. Home is situated only blocks from Ottawa University and downtown. University parents can easily walk to campus, downtown restaurants and shopping, and City Park. This was once my grandmothers home. The vintage décor leans towards " eclectic". The house has refinished floors, all new paint, plumbing, electrical and HVAC. No pets allowed.

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, 150 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 living area features a cozy chair draped with a light-colored blanket, surrounded by patterned rugs. An armoire holds a flat-screen TV, while a small table and chair set provide space for dining or work. Soft natural light filters through window treatments.
Apartment in Lawrence
4.73 out of 5 average rating, 359 reviews

A Furnished Apartment

-Budget-Friendly Intentionally -Listed price is for one guest stay per night ; additional $25 for 2nd guest -Designed for a traveler who needs a furnished home on a temporary basis up to two weeks -Guests MUST only park on Ranch Street -7 min from I-70 -Kansas City 40 min; Topeka 25 min -KU campus 7-10 min drive -5 min to bike trails -Guests are expected to clean up after themselves -QUIET, friendly, safe neighborhood - My other short-term stay Airbnb - Your Home Away From Home

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, 167 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 cozy bedroom features a queen-sized adjustable bed with patterned bedding. A soft armchair sits beside a small bedside table with a lamp. A closet area is visible, while a bathroom with a shower is partially seen in the background.
Guest suite in Lyndon
4.78 out of 5 average rating, 139 reviews

Sweet stop off- Lyndon

Come stay in a cozy private suite; walking distance from main street shopping, restaurant/coffee shop, Carnegie library and more! Suite offers a queen size adjustable bed, flat screen tv, microwave, dishes and apartment size refrigerator/freezer for all your snacks, treats, and drinks. Unit offers shared washer dryer available for use. (NON-SMOKING UNIT; EVIDENCE OF SMOKE OR VAPE WILL RESULT IN $150 fee. If you do smoke please do so away from doorway in grassy areas)

Guest favorite
A spacious reproduction Conestoga wagon is positioned on a gravel surface, with a covered outdoor kitchen nearby. The vibrant sunset paints the sky in warm colors, while the surrounding grassy area offers an open, tranquil setting for relaxation.
Farm stay in LaCygne
4.97 out of 5 average rating, 100 reviews

Covered Wagon1 @IsinglassEstate

Isinglass Estate is anything but ordinary. Our reproduction Conestoga Wagons have it all- with heat, A/C, a full bathroom, your own private outdoor kitchen and firepit, and five star details to complement the 100acre views of the polo field and vineyards! Wagon guests enjoy access to our 600 acre estate with fishing, hiking, vineyards, blackberries, a petting zoo, horseback rides, horse-drawn carriage rides, plus a restaurant and winery tasting room all on-site.

Top 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, 134 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 white door with a large black letter 'A' is prominently displayed at the center. A modern keypad lock is situated on the right side of the door, adding a contemporary touch. The door features a paneled design, enhancing its visual appeal.
Apartment in Ottawa
4.89 out of 5 average rating, 168 reviews

Historic CCC Barrack

The building used to be a Conservation Core barracks north of Ottawa. 2 barracks were moved into Ottawa and used as office space for the original City Hall. Through the years the space has been used as office space, youth center, church, and day care. Now it is an 2 bedroom apartment with spacious living room, full kitchen and dining area

Popular amenities for Osawatomie vacation rentals

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  4. Miami County
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