Vacation rentals in Osawatomie

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Top-rated vacation rentals in Osawatomie

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Top guest favourite
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, 213 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 favourite
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, 131 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 favourite
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 favourite
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, 264 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 favourite
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
4.92 out of 5 average rating, 154 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 favourite
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, 170 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, 140 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 favourite
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 favourite
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, 446 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!!!

Top guest favourite
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, 136 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.

Guest favourite
An open living area features comfortable seating arrangements, including a leather recliner and plush couches. A patterned area rug lies beneath a wooden coffee table, with soft lighting provided by lamps on either side. A desk in the corner adds a functional workspace.
Townhouse in Spring Hill
4.93 out of 5 average rating, 140 reviews

Clean, Spacious, Fully Renovated Townhouse Retreat

Charming and inviting townhouse located in the heart of a quaint small town just outside Kansas City. Ideal for a weekend getaway, business trip, staycation, or cozy home base while exploring everything the area has to offer. Enjoy a fully renovated space featuring a stylish blend of modern décor and comforting touches of home. Just a short stroll away, you'll find a local coffee shop, ice cream parlor, and unique vintage stores to explore and enjoy.

Top guest favourite
A tiny house made of wood stands surrounded by cedar trees, with a wooden deck leading to its entrance. A small table with two chairs is placed nearby, illuminated by hanging lights, providing a serene outdoor seating option.
Tiny homes in Perry
4.96 out of 5 average rating, 556 reviews

The Batch - Tiny House Living

Located 20 minutes from downtown Lawrence, the Batch is a sustainable tiny house nestled in the cedar forests of Perry, KS. Decorated in a minimalist southwestern style, this tiny cabin is a serene and peaceful setting for souls seeking restoration, quiet, and the healing qualities of the woods. Or just a great place to getaway with your love or friends with an even greater view!

Popular amenities for Osawatomie vacation rentals

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