Holiday houses in Osawatomie

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Top-rated holiday 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, 236 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 favourite
A spacious sleeping area features a queen-size bed dressed in a turquoise coverlet, complemented by decorative pillows. Natural light floods through a nearby window covered with light curtains. A wooden dresser and bedside table add warmth to the room, while framed artwork enhances the decor.
Guesthouse in Westwood
4.99 out of 5 average rating, 679 reviews

Westwood cottage in garden setting

This 400 sq. ft. guesthouse (studio) on a historic property in Westwood, KS has recently been fully renovated and furnished. It has a completely equipped kitchenette, comfortable living area, along with a queen-size bed. The guesthouse also includes a washer/dryer off the kitchenette. The guesthouse is a separate dwelling located on a half an acre property which includes the original farmhouse built in 1889 - the guesthouse added in 1920. Westwood, Kansas is 2 miles from the Country Club Plaza.

Top Guest favourite
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
4.95 out of 5 average rating, 223 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

Top Guest favourite
Guesthouse in Louisburg
4.97 out of 5 average rating, 130 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!

Guest favourite
The entrance of the Bohemian Lodge is illuminated at dusk, with a winding pathway leading to the front door. A cozy seating area is visible, framed by lush greenery and illuminated by soft garden lights along the path.
Guest suite in Buckner
4.94 out of 5 average rating, 163 reviews

MILO FARM-Sacred Kansas City Retreat

MILO FARM - SACRED LAND sits east of Kansas City & is a nature retreat w/ a cedar forest, a hardwood forest, 2 ponds, bohemian lodge, art studio, pool, barn, miles of trails & whimsical camping spots.  Pet and feed the farm animals while you are here! Guests have lower level of the lodge to themselves with 2 suites (with private baths), rec room, bar area, laundry, steam sauna & rock sauna, play room & patio.  Milo Farm is located just 30 minutes from KC. More info on MiloFarm.com

Top Guest favourite
Home in Fairway
5 out of 5 average rating, 121 reviews

Prestige-Stunning Home W/Game Room+ Mins to Plaza

⭐ Fully renovated 3BR home in Fairway, KS — minutes from KC attractions ⭐ Main-level primary suite with spa-style en-suite bath + clawfoot tub ⭐ Open-concept kitchen with quartz counters + full coffee bar ⭐ Cozy living room with gas fireplace + Smart TV ⭐ Upstairs game room with Xbox + lounge space ⭐ Private office, exercise area, and landscaped backyard ⭐Conveniently located less than 5 minutes from The Shops of Prairie Village and roughly 10 minutes from the Country Club Plaza!

Top Guest favourite
The exterior of the farmhouse is visible, showcasing a white structure with a dark green roof and large windows. A gravel driveway leads to the entrance, bordered by small shrubs and gathered stones. A wooden sign is positioned near the door, indicating the entrance.
Farm stay in Butler
5 out of 5 average rating, 117 reviews

The Lone Oak

Reconnect with nature at The Lone Oak, part of our working cattle ranch. Enjoy the quiet of the country while you go fishing in the pond, spotting the wildlife, and stargazing at night while enjoying the hot tub. Just five miles from town, right off the blacktop, and three miles from Interstate 49. The top level is a 1900 farmhouse that is being renovated to enlarge the bnb. The walk-out basement is all new and ready for you to have a relaxing, memorable get-away.

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
4.96 out of 5 average rating, 106 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.

Guest favourite
A wooden entrance sign with 'Heartland Ranch' is positioned above a paved driveway. Lush green fields extend on both sides, with a car parked near the entrance. The sky features soft clouds, indicating a serene rural environment.
Farm stay in Wakarusa
4.85 out of 5 average rating, 499 reviews

"Cowboy Curious" Heartland Ranch near Topeka, KS

Heartland Ranch is a short distance south of Topeka, We offer a unique quiet/private country stay. There are 3 bedrooms: a queen bed, a single bed and 1 bunkbed in 3 separate rooms. The lodging is an original cowboy bunkhouse with "down-home comfort" in a casual country setting. We invite anyone who is "cowboy curious", it is a comfortable peaceful country stay. We provide high speed internet so you won't miss any emails/messages or favorite streaming TV.

Top Guest favourite
A cozy living area features two navy blue sofas facing a circular wooden coffee table. Two light grey accent chairs are positioned nearby. A flat-screen television is mounted above a gas fireplace, with natural light coming through two windows. A colorful area rug enhances the space.
Cottage in Pleasant Hill
4.95 out of 5 average rating, 122 reviews

Cozy cottage, perfect for traveling families.

There is a cozy gas fireplace that always sets the right mood. The open kitchen is fully equipped for cooking & baking. The back yard is fenced-in, perfect for kids & pets. There is a pond and lovely nature trail just outside the back gate and a children's park across the street in the front of the house. Walkable to nearby grocery, wine/spirits, gym, & restaurants. Available for 27 day rentals or more.

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 home in Perry
4.96 out of 5 average rating, 574 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!

Top Guest favourite
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, 143 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.

Popular amenities for Osawatomie holiday rentals

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  2. United States
  3. Kansas
  4. Miami County
  5. Osawatomie