
Holiday houses in Osawatomie
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Top-rated holiday rentals in Osawatomie
Guests agree: these stays are highly rated for location, cleanliness and more.

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

D&B Cabin Rentals Cabin #3
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!

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!

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.

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.

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.

Private Penthouse +Balcony Overlooking 39th Street
Located atop the Meshuggah Bagels along the iconic West 39th Street, this renovated 3rd level flat is truly an urban oasis. Guests are treated to comfortable accommodations with private access to your own balcony overlooking 39th Street! Get a glimpse of Kansas City through the eyes of a local! Be sure to check out the virtual guide book full of local restaurants, shops, and nightlife. There’s something for everyone. From global cuisine to barbecue, shopping and more!

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.

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.

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!!!

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.

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.
Popular amenities for Osawatomie holiday rentals
Other great holiday rentals in Osawatomie

Linn Valley Lake House -Lakes, Golf, Pool, Fishing

Inviting Lakefront A-Frame Cabin

The Loft at Sozo

Fontana Farmhouse

Creekside! LowerLevel WalkOut~ StarsTrailsFire Pit

Private and cozy apartment Near Football Fun Match

Comfort & Charm + Sleeps 8 + Pets Welcome

Cozy Christmas Stay | New Construction Home
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- Arrowhead Stadium
- Kauffman Stadium
- Kansas City Zoo
- Nelson-Atkins Museum of Art
- LEGOLAND Discovery Center Kansas City
- Jacob L. Loose Park
- Mission Hills Country Club
- Rowe Ridge Vineyard & Winery
- St. Andrews Golf Club
- Shadow Glen Golf Club
- Wolf Creek Golf
- Negro Leagues Baseball Museum
- Hillcrest Golf Course
- Swope Memorial Golf Course
- Indian Hills Country Club
- KC Wine Co
- Milburn Golf & Country Club
- Bluejacket Crossing Vineyard & Winery
- Holy Field Vineyard & Winery
- Stone Pillar Vineyard & Winery
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