Holiday houses in Osawatomie

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.

Family · Value · Getting around

Acres of Life

Take it easy at this unique retreat and tranquil farmhouse getaway. This country escape includes 3 bedrooms, 2 bathrooms, 2 twin sofa beds & loft space. It has a full kitchen, living room, dining room, office & game room. The game room is equipped with a pool table, poker table, pin ball machine, darts, wii & other video games & also includes work out equipment & an infra-red sauna. Tons of movies. Outside, you will find 2 covered decks & a covered patio & covered hot tub. Free farm fresh eggs!

Location · Family · Outdoor spaces

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!

Location · Value · Comfort

Cozy cottage getaway in garden paradise

Get away and relax in a whimsical octagonal cottage surrounded by a lush garden, overlooking a aqua 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

Value · Family · Hiking

Rural getaway with incredible views & fishing pond

Relax with the family at this quiet, spacious, 3000 sq ft house on the hill with incredible views of what was called Paradise Valley. Upper level has two bedrooms with king beds, one bath, fully equipped kitchen, dining area, and sunroom/living area. Lower level has two bedrooms, one with queen bed, one with 3 full size beds and bathroom. Separate game room has a pool table, tv, and fridge for entertaining. Property sits on 20 acres with a stocked fishing pond for your enjoyment.

Value · Location · Access

The Cottage: Luxurious Getaway!

Escape to luxury at this private cottage with indoor 17-ft swim/spa, sauna, and steam shower. Sleeps up to 10 with beds, air mattresses, and convertible furniture. Enjoy a fenced patio, fire pit, robes, slippers, face masks, Nespresso, and more. Perfect for a romantic getaway, group stay, or small event (max 15). Includes kitchen, lounge areas, smart tech, and walkable access to downtown Eudora. No pets. Quiet hours 10p–8a. Swim at your own risk. Property is not child-proof.

Value · Family · Walkability

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 from 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 has been renovated and could have another group staying in it. The walk-out basement is two years old and ready for you to have a relaxing, memorable get-away.

Family · Location · Hospitality

Meadow Brooke Lane

Nested on 3 beautiful acres of fenced land. 4 bedrooms (3 with ensuite), fully equipped kitchen, projector, fire, bbq, plus more! This property is located near multiple event spaces making it ideal for small gatherings or enjoying the countryside. Kids and pets alike with love the vast outdoor space to roam and play. There is a charming train that runs the backside of the property making for a unique and fun backdrop. A fantastic dog friendly brewery is within walking distance.

Location · Family · Wi-Fi

Rantoul Wilderness Ranch On 440 Acres With Hot Tub

🌾 440 private acres in peaceful Rantoul countryside 🛏 4 bedrooms: 2 queen suites + 2 bunk-style queen rooms (sleeps 14) 🚿 4 ensuite bathrooms + additional full bath ♨️ Hot tub overlooking open Kansas fields 🎱 Game room with pool table, poker table & karaoke 🛶 Private fishing pond with kayaks & life jackets 🔥 Covered patio with fireplace & seating for 20 🍳 Fully equipped kitchen with large island 🥾 Private hiking trails & outdoor games 🚗 On-site parking + keyless entry

Location · Amenities · Decor

The Sherbet Suite

The sherbet suite. This is a mid mod Paradise. Find woods with orange accents adore 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.

Family · Value · Amenities

Cozy Historic Schoolhouse w/ Hot Tub + Views

✨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.

Family · Location · Heating

Freestanding 2 Bedroom Cabin

Escape to our charming two-bedroom cabin, the perfect retreat for your getaway! Enjoy a relaxing evening on the front porch or gather with friends and family in our spacious picnic pavilion, complete with cornhole for some friendly competition. Conveniently located just off the highway in LaCygne, Kansas, our newly renovated and spotless property ensures a comfortable and memorable stay. A minimum two-night stay is required.

Location · Family · Checkout