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, 237 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, 680 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, 224 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

Guest favourite
A charming wooden cabin exterior features a porch with two chairs and a small table. A gas grill is positioned nearby, with stones outlining a pathway leading to the entrance. Natural greenery surrounds the cabin, enhancing its welcoming appearance.
Cabin in Pleasanton
4.89 out of 5 average rating, 220 reviews

D&B Cabin Rentals Cabin #4

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, 134 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 welcoming two-story home is surrounded by a manicured lawn, featuring vibrant flower beds. Rocking chairs are positioned on a large front porch with hanging planters. The sun casts gentle shadows across the neatly trimmed grass, enhancing the peaceful outdoor setting.
Home in Cleveland
4.96 out of 5 average rating, 105 reviews

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.

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, 216 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.

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, 119 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 bright dining area is showcased, featuring a wooden table surrounded by four chairs. Large windows allow natural light to fill the space, offering views of the surrounding landscape. Floral centerpieces enhance the inviting atmosphere, while cozy seating is visible along the window ledge.
Home in Kansas City
4.98 out of 5 average rating, 452 reviews

Enjoy Nature at Modern Farmhouse Close to City

The perfect getaway that's close to it all! Enjoy your privacy at our restored 1933 bungalow on 18 acres just minutes off I-70. Relax after a road trip or gather your friends for a concert. Soak in the tub and get your best night of sleep on a plush mattress. Cook in a stocked kitchen or eat out at restaurants five minutes away. Meander along mowed paths, and let the kids play! We are pet-friendly, and business-ready with Gigabit Internet and an office setup.

Top Guest favourite
Farm stay in Paola
4.96 out of 5 average rating, 141 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.

Popular amenities for Osawatomie holiday rentals

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