Holiday houses in Osborn

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Top-rated holiday rentals in Osborn

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A charming farmhouse with yellow siding and a metal roof is set against a green lawn. The wide porch is furnished with seating, and large windows provide natural light. Nearby trees complement the serene outdoor scenery, enhancing the rural setting.
Farm stay in Osborn
4.96 out of 5 average rating, 23 reviews

Spacious FarmHouse! Peaceful Getaway, Pet Friendly

Our charming Farm House is a peaceful setting indoors and out! A great retreat from city living - perfect for gathering friends and family any time of the year! Comfortable beds, large living areas, lots of porch seating, beautiful sunsets, and access to the 3300 acre Pony Express Lake Conservation Area make this the perfect spot to unwind. Whether you're looking for peaceful surroundings, a private retreat, a place to play, or all of the above, The Farm House is the ideal choice for your stay!

Top Guest favourite
Apartment in Hamilton
4.94 out of 5 average rating, 32 reviews

Samuel Place #1: Rest * Relax * Renew

Escape to Samuel Place! A charming 1 bedroom retreat offering comfort, convenience and small-town charm. Features a cozy living area, fully-appointed kitchen & well-designed bathroom with shower—perfect for unwinding. Situated in historic Hamilton, MO. Guests are minutes from MSQ, outdoor recreation, boutique shopping, Lakeview Golf, delicious local restaurants, and JC Penney's Museum. Enjoy the tranquility of Hamilton with the convenience of being 60 minutes from downtown Kansas City and MCI.

Guest favourite
A spacious game room features a bright green pool table at its center, surrounded by comfortable seating. Wooden flooring and a ceiling fan enhance the open feel. A kitchenette with dark cabinets is visible on one side, providing convenience for guests.
Home in Smithville
4.9 out of 5 average rating, 158 reviews

Private peaceful very secluded!

The whole group will be comfortable in this spacious and unique space. Peaceful space in the valley where a rooster crow is all you hear in the morning. Have coffee on the dock while feeding koi in the koi pond! Off the beating path of traffic. About a half hour drive to Royals and Chiefs stadiums, downtown KC and Kansas speedway! Minutes from the bike and walking trails that circle Smithville Lake! Main Event coupons available upon request for one hour of free bowling! *while supplies last*

Top Guest favourite
Home in Cameron
4.99 out of 5 average rating, 100 reviews

Touch of Country 150" projector, PingPong &Karaoke

Welcome! Relax at our hidden sanctuary, just 2 mins off I-35/Hwy 36 and 50 mins from the FIFA World Cup 2026 action in Downtown KC. Enjoy a 150" projector with a popcorn machine—perfect for movies or the big game! Amenities include high-speed Wi-Fi, karaoke, ping pong, and a grill. Explore our private oasis featuring a peaceful stream with a bridge and expansive green space. Free large parking with a pull-through driveway for trucks/trailers. Only 5 mins to groceries. Book your stay today!

Superhost
A spacious living area is furnished with a comfortable gray sofa adorned with colorful cushions. A round coffee table sits at the center, and artwork decorates the walls. Natural light filters through sliding glass doors, which are framed by patterned curtains. Soft carpeting enhances the room's comfort.
Home in Cameron
4.91 out of 5 average rating, 23 reviews

Happy Hollyhock Hidaway 53 min to GEHA Field 2026

This non smoking home is on a quiet street in a great neighborhood featuring 3 bedrooms and 2 full baths. I made sure it has everything you will need for a home away from home. I cant stand going to an airbnb and not even finding a knife!! The whole group will enjoy easy access right off 36hwy in Cameron. Less than 2 miles away from restaurants and groceries. Great for a family or professionals. Lots of off street parking, corner lot with a big yard. Chiefs Training camp is 35min away!

Top Guest favourite
An aerial view captures a spacious farmhouse-style home surrounded by expansive green fields and a serene pond. A brightly colored pool and patio area are visible in the foreground, while well-maintained landscaping frames the property, illustrating a peaceful and open setting.
Home in Liberty
4.99 out of 5 average rating, 108 reviews

Country Paradise •9 acres•Pool•Rec Center

Welcome to your very own private resort! As you approach the property, you'll be greeted by a beautiful farmhouse-style home that sits on 9 acres, with a 55ft wrap around deck offering sweeping views of the expansive grounds. Pool table, Ping Pong, Shuffleboard, Foosball, Air hockey, Nintendo & Switch. This property is a true gem for those seeking both space & serenity. 17miles-airport, 20miles Downtown KC/ P&L District, 22miles-Chiefs /Royals Stadium, minutes to Smithville Lake.

Top Guest favourite
An open living space features comfortable seating arrangements, including a reclined couch and a sectional. A large television is mounted on the wall, and a cozy area rug lies on the polished wooden floor. The kitchen is visible in the background with modern appliances.
Apartment in Stewartsville
4.94 out of 5 average rating, 103 reviews

Small town USA Airbnb

This small town is located not far from it all, just an hour North of Kansas City and 20 minutes from Saint Joseph, right between Interstates 29 and 35! Located on the ground floor with parking right outside the door on Main Street, this is a lovely place to stay. We also have plenty of extra parking next door. A nice park only a couple of blocks away. The bathroom features a walk-in shower and a full-size washer and dryer. The kitchen is furnished with everything you need!

Top Guest favourite
A single-story country home is depicted, framed by snow-covered ground. Leafless trees stand in the vicinity, with the structure featuring a light-colored exterior and a sloped roof. The entrance is highlighted by a front porch, offering a welcoming view into the peaceful surroundings.
Home in Oregon
4.97 out of 5 average rating, 137 reviews

The Farmhouse: Cozy, Quiet Getaway

Enjoy this cozy country home in Oregon, Missouri. Located about a mile off I-29, this is the perfect place to stay for reunions, family visits, or even a weekend getaway. This is a quiet area with local restaurants nearby. St. Joseph is about 20 minutes away. Free wi-fi is included, along with a full kitchen including Keurig coffee maker, dish washer, garbage disposal and pots and pans. The house also includes a smart TV so you can bring your favorite streaming device.

Guest favourite
A spacious jacuzzi is positioned against a large window, offering a view of the river and a vibrant sunset. The room features dark red curtains and wooden paneling, creating a cozy atmosphere. Lush green carpeting complements the serene setting.
Cabin in St. Joseph
4.89 out of 5 average rating, 223 reviews

Riverfront 2 BR Jacuzzi Cabin w/ Sunset Balcony

Forget your worries in this spacious 2 bedroom cabin located on the 2nd floor of this riverfront building! Enjoy a glass of wine in the jacuzzi while watching the river water pass by. Nestled just outside of town… a few blocks away, find new mountain bike trails. 2 miles away sits a casino, boat ramp, boat dock, conservation center, and a new riverwalk path that provides a peaceful path to historic downtown St. Joseph! Museums, great food, and amazing sunsets await you!

Top Guest favourite
Farm stay in Maysville
4.98 out of 5 average rating, 160 reviews

No cleaning fee farm house 10 minutes to I-35

1 Hour N. of Kansas City E. of St. Joseph 27 mi to Hamilton Charming retro farm home One mile on gravel off Hwy 6 I do my best to keep house clean, but sometimes there is dust, seasonal bugs beyond my control, as this is a farm. Come enjoy the simple life in this simple retro farm home. MAXIMUM OF 4 guest-including kids, this is a small home. If you’re looking to see stars & enjoy sounds of nature you’ll like this home with the view of sky.

Top Guest favourite
The exterior view of the home reveals a charming design with a gray façade and a wide front porch. Two chairs are positioned on the porch. A grassy front yard features two cornhole game boards, enhancing outdoor leisure opportunities.
Home in St. Joseph
5 out of 5 average rating, 58 reviews

Updated home w/ BIG yard, game room, coffee nook!

Welcome to our fully remodeled home that sits on 1 acre inside St. Joseph, MO! Fences and trees add an element of privacy while you enjoy the large front yard, front porch, or new back deck equipped with patio furniture. The inside is designed to accommodate both relaxation and fun; from the comforts of the coffee nook to the game room featuring a pool table, electric dart board, and arcade machine!

Top Guest favourite
The charming exterior of the tiny home is showcased, featuring a white wooden façade and a sloped roof. A small porch steps lead to the front door, with a single white rocking chair positioned nearby. Lush green grass surrounds the home, providing an inviting outdoor space.
Tiny home in Kingston
4.94 out of 5 average rating, 166 reviews

Quilters Getaway

This dreamy tiny home is the perfect getaway. Located just 8 miles from the Quilt Town of Hamilton. Featuring a twin size daybed/sofa on the main level and a full size bed in the loft. Kitchenette with microwave, coffee pot and refrigerator. TV with DVD player (and movies to pick from) and a nice selection of books. Located on a 1/2 acre lot with a park across the street and library a block away.

Popular amenities for Osborn holiday rentals

  1. Airbnb
  2. United States
  3. Missouri
  4. DeKalb County
  5. Osborn