Holiday rentals in Chilhowee

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Top-rated holiday rentals in Chilhowee

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

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Top guest favourite
Home in Grain Valley
5 out of 5 average rating, 88 reviews

Soaking Pool • Hot Tub • 27 min to Arrowhead

Escape to KCcabin — a modern, secluded retreat in the Lake Lotawana area (no lake access). This new-build hideaway offers 2 bedrooms plus bunk beds, NEWLY ADDED soaking pool and hot tub with wooded views, spacious deck & grill, 65" smart TV, WiFi, washer/dryer, and a workspace with standing desk. Just minutes to dining, marinas, and only 30 min to downtown KC. Perfect for families, couples, or remote work getaways. If you'd like to view a walkthrough video, message me and I can send you a link.

Guest favourite
A spacious master bedroom is shown, featuring a bed positioned near large windows that provide expansive views of the surrounding landscape. Soft carpeting covers the floor, and natural light fills the room. A small area is visible to the left, suggesting additional amenities.
Home in Warsaw
4.94 out of 5 average rating, 374 reviews

The Overlook

Adventure awaits! Enjoy the best sunsets and night skies from high above the shores of Truman Lake. An unforgettable way to unwind! Perfect for romantic getaways, thrill seekers, and tourists alike. Protected forests surround the neighborhood and the historic "Hallmark town" of Warsaw is minutes away. A modern marina is just down the road. Great opportunities for relaxation and recreation abound with memorable times sure to be had! Ask about our romance/birthday packages and pet friendly stays!

Guest favourite
A spacious living area is visible, featuring a cozy sofa and a patterned area rug. Natural light enters through several windows, illuminating the open layout, which includes a dining table and kitchen area in the background.
Home in Clinton
4.96 out of 5 average rating, 157 reviews

The Orchard House by Katy Trail

Dubbed the Orchard house since being on Orchard street. This newly renovated stand alone home on a quiet dead end road is just what the doctor ordered. Located just 2 miles to the start of the historic Katy Trail makes this a great spot. Also, we are only minutes away from Truman Lake which boasts some of the best crappie and spoonbill fishing around. A dedicated shed with lock is provided at the back of the home for bike storage. A short walk to the historic square with shopping + eateries!

Guest favourite
The cottage exterior features a covered front porch adorned with vibrant flower beds and greenery. A wooden deck invites relaxation, complemented by a swing and seating area. The pitched roof and large windows enhance the airy appearance, while the surrounding nature provides a peaceful backdrop.
Home in Centerview
4.98 out of 5 average rating, 56 reviews

The little White Cottage

Nestled in the heart of the countryside, our charming country cottage exudes an irresistible allure. With its quaint pitched roof, inviting flower-beds grassy pathways, and breathtaking sunset views that leave you speechless , it's a haven of rustic elegance. The gentle rustling of deer in the woodsy landscape and the distant calls of birds provide a serene soundtrack to your stay. The cottage's interior is a blend of vintage charm and modern comforts. We are positive you will love your stay .

Guest favourite
A rustic cabin is set amid tall trees, featuring a spacious deck and outdoor stairs leading up. Five colorful kayaks are positioned near the water's edge, alongside comfortable lounge chairs, creating an inviting area for relaxation by the private lake.
Cabin in Macks Creek
4.96 out of 5 average rating, 145 reviews

Fishing Boats Coming Spring '26! Macks Creek Cabin

3 Mi to Ballparks National | 'Hix Lake and Cabin’ | Quiet Location | Furnished Deck Escape to this remote abode, located 13 miles from Camdenton and 25 miles from the Lake of the Ozarks! The 2-bed, 1-bath Macks Creek vacation rental offers scenery, solitude, and a perfect place for outdoor adventure. You'll never be bored with all of the amenities at this classic log cabin, like a private 15-acre lake, 2 fishing boats, a boat slip, a swimming dock, 5 kayaks, a hot tub, a fire pit, and more!

Top guest favourite
A spacious living area features a round wooden dining table with four black chairs. A green sofa is positioned near a large television, with a small decorative tree and coffee table visible. Soft lighting from a nearby window enhances the inviting space.
Home in Warrensburg
4.97 out of 5 average rating, 105 reviews

The Den at Cave Hollow

A Cozy Retreat in Warrensburg, Mo! Nestled at the edge of Cave Hollow Park, The Den at Cave Hollow is a perfect getaway. Whether exploring the caves, enjoying downtown, or UCM, our location is convenient. Start your day with a hike through the trails of Cave Hollow Park. We’re also just minutes from the heart of downtown Warrensburg and Whiteman AFB. Come experience the best of Warrensburg from The Den at Cave Hollow! We look forward to hosting you. Book now and start your adventure!

Guest favourite
Home in Holden
5 out of 5 average rating, 15 reviews

Secluded 21-Acre Retreat w/Trails & Creek

Escape to your own private countryside retreat on 21 acres at B&S Creekside Retreat. This peaceful 2-bedroom, 2-bath home offers the perfect mix of comfort, privacy & nature. Enjoy morning coffee while watching wildlife, explore scenic walking trails, or unwind under the stars in a hammock . Whether you're looking for a relaxing getaway or a place to reconnect with nature, this space delivers. Inside, you'll find a clean, comfortable home with everything you need for a stress-free stay.

Top guest favourite
A spacious living room features plush gray sofas arranged around a soft carpet. A TV is positioned on one side, while bright lamps provide warm lighting. Decorative wall art and a 'WELCOME' sign enhance the inviting ambiance.
Home in Warrensburg
4.98 out of 5 average rating, 219 reviews

Home Away From Home

Welcome to our charming 1920s two bedroom and one bath cottage. This cozy and well-maintained space offers a unique glimpse into the past while providing all the modern comforts you need for a comfortable stay. A king, queen and pullout queen beds give you plenty of space for rest. Off street parking for up to three vehicles and a privacy fenced back yard. Whether you're visiting for business or pleasure, our 1920s two bedroom and one bath cottage is a comfortable and nostalgic retreat.

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, 149 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 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.

Guest favourite
A green yard is surrounded by tall trees, providing shade for outdoor activities. In the foreground, a child holds a red object while standing near a cornhole game setup. In the background, chairs are arranged around a fire pit, and a hammock hangs between two trees.
Farm stay in Chilhowee
4.93 out of 5 average rating, 55 reviews

Don't miss this Incredible Lakefront Farm Stay

Slip away to this tranquil and spacious lakeside home, and spend quality time with the whole family or a retreat group. Both kids and adults have plenty of opportunities to choose their own adventures; from fishing and canoeing in the 5 acre lake, to exploring the trails that roam through wooded acres and sloping hills. Simply relaxing on the back deck or screened porch to view the diverse wildlife is another perfect way to unwind during your stay.

Superhost
A charming bungalow features a white exterior with light blue accents. The front porch is highlighted by a swing and adorned with greenery. A well-maintained lawn surrounds the home, offering a welcoming first impression with ample trees and a spacious driveway.
Bungalow in Warrensburg
4.9 out of 5 average rating, 125 reviews

Cheerful Blue-Roof Bungalow

Just a few blocks from the University, close to downtown restaurants and shops, and a short drive to the base make this Bungalow the ideal spot. This family and pet friendly home comes with a fully fenced in big backyard and is decorated in soft creams, blues and greens for a welcoming, and relaxed feel. After a day of activity, enjoy relaxing on the front porch swing, an evening of Bar-B-Que on the back deck, or a night spent around the firepit.

Guest favourite
A serene gravel path winds through a wooded area, flanked by tall trees adorned with golden and orange autumn leaves. Soft sunlight filters through the branches, casting gentle shadows on the ground, creating a peaceful setting for a nature walk.
Cabin in Blairstown
4.82 out of 5 average rating, 280 reviews

Honey Creek Hideaway at Back Country Camp

Escape to this quiet, seemingly remote country getaway nestled down a peaceful, tree-canopied lane. Relax and unwind amid big woods, creeks, woodland trails, complete with a very large strip pit lake, and smaller lake just mere feet from your private cabin. Use our large covered dock, kayaks, paddle boat, canoe and explore all this huge waterscape and land have to offer. All manner of Missouri wildlife reside here.

Popular amenities for Chilhowee holiday rentals

  1. Airbnb
  2. United States
  3. Missouri
  4. Johnson County
  5. Chilhowee