Vacation rentals in Chilhowee

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!

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!

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.

Lakeview by Sue Family Cabin

The Family Cabin is one of 5 rustic Cabins of Lakeview by Sue Barn Venue. With its own lake view porch too, it holds a max of 6 guests (note fee for more than 4 guests). When not being rented with a wedding/event, it is offered here for those looking for a serene, country stay. All the kitchen accessories, comfy bedding, and plush towels have been provided. The little lake is steps from your front door where you can enjoy the view and a little fishing too. We hope you enjoy a lovely stay!

The Dog House! Downtown Burg 2 bedrooms

Come, sit, stay in a brand new two bedroom 1 bath apartment in downtown Warrensburg-Home of Man's Best Friend! Located on the courthouse square the open concept living room and kitchen have fabulous views of downtown and the Old Drum monument. Features 2 queen beds, outdoor patio, off street parking, full bathroom and laundry room. Walk to our famous "Pine St." for food, fun and drinks and enjoy all our beautiful downtown has to offer. 4 blocks north of UCM campus and Walton Stadium.

(Red) Cabin 1 full bed, 2 lofts, 2 air mattresses

Our modern cabins come complete with a full kitchen, a full bath, 3 separate sleeping areas and a living area to relax in. We have A/C, heat, WiFi and cable TV. We are located in the country and sometimes the wifi doesn't always work. The loft areas are only 5 feet high so you have to stay low while using the lofts. The campground includes our bulk food store, DutchValleyWarrensburg store on the premises for all your shopping needs. EV chargers available also. Pets are not allowed.

The Highland GrainBin, Highland Cows, Firepit

Welcome to our charming boho-inspired Grain Bin Cabin, the Highland is ideal for 2-3 adults or 2 adults and 2 smaller children. Upstairs, you'll find a comfortable king bed in the loft, while downstairs features a cozy futon in the main living space. The full kitchen is equipped with everything you need. Full Bath with a walk-in shower downstairs. Experience a serene countryside getaway with breathtaking sunsets and peaceful surroundings, just moments away from Versailles.

Downtown Retreat with large privacy fenced yard

This updated downtown retreat has two bedrooms, 1 bath, kitchen, living room, dining room and laundry. Off street parking is behind the house. This property has a large fenced in yard with deck and firepit. Majority of the time you can catch a nice breeze in the backyard while you relax. In the winter you can enjoy the gas fireplace in the living room and stay warm. Downtown is just walking distance way with historic sites and restaurants, coffee shops and shopping.

Luxe lake cabin 1hr to Kansas City w pool+hot tub

Last few summer 2026 dates available! Welcome to the Butterfly Pods, hosted by PodHopping, where eco-conscious living meets modern comfort in our PASSIVHAUS-standard cabins. Immerse yourself in the beauty of the nature with a touch of luxury. Spend your days lounging in a sunken hammock, swimming in the pool, soaking in the hot tub, kayaking on the lake, or gathering around a fire. Come experience off grid luxury with your loved ones.

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.

Colorful Cottage close to UCM

Convenient and comfortable! Our Colorful Cottage is within minutes of UCM and about 10 minutes from WAFB. We have the Cottage with all the amenities needed for a nightly, weekly, or a monthly stay. Your dogs are welcome to stay as well! Pet Policy: $30-1 dog $10-each additional Please keep dogs off of furniture at all times. Kennel if anxious or destructive when left alone. Clear waste from yard at checkout

Downtown Studio Loft

Located in historic downtown Warrensburg, directly above the legendary Heroes Restaurant and Pub. Newly remodeled, studio apartment. This loft is walking distance to food, nightly entertainment and only a few blocks from UCM. This loft has a furnished kitchen, king size bed with two rollaway beds. Washer and dryer available on site.