Holiday rentals in Cooper County

Roomy Boonville Bungalow Escape 2.5bed/2bath

Spacious family home perfect for reunions or a peaceful retreat. Listed as a 2 bed, however there are 2 family rooms with a pullout sofa. Enjoy the historical scenery and the sound of church bells as you peruse the uniqueness Boonville has to offer. Short walk to Main St. and the river. Right next door is an additional Airbnb that we offer for reservations, perfect for larger gatherings or family trips. 10-14 guest availability. Contact us for booking both properties, or for any further details!

Bluff House in Rocheport Missouri

The Bluff House faces the Missouri River on 7 acres of beauty, neighboring the Bougeois Winery! The Katy trail & Rocheport are 1 mile away. Our home is two stories. We are upstairs and the Air BNB is downstairs. The Airbnb has a spacious living room, fireplace and dining room. All with views of the river and an open concept kitchen. Your entrance is completely separate and locked for use only by you. You will have a private covered deck, Bench on the bluff, Bikes, Fire pit and a Hammock!

The Rocheport Honey House

Our 2 Bedroom (plus mini 3rd bedroom), 2 Full Bath historic bungalow is nestled right in the middle of the quaint town of Rocheport. Just a few steps from the Katy Trail, fabulous shops & restaurants, and the winery - this home will make the perfect location for your quick weekend getaway or your longer stay! Use the two bikes to enjoy a ride on the Katy Trail or to grab a bite to eat at one of the many restaurants! Enjoy being just minutes from Columbia - stay for a Mizzou game - Go Tigers!

Quaint Farmhouse near Boonville

Breathe in the country air and listen to the quail as you relax on the back deck. Whether you are passing through or looking for an escape, this remodeled, dog friendly, farmhouse is calling your name. Perfect for families or friends; you can gather around the dining table, play games, or explore the area. Conveniently located 6 mile south of I 70, you are a short drive to many great attractions including Warm Springs Ranch, University of Missouri, the Katy Trail, Arrow Rock, and much more.

Katy Retreat: Private Getaway in Mid Missouri

Just steps from the Katy Trail, Missouri River, Farmer's Market and Depot District, casino and downtown! Enjoy the beauty and peace of this historic river town. Visit the world-famous Anheuser-Busch Clydesdales at the Warm Springs Ranch, bike or hike the Katy Trail, visit a local winery or spend a day or two exploring the rich history of the area - it's a getaway that won't break the bank! For our guests safety, we do have an exterior security camera monitoring driveway and front porch

The WhiteHorse Guest House

Come enjoy this lovingly restored 1895 home on the National Register of Historic Places, located in the heart of historic Rocheport, Missouri. The home is filled with American country antiques and hooked rugs. There are two bedrooms with queen beds, a fully stocked kitchen, brick patio and hot tub. The home is blocks away from the Katy Trail, shops and restaurants. Nominated by the magazine, Inside Columbia, as one of the top 5 places to stay in the Columbia area for 2026.

Katy Chalet

Relax with the whole family in this cozy home located in a quiet neighborhood. This home is situated two blocks from Harley Park which includes lookout point with a beautiful view of the Missouri River. One block away is the Katy Trail which includes the historic Katy Trail Bridge, as well as Isle of Capri Casino. Boonville is known for it’s history and charm. Attractions include museums, aquatic center, golf course, and Warm Springs Ranch home of the Budweiser Clydesdales.

The Katy Trail Carriage House

Such a tranquil and serene apartment in the lovely town of Rocheport. Only two blocks away from the Trail as well as Meriwether Cafe! You will not be disappointed with this location and amenities. A lovely bedroom and kitchenette with private bath.. A nice place inside for your bicycles in the attached converted garage / living space. (Separate from bedroom) . Light breakfast options include breakfast bar, oatmeal, nut/fruit packet, coffee, tea, juice.PETS NOT ALLOWED.

Little Boonville Apartment

This cute little apartment is located in downtown boonville. It is next to one of the most popular restaurants/bar (Maggie’s) and it’s just minutes away from the Katy Trail. It is located four blocks away from the Missouri river and five blocks away from the Isle of Capri Casino. There’s so many things to do in Boonville, including the Budweiser Clydesdale ranch, the Mitchell car museum, numerous quaint little shops on downtown, Main Street.

The Shouse

The Shouse is a rustic living quarters built directly under the same roof as our horse stable. Bring your horses along and they can stay here too. The home has recently been fully renovated from an Amish tack shop. It is located in the heart of an Amish community. Spend your evenings relaxing on the front porch and watch the horse and buggies go by. Ask about booking your own buggy ride while you stay to get the most out of your visit!

Kit Carson’s Cottage at the trail walk to downtown

Near I-70 and the trail! Your cottage is steps from the trail and 3 blocks to downtown dining, shops and galleries. Stay comfortably with 2 bedrooms, queen memory foam sofa sleeper, 1.5 bath, garage, deck, 1920's themed lounge with hidden door and more here in historic Rocheport! TV, Wi-Fi and Bluetooth soundbar and large backyard with garden igloo available for your entertainment. One night stays available upon request.

The Farm House

Take it easy at this unique and tranquil getaway. You will be sitting around a beautiful country view on 100 acres with many historical towns nearby! Lamine river only 1 mile away for kayaking and fishing, or bring your RTV to cruise the country roads! 1 mile off of I-70, sitting between KC and St.Louis with Boonville Casino only 20 min. away. Sometimes we stay at our shouse down past the farm house.