Vacation rentals in Cooper County

A cozy family room contains a large sectional sofa adorned with colorful throw pillows. A round coffee table sits in front, featuring a decorative piece. A patterned area rug lies underneath, enhancing the wooden flooring, while a flat-screen television is positioned against the wall.

4.81 out of 5 average rating, 16 reviews

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!

4.98 out of 5 average rating, 565 reviews

A peaceful view of the Missouri River glistens under the sunlight, seen from a private deck. Lush greenery lines the foreground, and gentle hills can be observed across the water, creating a serene natural landscape.

Home in Rocheport

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!

A single-story home features a well-maintained exterior with light beige siding and dark shutters. A welcoming entrance includes a circular glass door, flanked by two red chairs. A manicured lawn stretches before the house, bordered by freshly turned mulch and green grass.

4.96 out of 5 average rating, 79 reviews

Relax Enjoy Mid-Missouri with Fenced in Back Yard

Your family will be close to everything when you stay at this centrally-located place. Large fenced in backyard for your energetic children or fur babies. Take a ride on the Katy Trail or take in a beautiful walk across the Missouri River Bridge. Only minutes from Columbia to take in a MIZZOU game or take in a musical at the Lyceum Theater in Arrow Rock! Take a long nice stroll through Historical Boonville. Boonville has many local restaurants to enjoy and along with the Isle of Capri Casino.

A classic farmhouse is surrounded by greenery, featuring a welcoming porch with steps leading to the entrance. A manicured lawn extends in front, with trees providing shade. The exterior showcases white siding and a black roof, contributing to its charming appeal.

5 out of 5 average rating, 13 reviews

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.

The exterior of a welcoming home showcases a well-maintained landscape with a mix of greenery and seasonal decorations. A flag proudly displays colors in front of the entrance, alongside a traditional lamp post and vibrant flowers lining the walkway.

4.94 out of 5 average rating, 573 reviews

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

4.98 out of 5 average rating, 358 reviews

An oversized porch features wooden flooring and a table surrounded by striped chairs. Potted plants with flowers add color, while a small fireplace sits adjacent. Wooden pillars support the roof, and trees are visible in the background, creating a serene outdoor space.

Home in Rocheport

Rocheport Blufftop Bungalow * walk to trail*

Welcome to the bungalow on the hill in historic Rocheport w/ 3 BR, 2.5 baths, oversized porch, game room, garage, electric fireplace all within walking distance to MKT trail & downtown shops, restaurants & galleries or less than a mile to local award- winning winery. All yours to enjoy with antique furnishings, beautiful lighting & a short drive to Columbia. As nearby residents we're excited for you to experience why Rocheport was voted Best Tiny Town in MO by Southern Living mag!

4.99 out of 5 average rating, 191 reviews

A charming historic house is showcased with a light-colored exterior and grey metal roof. A stone pathway leads to the entrance, bordered by well-manicured grass and seasonal flowers. Decorative lanterns and a welcoming sign enhance the home's inviting presence among mature trees.

Home in Rocheport

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.

5 out of 5 average rating, 178 reviews

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.

4.99 out of 5 average rating, 134 reviews

A covered patio area features a colorful hammock and a wooden dining set, surrounded by green grass. The patio is adorned with decorative string lights, offering a cozy atmosphere. The exterior of the building is light-colored, with large glass doors leading indoors.

Apartment in Rocheport

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.

An outdoor seating area is shown on a wooden deck, featuring comfortable black chairs, a table, and a sunny view of the greenery. The interior showcases a bright bedroom with a spacious bed and light-colored accents. A cozy living area is depicted with a sofa, armchairs, and a television.

4.95 out of 5 average rating, 58 reviews

Wheels Trails and Tails Inn - Fully Fenced!

Wheels Trails and Tails Inn Centrally located and close to everything, 1.75 miles to the Katy Trail, 1.5 miles to great restaurants, and just 0.7 miles to Lion’s Park with a pool, pickleball, and tennis. Enjoy a peaceful neighborhood only 7 minutes from I-70. Features include a fully stocked kitchen, relaxing patio, garage access, TVs in every bedroom, ADA-friendly ramp, fenced yard, pet crates, plus board games, books, movies, and more for your stay.

4.9 out of 5 average rating, 318 reviews

A rustic front porch features wooden paneling illuminated by hanging lights. Two wooden chairs are positioned beside a wreath-adorned door. A broom rests against the wall, while a wooden crate holds antlers, adding character to the welcoming entryway.

Farm stay in California

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!