Holiday rentals in Cooper County

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Top-rated holiday rentals in Cooper County

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

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Superhost

A charming exterior of a yellow single-story home is displayed, featuring a covered porch, a driveway, and a well-maintained lawn. The house features a combination of siding and stone elements, with large windows allowing ample natural light.

Home in Boonville

4.87 out of 5 average rating, 105 reviews

Katy Trail Pull Off

Perfect for Katy Trail travelers or anyone visiting the area. We are located within walking distance of the Katy Trail (0.05 miles), downtown Boonville (0.15 miles), and the Isle of Capri Casino (0.15 miles). Two king sized beds, one of which can be converted into two twins upon request, plus a twin size daybed. Newly renovated, high speed internet, and stocked kitchen! *Please note- we do NOT have a washer/dryer or a dishwasher. *Security- there is a Ring doorbell that monitors the front door

Guest favourite

An entryway features a round table with a decorative vase and a small plant. Framed artwork adorns the walls, while a blue couch with decorative pillows is positioned in the background. Soft lighting highlights the cozy atmosphere.

Home in Jamestown

4.82 out of 5 average rating, 189 reviews

Charming 3 Bedroom Cottage in the Countryside

Our house is the perfect getaway for a family, group of friends or a couple. The lake and gardens around the house provide the quiet and peace of a retreat place, away from the busyness and distractions of the city. It's a very pretty drive to Columbia, MO (about 30 minutes), and 20 minutes to Rocheport, a very cute historical town by the Missouri River. A beautiful attraction that is close to our property is the Warm Springs Ranch. The Clydesdale breeding farm. This is a great place to visit.

Guest favourite

A cozy bedroom area is equipped with a queen size bed adorned with decorative pillows. Two bedside lamps illuminate the space, complemented by a small chair nearby. Windows with sheer coverings provide natural light, while a plant adds a touch of greenery to the room.

Flat in Boonville

4.86 out of 5 average rating, 298 reviews

Santa Fe Hideaway

Santa Fe Hideaway Airbnb Basement apartment conveniently located off of I-70 on the historical Santa Fe Trail in Boonville Missouri. Safe driveway parking with security cameras well-lit for late night arrivals. 500 ft. from the Katy Trail, great for hiking and biking enthusiast. 3 min walk to the Isle of Capri Casino, scenic river views close by. Close to downtown and the Missouri Soccer Park . Private keyless entry, master bedroom, full bath, living area and breakfast nook. High speed Wi-Fi.

Top guest favourite

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

4.98 out of 5 average rating, 557 reviews

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!

Superhost

The exterior of the tiny house showcases a raised terrace with two chairs, providing a relaxing spot to enjoy the view. A staircase leads to the entrance, with trees offering shade nearby. The house features a simple design with large windows for natural light.

Tiny home in Jamestown

4.93 out of 5 average rating, 146 reviews

Teeny Tiny Getaway in the Missouri countryside

A tiny house on a “micro” level. Comfy and cozy with a spacious view of nature. If you’re looking for a unique space to be alone to meditate or just simply to have a few days by yourself this is the spot for you. In the country side away from the busyness of life this gem offers a peaceful get-away. Equipped with WiFi, AC, ambient back-lit heating, folding table, a smart flat screen TV, filtered hot and cold water, microwave and refrigerator. A beautiful view perfect for stargazing. Welcome :)

Top guest favourite

An open living area features exposed brick walls and dark wooden beams overhead. A comfortable gray sofa with decorative pillows faces a large TV on a console. A coffee table sits centered, while light streams in from adjacent windows, illuminating the space.

Loft in Boonville

4.99 out of 5 average rating, 118 reviews

Luxury Downtown Loft- Walk to Katy Trail & Casino

Named after Boonville's vertical lift-span Katy Bridge, The Lift Span Loft is a 1,200 sq ft open concept 2nd story loft is located in the heart of downtown Boonville. Complete with one king bed, and a sleeper sofa. Great location! You will be within walking distance of the Katy Trail, Hotel Frederick, Isle of Capri Casino, MO River, Maggie's Bar & Grill, shopping and dining. 20 miles to Columbia, MO. Cyclists welcome! Two bike stands available, with plenty of space for bike and gear storage.

Guest favourite

The exterior of a cozy tiny home is presented, featuring a metal roof and a welcoming porch with a dining set. Potted plants add greenery to the entryway. An open grassy area surrounds the home, with a dog visible in the foreground.

Tiny home in Boonville

4.95 out of 5 average rating, 42 reviews

Escape 2 Nature: dog heaven near Katy Trail (1.3m)

Reconnect with nature in a cozy tiny home, nestled on 80 acres of private, scenic land. Wake up to a beautiful view and coffee on the front porch, hike right outside your door, spend your evenings around a firepit. And your dogs will be in heaven. (Located near primary residence, see pictures) - private and peaceful - cozy with all the amenities - personal dog park country means gravel, wildlife, bugs and mud when it rains. not for everyone. no lights, no streets, no Starbucks.

Top guest favourite

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.

Home in Boonville

4.95 out of 5 average rating, 539 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

Guest favourite

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

4.98 out of 5 average rating, 335 reviews

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!

Top guest favourite

Farm stay in New Franklin

5 out of 5 average rating, 44 reviews

Relax Enjoy Country Living-Hot Tub & Seasonal Pool

Romantic Getaway when you stay under the stars at our mancave retreat. This property is on 122 acres of rolling hills, pecan trees and crop land. We harvest pecans every year. The mancave comes with a full size bedroom with television upstairs, futon, full bath, kitchen/bar/living room area. There are four smart TVs including one one on the patio. You can choose to sit and watch TV from the hot tub or inside. Seasonal pool will be ready by memorial day and thru September.

Top guest favourite

A comfortable living area features a spacious sectional sofa in a neutral tone, with a decorative throw blanket draped across it. A dark marble coffee table is situated in front, and a spiral staircase leads to the upper levels. The open layout connects to the dining area.

Home in Boonville

5 out of 5 average rating, 147 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.

Superhost

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

4.9 out of 5 average rating, 287 reviews

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!