Holiday rentals in Bourbon

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Top-rated holiday rentals in Bourbon

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

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Top guest favourite
The spacious living area features exposed brick walls and a unique textured ceiling. A blue armchair with decorative cushions is positioned beside a wooden coffee table on a vibrant area rug. A large television is mounted on one wall, enhancing the open floor plan.
Loft in Fulton
4.95 out of 5 average rating, 122 reviews

Large Unique 2-Bedroom Gamed Themed Loft

The Uptown Loft is an 1800 square foot 2 bedroom game themed loft. Play shuffleboard, pop-a-shot, classic video games or just relax in this one of a kind space. Located in the historic brick district in downtown Fulton, you are only footsteps away from Westminster College, William Woods University, and local shops and restaurants. This is the perfect staycation spot for anyone looking for something fun and different! This special place is close to everything, making it easy to plan your visit.

Guest favourite
A rustic cabin stands surrounded by lush greenery, featuring a covered porch supported by wooden beams. The sloped metal roof reflects the sunlight, enhancing the warm wooden exterior. Nearby, areas of grass create a natural setting.
Cabin in Columbia
4.96 out of 5 average rating, 25 reviews

Cozy Columbia Cabin w/ Shared Lake Dock!

Bait a hook and catch some sun in the 'Peaceful Potters Cabin.' Nestled on Newman Lake, this 1-bedroom + loft, 2-bathroom vacation rental is the ideal getaway for groups looking to find some solitude against a backdrop of rolling hills. If you’re traveling with a larger group, check out the other cabins on this 167-acre resort surrounded by horse pastures. Immerse yourself in the rich history of Columbia by exploring the local museums or attend a Tigers game at the University of Missouri.

Top guest favourite
The treehouse is illuminated at night, highlighting its modern architecture nestled among trees. Warm lights glow from the windows, contrasting with the dark sky. Surrounding foliage displays vibrant orange hues, adding a serene ambiance to the outdoor setting.
Treehouse in Hermann
4.99 out of 5 average rating, 155 reviews

Out On A Limb Treehouse

A unique Treehouse, 6 miles from Hermann, MO, offers a luxury escape with stunning views and sunsets. Perched on stilts by Daniel Boone Conservation Area, enjoy tranquility, hiking, and wildlife. Relax in a king-size bed beneath skylights, soak in a tub, or unwind in the hot tub and firepit. Just a mile from the Katy Trail, perfect for cycling or relaxing. Explore Hermann’s wineries, shops, and events. Transportation available from Hermann Trolley, Uber & Lyft. Sleeps 2 adults.

Top guest favourite
The exterior of the Grain Bin Cabin is showcased beside a tranquil pond, reflecting the cabin's metallic structure. Adirondack chairs surround a firepit on the grass, with picnic tables positioned nearby, creating an inviting outdoor space.
Cabin in Versailles
4.99 out of 5 average rating, 189 reviews

The Highland Bin at Haywire Acres, Highland Cows

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.

Guest favourite
The log cabin is illuminated by warm lights along the porch, casting a welcoming glow against the twilight sky. Surrounding trees frame the cabin, while soft path lights highlight the entryway. The setting evokes a serene atmosphere, ideal for evening relaxation.
Cabin in Bonnots Mill
4.97 out of 5 average rating, 100 reviews

Celestial Log Cabin on the Confluence

Fantastic Eagle Watching! Enchanting 1940's log cabin overlooks the confluence of the Missouri & Osage rivers in charming Bonnots Mill, MO. Close to Columbia, Hermann & Jeff City. Includes master bedroom, open loft, wood-burning hearths, chef's kitchen, clawfoot tub. Double deck overlooking the confluence is a stargazers dream. Secluded, surrounded by nature, find yourself restored after hiking, antiquing, cooking or drinking wine and taking in the beautiful surroundings

Top guest favourite
A spacious living area features a large mounted TV above a built-in fireplace. Two light gray armchairs are positioned around a round coffee table atop a striped area rug. The open layout leads to the dining area and kitchen, visible in the background.
Home in Columbia
4.99 out of 5 average rating, 72 reviews

Zou Lodge - Modern 3BR With King Beds Near Mizzou

Experience the ultimate Mizzou-inspired getaway in Columbia. This stylish three-bedroom, two-bath home is ideal for Tiger fans, alumni, and families visiting campus. The home accommodates up to eight guests and features king beds, a cozy electric fireplace, a fully equipped kitchen, and a back patio with seating and a gas grill. Thoughtfully designed for comfort, convenience, and school spirit, it serves as a comfortable home base for exploring all things Mizzou.

Superhost
A fire pit with a circular metal rim is centered in a grassy area, accompanied by a wooden bench. In the background, a rustic cabin is shaded by a large tree, offering views of the surrounding landscape and clear blue skies.
Cabin in Fulton
4.68 out of 5 average rating, 59 reviews

Wranglers Cabin

Rustic Cabin on a private 20 acres with country views and access to a pond for fishing. Fire pit close by, great for gathering with friends and family with a Gorgeous Night Sky to stargaze! We also provide WIFI and a television for you to stream your latest and favorite shows! Or if you'd rather get out and see the area, here are a few of the closer options! Little Dixie Lake, Serenity Valley Winery, Winston Churchill Memorial, and the Mizzou Football Stadium!

Guest favourite
A cozy cabin is nestled beside a tranquil pond, surrounded by lush greenery. Canoes rest gently on the bank, reflecting the trees and cabin in the calm water. The outdoor space features a porch with seating, inviting a peaceful retreat in nature.
Cabin in Holts Summit
4.94 out of 5 average rating, 523 reviews

Restful Rustic Comfy Cabin.

Sweet little cabin by a little pond at the edge of the woods. Large sunny windows, real bed, (with room to bed a child or two down on the floor) tea pot, easy chair, composting toilet, AC, WiFi, hiking trails. There's no shower in the Cabin. Our water is from a deep well, tested, certified ... and delicious! There is an above ground pool, trampoline, and a trail down the hill Very child friendly. We maintain a fragrance-free facility, so no air "fresheners".

Top guest favourite
The exterior of a tiny home with a modern farmhouse design is presented, featuring a red metal roof and brown metal siding. A cozy porch area is furnished with seating, and a colorful quilt square is displayed on the wall, adding a decorative touch.
Tiny home in Fulton
4.99 out of 5 average rating, 280 reviews

Charming tiny home - Nova’s House

Reconnect with nature at this tiny home on a working horse facility. Enjoy sitting outside on the patio, starting a fire in the fire pit, or watching deer and turkey wander by. If you are so inclined to interact with horses, we offer both riding and ground lessons for beginners to advanced - Maplewood Farm has been in business for almost 30 years! Located just 5 miles from Fulton, MO and only 20 miles from Columbia, MO and easy access to I70 and Hwy 54

Top guest favourite
A modern living room features a large smart TV mounted on the wall opposite a white-brick electric fireplace, surrounded by decorative plants. A cozy sectional couch and an accent chair flank a coffee table, with a light-colored area rug anchoring the space.
Home in Columbia
4.95 out of 5 average rating, 210 reviews

The Painter's Garden

Relax with the whole family at this peaceful, spacious, private home in a quiet, leafy neighborhood. Less than 1 mile off I-70 & 4 miles from downtown/campus/MU and Boone hospitals. Pet- and kid-friendly with a sizable, securely fenced backyard and cement patio with fire pit, charcoal grill, outdoor furniture and canvas shade. Cozy, modern interior features 40 original paintings by the owner and an electric fireplace.

Superhost
An outdoor covered deck is shown with a hot tub surrounded by wooden lattice. A small stool and a lounge chair are visible, along with a table set for relaxation. The background reveals a glimpse of the main house and lawn.
Home in Fulton
4.84 out of 5 average rating, 37 reviews

Farm house outside of Columbia

The perfect space for you and your family or friends! Only 18 miles outside of Columbia, this secluded farm house will keep you close to the college town while giving you a unique space to spend time away from the bustle. The spacious backyard is perfect for yard games, barbecues, and hot tubbing! In less than 4 miles, you can find Serenity Valley Winery, a convenient store, gas, and more!

Top guest favourite
A wooden dock extends over a calm lake, reflecting the surrounding trees and cloudy sky. A solitary chair is placed at the end of the dock, offering a peaceful spot to admire the serene waters.
Cottage in Montgomery City
4.99 out of 5 average rating, 408 reviews

Small private country home with lake, spa, firepit

Country setting, 3/4 mile from town, house on 20 acres, lake, woods in back round, firepit, spa and BBQ area under pergola. 10 minutes from I-70. 25 minutes to Warrenton, 30 minutes from Hermann, Mo. 50 minutes to Columbia and Wentzville, MO. Great place for a staycation, traveling, work from home, or a vacation. Child and pet friendly with lots of running room.

Popular amenities for Bourbon holiday rentals

  1. Airbnb
  2. United States
  3. Missouri
  4. Callaway County
  5. Bourbon