Vacation rentals in Bourbon

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Top-rated vacation rentals in Bourbon

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

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Top guest favorite
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, 119 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.

Superhost
Bungalow in Columbia
4.78 out of 5 average rating, 175 reviews

Cozy 2 bed brick bungalow mins from downtown

ADORABLE 2 bed 1 bath house minutes from downtown, Stephens Park, Columbia Country Club, Mizzou campus, hospitals, Hwy 63 & I70. You couldn't ask for a better location to be central to everything. Laundry rm w/detergent, cooking essentials, Keurig w/pods, fire pit & swing. Ample parking in driveway for 2 cars & street. All photos current as of 1.23.25. We take pride in maintaining this house & work hard to make this a great experience for you. We are available 24/7 for questions/inquiries!

Guest favorite
A spacious wooden porch is featured, with several Adirondack chairs arranged comfortably. Natural wood elements and autumn leaves create a calm setting. Full-length windows offer glimpses of the surroundings, while the latticework adds texture and visual interest to the porch design.
Home in Bonnots Mill
4.94 out of 5 average rating, 347 reviews

Secluded "Heaven": soaker tub, sauna, sunset view

"Heaven" ( 1,512 sq ft, 7 ac) sits on a bluff overlooking the Osage river. An open home with huge full length windows and a sun room. Two porches offer views over the river and to the woods. A soaker tub and sauna are situated in the cabin with a view to the sunset. The cabin is at the end of a secluded forest road. A locked garage is available for small cars. Drive: 15-20 min to Linn for supplies / 30 min to Jeff City / 5 min to public river access. Regretfully no kids under 12 or pets.

Top guest favorite
A rustic stone house is showcased against a clear blue sky. The entrance features a covered porch with two green chairs and a flag, surrounded by a grassy area. The gabled roof adds character to the structure, enhancing its country charm.
Home in Holts Summit
4.98 out of 5 average rating, 125 reviews

The Old Rock House!

This adorable quiet country home is located a mile outside of Holts Summit, MO, and provides a tranquil and serene destination stay for all your wedding, graduation, athletic events, and vacation plans, etc. The Missouri State Capitol is located 10 minutes away along with various delicious restaurants such as Arris Pizza, Arris Bistro, Madison's, etc. If you are a MIZZOU fan, it is within an easy drivable 30 minutes. Red Rock Acres, LLC . Event Center is located across the road.

Guest favorite
A modern living area features a wall-mounted television above a sleek electric fireplace. Stacked firewood is neatly displayed in a recessed area. The room flows into a bright kitchen, with a breakfast bar highlighted by high stools. Natural light floods the space from nearby windows.
Home in Columbia
4.97 out of 5 average rating, 105 reviews

Cozy 2 Bedroom close to University

Experience comfort and convenience at our charming home in the heart of Columbia. Enjoy spacious rooms filled with natural light, cozy beds, and a fully equipped kitchen. Centrally located, our home offers a backyard retreat perfect for relaxing evenings with room to run and play. Walk to top-rated restaurants and coffee shops or take a quick drive to downtown and the University. Ideal for visiting families and university guests alike, our space promises a memorable stay here in COMO!

Top guest favorite
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, 147 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.

Guest favorite
A charming Tiny House is nestled among trees, featuring red doors and a porch with railing. A staircase leads up to the entrance. A yellow chair sits on a brick path in the green yard, surrounded by lush foliage and a natural setting.
Tiny home in Columbia
4.89 out of 5 average rating, 862 reviews

Bohemian Tiny House

BOHEMIAN-Socially unconventional, artistic, literature, freedom, social consciousness, healthy environment, recycling, intimacy with nature, supporting diversity and multiculturalism. TINY HOUSE-Small dwelling & footprint, lower costs, energy savings, intentional design. If you are not comfortable with the intimacy of nature, a walnut forest, & wildlife, we may not be the right fit for each other. We love hosting and just request you respect our philosophy & cherished space.

Guest favorite
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

Guest favorite
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, 266 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 favorite
A view of the yurt nestled among trees shows vibrant autumn foliage in shades of yellow and orange. A gravel pathway leads to the entrance, flanked by a wooden deck and the nearby utility structure. Sunlight filters through the leaves, creating a serene setting.
Yurt in Holts Summit
4.98 out of 5 average rating, 400 reviews

Yurt in the Forest

Step into the serenity of trees and sky. The yurt has been crafted to relax and refresh you with comfort and convenience and the simple joys of peaceful proximity to nature. The round common room has a kitchenette, queen-size bed, table, chairs, and a futon which opens out to a double bed. A shower room completes the setting. And now no additional cleaning fee!. also, the water is from our deep well: tested, certified.... And delicious!

Top guest favorite
A cabin set among trees is viewed from a grassy pathway. The structure features a wooden deck with white doors and windows, reflecting a blend of natural surroundings and rustic charm. Sunlight filters through the foliage, creating a serene atmosphere.
Cabin in Ashland
4.94 out of 5 average rating, 109 reviews

Dripping Creek Cabin

Dripping Creek Cabin is a nice getaway between Fowler and Middle Branch creeks. Come walk the creek and dip if the water is up, get in the hot tub, or just walk the hills and valley. It's not far from both Columbia and Jefferson City as well as nature areas outside Hartsburg and Ashland. No ATVs allowed! There are trails north of I-70 in the Finger Lakes area if you’re looking for a place. Inquire about longer stays by message!

Top guest favorite
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, 206 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.

Popular amenities for Bourbon vacation rentals

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