Holiday rentals in Bourbon

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Top-rated holiday rentals in Bourbon

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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, 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
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, 344 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 favourite
A cozy living area is shown with a light-colored sofa and an armchair featuring floral upholstery. Natural light enters through large windows draped in soft curtains. A floor lamp provides gentle illumination, complemented by a decorative woven basket and a small side table.
Guest house in Columbia
4.96 out of 5 average rating, 249 reviews

Nature guesthouse by the A frame Studio

Our guesthouse is located on the NW side of Columbia. We can accommodate from 1 night stays to monthly reservations! 1 - 2 guests are recommended for long term and short term stays. 3 guests for short term stays. Welcome! This small open spaced building is comfortable and detailed to be extra clean. Take a look! You will have a thoughtfully furnished, ready to move in, lodging all to your own! Lots of amenities provided and extras too! Our place and property is very private and quiet.

Top guest favourite
A spacious living area features a comfortable sofa adorned with colorful cushions. A stylish orange and white area rug anchors the space, and a wall-mounted television is positioned within view. Artistic decor and a side table enhance the inviting environment.
Flat in Columbia
4.98 out of 5 average rating, 506 reviews

Ivy Cottage Off Broadway

Hidden gem in ❤️ of Columbia. Designed and built specifically as a STR. Minutes from Highway 70, downtown, and MU. Charming, completely separate apartment above the main residence with private outdoor courtyard. Open floor plan includes master bedroom, separate from living space. Sofa bed in living room. Beautifully appointed and furnished. Includes new Tempur-pedic mattress, bar, coffee station, functional kitchen, keypad entrance. Parking in driveway for ONE car, quiet, and cozy.

Guest favourite
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, 104 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 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, 144 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, 171 reviews

The Highland GrainBin, Highland Cows, Firepit

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.

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, 262 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 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, 395 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 favourite
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, 108 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 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, 202 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.

Top guest favourite
A covered porch with string lights creates a cozy gathering spot. The seating arrangement, designed for relaxation, overlooks a natural landscape. The cabin's exterior features wooden elements and is surrounded by trees, enhancing a sense of privacy and connection to nature.
Earthen home in Columbia
4.97 out of 5 average rating, 151 reviews

Creekside Cabin Getaway

Cabin on almost 70 acres with Bass Creek running through it. Direct access to highway 63 and minutes south of Columbia. Perfect setting for a family gathering or a relaxing weekend getaway. Established trails for hiking and biking with rustic benches to stop and enjoy nature. We hope you enjoy Hills and Valleys Retreat as much as we do. (Additional cabin available to rent.)

Popular amenities for Bourbon holiday rentals

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