Vacation rentals in Bourbon

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Top-rated vacation rentals in Bourbon

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Top guest favourite
A single-story home features a light grey exterior and a gabled roof. Two large windows allow natural light, and a small porch is flanked by flower planters. A well-maintained lawn with scattered shrubs and flowers surrounds the house.
Home in Cuba
4.94 out of 5 average rating, 188 reviews

Cozy Corners

Cozy Corners, built in 1945, offers approximately 900 sq. ft. You, my guests, are recipients of the wall verses that I put on the walls while I was living there, before I knew the house's future occupation. Due to my personal life style and choices, I do not provide TV, but I am now offering WiFi. Pets (pet fee applies) and children are welcome, but no additional supplies are provided at this time. A Ring doorbell monitors both outside doors. Come enjoy my favorite home town known as mural city.

Top guest favourite
Cabin in Steelville
4.95 out of 5 average rating, 134 reviews

Cabin with Private River Access and Hot Tub

🏡 Country Cabin Relaxed Farm Stay | Hot Tub, Open Space & Country Charm Country Cabin is a laid-back retreat set on a 300-acre century cattle farm in the Meramec River Valley, offering wide-open space, peaceful surroundings, and an authentic Ozark farm experience. Surrounded by pasture and woods, this cabin is perfect for guests who want to slow down, enjoy the outdoors, and experience life on a working farm—while still having easy access to Meramec River adventures through 4J Vacation Rentals

Top guest favourite
A rustic home built of natural wood is framed by blooming pink trees and lush green grass. The structure features a spacious porch with seating, while large windows allow views into the inviting interior.
Farm stay in Steelville
4.99 out of 5 average rating, 162 reviews

Yeary Farms Milt's Place with Private Beach!

An Ozark Oasis in the middle of a working cattle ranch, this custom designed home offers deluxe comfort. With multiple decks, porches and views out every window, this home is the perfect getaway for romantic retreats, family and friends to relax and make memories, artists and writers to host workshops or retreats, or even the single person to just get away from it all. Good dogs welcome, $35 per dog per week, fee collected separately at time of check in. Look for Yeary Farms site for more info.

Top guest favourite
Guesthouse in Cuba
4.92 out of 5 average rating, 130 reviews

Fox Ridge: Ozark Hills Nature Retreat

This quiet, charming, private, multi-room is part of a larger lodge home located in the scenic Ozarks outside of historic Cuba, MO. This one bedroom, one bath, one living room walkout basement is perfect for unplugging and connecting to nature, yourself, your partner, or all 3 while enjoying the abundant wildlife. Sit around the fire pit enjoying star gazing while nestled among the Ozark forest. Located 5 miles from Scott's Ford and 4 miles from Riverside public access on the Meramec River.

Superhost
A rustic cabin features red exterior walls and a metal roof, situated on a well-manicured lawn. The entrance is framed by bushes, with a covered porch and a small seating area visible on one side. Lush trees provide a natural backdrop.
Cabin in Bourbon
4.77 out of 5 average rating, 363 reviews

Cabin In The Woods 2

2 bedroom cabin with queen size beds, full kitchen & bathroom, private hot tub & shared pool (pool is shared between 3 cabins). Price of $135 per night is based on up to 2 people; additional people ages 8 & older $25 extra per person per night. *Hot tub & Pool:we reserve the right to close the hot tub or pool for any mechanical issues that may occur and that is beyond our control. Any type of parties must be pre-approved. We now offer 5 mile float trips! **float trip is additional cost.

Top guest favourite
Cabin in Leasburg
4.99 out of 5 average rating, 153 reviews

Luxury Cabin Sleeps 6 w/ Hot Tub and Outdoor Movie

Welcome to our Beautiful Luxury Cabin in the Woods—more than just a place to stay, it's an unforgettable experience. Nestled on 9 private acres, this custom-built, Scandinavian-inspired retreat offers the perfect blend of comfort and adventure. While the property features just one other guest cabin nearby, there are NO SHARED AMENITIES, ensuring you have complete privacy during your stay. The cabin is near Onondaga State Cave Park, Meramec River, Float Trips, Wineries and local dining.

Guest favourite
A wooden treehouse is elevated among the trees, featuring a sturdy set of stairs leading to the entrance. A large window is positioned on the front, allowing natural light into the space. Surrounding greenery enhances the secluded atmosphere.
Treehouse in Dittmer
4.94 out of 5 average rating, 100 reviews

The Hideaway Treehouse & Hot Tub

Enjoy the lovely setting of this treehouse + bunkhouse near the hot tub on the deck! (Add a night $50) sitting on 10 acres this private hideaway offers the opportunity to get “unplugged” and enjoy the Missouri outdoors. Explore the woods, cook on the grill, have drinks on the patio, and relax in the hot tub. The treehouse offers a full bed and a minimalistic design for getting away without the distractions. Electric, mini fridge, AC, heating/fireplace, crank sink and porta potty

Top guest favourite
A cabin exterior is framed by tall trees, featuring a welcoming porch with two red Adirondack chairs. A picnic table is visible nearby, and the ground is covered with gravel, creating a rustic setting. The cabin is built with warm wooden siding.
Cabin in Bourbon
4.92 out of 5 average rating, 84 reviews

Nostalgic Route 66 Cabin near Blue Springs Ranch

Nostalgic Route 66 decorated 2 Queen bedrooms, 1 bath Cabin near Blue Springs Ranch on a private drive in a gated community. Right in the middle of Tall Oak Trees with a beautiful sunset from the porch. Unique 3 zoned heating and cooling controlled from each room. This is Cabin #2 of Rockwoods Ridge Cabins. You will love the access to Blue Springs Ranch activities, just make reservations with them. We are also near the Meramec River, Blue Springs Creek and Onondaga Cave.

Top guest favourite
A serene view of the Meramec River can be seen through a lush landscape of trees in various fall colors. The peaceful water reflects the sky, while the surrounding greenery adds a natural charm to the setting.
Cabin in Bourbon
4.81 out of 5 average rating, 172 reviews

Grandpa’s Cabin at Meramec Farm

Enjoy a nostalgic getaway at grandfather's cabin on an oxbow bend of the Meramec River. Relax on the back porch, surrounded by woods and a view of river. Unplug and unwind! Privacy is paramount and birdsong prevails! Nearby canoe/kayak/raft rentals for trips down the river. Hike the adjoining Vilander Bluff Natural Area. Take a tour Onondaga Cave State park 6 miles upstream. And don't miss the wineries, mills, springs, antiques, historic and Route 66 are all in the area.

Top guest favourite
The cozy bedroom features a large bed with a checkered blanket and natural wood walls. A fan provides airflow, while a window allows soft light to enter. A dark wooden dresser stands nearby, contributing to the rustic charm of the space.
Cabin in Saint James
4.99 out of 5 average rating, 209 reviews

Cedar Cabin-Angler’s Catch

Cedar Cabin w/King Bed, Fully Stocked Kitchen, Washer/Dryer, Walk-In Shower, Ramp Access, 2 Decks, Fire Pit, Grill, Free Parking, and 1.3 miles from Beautiful Maramec Spring Park. A trout fisherman’s catch or a couple’s cozy getaway. Close to several Ozark attractions including Maramec Springs Park, Montauk State Park, Current River, Huzzah River, and more. The cabin also has a love seat twin sofa sleeper and is 5 miles from town. Hope to see you soon 😉

Guest favourite
A cabin-style house features a covered porch with a wooden railing and two chairs. The exterior is a combination of light siding and stone accents. Well-kept greenery surrounds the property, and several trees provide dappled shade.
Farm stay in Potosi
4.87 out of 5 average rating, 165 reviews

Hillside Cottage @Spring Lake Ranch

Cabin style house adjacent to the Mark Twain National Forest. This 5-guest cottage is newly updated with all modern amenities. Take a 3-minute walk to reach the beautiful Spring Lake. The lake is accessible to all guests and offers great fishing, swimming, and kayaking. Love horses? We now offer horseback riding; over 20 miles of trails for you to explore! If you forgot something at home stop by our little country store, we might have it!

Guest favourite
The exterior of a modern loft cabin is shown, featuring a brown metal facade with a green roof. Large windows allow natural light, framed by tall, leafless trees. A small porch is visible at the front, complemented by a stone pathway leading to the entrance.
Loft in Steelville
4.84 out of 5 average rating, 178 reviews

Meramec Scenic View Loft cabin on Meramec River

Secluded but with all the comforts. Beautiful new construction loft cabin ON the Meramec River. Three minute walk to the river. Two upstairs bedrooms each with queen beds. Two full baths. Fully furnished kitchen. Two separate sitting areas, satellite TV and INTERNET available. Two new roll away beds. Covered porch for grilling or just relaxing. Fire pit for marshmallows and star gazing, hiking on private 50 acres.

Popular amenities for Bourbon vacation rentals

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