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 favourite
Cabin in Leasburg
4.95 out of 5 average rating, 42 reviews

Cozy Cabin with fishing pond!

Escape to this charming loft-style log cabin featuring a full kitchen and bathroom, comfortably sleeping up to 5. Perfect for relaxing indoors or soaking up the outdoors. Guests can also enjoy a private fishing pond, offering a peaceful spot to unwind, cast a line, and enjoy the view. Spend your days floating at nearby resorts, exploring caves at Onondaga State Park, hiking in the beautiful Huzzah National Forest, or browsing antique shops and visiting the historic Route 66 - just minutes away!

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
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, 163 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
The cabin's exterior features warm wooden logs with a green roof, complemented by a covered porch. A charcoal grill is situated on the porch, with steps leading down to a grassy area. Surrounding landscapes include open fields and distant trees.
Cabin in Bourbon
4.93 out of 5 average rating, 492 reviews

Log Cabin at Meramec Farm

A warm, pine honeymoon cabin surrounded by pastoral Ozark countryside. The Meramec River flows through this seventh generation family farm. Cozy interior includes a kitchenette, dining area, and double bed on main level. All your cooking intensils are provided with coffee, tea, and paper products. DVDs and books available await you up the spiral staircase in the loft. Full bed on main level and two singles bed upstairs. Expansive view from your front porch of the highest bluffs on the Meramec.

Guest favourite
Home in Sullivan
4.92 out of 5 average rating, 24 reviews

Peaceful Riverside Getaway

2 bed/1 bath retreat overlooking the scenic Meramec River is a perfect setting for a romantic getaway, a girls' weekend, or an escape from the nearby city. Relax with your evening wine on the spacious deck, complete with stunning river views. Inside, you'll find a cozy space designed for comfort after a day of exploring. Just 5 minutes from the Meramec State Park, enjoy hiking trails, floating, and outdoor adventures. This riverside retreat offers a balance of nature, comfort and relaxation.

Top guest favourite
A light-filled living area features a beige sectional sofa with decorative black and white pillows. An ottoman is placed in front of the sofa, complementing the neutral tones. A ceiling fan hangs above, and barn doors lead to another room, offering an open and airy feel.
Cottage in Bourbon
5 out of 5 average rating, 67 reviews

The Cottage “N” near Blue Springs

Enjoy coming home to this beautifully remodeled cottage after a long day on the River. Located just 4.9 miles from the scenic Meramec River, you will love the 4 partially wooded acres & your own private walking trail with plenty of room for yard games & and a camp fire. No matter the season, relax & enjoy a cup of coffee in the enclosed front porch with an electric fireplace. Don’t miss the view of the lake on the adjacent property & enjoy wildlife when sitting on the screened-in back porch!

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
A modern cabin exterior is shown, featuring warm outdoor lighting and a combination of wood and metal materials. A spacious deck is accessible via steps, while a covered area with a grill and outdoor movie projector is visible on the side. Lush greenery surrounds the property.
Cabin in Leasburg
4.99 out of 5 average rating, 154 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.

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 rustic log cabin is shown, featuring a spacious porch with a wooden deck. Outdoor seating includes three metal chairs and a small table, shaded by an umbrella. Surrounding greenery includes shrubs and small plants, enhancing the cabin's natural setting.
Cabin in Bourbon
5 out of 5 average rating, 85 reviews

Log Cabin on 10 Acres | Fire Pit & Pets Welcome

Ready for a private getaway? Relax on 10 peaceful acres where you can unplug, spread out, and reset. As the woods come back to life, you’ll have front-row seats to quiet mornings, fresh country air, and space to truly relax. You'll love the gas fireplace inside, & the outdoor firepit is perfect for s’mores and memory-making under the stars. Valid photo ID & rental contract to be signed within 48 hours of booking + $500 security deposit hold. No parties.

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, 210 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 😉

Top guest favourite
The log cabin features a rustic facade with a combination of wooden logs and stone accents. A green roof complements the natural surroundings. A wooden staircase leads to a welcoming porch, surrounded by grassy areas and lush greenery.
Cabin in Steelville
4.92 out of 5 average rating, 118 reviews

For Old Times Sake Log Cabin on the Meramec

Our authentic log cabin was built in the early 1930's and has been newly restored. Bedroom #1 has a queen size bed, antique dresser, and a fireplace. The bunkroom has one full bed, one twin bed, and a set of bunk beds. The back porch dining hall seats 12 people and has plenty of room for games and activities (we have several to choose from). There is a TV, cable, and VCR/DVD player (we have some movies too)!The kitchen is stocked too!

Popular amenities for Bourbon vacation rentals

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  4. Crawford County
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