Vacation rentals in Bourbon

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Top-rated vacation rentals in Bourbon

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Top guest favorite
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, 496 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 favorite
Home in Sullivan
4.93 out of 5 average rating, 28 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 favorite
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, 87 reviews

Nostalgic Route 66 Cabin with River Access

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. Meramec River access for Rockwoods Ridge Cabins guests only by the New Heart of the Meramec River Cabin. We are also connected to Blue Springs Ranch, Blue Springs Creek and Onondaga Cave.

Top guest favorite
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
4.76 out of 5 average rating, 365 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 favorite
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, 161 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 favorite
Home in Leasburg
5 out of 5 average rating, 5 reviews

Private Home & Pond - Near River Access & Floating

Welcome to Sunshine Hideout Rental, your private escape on 14 scenic acres in the country. This cozy 2-bedroom (Queen), 1-bath retreat features a game room with a Twin Futon and a covered deck overlooking a peaceful, private, fishing pond. Cook each meal in the fully stocked kitchen. Enjoy nature, explore the land, or relax by the water. Just a few miles from river access and popular floating spots, it’s the perfect mix of quiet getaway and outdoor adventure.

Top guest favorite
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, 88 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.

Guest favorite
An aerial view captures a secluded retreat nestled within a dense forest. Lush greenery surrounds a small clearing, where a cabin is partially visible, emphasizing the property's serene and natural setting in the Ozark hills.
Cabin in Steelville
4.97 out of 5 average rating, 29 reviews

20 Acre Cabin Near River - Sleeps 7

Escape to 20 private wooded acres, minutes from the river. Kelly’s Cottage offers a quiet hilltop setting with forest views. Perfect for float trips, you’re 1 mile from Garrison River Outfitters (they offer pickup). Downtown Steelville is 4 miles away. Sleeps up to 7: Queen bedroom downstairs Queen bedroom upstairs Futon (1) Bunk beds (2, best for smaller guests) Pet-friendly (2 pets under 60 lbs, $35 each). Children under 18 stay free.

Guest favorite
A spacious living area features large triangular windows providing ample natural light and views of the surrounding nature. A mounted moose head adorns the wall, complementing the rustic charm of the cabin. A long wooden table sits alongside a cozy leather sofa, enhancing the inviting atmosphere.
Cabin in Meramec Township
5 out of 5 average rating, 15 reviews

Moose Lodge- 180 Acres w/ River Access

Your Perfect Riverside Escape! Built in 2025, this brand-new cabin offers serene views and privacy. Enjoy drive up, private access to one of the largest gravel bars on this stretch of the Meramec River. With 3 bedrooms and 2 full bathrooms, the cabin comfortably accommodates 8 people. Spread out in the open concept first level, or gather around the fire pits overlooking the bluff off the oversized patio.

Guest favorite
A spacious hot tub is illuminated by soft blue lighting, surrounded by a wooden gazebo. Two wine glasses are placed on the edge, inviting relaxation. A grill is visible in the background, and strands of light fill the area, creating a serene evening ambiance.
Cabin in Owensville
4.94 out of 5 average rating, 107 reviews

Guest Cabin at R & J Ranch

Enjoy a relaxing getaway at R & J Ranch! Pour yourself a glass of wine as you soak in the spacious six person hot tub. Gaze at the stars while roasting marshmallows around the campfire. Share laughs during a few rounds of shuffleboard or pool. Whatever you choose to do, this cozy rustic cabin offers a unique combination of relaxation and fun!

Top guest favorite
A modern, single-story cabin with a metal roof is set on a grassy expanse. A covered porch with rocking chairs is visible, providing an inviting outdoor space. Large windows offer views into the cabin, and a chimney rises from the roof.
Cabin in Leslie
4.99 out of 5 average rating, 82 reviews

Lake Cabin Near the Bourbeuse!

Kick back and relax in this newly built, stylish cabin. Enjoy the awesome porch and the great outdoors. Enjoy the lake or take a nice walk to the river. Wineries, restaurants and antique shops are nearby. Great weekend getaway or place for business travelers after a long day. Bring your fishing pole and binoculars!

Popular amenities for Bourbon vacation rentals

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