Holiday rentals in Bourbon

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Top-rated holiday 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, 198 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 charming cabin exterior is framed by trees showing autumn leaves. A welcoming porch features wooden steps, outdoor seating, and decorative lighting. The cabin's natural wood siding and metal roof blend harmoniously with the surrounding landscape.
Cabin in Saint James
4.85 out of 5 average rating, 176 reviews

Hawks Ridge Cabin

Hawk Ridge is a stunning custom 1.5 story with 3 bedrooms and 2.5 baths, handicap accessible situated on 14 private acres. It is minutes from St. James, Meramec Springs State Park with trophy trout fishing, wineries, hiking and golfing. Canoeing, kayaking, rafting, zip-lining and horseback riding are only 10 short miles away. This location has something for every. 41 miles from Ft. Leonard Wood 17 miles from Fugitive Beach 17 miles from Steelville (floating) 3 miles from Maramec Springs Park

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, 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 favourite
Home in Sullivan
4.93 out of 5 average rating, 29 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
Guest house in Cuba
4.92 out of 5 average rating, 133 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.

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, 366 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.

Guest favourite
A wooden picnic table is positioned in front of a cabin with a rustic wooden facade. Two red chairs are placed beside the entrance, which features a white door. A gray vehicle is parked nearby on gravel.
Cabin in Bourbon
4.92 out of 5 average rating, 61 reviews

Bourbon Railroad Cabin with Meramec River Access

The Bourbon Railroad cabin is #3 in our Rockwoods Ridge Cabins Series. It has 2 Queen bedrooms and 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. We now have our own River access, walking & SXS trails for our guests near our Heart of the Meramec River cabin. Blue Springs Ranch, Creek and Onondaga Cave are also near.

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, 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 favourite
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 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, 89 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 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, 119 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 holiday rentals

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