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, 462 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.

Top guest favorite
A log cabin with a dark metal roof is featured, accompanied by a covered porch area containing two chairs. Surrounding landscaping includes a well-maintained lawn and decorative stones, providing a natural setting that complements the cabin's rustic design.
Cabin in Pacific
4.99 out of 5 average rating, 105 reviews

Catch The Dream:; An Immersive Equestrian Escape

Welcome to the most serene and immersive equine retreat in the area! We are so happy you decided to stay with us. We want you to feel relaxed and at home as you enjoy the equine activities as well as the cozy log cabin and all its features and amenities! Enjoy views of the lush property and relax as you watch the horses graze and roam. We offer customized horsemanship opportunities that accommodate each person's level of comfort and ability. Cost: $75 for two hours, maximum of two lessons/day

Top guest favorite
The bungalow is illuminated by string lights, casting a warm glow around the covered wrap-around porch. The structure's red exterior stands in contrast against the deep blue evening sky, creating a cozy evening ambiance. The surrounding landscape features grass and trees.
Farm stay in Saint James
4.98 out of 5 average rating, 133 reviews

Sunset Valley of St. James- 2 bedroom 1 bath home

This cozy farm cottage sits in the heart of a beautiful farm, yet only 2 miles away from award winning wineries, restaurants, brew house and parks. Newly installed Starlink Satellite for hi-spied wi-fi and internet! Very private and beautifully styled. Minutes from award winning restaurants and wineries. St. James Winery, Sybills Rest, Spencer manor wine. Close to Maramec Spring Park & many rivers for floating. 20 minutes from Missouri S&T & close to Ft Wood. Perfect getaway! 2 queen beds.

Guest favorite
The Bronze Gabel Cabin features a two-story structure nestled among trees, showcasing large windows and a spacious upper deck. String lights create a warm ambiance around the porch area, while the surrounding forest adds to the secluded atmosphere, inviting guests to relax outdoors.
Treehouse in Salem
4.94 out of 5 average rating, 109 reviews

*New Bronze Gabel Cabin

Crafting an Experience - Welcome to The Bronze Gabel Cabin. Tucked away in the Salem/Rolla area this 15 acre woodland is a unique getaway experience awaiting. Explore nearby Fugitive Beach, Current River & the beautiful Montauk State Park. A cabin highlight is the wrapped upper decking for an memorable outdoor movie night or relax with your locally roasted coffee. At night, sit around the fire pit & listen to the sounds of the Ozarks. The Bronze is one of its kind & a perfect couples retreat.

Guest favorite
A wooden sign labeled 'Fox Ridge' stands prominently at the entrance, framed by lush greenery and a gravel pathway. The sign features rustic lettering, and two lanterns are mounted to either side. A planter with vibrant yellow flowers adds a touch of color at the base.
Guesthouse in Cuba
4.93 out of 5 average rating, 124 reviews

Fox Ridge: Private Nature Walk and Getaway 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.

Guest favorite
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, 335 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 $130 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 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
5 out of 5 average rating, 121 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
The exterior of a chalet is illuminated at night by warm string lights. Large windows reflect soft interior light, revealing a cozy atmosphere. The wooden deck is accessed by a railing, creating a welcoming entry. Trees are visible in the background, adding natural charm.
Home in Dittmer
4.95 out of 5 average rating, 532 reviews

Honeymoon Suite at Camp Skullbone In The Woods

Experience a romantic, quiet, and cozy chalet designed for two! This charming retreat features vintage décor and all the modern amenities you need for a comfortable stay. Unwind indoors by kicking back and watching a movie, surfing the web, curling up with a good book or a friendly board game, or sharing a drink with that special someone. In the evening, relax on the cozy deck under the stars, basking in the warm glow of the gas fire pit or unwinding in the inviting private hot tub!

Top guest favorite
An original-brick archway frames a wooden sliding door crafted from repurposed floor joists. To the right, a modern kitchen features wood cabinetry and stainless-steel appliances. A small dining table with wooden chairs sits in the center, accompanied by a decorative flower arrangement.
Apartment in Saint James
4.97 out of 5 average rating, 250 reviews

Journal Stay at The Old Opera House

Nestled in the heart of the Ozarks, this completely renovated 1900s property has been restored into a charming AirBNB stay. This property is perfect for business travel, couples, and small families. Guests will enjoy their stay at this quiet one bedroom apartment located in Historic St. James, adjacent to Route 66. This property is within walking distance to local favorites including Rich's Famous Burgers, Historic Johnnie’s Bar, and a short drive to Sybil’s for fine dining.

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
4.9 out of 5 average rating, 70 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.

Superhost
A serene view of a micro cabin is presented against a vibrant sunset sky, displaying shades of orange and pink. The cabin is illuminated softly from within, surrounded by trees and a grassy area leading to a rustic fence.
Farm stay in Hillsboro
4.92 out of 5 average rating, 192 reviews

Shagbark Hickory Cottage (Hot tub & Sauna)

Take it easy at this unique and tranquil getaway. Enjoy a detox in our handcrafted sauna, or take a soak in the hot tub under the stars! Full kitchen, bathR w/claw foot, & screened in porch. It’s very private, with land to explore. Take a stroll to the pond or creek where you will see a little piece of history, or possibly enjoy a visit from our sweet cows. Close to La Chance winery, Desoto town, Big River access points, valley view glades, & Washington state park.

Guest favorite
A bell tent illuminated with decorative string lights stands on an elevated wooden deck at dusk. Steps lead up to the tent, surrounded by trees, creating a serene and cozy setting. Nearby, a grilling area is visible on the deck.
Treehouse in Saint Clair
4.96 out of 5 average rating, 137 reviews

Lady Asha Yurt/Treehouse!

Hummingbird Hollow Outdoors Lady Asha Yurt/Treehouse. Experience an authentic, rustic and secluded glamping experience on a beautiful Farm Animal Sanctuary with horses, donkeys, sheep, goats and potbellied pigs grazing beneath you, a true animal lover's heaven on earth. There is an comfortably sized and uniquely designed bell tent on an elevated platform nestled in the trees. Cozy futon beds with linens, and multiple cooking options for convenient camping fun.

Popular amenities for Bourbon vacation rentals

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