Vacation rentals in Bourbon

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Top-rated vacation rentals in Bourbon

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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, 182 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.

Guest favourite
A spacious back deck features a propane grill and a glass-top table surrounded by four chairs. The deck overlooks a backdrop of vibrant fall foliage, creating a natural setting that invites relaxation.
Home in Sullivan
4.89 out of 5 average rating, 214 reviews

Comfy Miramiguoa Home

A great view of the woods awaits you from the countryside kitchen window and off the back deck. The 2 bedroom house has a warm cozy feel and can accommodate 6 people. It adjoins Meramec State Park boundary, which has hiking trails, river access, fishing and floating. Nearby is Meramec Caverns, Onondaga Cave, antiquing, restaurants, breweries, wineries and small zoos. Within 1 hours drive is St. Louis, the Katy trail for bicycling. Enjoy a relaxing comfy stay where deer are frequently seen.

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, 161 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, 483 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 favourite
Guesthouse in Cuba
4.92 out of 5 average rating, 129 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, 358 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, 148 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 covered patio area is illuminated by soft twinkle lights, creating a welcoming ambiance for evening gatherings. Comfortable seating and a dining table provide space for relaxation and meals. The surrounding lawns and trees offer a tranquil rural setting.
Cabin in Steelville
4.95 out of 5 average rating, 133 reviews

Cabin with Private River Access and Hot Tub

In the middle of a rolling 300-acre working cattle ranch in the Missouri Ozarks, behind a classic split rail fence, sits Country Cabin— a comfy 3-bedroom home in the mesmerizing Meramec River Valley. Close to some delicious local wineries but far enough away to provide total peace and quiet, your family will cherish the memories they’ll make while relaxing at Country Cabin. And at the end of the day, there’s even a soothing hot tub that will melt all of your remaining stresses away.

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
4.91 out of 5 average rating, 78 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
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, 114 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), but no internet...PERFECT! The kitchen is stocked too!

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, 201 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, 162 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!

Popular amenities for Bourbon vacation rentals

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