Vacation rentals in Bourbon

4.9 out of 5 average rating, 205 reviews

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

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.

4.99 out of 5 average rating, 146 reviews

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

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.

4.92 out of 5 average rating, 452 reviews

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

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.

4.9 out of 5 average rating, 222 reviews

A treehouse elevated among trees is accessed by a set of stone steps leading up the hillside. Large windows on the front allow for natural light and views of the surrounding greenery. A deck is visible at the entrance, providing an outdoor space.

Treehouse in Steelville

Treehouse Too

Our treehouse overlooks the Meramec River. Enjoy the solitude of a treehouse that sleeps four comfortably. A king loft has large windows for river viewing. A queen loft has a skylight for moon and star viewing. The kitchenette has midsize fridge, microwave, electric skillet, plates, cups, utensils, toaster oven. Linens provided. It has a tiny house bathroom with a good size shower, toilet and tiny sink. Outside there is a charcoal BBQ grill and picnic table. Pet friendly with a $50 fee.

4.92 out of 5 average rating, 143 reviews

A cozy outdoor patio area features two white chairs and a fire pit surrounded by stone, offering scenic views of the lush hillside. A grill stands nearby, complemented by varied greenery and nature. Soft clouds dot the blue sky, enhancing the inviting atmosphere.

Home in Saint James

~Country stay at Wild Blackberry Hill~

This 1918 estate is beautifully placed on 18 acres of Ozark mountain hillside and is sure to please travelers and locals alike. Whether you're traveling through, needing a place to unwind and relax, visiting the local wineries, taking advantage of trophy hunting on nearby state conservation ground, enjoying trout fishing or floating on the Maramec River, a stay at Wild Blackberry Hill, LLC will be the highlight of your visit. There is a camera at each door that monitors entrances and exits.

4.93 out of 5 average rating, 121 reviews

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

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.

4.78 out of 5 average rating, 327 reviews

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

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.

5 out of 5 average rating, 112 reviews

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

Luxury Cabin on 9 acres/Sleeps 6 with Hot Tub

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.

4.95 out of 5 average rating, 132 reviews

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

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.

4.88 out of 5 average rating, 181 reviews

The cabin exterior features natural stone walls and a blue metal roof. Surrounded by large trees, the cabin is set against a grassy backdrop. A gravel driveway leads to the entrance, enhancing the rustic charm of the property.

Cabin in Davisville

Peaceful cabin by the Huzzah and Mark Twain Forest

This Cabin is located 15 minutes out of town on a 300 acre cattle farm. If your looking to get away from everyday life and come to the country to relax you have found the perfect place. We are located 6 miles from two river resorts where you can swim or float the river. The amazing Mark Twain Forest is all around us if you enjoy hiking. Build a fire and enjoy your evening on the patio while escaping from your everyday life and enjoy a quiet peaceful retreat.

4.99 out of 5 average rating, 160 reviews

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

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 😉