Vacation rentals in Bourbon

Vineyard Views Farmhouse•Peaceful Retreat•Firepit

Discover a hidden gem near historic Saint James, where comfort and relaxation await. This beautifully renovated 3-bed, 2 bath home is perfect for unwinding with family & friends. Enjoy nearby downtown boutique shopping, Leatherwood Handmade Cigar shop, and fine dining at Sybil’s. Explore the STJ Winery, Pub Brew House, Meramec Springs, & Forest City Mountain Bike Trail. A short drive to Cuba, Steelville, Rolla,MS&T,& Fort Wood, this vacation rental offers ideal balance of relaxation & adventure.

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.

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 winery. Close to Maramec Spring Park & many rivers for floating. 20 minutes from Missouri S&T & close to Ft Wood. Perfect getaway! 2 queen beds.

Cabin with Private River Access and Hot Tub

🏡 Country Cabin Relaxed Farm Stay | Hot Tub, Open Space & Country Charm Country Cabin is a laid-back retreat set on a 300-acre century cattle farm in the Meramec River Valley, offering wide-open space, peaceful surroundings, and an authentic Ozark farm experience. Surrounded by pasture and woods, this cabin is perfect for guests who want to slow down, enjoy the outdoors, and experience life on a working farm—while still having easy access to Meramec River adventures through 4J Vacation Rentals

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.

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.

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.

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.

The Round Room Tower at Moy Mell Farm

Reconnect with nature at this unforgettable escape. Unique, round mini house attached to main house. You will feel like you are far away from the world! We are at the end of a long drive, and in the middle of a small, sustainable farm. We have vegetable market gardens on the premises as well as a variety of farm animals, honeybees, and lots of nature! Even though you will feel isolated and secluded here, we are only minutes away from wineries, a distillery, brewery and art galleries.

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!

Bourbon Railroad Cabin near Blue Springs Ranch

The Bourbon Railroad cabin is #3 in our Rockwoods Ridge Cabins Series. It is a 2 Queen bedroom 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. 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.

The Hideaway Treehouse & Hot Tub

Enjoy the lovely setting of this treehouse + bunkhouse near the hot tub on the deck! (Add a night $50) sitting on 10 acres this private hideaway offers the opportunity to get “unplugged” and enjoy the Missouri outdoors. Explore the woods, cook on the grill, have drinks on the patio, and relax in the hot tub. The treehouse offers a full bed and a minimalistic design for getting away without the distractions. Electric, mini fridge, AC, heating/fireplace, crank sink and porta potty