
Holiday houses in Bourbon
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Top-rated holiday rentals in Bourbon
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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.

Charming 2 bedroom home - The Winchester.
Experience comfort and charm at The Winchester, a beautifully restored 1930s ranch bungalow nestled on a peaceful street in historic St. James. Just a short walk from St. James Park, it offers the perfect blend of relaxation and adventure. Explore the breathtaking Maramec Park and rivers, or enjoy nearby golf courses, pickleball, wineries, shopping, biking, and hiking trails. Whether you're here for a quiet retreat or an action-packed getaway, The Winchester is your ideal home away from home!

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.

The Hobbit Hideaway
Have you ever wanted to live the simple laid back life of a Hobbit? Well,here is your chance. You will walk through the round wooden doors into the partial underground home,feeling more like a Hobbit with each passing moment. This beautiful tiny home is very private,sitting in the woods,while still having convenient access off Rte.8. Wether it's relaxing watching the deer,rabbits and squirrels play or rafting one of the nearby rivers with a local outfitter you will find this a great getaway.

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.

Fox Ridge: Winter sunrises are the best!
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.

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.

James 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 two 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.

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 😉

Cozy Cottage•2BR•On Route 66•Near Wineries
Enjoy a clean, warm, cozy, comfortable stay in this renovated 2-bed, 1-bath home in historic Saint James, ideal for families, friends, and pets. Unwind around the outdoor fire pit or explore nearby shops, Leatherwood Cigar Lounge, and Sybill’s. Just minutes from Maramec Springs, Forest City Bike Trail, Rolla MS&T, and Fort Leonard Wood.
Popular amenities for Bourbon holiday rentals
Other great holiday rentals in Bourbon

The Clover Cottage - Rolla's Irish Themed Place

Bourbon Home with a View

Hope Gate Farm

Cozy Cabin with fishing pond!

Ellen's Log Cabin with private mineral hot tub

Home on Route 66

Wine Trail Getaway-Sommelier and Vintner's House

Waterwheel View Apartment
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