Vacation rentals in Bourbon

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Top-rated vacation rentals in Bourbon

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Top guest favorite

The exterior of the house features a combination of white siding and stone accents, complemented by a wooden front deck. Sheltered by trees, the facade includes a central door and multiple windows, offering a clean and inviting appearance.

Home in Saint James

5 out of 5 average rating, 73 reviews

Like New. 2 Bedroom / 2 Bath home in St. James

The cutest little house in St. James, Mo. is ready for guests now! This 1900’s home was completely brought to life in 2021/2022 and is like Brand New! Our goal when refurbishing this home was to create an atmosphere and feeling of home comfort. The kitchen offers a pot filler over the stove, a complete tea and coffee bar, and a fully stocked kitchen.We added some luxuries found in hotels, such as on-demand continuous hot water and water softener. Bedrooms/baths are separated for more privacy.

Guest favorite

Two lounge chairs are positioned on a wooden deck, surrounded by lush greenery. A wooden tray holding glasses and fresh fruits rests on the ground nearby, inviting relaxation in the tranquil outdoor setting.

Tiny home in Park Hills

4.96 out of 5 average rating, 646 reviews

🔝❤️ PEACEFUL TREETOP COTTAGE

Small place for big occasions. PERSONALIZE your stay at our cozy wooded retreat with optional private European style HOT TUB, SAUNA, MASSAGES, intimate world-class FINE DINING, fire pit with FREE firewood + s'mores, and much more. We provide a HOMEY stay, EXCLUSIVE services, ROMANTIC privacy and affordable LUXURY for relaxing, reconnecting & rejuvenating. We're best for guests valuing quality over quantity, and those CELEBRATING life. We GUARANTEE an enjoyable and stress-free stay. PET FRIENDLY.

Superhost

The riverbank is framed by tall trees with lush green foliage, providing natural shade. A wooden walkway leads to the water's edge, where the calm river reflects the surrounding vegetation, creating a serene outdoor setting. A peaceful spot for relaxation is visible along the bank.

Cabin in Fredericktown

4.9 out of 5 average rating, 286 reviews

Hot tub/ Blissful Beaver River Cabin

Remodeled remote cabin with an antique modern feel, large deck overlooking the St.Francis River. Soak your cares away in the Hot Tub. The river is great for kayaking and fishing. Enjoy a peaceful nature get away. Bring your fishing poles, a book, kayaks and disconnect from the hustle and bustle of everyday life! We’re close to Silver Mines,Millstream Gardens, Taum Sauk Mountain, Amidon Conservation, Elephant Rocks, only 10 miles to Ironton or Fredericktown for food, drinks, golf and wineries!

Guest favorite

A charming wooden cabin is situated on gently sloping green grass, surrounded by trees. A spacious deck extends from the front, offering a view of the peaceful landscape. The cabin features a mix of light and dark wood siding, creating a rustic appearance.

Cabin in Pacific

5 out of 5 average rating, 12 reviews

Charming cabin/outstanding view

Unique and tranquil getaway Charming cabin on almost 4 acres of 19 acre lake development. Relax on the deck enjoying the peace and quiet. Deer frequent the property and lake is stocked for fishing. Bedroom has bunks plus a twin bed and there is a full sized Murphy bed. Plenty of firewood for the firepit or the woodburning fireplace. Six Flags, Hidden Valley, Purina Farms, Shaw Nature Preserve are just a short drive. Enjoy hiking at 3 close by conservation areas & several state parks.

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, 111 reviews

Sunset Valley of St. James

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

A welcoming front porch features two light green chairs and a small table, framed by a white railing. Outdoor string lights are hung overhead, providing soft illumination. Windows with multiple panes offer views into the cozy interior space.

Bungalow in Ironton

4.96 out of 5 average rating, 117 reviews

*Downtown Bungalow*Coffee Bar*Pet*Family Friendly*

The Ironton Bungalow is on quiet neighborhood street in the heart of downtown. A block off Main St. you can walk to town square restaurants and coffee shops thru our backyard gate. Enjoy the front porch for relaxing with coffee. Centrally-located home in in the Arcadia Valley , just minutes from Johnson Shut-Ins, Elephant Rocks and Taum Sauk State Parks, Black River Floating, Shepherd Mountain Bike Park, Pilot Knob battlefield and Millstream Gardens. Take a look at our insta #irontonbungalow

Guest favorite

Home in Bonne Terre

4.87 out of 5 average rating, 53 reviews

PEACEFUl home w/ Trails, Rolling hills & Lakeside

This property is situated close to a tranquil lake and a captivating waterfall, offering picturesque vistas of gently rolling hills. It seamlessly combines modern comfort with rustic tranquility, making it an ideal choice for a family vacation, a group adventure, or a romantic escape. The entire house serves as a sanctuary of peace and natural beauty, ensuring an unforgettable experience in the heart of Missouri. Reserve your stay now for the ultimate combination of relaxation and adventure!

Superhost

A spacious deck extends over the water, featuring a dining set and a lounge chair. Sunlight reflects off the calm lake, while trees provide shade in the background. The residence showcases large windows, ensuring scenic views are visible from both inside and outside.

Treehouse in Potosi

4.93 out of 5 average rating, 94 reviews

Tree house #2 "LoveLight" - Lakeside & Hot Tub!

This Lakeside Tree House features a spacious and open interior with custom handcrafted furniture throughout, adding to its rustic charm and ambiance. With a fully furnished kitchen, you'll have everything you need to prepare delicious meals during your stay. The large master bedroom is the perfect romantic escape, while the cozy second bedroom is great for children or additional guests. Sit in your private hot tub and enjoy the amazing sunset or go explore one of Missouri's finest ranches!

Guest favorite

A hot tub appears in the foreground with bubbling water, set against a backdrop of lush green trees and open fields. The sky is softly illuminated as the day transitions, creating a calm and natural ambiance.

Cabin in Leadwood

4.8 out of 5 average rating, 129 reviews

Delightful Getaway Retreat With Hot Tub (cabin 3)

Enjoy the lovely setting of this romantic spot in nature. The cabin is located about a mile from one of the prettiest spots on big river with a public access. Coffee shops, restaurants and ice cream parlors are all within 5 miles of your stay. 30+ acres of land with an established trail system for exploring. Here you can do as much or as little as you wish. No roughing it in this modern cabin! From the granite countertops to the ductless heating and cooling unit our guest are comfortable.

Superhost

Loft in Augusta

4.84 out of 5 average rating, 19 reviews

Augusta Studio at Halcyon Spa Bed & Breakfast

Ease into peace and tranquility while staying at this well-appointed vacation rental studio at the Halcyon Spa Bed & Breakfast. Perfect for 2, this Augusta property allows access to the on-site sauna & rejuvenating spa treatments. Continue your leisurely getaway in town when you shop at boutique retailers, indulge in a craft brew, or enjoy one of the local restaurants. Everything from award-winning wineries to riding the Katy Trail are a stone's throw away from this impeccable spot!

Top guest favorite

A modern kitchen presents sleek cabinetry, stainless steel appliances, and a central island with seating for four. Natural light filters through large windows, enhancing the open space. The subtle color palette is complemented by warm wooden flooring, creating a welcoming atmosphere.

Home in Saint James

4.98 out of 5 average rating, 247 reviews

Cozy Cottage on Historic Route 66

Nestled in historic Saint James, this renovated 2-bed, 1-bath home is perfect for family, friends, and pets. Relax in cozy comfort or explore nearby attractions like downtown boutiques, the Leatherwood Cigar Shop, and fine dining at Sybill’s. Ride the trolley to STJ Winery or Public House Brewing, or drive to Maramec Springs, Forest City Bike Trail, Rolla MS&T, and Fort Leonard Wood. This hidden gem is your ideal getaway!

Guest favorite

A well-appointed bathroom features a white tub and shower combination, alongside a modern toilet. A decorative mirror hangs above a white vanity with gold fixtures. Textured towels are neatly arranged, and a small basket adds a touch of warmth. Soft gray mat complements the tile floor.

Cottage in Rolla

4.89 out of 5 average rating, 167 reviews

Cozy two bed cottage near park, S&T & Fort Wood

Step into this fully restored 1950s cottage for the perfect relaxing getaway. Located in Green Acres park with walking trails nearby. Just a short distance to downtown, Fugitive Beach, MS&T campus, Fort Leonard Wood, wineries, and much more! Enjoy this cozy home with your family or pets. Stylishly designed with old world elegance, this home features all of the luxury comforts you'd expect.

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What guests are saying

Sunset View Getaway

5 out of 5 average rating, 9 reviews2 weeks ago

If you need a beautiful and peaceful getaway away from the city look no further! The house is beautiful and the decorations and furniture even more! From farm animals in the backyard to a Jacuzzi in the master bedroom, this place was amazing! Abigail is an amazing host! She left us homemade cookies and fresh farm eggs! Will definitely be back!

Home in Linn

What guests are saying

Cozy Cabin with fishing pond!

4.9 out of 5 average rating, 20 reviews1 month ago

We had a wonderfully peaceful visit at the cabin! My Son wanted a weekend trip for his birthday and he picked this cabin himself. Everything was as described! He spent hours fishing, didn’t catch anything but there’s always next time. The cabin was warm and comfy and had everything we needed and more ! We plan to go back soon.

Cabin in Leasburg

What guests are saying

Post Oak Chaise

4.93 out of 5 average rating, 29 reviews1 week ago

We really enjoyed our stay here! The cabin is clean and very comfortable. Relaxing sitting on the porch or at the pier listening to the birds and just soaking in nature! My dog loved digging around the ponding finding sticks and my hubby fishing. Kitchen is well stocked. Bathroom has lots of towels and extra blankets. Definitely go to 1st Street Eats, Yester Year Antiques & Collectables in Owensville. Owensville has a quaint historic district. We also found lots of great antique shops in Rosebud. Also, if you never been to Hermann, MO it’s worth the drive. We did the Stone Hill Winery tour and the Museum. Both places were very interesting! Another reason to stay at Oak Post Chase. Enjoy the beautiful relaxing cabin with hiking paths and nearby towns to explore!

Home in Owensville

What guests are saying

RiverBend Getaway

5 out of 5 average rating, 9 reviews9 months ago

We found this house due to its proximity to float outfitters, and chose it for its size and charm! We had a fabulous girls weekend here. There were many different sleeping options to choose from, huge kitchen and dining areas, and very comfortable living spaces. The sweetest cherry on top was Patches the horse greeting us every day. Would absolutely stay again!

Home in Leasburg

What guests are saying

Restoration Ranch Carriage Guest House

5 out of 5 average rating, 5 reviews3 weeks ago

Our stay at the carriage house surpassed our expectations. The grounds were so beautiful and pristine. The carriage house was so nice. The bed was so comfortable. Our dog, Ellie loved to hang out with the horses. She whined because she did not want to go in. Stephanie was such a gracious host. We will definitely return when we are in the area again.

Guesthouse in Gray Summit

What guests are saying

The Green Getaway

4.84 out of 5 average rating, 25 reviews3 weeks ago

Only stayed here for one night. We got in late and left early in the morning so we didn’t get to really enjoy the place. An older house but set up nicely for the most part. Only complaint was the ladybugs but it is ladybug season so.. no biggie. Nice area. Pond in the back. Nice drive through the ozarks to get there.

Home in Boss

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