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

Cabin in Bland

4.99 out of 5 average rating, 118 reviews

Crooked Creek Cabin. Private Setting on a Pond .

Kick back and relax in this rustic yet modern cabin. Just a little over an hour from St Louis. Enjoy a quite relaxing setting in the woods remodeled in 2021. Family friendly. Enjoy fishing in the private pond, exploring or kayaking. Foosball table. Smart TV, WIFI , Assortment of games and DVDs. White Mull Winery ,Large deck overlooking the pond. . Fire Pit, Nearby Winery, Antiquing. Stores and restaurants. Gasconade River. Hunting Ranch Adorable kids room. FISHING ONLY WHAT YOU CAN EAT

Guest favorite

The entrance features a gabled roof with shingle siding. The house number '406' is prominently displayed above the entryway. Two hanging planters adorned with purple plants are suspended from the porch beams, adding a touch of greenery to the welcoming facade.

Home in Cuba

4.94 out of 5 average rating, 161 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.

Top guest favorite

Farm stay in Saint James

4.97 out of 5 average rating, 224 reviews

Sunset Ridge of St James

This is a cozy cottage modern farm house. It sits at the end of a long private driveway surrounded by 250 acres. Beautiful views with trails & great outdoor space. 3 miles off Interstate 44 on the north side of town. Starlink Satellite for high speed internet! Attractions include multiple wineries- St James Winery & Public Brew house. Sybills restaurant, Spencer Manor Winery, Maramec Spring park & multiple rivers for float trips. Missouri S&T is 25 minutes away in Rolla Mo. Sherbert the cat

Guest favorite

Home in Sullivan

4.9 out of 5 average rating, 195 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 favorite

A serene river winds through lush greenery, with clear water reflecting the surrounding trees. Gentle banks of sand and grass outline the water, creating a peaceful natural setting ideal for relaxation or recreation.

Farm stay in Steelville

4.99 out of 5 average rating, 137 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.

Guest favorite

The bathroom features a simple layout with a white sink and wooden cabinetry. A wooden toilet seat complements the rustic charm. Soft towels sit neatly on a lace-covered shelf, while a shower curtain partially conceals the bathtub. Warm lighting enhances the welcoming atmosphere.

Cabin in Bourbon

4.92 out of 5 average rating, 439 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 favorite

Guesthouse in Cuba

4.92 out of 5 average rating, 115 reviews

Fox Ridge: Nature retreat with private trail!

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 circular pool is surrounded by a wooden deck, featuring a smooth entrance with stairs. The clear blue water reflects the surrounding greenery, providing a tranquil setting for relaxation.

Cabin in Bourbon

4.77 out of 5 average rating, 311 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 $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.

Guest favorite

The bathroom features a wall of natural wood planks, bringing an earthy element to the space. A vintage speed limit sign is displayed prominently, complemented by sleek black towel holders and a circular towel ring. The atmosphere merges rustic charm with modern functionality.

Cabin in Bourbon

4.87 out of 5 average rating, 55 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.

Guest favorite

Treehouse in Saint Clair

4.96 out of 5 average rating, 125 reviews

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.

Superhost

A wooden dining table with a smooth surface is surrounded by four metal chairs on a spacious back porch. The area offers a panoramic view of rolling fields and trees under a soft sunset sky.

Home in Rolla

4.87 out of 5 average rating, 417 reviews

Green Acres Farmhouse | Fugitive Beach and Rolla

This 1935 farmhouse is just 5 minutes from Fugitive Beach, Rolla, and Missouri S&T. Once a cowboy bunkhouse, it’s now a peaceful, family-friendly getaway with a full kitchen, Smart TV, WiFi, and a private backyard with sunset views and a BBQ grill. Sleeps up to 6 with 2 bedrooms, 2 extra roll away beds, a travel crib, and in-home laundry. ✔️ Flexible cancellation ✔️ Perfect for weekends, family visits, or a quiet Ozark escape We’d be honored to host you!

Guest favorite

A wooden fence frames a field of wildflowers, glistening under the sun's rays as it sets. The vibrant sky features clouds in soft hues, while a horse grazes in the distance, surrounded by the peaceful, rural landscape.

Tiny home in Salem

4.92 out of 5 average rating, 176 reviews

Delightful 1 bedroom peaceful tiny house

You won’t forget the peaceful surroundings of this rustic destination. Your stay with us is sure to bring you back to simplicity of life while comfortably cozy and relaxed . While TV and WiFi are available , you will find yourself content with viewing the activities of the surroundings and serene atmosphere. Just minutes away you’ll find exciting selections of activities , excellent dining , and friendly small businesses with a wide selection of interest .