House holiday rentals in Boonville

Columbia’s Most Beloved Historic Home!

Welcome to Hearth & Hobbit, Columbia's most beloved home! Originally built in the late 1800s as a two room cabin, this historic cottage is known locally by many names such as the Gingerbread House, Hansel & Gretel House, or the Elf House. You will love this whimsical and cozy home full of historic details. Located less than one mile from Columbia's downtown district and Mizzou. **All guests must acknowledge/accept the rental agreement prior to booking. This is in the "House Rules" section**

The Overlook

Adventure awaits! Enjoy the best sunsets and night skies from high above the shores of Truman Lake. An unforgettable way to unwind! Perfect for romantic getaways, thrill seekers, and tourists alike. Protected forests surround the neighborhood and the historic "Hallmark town" of Warsaw is minutes away. A modern marina is just down the road. Great opportunities for relaxation and recreation abound with memorable times sure to be had! Ask about our romance/birthday packages and pet friendly stays!

Charming 3 Bedroom Cottage in the Countryside

Our house is the perfect getaway for a family, group of friends or a couple. The lake and gardens around the house provide the quiet and peace of a retreat place, away from the busyness and distractions of the city. It's a very pretty drive to Columbia, MO (about 30 minutes), and 20 minutes to Rocheport, a very cute historical town by the Missouri River. A beautiful attraction that is close to our property is the Warm Springs Ranch. The Clydesdale breeding farm. This is a great place to visit.

Bluff House in Rocheport Missouri

The Bluff House faces the Missouri River on 7 acres of beauty, neighboring the Bougeois Winery! The Katy trail & Rocheport are 1 mile away. Our home is two stories. We are upstairs and the Air BNB is downstairs. The Airbnb has a spacious living room, fireplace and dining room. All with views of the river and an open concept kitchen. Your entrance is completely separate and locked for use only by you. You will have a private covered deck, Bench on the bluff, Bikes, Fire pit and a Hammock!

Luxurious Historic home at the heart of Columbia

A "City of Columbia Most Notable Historic Property" renovated in 2019. Ideal for sporting events, graduations, reunions, holiday getaways, cozy weddings, baby showers & work retreats. Private wooded 4-acre estate by Stadium and West Broadway near Columbia Mall & 2.2 miles to MU. Luxurious 4br, 3.5 baths, 3 fireplaces, modern open plan kitchen-dining area, new appliances, parlor, & great room. Spacious lanai, patios & pergola. Guests include hall of fame athletes & Medal of Honor recipients.

The Fox Cottage

Welcome to our cozy retreat in the heart of Columbia. Home of the Mizzou Tigers, True/False Film Festival, Katy Trail, historic downtown, and much more! Located within a 1 mile drive to downtown, your home away from home includes off-street parking, 3 bedrooms, 2 full bathrooms, kitchen, living room, dining room, patio, and fenced back yard. We offer complimentary coffee, snacks, and a selection of board games, vinyl records, and streaming services. Certificate of Compliance License #ONS025545

3BR Game Room Home - Family Gatherings, MU Nearby

This wide-open concept immediately feels welcoming. The heart of the home flows seamlessly - kitchen, dining, living, and lounge connected with tons of natural light. The living room is designed for relaxation and gathering. You'll find a full-size pullout couch, a huge beanbag, and ample seating at the dining table. Every room has its own smart TV, excellent lighting, and ceiling fans in the bedrooms. It's clear the host invested thoughtfully in making this space feel genuinely comfortable.

Katy Retreat: Private Getaway in Mid Missouri

Just steps from the Katy Trail, Missouri River, Farmer's Market and Depot District, casino and downtown! Enjoy the beauty and peace of this historic river town. Visit the world-famous Anheuser-Busch Clydesdales at the Warm Springs Ranch, bike or hike the Katy Trail, visit a local winery or spend a day or two exploring the rich history of the area - it's a getaway that won't break the bank! For our guests safety, we do have an exterior security camera monitoring driveway and front porch

Cozy 2 Bedroom close to University

Experience comfort and convenience at our charming home in the heart of Columbia. Enjoy spacious rooms filled with natural light, cozy beds, and a fully equipped kitchen. Centrally located, our home offers a backyard retreat perfect for relaxing evenings with room to run and play. Walk to top-rated restaurants and coffee shops or take a quick drive to downtown and the University. Ideal for visiting families and university guests alike, our space promises a memorable stay here in COMO!

Rocheport Blufftop Bungalow * walk to trail*

Welcome to the bungalow on the hill in historic Rocheport w/ 3 BR, 2.5 baths, oversized porch, game room, garage, electric fireplace all within walking distance to MKT trail & downtown shops, restaurants & galleries or less than a mile to local award- winning winery. All yours to enjoy with antique furnishings, beautiful lighting & a short drive to Columbia. As nearby residents we're excited for you to experience why Rocheport was voted Best Tiny Town in MO by Southern Living mag!

The WhiteHorse Guest House

Come enjoy this lovingly restored 1895 home on the National Register of Historic Places, located in the heart of historic Rocheport, Missouri. The home is filled with American country antiques and hooked rugs. There are two bedrooms with queen beds, a fully stocked kitchen, brick patio and hot tub. The home is blocks away from the Katy Trail, shops and restaurants. Nominated by the magazine, Inside Columbia, as one of the top 5 places to stay in the Columbia area for 2026.

Katy Chalet

Relax with the whole family in this cozy home located in a quiet neighborhood. This home is situated two blocks from Harley Park which includes lookout point with a beautiful view of the Missouri River. One block away is the Katy Trail which includes the historic Katy Trail Bridge, as well as Isle of Capri Casino. Boonville is known for it’s history and charm. Attractions include museums, aquatic center, golf course, and Warm Springs Ranch home of the Budweiser Clydesdales.