Holiday houses in Boone County

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 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

Ivy Cottage Off Broadway

Hidden gem in ❤️ of Columbia. Designed and built specifically as a STR. Minutes from Highway 70, downtown, and MU. Charming, completely separate apartment above the main residence with private outdoor courtyard. Open floor plan includes master bedroom, separate from living space. Sofa bed in living room. Beautifully appointed and furnished. Includes new Tempur-pedic mattress, bar, coffee station, functional kitchen, keypad entrance. Parking in driveway for ONE car, quiet, and cozy.

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!

Grateful on Glenwood!

Gratitude is the Attitude and we are happy that you are our guests! A home away from home, in the heart of beYOUtiful Columbia, MO! Walking distance to downtown, library, grocery, and so much more. Access the Katy trail for a morning walk, close to the University of Missouri, Columbia College and Stephens College. Easy to access from I-70. It's the perfect place to be surrounded by it all, yet feel comfy and cozy for the days that require some rest, relaxation and reflection.

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.

Bohemian Tiny House

BOHEMIAN-Socially unconventional, artistic, literature, freedom, social consciousness, healthy environment, recycling, intimacy with nature, supporting diversity and multiculturalism. TINY HOUSE-Small dwelling & footprint, lower costs, energy savings, intentional design. If you are not comfortable with the intimacy of nature, a walnut forest, & wildlife, we may not be the right fit for each other. We love hosting and just request you respect our philosophy & cherished space.

The Painter's Garden

Relax with the whole family at this peaceful, spacious, private home in a quiet, leafy neighborhood. Less than 1 mile off I-70 & 4 miles from downtown/campus/MU and Boone hospitals. Pet- and kid-friendly with a sizable, securely fenced backyard and cement patio with fire pit, charcoal grill, outdoor furniture and canvas shade. Cozy, modern interior features 40 original paintings by the owner and an electric fireplace.

Large Mother-In-Law Apartment Surrounded by Park

We have a delightful mother-in-law apartment that is perfect for families, business travelers, girls' weekends and more. The space includes two large bedrooms (one on the main level and one upstairs), a living room, kitchenette (no oven/stove) and bathroom, and it is fully furnished. We are pet-friendly, but charge an extra $50 to your reservation fee. Please let us know if you plan to bring a pet.

Just off the beaten path

Take it easy at this unique and tranquil getaway. 5 minutes from I-70. Enjoy nature in the woods in our cozy, quiet guesthouse. Close to the University of Missouri for events, medical and business travelers, as well as the Katy Trail for cyclists, wineries, and I-70 for the weary traveler needing a quiet rest and relax. Coffee/tea to wake up enjoying breathtaking views from your private deck.

Mindful living on Meadow - Nature~Peace~Quiet

Find yourself immersed in nature while still having access to all the great things our town has to offer. Walking distance to downtown, MU campus, farmers market, grocery stores, and the MKT trail. Kevin the cat will be here during your stay and will likely greet you upon arrival. Relaxing environment and a true escape from the daily grind. Enjoy!

Cozy, Rustic Cottage Pet-Friendly South Columbia

A cozy homestead retreat backs up to 50 acres of woods. Two bedrooms can sleep up to 4. Full kitchen. Laundry in basement. Just 15 minute drive from downtown Columbia, one minute from gas stations and Dollar General- so convenient. Great for game day visitors, families visiting their university students, a retreat space, and more!