Holiday houses in Osage County

4.84 out of 5 average rating, 147 reviews

The exterior of the log home is showcased, featuring large floor-to-ceiling windows on the upper level. A wooden deck extends from the front, surrounded by greenery. Two lanterns are mounted on the railing, enhancing the natural setting.

Cabin in Meta

Log cabin retreat on 50 acre farm

Our log home is nestled in the middle of a 50 acre farm in the Ozark foothills, where you can hike, watch wildlife and enjoy complete solitude. You’ll love our place because of the view of foothills, forests, prairie, and farm. Amazing star gazing, a brook spring out the back door. Designed to blend in with nature - the 1900 square foot lodge has a floor to ceiling window wall. We're close to canoeing/rivers, Painted Rock Conservation Area. Jefferson City is a 20 mi. drive. Lake Ozarks - 45 mi.

LocationValueCleanliness

4.85 out of 5 average rating, 109 reviews

A quaint blue cottage is nestled among the trees, featuring a small front porch with white railings. An air conditioning unit is mounted on the side, and nature surrounds the cottage, enhancing the peaceful ambiance of the setting.

Tiny home in Linn

Cottage of the Woods

Step into the quiet serenity of this forest acreage. Cottage of the Woods is a place to relax and refresh with the simple joys of being close up to nature. The cottage is a fully equipped tiny-home with everything you need to relax in peaceful and quiet. Through the abundant windows nature puts on a daily display that welcome you to share their home. It is very private, located 3.7 miles from the town of Linn. Please note that there is a steep hill plus our driveway is not trailer friendly

FamilyValueAccuracy

5.0 out of 5 average rating, 50 reviews

A charming house with light-colored siding and large windows reflects the warm colors of a sunset. Surrounding greenery and large trees contribute to the serene atmosphere of the property. The front porch is visible, inviting relaxation amid the peaceful countryside.

Home in Linn

“Sunset View Getaway” With 2 person Jacuzzi Tub

This 100 year old farmhouse has been newly remodeled to make it a unique getaway for your family or a romantic weekend with your special someone! We are in the country and you may see horses, sheep, cows and ducks while lounging on the back patio! The front and back yard boasts 6 huge oak trees where 2 large saucer swings hang! The sunsets seen from the front yard are absolutely spectacular so plan on being around when the sun sets! Only 2 miles to State Tech, shopping, and restaurants!

LocationFamilyAccess

4.94 out of 5 average rating, 352 reviews

A spacious wooden porch is featured, with several Adirondack chairs arranged comfortably. Natural wood elements and autumn leaves create a calm setting. Full-length windows offer glimpses of the surroundings, while the latticework adds texture and visual interest to the porch design.

Home in Bonnots Mill

Secluded "Heaven": soaker tub, sauna, sunset view

"Heaven" ( 1,512 sq ft, 7 ac) sits on a bluff overlooking the Osage river. An open home with huge full length windows and a sun room. Two porches offer views over the river and to the woods. A soaker tub and sauna are situated in the cabin with a view to the sunset. The cabin is at the end of a secluded forest road. A locked garage is available for small cars. Drive: 15-20 min to Linn for supplies / 30 min to Jeff City / 5 min to public river access. Regretfully no kids under 12 or pets.

LocationFamilyLayout

4.98 out of 5 average rating, 128 reviews

A rustic stone house is showcased against a clear blue sky. The entrance features a covered porch with two green chairs and a flag, surrounded by a grassy area. The gabled roof adds character to the structure, enhancing its country charm.

Home in Holts Summit

The Old Rock House!

This adorable quiet country home is located a mile outside of Holts Summit, MO, and provides a tranquil and serene destination stay for all your wedding, graduation, athletic events, and vacation plans, etc. The Missouri State Capitol is located 10 minutes away along with various delicious restaurants such as Arris Pizza, Arris Bistro, Madison's, etc. If you are a MIZZOU fan, it is within an easy drivable 30 minutes. Red Rock Acres, LLC . Event Center is located across the road.

FamilyValueBiking

4.97 out of 5 average rating, 101 reviews

The log cabin is illuminated by warm lights along the porch, casting a welcoming glow against the twilight sky. Surrounding trees frame the cabin, while soft path lights highlight the entryway. The setting evokes a serene atmosphere, ideal for evening relaxation.

Cabin in Bonnots Mill

Celestial Log Cabin on the Confluence

Fantastic Eagle Watching! Enchanting 1940's log cabin overlooks the confluence of the Missouri & Osage rivers in charming Bonnots Mill, MO. Close to Columbia, Hermann & Jeff City. Includes master bedroom, open loft, wood-burning hearths, chef's kitchen, clawfoot tub. Double deck overlooking the confluence is a stargazers dream. Secluded, surrounded by nature, find yourself restored after hiking, antiquing, cooking or drinking wine and taking in the beautiful surroundings

FamilyValueAccuracy

4.98 out of 5 average rating, 120 reviews

A serene sunset is captured, with the sun partially obscured by clouds, casting warm pink and orange hues across the sky. Silhouetted trees are visible in the foreground, framing the peaceful scene.

Tiny home in Linn

Quiet Country Stay

Come and Relax in a 1-bedroom Shouse set on 10 acres, that offers a quiet relaxing country feel. It overlooks a pond, that can be fished, a walking trail around the 10-acre property that cuts through open land and woods. It also offers breath taking sunsets, sunrises, star light night, and tons of different types of wildlife. Just minutes away from Linn, the Osage River and Missouri River. The just 15 minutes from Jefferson City, and 30 minutes from Hermann, MO.

ValueLocationParking

A two-story blue house with wooden accents and a welcoming front door is framed by a lawn. The home features large windows that provide natural light, and visible steps lead to the entrance. A driveway with a garage door is positioned on the right side.

4.98 out of 5 average rating, 108 reviews

-The Mesa House! Relax & Unwind!-

The Mesa House is a newly remodeled 5 beds/3 bath home, designed for comfort and convenience. Perfect for families, groups, contract travelers, and holiday stays, it features a spacious layout, fast Wi-Fi, a fully equipped kitchen, and private parking. Centrally located in Jefferson City near hospitals, colleges, and downtown—plus just 1 hour from Hermann and 45 minutes from the Lake of the Ozarks—it’s an ideal home base for work or getaway. We can’t wait to host you!

ValueFamilyCleanliness

4.94 out of 5 average rating, 533 reviews

A cozy cabin is nestled beside a tranquil pond, surrounded by lush greenery. Canoes rest gently on the bank, reflecting the trees and cabin in the calm water. The outdoor space features a porch with seating, inviting a peaceful retreat in nature.

Cabin in Holts Summit

Restful Rustic Comfy Cabin.

Sweet little cabin by a little pond at the edge of the woods. Large sunny windows, real bed, (with room to bed a child or two down on the floor) tea pot, easy chair, composting toilet, AC, WiFi, hiking trails. There's no shower in the Cabin. Our water is from a deep well, tested, certified ... and delicious! There is an above ground pool, trampoline, and a trail down the hill Very child friendly. We maintain a fragrance-free facility, so no air "fresheners".

LocationFamilyLong stay

Superhost

The exterior of a light blue house is shown, featuring a covered porch with two black rockers. A decorative wreath hangs on the front door, and the house number '126' is displayed above. The concrete walkway leads to the entrance, surrounded by small decorative plants.

4.85 out of 5 average rating, 112 reviews

Riverside Haven

Welcome to The Riverside Haven! Enjoy a stylish and cozy retreat in the heart of Jefferson City. This centrally located and less than 5 minutes to downtown. Just minutes from local dining, shopping, and scenic riverside walks. It is the ideal spot to explore the best of the city. Experience comfort, convenience, and charm all in one place—book your stay today! Two minutes to Jefferson City Prison Tours and close to Capital City Amphitheater and Prison Brews.

ValueLocationParking

4.98 out of 5 average rating, 181 reviews

Charming Central Home in Jefferson City

Discover The Yellow Brick Home, a cozy 2-bedroom retreat in the heart of Jefferson City for 4 guests. Perfect for families, professionals, and cyclists, this home features a dedicated workspace, a fully fenced yard with a BBQ, and a fully equipped kitchen. You're just minutes from the State Capitol, downtown JCMO, and the Katy Trail. Enjoy modern comforts and a convenient, central location for your next adventure.

FamilyValueIndoor spaces

A fire pit is surrounded by several dark blue Adirondack chairs, set on a paved area next to the river. The moonlight reflects off the water, creating a serene ambiance, while a large tree provides shade in the background.