
Holiday houses in Osage County
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Top-rated holiday rentals in Osage County
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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.
FamilyLocationCleanliness
4.84 out of 5 average rating, 147 reviews
Osage River Cottage
Unwind at this peaceful retreat nestled along the Osage River. Enjoy quiet mornings and cozy evenings by the campfire, or take in the beautiful river views from the spacious deck. This serene getaway is perfect for relaxing with family and friends. Pets are welcome for an additional fee, with a fenced-in area for them to roam safely. Conveniently located just 10 minutes from Jefferson City and 15 minutes from State Technical College in Linn, you’ll enjoy both seclusion and easy access to town.
LocationFamilyRiver
4.94 out of 5 average rating, 86 reviews
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
ValueFamilyHeating
4.85 out of 5 average rating, 116 reviews
“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!
FamilyLocationCleanliness
5.0 out of 5 average rating, 53 reviews
Executive estates 2bed/2 bath/ 1 office
Bring the whole family to this great place. A totally remodeled full house. 2 queen bed and 2 bath . Office space In master bedroom as well. Brand new showers, pillows and serta mattresses will give you a great nights sleep. This home is centrally located and is within 10 minutes of anything in Jefferson City. In a great neighborhood. Much more than a hotel! House and guest are protected by outside cameras. THIS IS A SMOKE FREE/PET FREE HOME. MUST BE 24 TO RENT. VERY FAMILY ORIENTED.
FamilyLocationAccess
4.99 out of 5 average rating, 335 reviews
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
FamilyValueQuiet
4.97 out of 5 average rating, 101 reviews
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.
FamilyValueCondition
4.98 out of 5 average rating, 128 reviews
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".
ValueFamilyAmenities
4.94 out of 5 average rating, 542 reviews
Secluded "Heaven": sauna, firepit, sunset view
Escape to “Heaven,” a secluded cabin on seven wooded acres overlooking the Osage River. Spend evenings around the fire pit as the sun sets over the river, unwind in the private sauna or jacuzzi tub, and wake up surrounded by peaceful woods and views. Inside, the cabin is warm and comfortable, with floor-to-ceiling windows, a fully equipped kitchen and two covered porches. Heaven is perfect for a quiet getaway, a little romance, or simply time away from it all.
LocationFamilyQuiet
4.94 out of 5 average rating, 357 reviews
Osage River Get-away
Overworked? Stressed? Need to just Get-Away? to catch your breath again? This river front cabin is situated on a picturesque bend of the Osage River 15 min. east of historically rich Jefferson City, MO. With nearly a mile of view up river past the train trestle with its rustic beauty down river toward the bluffs the Bald Eagles nest on. Put in your boat at the community boat ramp and take a boat ride a few miles to the confluence of the Missouri River!
LocationFamilySleep quality
4.97 out of 5 average rating, 61 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.
FamilyValueSleep quality
4.98 out of 5 average rating, 185 reviews
Rivers Edge Retreat
Welcome to Rivers Edge Retreat – Your Serene Escape on the Osage River Nestled on the tranquil banks of the Osage River in Jefferson City, Missouri, Rivers Edge Retreat offers an idyllic escape from the hustle and bustle of everyday life. Our cozy and charming retreat boasts breathtaking views, a peaceful atmosphere, and all the comforts of home, making it the perfect destination for relaxation and adventure.
ValueLocationComfort
4.97 out of 5 average rating, 123 reviewsPopular amenities for Osage County holiday rentals
Other great holiday rentals in Osage County

Bear Cabin
LocationIndoor spacesQuiet
4.97 out of 5 average rating, 31 reviews
Moose/Bear Lodge
ValueLocationIndoor spaces
5.0 out of 5 average rating, 40 reviews
The Lava Lounge - Hip 70s Vibe
ValueLocationCheckout
4.86 out of 5 average rating, 74 reviews
On Venus, in MidMO
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4.98 out of 5 average rating, 40 reviews
Charming Historic Cottage on Green Berry
FamilyLocationAccuracy
5.0 out of 5 average rating, 26 reviews
Historic 4BR | Walk to Capitol & Katy Trail
ValueLocationView
4.79 out of 5 average rating, 67 reviews
Mid-Town Haven
FamilyValueIndoor spaces
4.97 out of 5 average rating, 74 reviews
Spacious Capitol Retreat | Family + Business Ready
FamilyLocationCheck-in
4.95 out of 5 average rating, 38 reviews




