Vacation rentals in Osage County

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Top-rated vacation rentals in Osage County

Guests agree: these stays are highly rated for location, cleanliness, and more.

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A historic Victorian home is showcased with a rich red brick exterior and ornate architectural details. The building features large windows, a covered front porch with seating, and a peaked roof, surrounded by landscaped grounds.
Home in Jefferson City
4.8 out of 5 average rating, 118 reviews

High Street Retreat-Historic Home-Central Location

Historic Victorian home--just blocks from capitol, museums, downtown & visitors bureau. Historic trolley tour connection. Fully equipped kitchen, dining room, wifi, cable, electronic & board games, music system & library. 2 bedrooms with double bed, 1 bedroom with queen bed, 1 suite with queen & attached room with two twins (trundle) & 1 common room can be used as ADA bedroom with two twins (trundle). Two full/two half baths. Lots of room for friends & family! AWARDED Landmark Award 2017

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Top guest favorite
A remote home is situated atop a slope, with a large deck extending from the structure. The exterior features light-colored walls and blue railing. Surrounding trees provide a natural backdrop, while a clear blue sky adds brightness to the scene. A pathway leads to the entrance.
Home in Jefferson City
4.94 out of 5 average rating, 85 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.

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Guest favorite
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
4.85 out of 5 average rating, 115 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

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Top guest favorite
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
5.0 out of 5 average rating, 53 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!

LocationFamilyOutdoor spaces

Guest favorite
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
4.94 out of 5 average rating, 357 reviews

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.

LocationFamilyHiking

Top guest favorite
A spacious single-story house is presented, featuring a mix of brick and siding. A well-maintained lawn frames the property, and a circular walkway leads to the front door. An American flag is displayed, adding a touch of character to the inviting entrance.
Home in Jefferson City
4.98 out of 5 average rating, 332 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.

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Guest favorite
Cabin in Bonnots Mill
4.97 out of 5 average rating, 101 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

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Top guest favorite
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
4.98 out of 5 average rating, 127 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.

LocationValueIndoor spaces

Top guest favorite
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.
Home in Jefferson City
4.98 out of 5 average rating, 112 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!

LocationFamilyAir conditioning

Guest favorite
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
4.94 out of 5 average rating, 540 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".

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Guest favorite
Home in Jefferson City
4.97 out of 5 average rating, 60 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!

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Guest favorite
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.
Home in Jefferson City
4.97 out of 5 average rating, 123 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.

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Popular amenities for Osage County vacation rentals