Holiday rentals in Osage County

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Osage County

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

1 of 1 pages1 / 1
Superhost
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
4.79 out of 5 average rating, 116 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

Guest favourite
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, 103 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

Top guest favourite
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, 313 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.

Guest favourite
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, 351 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.

Top guest favourite
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
4.98 out of 5 average rating, 126 reviews

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.

Guest favourite
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
4.97 out of 5 average rating, 100 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

Top guest favourite
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, 116 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.

Top guest favourite
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, 103 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!

Guest favourite
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.
Home in Jefferson City
4.86 out of 5 average rating, 111 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.

Top guest favourite
A view of the yurt nestled among trees shows vibrant autumn foliage in shades of yellow and orange. A gravel pathway leads to the entrance, flanked by a wooden deck and the nearby utility structure. Sunlight filters through the leaves, creating a serene setting.
Yurt in Holts Summit
4.98 out of 5 average rating, 408 reviews

Yurt in the Forest

Step into the serenity of trees and sky. The yurt has been crafted to relax and refresh you with comfort and convenience and the simple joys of peaceful proximity to nature. The round common room has a kitchenette, queen-size bed, table, chairs, and a futon which opens out to a double bed. A shower room completes the setting. And now no additional cleaning fee!. also, the water is from our deep well: tested, certified.... And delicious!

Top guest favourite
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
4.99 out of 5 average rating, 113 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.

Superhost
A cozy living room is featured, with a comfortable sectional couch and a round coffee table centered on a light area rug. Large windows allow natural light to enter, and a decorative fireplace is situated beneath a framed landscape image, enhancing the space.
Home in Jefferson City
4.89 out of 5 average rating, 192 reviews

The Teal House | 4 Bedroom

Centrally located house 5-minutes from the Missouri State Capitol. Spacious home with 4 bedrooms and two full bathrooms. Great outside space in the front patio and back porch. In the winter months there is a nice fireplace to keep cozy in the spacious living room. There is a working washer and dryer available as well. Plenty of space for eating with a table and a breakfast bar table.

Popular amenities for Osage County holiday rentals

  1. Airbnb
  2. United States
  3. Missouri
  4. Osage County