Holiday houses in Osage County

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Top-rated holiday rentals in Osage County

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Top Guest favourite
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
4.84 out of 5 average rating, 148 reviews

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.

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
4.8 out of 5 average rating, 114 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 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, 340 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 provides abundant natural lighting. 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 parking small cars. Drive: 15-20 min to Linn for supplies / 30 min to Jeff City / 5 min to public river access.

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
4.99 out of 5 average rating, 299 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.

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, 124 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, 98 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

Guest favourite
Home in Jefferson City
4.95 out of 5 average rating, 109 reviews

Capitol View Cottage

After a day of exploring Jefferson City, kick back and enjoy a game of pool, cocktails on the porch with a Capitol view, a private back yard, a meal around the table from the full kitchen, or a movie in the cozy living room. This house even has a loft space for the kids! There are two king bedrooms on the main level plus two full baths. The upstairs loft bedroom has two full beds and a futon. This is the perfect place for a family or a group of friends to relax and unwind.

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, 109 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 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, 507 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".

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, 106 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
Home in Jefferson City
4.98 out of 5 average rating, 176 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.

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, 103 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.

Popular amenities for Osage County holiday rentals

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