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.

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
4.95 out of 5 average rating, 331 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.

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, 95 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
4.99 out of 5 average rating, 284 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
4.97 out of 5 average rating, 119 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.

Top Guest favourite
A spacious living area showcases a retro-themed interior with orange sofas and decorative accents. A cozy fireplace is flanked by plants and a television. A coffee table with magazines sits centrally, while shelves display various items against a textured wall.
Apartment in Jefferson City
4.92 out of 5 average rating, 51 reviews

The Lava Lounge - Hip 70s Vibe

Enjoy this large walkout basement studio apartment that will take you back in time. Nostalgia galore, this studio features an electric and bass guitar as well as many artifacts from the 70's. This space is in our basement and has a private entrance in our fully privacy fenced backyard with a covered porch. Well behaved dogs welcome. Kitchenette includes fridge, toaster, air fryer, microwave, and coffee maker. Perfect for a quick couple's getaway or a single traveler.

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
4.99 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.

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, 496 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
4.85 out of 5 average rating, 101 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.

Superhost
A well-equipped kitchen features light blue cabinets with ample storage. A round dining table with metal chairs is positioned beside a window, allowing natural light. Cooking appliances, including a stove and oven, are visible, alongside a sink and organized dishware on the shelves.
Apartment in Jefferson City
4.83 out of 5 average rating, 158 reviews

Family-friendly Apartment Near Capitol Building

This second story apartment for 4 has 2 bedrooms, 1 bathroom, fully-equipped kitchen, and a living room with view of the Capitol, which is less than 1 mile away! Enjoy shops like Three Story Coffee, Central Dairy, or Ice Cream Factory (all within walking distance) while exploring local favorites like downtown JC, Katy Trail, the Capitol, or Runge Conservation. Our area is a fun, urban spot close to historic downtown.

Top Guest favourite
Home in Jefferson City
4.98 out of 5 average rating, 170 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.

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, 180 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

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