Holiday rentals in Osage County

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Top-rated holiday rentals in Osage County

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Guest favourite
Farm stay in Holts Summit
4.92 out of 5 average rating, 290 reviews

The Bunk House

The Bunk House is an 8 by 12 foot shed with 3-4 bunks. There is a twin sized bed across the back, a bunk sized bed on each side and a plank to pull out to accommodate a fourth person in the middle over the walkway. With this adaptation, you have an 8 by 10 foot bed. We provide foam mattresses, sheets, blankets and pillows. There is an air-conditioner and a heater. Bucket toilet behind the bunkhouse. Fire ring available. No pets. The water is from our deep well - tested, certified and delicious!

Guest favourite
A cozy living room features soft beige sofas arranged around a wooden coffee table. Light wood floors and a stone fireplace complement the inviting decor. Windows with blinds allow natural light to illuminate the space, creating a welcoming atmosphere.
Flat in Jefferson City
5 out of 5 average rating, 59 reviews

Stately Duplex in Central Hub of Capital City

Enjoy the comfort of this wonderfully renovated turn of the century duplex. This beautiful 120-year-old, main-level unit is located within the heart of vibrant Downtown Jefferson City. Immerse yourself in the stunning architecture and charm of sidewalk coffee shops and local dining as you stroll through our historic Midwest City. Whether exploring nature on the scenic Katy Trail, visiting amazing local parks and museums or traveling for business, we welcome your weekend or extended stay with us!

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 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, 329 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
The exterior of the home features a welcoming covered entrance with double doors, and a white swing hangs from the porch. A neatly maintained lawn and pathway lead to the front door, while an American flag is displayed, adding a touch of character.
Home in Jefferson City
4.99 out of 5 average rating, 279 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, 118 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
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, 95 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 cozy living room is presented with a light blue sofa and a comfortable armchair. A round coffee table sits on a patterned area rug, enhancing the space. Large windows allow natural light to fill the room, while decorative curtains frame the views.
Home in Jefferson City
4.98 out of 5 average rating, 168 reviews

2BD, 1BA Home. 5-10 Minutes to anywhere in JCMO!

Welcome to The Yellow Brick Home, your cozy retreat in the heart of Jefferson City! Conveniently located near the Missouri River, Missouri Boulevard, downtown Capitol, and with quick access to Highways 63, 54, and 50, our home is the perfect base for exploring JCMO. Whether you're a family, friends, a State employee, a traveling professional, Katy Trail cyclist, or an eventgoer, this spacious getaway hosts up to four guests. Make lasting memories at The Yellow Brick Home!

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.
Flat in Jefferson City
4.91 out of 5 average rating, 44 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, 99 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.

Superhost
Flat 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
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, 95 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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