Holiday houses in Osage County

Farm stay in Holts Summit

4.92 out of 5 average rating, 256 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!

4.99 out of 5 average rating, 137 reviews

A *Spicy* Couples Getaway at DungeonJC!

DungeonJC is the ultimate retreat for adventurous couples who are looking for a truly unforgettable experience. Our 114-year-old brick bungalow has been completely transformed into a stunning, fully outfitted dungeon space that's perfect for indulging your deepest desires. Whether you're a seasoned kinkster or a curious newcomer, our immersive environment is designed to take your breath away. You'll be transported to a world of sensuality and pleasure, where every detail is crafted to inspire.

4.84 out of 5 average rating, 146 reviews

Cabin in Meta

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.

4.79 out of 5 average rating, 105 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

4.96 out of 5 average rating, 300 reviews

Home in Bonnots Mill

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.

4.99 out of 5 average rating, 233 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.

4.97 out of 5 average rating, 114 reviews

Home in Holts Summit

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.

4.99 out of 5 average rating, 149 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!

5 out of 5 average rating, 60 reviews

Tiny home in Linn

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.

Apartment in Jefferson City

4.83 out of 5 average rating, 138 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.

5 out of 5 average rating, 60 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.

4.91 out of 5 average rating, 151 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.

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Other great holiday rentals in Osage County

Home in Westphalia

5 out of 5 average rating, 4 reviews

Trudy's Inn

LisaRating, 5 stars9 months ago

We had our nieces wedding at a venue nearby this weekend. We were looking for something conveniently located to the venue and this place was the perfect place. It's a great space with so much character. It was clean, peaceful (we spend a lot of time on the balcony) and had everything we needed. We would stay again and definitely recommend!

4.61 out of 5 average rating, 18 reviews

Capital City 1920s Cottage; Available long term

GregRating, 5 stars3 weeks ago

it's a 100 year old home but is well maintained and definitely unique. Loved the porches and front cottage garden. Very pleasant stay.

4.94 out of 5 average rating, 33 reviews

The Big House

EmmaRating, 5 stars1 week ago

Host was extremely helpful! The big house was a great place to stay!

4.89 out of 5 average rating, 53 reviews

Charming Retreat in Jeff City

ScottRating, 5 stars2 weeks ago

We had a wonderful stay at Leila’s place! She was a fantastic host—super nice and very responsive throughout our trip. The house itself is a beautiful, older home full of charm and character. It was also in a great location, close to everything we wanted to see in Jefferson City. The home had all the amenities we needed for a comfortable and convenient stay. Highly recommend staying here!

Apartment in Jefferson City

4.64 out of 5 average rating, 11 reviews

Spacious open cozy studio apartment and courtyard

SarahRating, 5 stars1 week ago

It was lovely staying here, Barbara was very friendly and made me feel comfortable. Home was clean and I had everything I needed.

4.96 out of 5 average rating, 82 reviews

The Hobo Hill House

GinaRating, 5 stars1 month ago

Our stay was nice. It was easy to find, easy to enter, great parking area. The hosts both communicated quickly. We had an issue with the a/c not coming on the day we arrived. It was late and they said we could open the windows. They were concerned; I felt heard. There were 'welcome gifts' when we arrived.