
Holiday houses in Osage River
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Top-rated holiday rentals in Osage River
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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.

Yeary Farms Milt's Place with Private Beach!
An Ozark Oasis in the middle of a working cattle ranch, this custom designed home offers deluxe comfort. With multiple decks, porches and views out every window, this home is the perfect getaway for romantic retreats, family and friends to relax and make memories, artists and writers to host workshops or retreats, or even the single person to just get away from it all. Good dogs welcome, $35 per dog per week, fee collected separately at time of check in. Look for Yeary Farms site for more info.

The Grainery with Hot Tub
Welcome to the Grainery! This is a uniquely built grain bin for four, tucked in the edge of the forest in the Ozark Hills. Bring along your smores and enjoy roasting them over a beautiful wood fire and count the stars as you relax in a soothing spa. Need more space, bring an RV with full hook up available for an extra $50 a night. We hope you have a peaceful and enjoyable stay in God’s creation. If The Grainery is not available check out our neighboring Airbnb called The Silo Suite & Jacuzzi.

Modern Farm, Hot Tub, 3 King Bed
Hidden Gem like no other! This beautifully decorated, private home, sits in a quiet residential area and boasts 3 King Bedrooms, 3 Baths, a large Rec area downstairs, outdoor patio and Large Hot Tub with privacy fence. The kitchen is fully stocked for a feast. Located on the South Side, with easy access off Hwy 179, you have easy access to anywhere in the city. Also conveniently located 35 miles from Columbia, and 40 miles from the Lake of the Ozarks. Close to Katy Trail, Wedding Venues

Osage River Cottage
Unwind at this peaceful retreat nestled along the Osage River. Enjoy quiet mornings and cozy evenings by the campfire, or take in the beautiful river views from the spacious deck. This serene getaway is perfect for relaxing with family and friends. Pets are welcome for an additional fee, with a fenced-in area for them to roam safely. Conveniently located just 10 minutes from Jefferson City and 15 minutes from State Technical College in Linn, you’ll enjoy both seclusion and easy access to town.

Treehouse 1- Private Hot Tub - Firepit- Pets
Escape to On the Rocks, a luxury treehouse nestled among the trees at The Treehouses at Whiskey Woods. Designed for couples, this stylish retreat blends modern comfort with nature, featuring a private deck, hot tub, firepit, full kitchen, and peaceful wooded setting. Dogs welcome! Traveling with friends? Book our second treehouse next door and make it a getaway to remember. Enjoy a short 10 min. hike on our property down to the waters edge where we have kayaks waiting! Seclusion & adventure!

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.

Luxury Couples Retreat with Hot Tub and Sauna
Welcome to Our Beautiful Couples’ Retreat “The Sunset Cabin” Nestled on 9 acres of private property. While the property features just one other guest cabin nearby, there are no shared amenities, ensuring you have complete privacy during your stay. Our modern yet cozy cabin was designed with one purpose relaxation and togetherness. Whether you’re celebrating a special occasion or simply escaping the noise of everyday life, this private retreat invites you to slow down and truly reconnect.

Cabin in the Sky
Take it easy at this unique and tranquil getaway overlooking the breathtaking Gasconade river valley. This cabin has many features and was specifically designed to accommodate the view. Large outdoor space with dining table, grill and extra seating. Close proximity to Fort Leonard Wood. Also minutes from public boat ramp and public hunting land. Interior features Wi-Fi-,full kitchen, laundry. Family friendly--kids are welcome. Several family-friendly activities nearby in St. Robert.

Emerald A Lakefront w/ Hot Tub
Welcome to our Lakefront Oasis at the beautiful Lake Ozark! Experience the epitome of lakeside in our stunning, stylishly decorated house that's perfect for four guests. Nestled on the serene shores of the Lake of the Ozarks, this tranquil retreat promises an unforgettable getaway. Whether you're seeking a romantic escape or a family-friendly vacation, our Lakefront Oasis offers the ideal setting to create lasting memories. Take advantage of our boat slip and bring your boat along!

Out On A Limb Treehouse
A unique Treehouse, 6 miles from Hermann, MO, offers a luxury escape with stunning views and sunsets. Perched on stilts by Daniel Boone Conservation Area, enjoy tranquility, hiking, and wildlife. Relax in a king-size bed beneath skylights, soak in a tub, or unwind in the hot tub and firepit. Just a mile from the Katy Trail, perfect for cycling or relaxing. Explore Hermann’s wineries, shops, and events. Transportation available from Hermann Trolley, Uber & Lyft. Sleeps 2 adults.

The Highland Bin at Haywire Acres, Highland Cows
Welcome to our charming boho-inspired Grain Bin Cabin, the Highland is ideal for 2-3 adults or 2 adults and 2 smaller children. Upstairs, you'll find a comfortable king bed in the loft, while downstairs features a cozy futon in the main living space. The full kitchen is equipped with everything you need. Full Bath with a walk-in shower downstairs. Experience a serene countryside getaway with breathtaking sunsets and peaceful surroundings, just moments away from Versailles.
Popular amenities for Osage River holiday rentals
Other great holiday rentals in Osage River

Osage River Get-away

Secluded Cove on Lake! Hottub! Private Slip/Dock!

Willow Acres

Artsy Vintage+Farm Fresh Eggs+EV Charge

Brand NEW Luxury Rustic Stay-2813

“Sandy” one of the 5 Tiny Cabins on Osage River

Lakegaze Chalet - Amazing View/Incredible Fun!

Lakefront Home on the Point
Destinations to explore
- Ha Ha Tonka State Park
- Osage National Golf Course
- Lake of the Ozarks State Park
- Margaritaville Lake Resort Lake Of The Ozarks
- Lands End Condominium
- Bridal Cave
- Seven Springs Winery
- University Missouri
- Miner Mike's Inc
- Hahatonka Castle
- Ozarks Amphitheater
- Stephens Lake Park
- The Blue Note
- Uranus Fudge Factory and General Store
- Bear Creek Valley Golf Club
- Missouri State Penitentiary





