
Holiday rentals in Osage River
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Top-rated holiday rentals in Osage River
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The Overlook
Adventure awaits! Enjoy the best sunsets and night skies from high above the shores of Truman Lake. An unforgettable way to unwind! Perfect for romantic getaways, thrill seekers, and tourists alike. Protected forests surround the neighborhood and the historic "Hallmark town" of Warsaw is minutes away. A modern marina is just down the road. Great opportunities for relaxation and recreation abound with memorable times sure to be had! Ask about our romance/birthday packages and pet friendly stays!

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

Lakescape Romantic Retreat w/ Hammock - No steps!
"This is IT!" 3mm Million Dollar Main Channel Panoramic View, Walk-in Level Entry, Two 58" Roku TV's, King Sized Bed, Electric Fireplace, Screened-in Deck, Electric Blackstone Griddle, Salt-water Pool, Deck Furniture, Papasan Lounger, Keurig Coffee, 400mbps WiFi... and a hammock! The perfect retreat for couples, but big enough for a small family... we'd love to host you at Lakescape Romantic Retreat! We believe our condo checks so many boxes that you'll say, just like we did, "This is IT!"

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.

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.

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.

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

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".

Charming tiny home - Nova’s House
Reconnect with nature at this tiny home on a working horse facility. Enjoy sitting outside on the patio, starting a fire in the fire pit, or watching deer and turkey wander by. If you are so inclined to interact with horses, we offer both riding and ground lessons for beginners to advanced - Maplewood Farm has been in business for almost 30 years! Located just 5 miles from Fulton, MO and only 20 miles from Columbia, MO and easy access to I70 and Hwy 54

Secluded Stone Cabin w/ Wood-Fired Hot Tub
Peaceful and secluded retreat to unplug and unwind. This off‑the‑grid experience has no electricity or flushing toilets, we do provide the essentials: running hot water, an outhouse, all the firewood you will need and propane lighting. Stay includes access to a handcrafted, wood‑fired hot. Four-wheel-drive, or high-profile two-wheel drive vehicles are needed to get to the cabin. We must greet guests at arrival to show you how to use the propane lights.
Popular amenities for Osage River holiday rentals
Other great holiday rentals in Osage River

The Rory - A modern wine country retreat

Osage River Get-away

Willow Acres

Bird's Nest: Western-view A-frame, private dock

Twin Acres

Blue Heron HideawayRC*Eagles*Cliffside Lake views

Lakefront Villa w/Dock Sleeps 12 - August Deals

Cozy Woodland Cottage
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- Uranus Fudge Factory and General Store
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