
Holiday rentals 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.

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

Hot tub, golf cart, kayaks/SUP with lake access!
✨Hot Tub+Golf Cart+Kayaks |Quiet Lake Escape Cairn Cottage is a cozy, vintage, one room stone cottage tucked into nature above the Osage Arm (69MM). Come slow down and enjoy the quiet side of the lake. Hot tub year-round, golf cart to the dock, and kayaks in season. A complimentary breakfast casserole, plus coffee and snacks, make mornings simple and relaxed. Not coming in summer? Check out our amenities slide that shares which amenities are available when. Reconnection is a reservation away!

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.

Hillsdale Haven-Charming 2BD,2BA
Unwind at Hillsdale Haven! Newly updated, this sunny home boasts multiple gathering spaces and is fully equipped for that "home away from home" feeling. Relax with your coffee in the sunroom or cozy up in the basement for a movie and games. Located on the west side of town, walking distance to Memorial Park. Easy access to the Capitol, Downtown, the Katy Trail and other attractions. Perfect for families, Katy Trail bikers, legislators, traveling nurses or anyone looking for a getaway.

Luxury Cabin Sleeps 6 w/ Hot Tub and Outdoor Movie
Welcome to our Beautiful Luxury Cabin in the Woods—more than just a place to stay, it's an unforgettable experience. Nestled on 9 private acres, this custom-built, Scandinavian-inspired retreat offers the perfect blend of comfort and adventure. While the property features just one other guest cabin nearby, there are NO SHARED AMENITIES, ensuring you have complete privacy during your stay. The cabin is near Onondaga State Cave Park, Meramec River, Float Trips, Wineries and local dining.

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 GrainBin, Highland Cows, Firepit
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.

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.
Popular amenities for Osage River holiday rentals
Other great holiday rentals in Osage River

Spacious Capitol Retreat | Family + Business Ready

Moonlight Ridge

The Den on Douglas

Best views in Rocky Mount

Elevated Woodland Escape

Peaceful Riverside Getaway

Treehouse 1- Private Hot Tub - Firepit- Pets

Lakefront w/ Dock, Hot Tub & Fishing
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- Ha Ha Tonka State Park
- Osage National Golf Course
- Bridal Cave
- Lake of the Ozarks State Park
- Seven Springs Winery
- Margaritaville Lake Resort Lake Of The Ozarks
- Lands End Condominium
- Miner Mike's Inc
- University Missouri
- Hahatonka Castle
- Stephens Lake Park
- Ozarks Amphitheater
- The Blue Note
- Bear Creek Valley Golf Club
- Uranus Fudge Factory and General Store





