Vacation rentals in Osage River

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Top-rated vacation rentals in Osage River

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Guest favorite

The living area features a comfortable couch and chairs positioned to face a large TV and lake view. Natural light fills the space through sliding glass doors that open to the balcony. A decorative table adds functionality to the cozy atmosphere.

Condo in Lake Ozark

4.96 out of 5 average rating, 118 reviews

End of summer getaway with the best lakefront view

If you're looking for the BEST VIEW of the main channel, you’ve found it! This 1 bedroom, 1.5 bath, TOP FLOOR CONDO with a loft has a HUGE PRIVATE BALCONY right on the water where you can nestle into a hammock and immerse yourself in views of summer SUNSETS and STARGAZE. Located on the desirable Horseshoe Bend—close to restaurants, bars, golf courses, & more! The complex also has a POOL WITH VIEWS OF THE LAKE (mid May-mid Sept). Boat+PWC slip (May-Sept). Still unsure? Check out our 100+ reviews!

Top guest favorite

An inviting space features rich textures and colors, with a plush red sofa and elegant black chairs. Decorative mirrors and ambient blue lighting create a unique atmosphere. The room includes artfully arranged accessories and a variety of equipment, enhancing the overall immersive experience.

Home in Jefferson City

4.99 out of 5 average rating, 140 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.

Guest favorite

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, 147 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.

Top guest favorite

An outdoor patio area features a large hot tub surrounded by a wooden privacy fence. Nearby, a dining set with four chairs is positioned beside potted plants. The backdrop includes a lush green landscape under a partly cloudy sky.

Home in Jefferson City

4.96 out of 5 average rating, 103 reviews

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

Guest favorite

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

4.96 out of 5 average rating, 305 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.

Guest favorite

The Bronze Gabel Cabin features a two-story structure nestled among trees, showcasing large windows and a spacious upper deck. String lights create a warm ambiance around the porch area, while the surrounding forest adds to the secluded atmosphere, inviting guests to relax outdoors.

Treehouse in Salem

4.93 out of 5 average rating, 102 reviews

*New Bronze Gabel Cabin

Crafting an Experience - Welcome to The Bronze Gabel Cabin. Tucked away in the Salem/Rolla area this 15 acre woodland is a unique getaway experience awaiting. Explore nearby Fugitive Beach, Current River & the beautiful Montauk State Park. A cabin highlight is the wrapped upper decking for an memorable outdoor movie night or relax with your locally roasted coffee. At night, sit around the fire pit & listen to the sounds of the Ozarks. The Bronze is one of its kind & a perfect couples retreat.

Top guest favorite

The sunroom features ample natural light from large windows, revealing views of the outdoors. Wicker seating, complemented by red accent pillows, surrounds a glass-top coffee table. White curtains frame the windows, enhancing the airy atmosphere of this inviting space.

Home in Jefferson City

5 out of 5 average rating, 122 reviews

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.

Top guest favorite

A modern cabin exterior is shown, featuring warm outdoor lighting and a combination of wood and metal materials. A spacious deck is accessible via steps, while a covered area with a grill and outdoor movie projector is visible on the side. Lush greenery surrounds the property.

Cabin in Leasburg

5 out of 5 average rating, 111 reviews

Luxury Cabin on 9 acres/Sleeps 6 with Hot Tub

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.

Top guest favorite

An outdoor seating area features a round, suspended chair with cushions, offering a panoramic view of the Gasconade River valley. Natural sunlight filters through the trees, casting soft shadows across the wooden deck.

Cabin in Dixon

4.99 out of 5 average rating, 120 reviews

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.

Top guest favorite

The exterior of the Grain Bin Cabin is showcased beside a tranquil pond, reflecting the cabin's metallic structure. Adirondack chairs surround a firepit on the grass, with picnic tables positioned nearby, creating an inviting outdoor space.

Cabin in Versailles

5 out of 5 average rating, 106 reviews

Beautiful Grain Bin Cabin, 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.

Top guest favorite

The structured exterior features a combination of dark paneling and warm wood accents. Soft lighting highlights the entryway, where two outdoor chairs are positioned. Surrounded by a manicured lawn, the residence reflects a harmonious blend of modern design and natural surroundings at dusk.

Home in Springfield

4.99 out of 5 average rating, 124 reviews

Hawthorn House

Escape to tranquility at our brand-new, upscale Scandinavian-inspired home nestled on 7.5 acres of pristine nature. Embrace minimalist elegance in our thoughtfully designed retreat, boasting sleek interiors flooded with natural light. Unwind amidst sweeping views of lush landscapes from expansive windows, or savor moments of serenity on the secluded outdoor porch. Experience a harmonious blend of modern luxury and cozy charm in this whimsical, nature-inspired retreat.

Guest favorite

A cozy cabin is nestled beside a tranquil pond, surrounded by lush greenery. Canoes rest gently on the bank, reflecting the trees and cabin in the calm water. The outdoor space features a porch with seating, inviting a peaceful retreat in nature.

Cabin in Holts Summit

4.94 out of 5 average rating, 463 reviews

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".