Holiday rentals in Osage

Treehouse 1- Private Hot Tub - Firepit- Pets

Nestled among the trees, On the Rocks is a luxury treehouse that promises an unforgettable escape to nature without sacrificing comfort or style. It offers a contemporary design feel with a private decks, hot tub, firepit, kitchen, and serene atmosphere, allowing guests to unwind and connect with nature in the utmost luxury. The Treehouses at Whiskey Woods offers two luxury treehouses to choose from for a getaway for two or grab friends to stay just next door. Our firepits offer seating for 4.

Chatham Cabin-Home of the Midwest Sunset!

Cozy cabin offers incredible lake views and lake access including boat dock with swim platform and swim ladder and fish sink and boat slips. Cabin includes a kitchenette with stove and all the kitchen essentials for cooking and staying in. Bath includes a 6 foot claw-foot tub w/shower. Nestled on a quiet lake road “Isle View” will not disappoint. Want to hike? We are close to Ha Ha Tonka State Park. Want to golf? We are one lake road over from Kinderhook golf course or Lake Valley golf course.

Cabin No. 2 @ The Old Swiss Village - Lake View!

Rustic charm + Modern amenities. Our 1930's Cabin rests atop one of the most sought after view corridor at the lake. Over 100 feet above the water offering views of lake views for miles and gorgeous sunsets. Nestled away in the wilderness, peaceful days relaxing. Located in the heart of Osage Beach for ease of access to everything you need. Adjacent to Michael’s steak house and wine bar! *We are dog friendly; please see specifics under House Rules.Pet must be approved prior to booking.

Luxury Home w/ Amazing Dock, Boat Slips & Slides

All Docked Out is a lake lover's dream destination! The home & dock were featured on The American Dream showcasing the enclosed tornado slide, standard dock slide, 20 foot jump platform and amazing swim and sun area. With three levels of living space, your crew can create life long memories with space to spread out at the end of a long day on the lake. The multi - level decks create enjoyment at the lake level with easy dock access or elevated views to take in the night lights. Book today!

Waterfront Condo Lake of the Ozarks~ Lazy Days Rd

Waterfront condo on beautiful Lake of the Ozarks!! This 2 bedroom 2 full bathroom condo has all comforts of home, with 2 pools, playgrounds and outdoor pavilions for you use. Along with docks you can fish from with fish cleaning stations for your convenience. We have parking for your trailer, a boat ramp at the complex and the Public Beach Launch ramp is very close by. We have a 12'x30' boat slip that can be reserved as well. Beach towels are provided, so is Charmin toilet paper!!

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.

Lakefront Cabin, Boat Dock, Private

Cabin at the Ozarks offers stunning views of the Lake of the Ozarks—perfect for weekend getaways, bachelorette parties, reunions, fishing trips, or group retreats. Tucked in a quiet cove at mile marker 28, enjoy fishing from the dock, swimming, sunbathing, or relaxing in the screened gazebo. Boat access available! Whether it's summer fun or cozy winter vibes, Osage Beach has something for everyone year-round.

Private Lakefront Cabin w/ Dock Access

Time travel back to the 1930's, and relax in our cabin that marries historical charm with exceptional access to both the lake and local attractions. Tucked away at the end of a private gravel road in a state park, this cabin offers a serene retreat with the convenience of nearby amenities. Ideal for up to 5 guests, it's a perfect blend of seclusion and accessibility.

Highly Ranked Lake Retreat Near Margaritaville!

This stylish, secluded & well located lower level condo is perfect for your lake getaway! We are in such a beautiful spot down in the woods and lakefront. This area is truly a special waterfront retreat but yet close to all of the excitement around Lake of the Ozark’s. Plan your trip today!