Holiday rentals in Osage

Sunrise at the Harbor

You're sure to enjoy your stay in this stylish lake front condo centrally-located at the desirable 21 MM in the heart of the Lake of the Ozarks. Located just off Hwy 54 in Osage Beach, lakefront restaurants and bars are minutes away by both land and water. Grocery stores and shopping are just down the road, and the condo is equipped with everything you could possibly need if staying in is your thing. The complex offers a pool, laundry facility, tennis/pickleball courts, and an on-site boat ramp.

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.

The Getaway!

You deserve a Getaway! Quiet condo located near everything. Feel free to stay in and enjoy the amazing views of the lake or adventure around the Ozarks. Start your morning on the patio with a cup of coffee, enjoy the sunsets with a glass of wine. We are conveniently located, located 10 min from grocery stores, great restaurants, and entertainment allowing you to explore the great attractions the lake has to offer. Two amazing pools, hot tubs, tennis courts, walking trails nearby, fishing.

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.

Recently Updated Waterfront Condo

This newly updated 1 bed/1 bath Condo sits on the 19mm of the Lake of the Ozarks. The master bedroom has a king bed with a 55 inch Smart TV. Living room has a queen sofa sleeper with a 55 inch Smart TV. Condo has a fully equipped kitchen. Contains all the towels and linen you’ll need during your stay. Complete with washer/dryer. The open deck area contains a patio table and chairs. This condo has all the conveniences of home plus a location just minutes away from family fun!

Top 5%*Shuffleboard*Covered Patio*King Bed*65"TV

* Lakefront*Unobstructed Views*Newly Remodelled*New Furnishings*Lighted ShuffleBoard*65" Frame TV* New King Size Bed*Covered Patio*New Appliances*Updated Bathroom*High Speed Internet*Cable TV Traveling with friends or need more room to spread out? We’ve got you covered. Just downstairs, we also host a separate 2-bedroom, 2-bath unit with its own fireplace, covered patio, and the same incredible lakefront views — perfect for a group trip while still enjoying your own space.

Cabin No. 7 @ The Old Swiss Village - Lake Front!

Rustic charm + Modern amenities. Our 1930's Cabin rests atop one of the most sought after view corridors at the lake. Over 100 feet above the water offering views of local Firework shows, gorgeous sunsets and a spectacular vantage point when there is activity on the lake. Nestled away in the wilderness, peaceful days and nights are many. Located in the heart of Osage Beach with nearby lake access, steak house and wine bar.

Lake Life Location with Serenity

Enjoy a peaceful and stylish stay at this unique lakefront condo in Osage Beach! Located just minutes from shopping, entertainment, and recreation venues, this 2-bed, 1-bath vacation rental provides a serene escape from the concrete jungle. Spend your days boating, fishing, jet-skiing, and more on the Lake of the Ozarks, then return home to relax on the deck. Make your next vacation one to remember at this central location!

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.

Cabin on the Creek, 120 Acres

Located at the confluence of two creeks, in real Missouri Ozarks, sits our Cabin. Quant and cozy, this old “hunting cabin” and surrounding land have much to offer. Within the 120 acres of private property, yours to explore, are numerous flowing creeks, ponds, springs, fields, and rolling wooded hills. All ready for your getaway.

Lake Retreat Near Margaritaville! Wow TOP 5%

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!