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.

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.

Lake Views -Outdoor Amenities - Fire Pit -Location

Enjoy: ✅ Walking Distance to Restaurants, Outlet Mall & Grocery Store ✅ Lake Views ✅ 50 ft of Private Parking (easily fits truck, trailer, & boat OR 3 Vehicles) ✅ Minutes From Dog Days and Backwater Jacks ✅ Private Patio with Pergola ✅ Custom Corn Hole Boards ✅ Patio Dining Table (sits 6) ✅ Bonfire (w/ Firewood) ✅ Charcoal Grill ✅ 140+ Outdoor Lights Whether you're here for the lake life, nightlife, or a peaceful getaway, this is the spot for you! Book now for an unforgettable stay! ⛵🌅🐟

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.

5 Star Corner Penthouse with Million Dollar View!

The most STUNNING location for a relaxing lake getaway! Located in the recently built Waterside One, this luxurious condo features the best views on the lake. Walk in to your exclusive corner penthouse and find newly upgraded beds, furnishings, and decor! Our unit has three bedrooms and two bathrooms with a 12' x 34' boat slip and PWC slip! Waterside One is known for being in the heart of Osage beach while having the best views the lake has to offer!

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.