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.

Lake views: Couple retreat/Family time/Remote work

Under new cleanership 9/1! Truly a guest favorite at the lake! If you're looking for the BEST VIEW of the main channel, you’ve found it! 1 bedroom, 1.5 bath, top floor condo with a loft and HUGE private balcony 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 lake views (mid May-mid Sept.) Boat+PWC slip May-Sept.

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.

Cozy Cabin | Private Dock • Quiet Cove • Fire Pit

Discover the quiet side of Lake of the Ozarks at Sunrise Cabin — a lakefront getaway. Nestled in a no-wake cove, our cozy cabin offers direct lake access and a tranquil atmosphere you won’t find in busier areas. 🛶 Private dock with swim ladder – perfect for sunbathing, fishing, or floating all day 🛏 1 bedroom with king-size bed + pull-out couch 🔥 Fire pit for stargazing and s’mores 🚗 4WD strongly recommended – access road is rough and steep in places. Parking for 2 vehicles. No trailers.

Lakescape Romantic Retreat w/ Hammock - No steps!

"This is IT!" 3mm Million Dollar Main Channel Panoramic View, Walk-in Level Entry, Two 58" Roku TV's, King Sized Bed, Electric Fireplace, Screened-in Deck, Electric Blackstone Griddle, Salt-water Pool, Deck Furniture, Papasan Lounger, Keurig Coffee, 400mbps WiFi... and a hammock! The perfect retreat for couples, but big enough for a small family... we'd love to host you at Lakescape Romantic Retreat! We believe our condo checks so many boxes that you'll say, just like we did, "This is IT!"

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.

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.

Free boat slip with stay! Inquire for details

Experience the sheer elegance of this condominium at Lake of the Ozarks! Whether you're embarking on a solo adventure, planning a family-friendly vacation, or seeking a romantic getaway, this unit promises to create lasting memories. Recently remodeled with all-new furnishings, this one-bedroom, one-bathroom retreat comfortably accommodates 1-4 guests.