Holiday rentals in Osage Beach

Cozy Loft on Treetop Cove

Indulge in a luxurious getaway at this spacious and cozy 840 sq. ft. Treetop Village private loft, nestled in the Village of Four Seasons—one of Lake's most coveted areas. Sleep in luxury Cariloha sheets. Relax in our lakeside private hot tub or paddle the cove in kayaks. Swimming pools & pickleball court 1-minute walk. New Aquatic & Fitness Center, with an indoor pool 1/4 mile away. Enjoy walks in our 25-acre forest-like community. Perfect for a romantic escape or unforgettable family adventure

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.

Cozy Lakefront Condo, Amazing Lake View! 2bd/2bath

This stunning lakefront condo, located at the 17mm in the heart of Osage Beach, offers both convenience and comfort with its tasteful updates and stunning lake views. You will have seasonal access to 1 heated pool that opens May 1, and 2 lakeview pools that open May 15. You can also enjoy the tennis/pickleball/basketball court open year round. Being conveniently located to wineries, restaurants, activities and much more, makes this an enjoyable and relaxing lake retreat for you and your family.

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.

The Cozy Captain

This one-bed 475 sq ft waterfront home offers stunning views on prime waterfront, it comes complete with a 2 well doc (one boat lift 8000 lbs, both 10 feet wide by 30 feet long), 2 PWC lifts as well as 2 kayaks. Private, cozy little cabin originally built in 1945. It's an ideal location to enjoy beautiful Lake of the Ozark's. The updated cabin is close to restaurants, shopping, boat launches, and golf courses. Queen bed, full sofa sleeper and a twin XL in the loft. Small bathroom has a shower.

Lake Views -Outdoor Amenities - Fire Pit -Location

Enjoy a prime Osage Beach location with restaurants and a grocery store within walking distance, plus quick access to waterfront favorites like Dog Days and Backwater Jacks. The outdoor space features lake views, a private patio with pergola, dining table for six, custom cornhole boards, charcoal grill, and a bonfire area with firewood included. Over 140 outdoor lights create a warm evening atmosphere, and 50 ft of private parking easily fits a truck, trailer, boat, or up to three vehicles.

Hot Tub Hideaway in Margaritaville Resort

Escape to this stunning, centrally located cabin with 3 separate lakeview decks. Perfect for entertaining, the spacious interior is ideal for gathering with loved ones and making unforgettable memories. Unwind in the bubbling hot tub while soaking in the serene natural beauty of the Lake of the Ozarks. Located just a stones throw away from a plethora of amenities such as pizza shops, bowling alleys, fine dining, and an indoor waterpark! Come spend your getaway in the best part of Osage Beach!

Sunny Waterfront Retreat

🍂❄️🌸 Sunny Waterfront Retreat – Year-Round Lake Getaway with Private Dock! Welcome to your perfect lake escape! Whether chasing colorful fall sunsets, a cozy winter retreat, or spring & summer on the water, this newly renovated lakefront home has everything you need! Prime location 18-mile marker, from the dock you can see Dog Days, the Shootout & the new Oasis Amusement park. Close to Backwater Jacks, State Park, 1932 Reserve! Short drive to Bagnell Dam Strip, Osage Beach & golf courses.

Tan-Tar-a Resort Home

LOTO Vacations presents this Perfect Vacation Getaway located in the Margaritaville/Tan-Tar-a Estates in Osage Beach close to MM26. 3 beds/3 bath/Sleeps 8 with a fully equipped kitchen, dining, living room & 4 Seasons room with an interior lake view! Completely Remodeled Inside! 2 pools for renters to use & Margaritaville amenities at with a price. Easy access to Margaritaville Resort, restaurants, etc. Close car ride to Ozark Distillery, Redheads, Shorty Pants, Landshark, Golfing & MORE!

The Osage Waterfront Oasis - Sleeps 16

Nestled in the heart of Osage Beach, Missouri, The Osage Waterfront Oasis offers the ideal blend of relaxation and convenience. Whether you're here for a weekend escape or a longer lakefront retreat, our centrally located home places you just minutes from some of the most popular dining and entertainment spots in the area - including Redhead Lakeside Grill, Shorty Pants Lounge, the Iconic Margaritaville and the lively Yacht Club. Our cozy space is perfect for families or small groups.

Cabin No. 4 @ The Old Swiss Village - Lake Views!

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 at the state park, steak house adjacent to property and a 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!