Family-friendly holiday rentals in Osage

Fantastic Water View Dock Slip Availibilty

Harbor Point is the place to be on the 21 MM. This adorable 1 bd/1bath unit includes a 10x26 dock slip. Arguably the BEST price in the complex! Relax on your covered porch with comfy porch seating, see the boats and hear the sound of summer! This complex offers a clubhouse, outdoor pool (May-Oct), laundry facilities, pickleball courts and a boat ramp. Great for relaxing or fishing tournaments. Has a boat launch and trailer parking on site. Harbor Point is close to restaurants by land and water.

Nature's Mood Glamping

Nestled off Hwy 54 at Lake of the Ozarks, by Millers Marina. Our glamping site offers a serene escape from the busy strip. A 36' camper features a queen-size bed in the main bedroom, bunk beds, and a pull-out sofa bed. Stay connected with Wi-Fi and two streaming TVs. The kitchen has a fridge and stove. Outside, enjoy a swing set, horseshoe pits, dart board and bean bag toss. Gather by the campfire or dine at the picnic table with a BBQ grill. Unwind on outdoor seating or go on a scavenger hunt.

Cozy Scenic Ozark Cabin Lazy Day Retreat | Pets OK

Welcome to our cozy cabin retreat! This quaint, Ozarks cabin is conveniently located directly off of Highway 54, within a mile from Lake Ozark, Harley Davidson, and Lake Regional Hospital. Whether you are visiting Osage Beach to enjoy Lake Ozark, hike a beautiful trail, attend an event, or get away on a fishing retreat - this zen Ozark cabin is located near it all. State parks nearby include Ha Ha Tonka, Lake of the Ozarks, Rocky Top Trail. (We love hiking!) *Please read House & Pet rules*

Fabulous Margaritaville Lake View Home!

Enjoy stunning lake views from this beautiful private home! Featuring abundant natural light, it offers a main-level bedroom with a king bed and 2 lower-level ensuites, each with 2 queen beds—perfect for families & friends. The fully stocked kitchen has everything you need plus washer & dryer. Located next to Margaritaville, you'll have access to most amenities (some with fees) plus tons of nearby bars, restaurants, and shopping. Plus, the Oaks Golf Course is only a five-minute drive away.

Cabin No. 5 @ The Old Swiss Village - Lake View!

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 lake views for miles and gorgeous sunsets. Nestled away in the wilderness, enjoy peaceful days and relaxing nights with a large deck and open concept living area. Located in the heart of Osage Beach for ease of access to all of the hot spots while in a private community. Adjacent to Michael’s Steak Chalet and Wein House wine bar!

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!

Game Room, Kayaks, Paddleboards, Restaurant Nearby

A new addition at the Lake of the Ozarks, this 3,243 square foot, 5 bedroom, 3 bath waterfront house, is located off the lakes main channel near the 24 mile marker, nestled at the end of Little Kinchlow Hollow Cove in a no wake zone. Located in Sunrise Beach, you're a 10 minute walk (or 3 min drive) to Paradise Restaurant and Bar for dining and entertainment. This home is close to lots of activities on the lake & quick land access to local restaurants and stores.

Treehouse 1- Private Hot Tub - Firepit- Pets

We are The Treehouses at Whiskey Woods—two luxury treehouses aimed at couples seeking seclusion, comfort, and adventure. On the Rocks blends modern style with nature, featuring a private deck, hot tub, firepit, kitchen, and peaceful wooded setting. Dogs are welcome! Traveling with friends? Book our second treehouse next door for an unforgettable group getaway. Take a scenic 10-minute hike to the water’s edge, where kayaks await. Your private escape starts here!

Ozarks Themehouse! Arcade, Games, Views

Welcome to the Lake of the Ozarks’ first Themehouse! This five bed, three bath lake view home will time warp you back in history. It is within the Tan-Tar-A Estates which is adjacent to the Margaritaville Resort. Any stays 28 days or longer will require any guests 18 years old or older to complete a background check, credit score check, and sign a lease agreement. All payments are made through AirBNB.

Blue Hippo Haven

Well maintained 3 bedroom, 2 1/2 bathroom open-concept home set in a deep water, no wake cove near mile marker 31. Boat slip available for renter's use on private dock with great fishing opportunities. Peaceful setting not far from shopping with all paved roads. Near to many lake entertainments (restaurants, bars, etc.) by both water and road. Perfect get away for couples and families!

Lakefront | Dock • Sleeps 12 • Kayaks • Firepit

Welcome to Dock Holiday—your perfect Lake of the Ozarks escape! This lakefront home sleeps 12 and sits just steps from the water in a wide no-wake cove off the main channel. Enjoy a private dock with 10x24 boat slip, kayaks, and a large firepit for s’mores under the stars. Great parking with additional space for a boat trailer. Close to Papa Chubby’s, Larry’s, Fish & Co. and more!

Aframe 34 ~ Lake Front ~ Dock ~ Hot Tub ~ Fire Pit

Experience the best the Lake of the Ozarks has to offer in this unique and updated A-frame cabin. Great location - situated at mile marker 34, in a no-wake deep water cove with views of the main channel. This home has been carefully curated to combine the best of todays amenities while preserving the retro appeal of this classic a-frame.