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.

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.

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!

Lake Life Reimagined -best location best view 17mm

Escape from the concrete jungle and rejuvenate your energy with a stay at this Osage Beach condo! Featuring a panoramic view of the Lake of the Ozarks from your very own deck, this 1-bed, 1-bath vacation rental is a modern retreat close to shopping, recreation, and entertainment venues. Spend the day cruising the coastline and enjoying water activities like fishing, jet-skiing, tubing, and more! Finally, head home for a pleasant evening of good food and quality time.

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.

Lakeside Stay for Two by Wet Feet Retreats

This private room and bathroom includes a queen bed, coffee maker, microwave, mini fridge, smart TV, fast Wi-Fi, and a portable fan for comfort. Please note: While the property is lakeside, THERE IS NO LAKE VIEW. Airbnb labels it as such due to its location near the lake. Just 10 minutes from H. Toads, Shady Gators, Lazy Gators, and 15 minutes from Bagnell Dam. Docknockers Bar & Grill is a short walk down the hill!

Ridge Top Meadows Guest Cabin

Relax in this beautiful private setting! This single-bedroom log cabin is located just minutes from Lake of the Ozarks, Ha-Ha Tonka State Park, Niangua River, and Ball Parks National. Amenities include full kitchen, bathroom with shower, queen bed, loft with twin mattress, dining table, Keurig coffee, TV (no cable) and DVD player, fire pit, picnic table, tent camping area, and hiking trail. No Saturday check in.

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.