Holiday rentals in Osage Beach

Loft in Village of Four Seasons

4.98 out of 5 average rating, 57 reviews

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

5 out of 5 average rating, 80 reviews

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.

A spacious living area features a light-coloured sofa with decorative cushions, accompanied by a coffee table. Large sliding doors lead to a balcony, offering views of the lake. A dining area with a table for four is visible, with additional seating at the counter.

4.96 out of 5 average rating, 113 reviews

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.

The exterior of the cabin showcases a combination of wood and stone, framed by lush greenery. A covered entryway leads to the front door, which is flanked by large windows. A landscaped garden with colorful flowers is positioned near the walkway.

4.96 out of 5 average rating, 46 reviews

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.

4.85 out of 5 average rating, 13 reviews

The living room is filled with natural light from large glass doors, showcasing a cozy seating arrangement. A fireplace adds warmth, while a small side table holds a decorative item. A plant enhances the relaxing atmosphere, complemented by soft furnishings and a lamp.

Flat in Osage Beach

Captain Bob’s Boathouse, LOTO

**BOAT RENTAL ON SITE** Captain Bob’s Boat House is centrally located in Osage Beach, right across the street from Dog Days. Unique setup with Captain Bobs boat rentals right on the property. Take advantage of your off street parking, boat rental, Dog Days, and apartment all in one spot. Relax and watch the sunset on the west facing patio conveniently located on the 19 mile marker. With two bedrooms and two bathrooms, a full kitchen and laundry in the unit, you and your family will be returning

4.97 out of 5 average rating, 39 reviews

A single-story home with a neutral exterior is situated on a sloped lot. Steps lead from the ground up to the front entrance. The setting includes trees and a view of the lake in the background, enhancing the peaceful environment.

Home in Sunrise 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.

4.92 out of 5 average rating, 290 reviews

A charming cabin exterior is showcased, featuring stone walls and a red door. Two red benches are positioned on a stone passageway in front. Lush green grass surrounds the cabin, complemented by leafy trees in the background under a bright blue sky.

Cabin in Osage Beach

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.

4.84 out of 5 average rating, 43 reviews

Designer Waterfront! 2 pools & Boat slip

PRIME LOCATION! Close to EVERYTHING with 12x36 boat slip and amazing lake views! Two large Pools! Short drive to coffee, Target and hot spots like The Reserve, and Dog Days! You're in the middle of the Ozark action! Enjoy the lake and pools with outdoor dining table and TV. Feel at home in our beautiful fully stocked kitchen. Three comfortable bedrooms, each with an en-suite bathroom (2 kings, 2 queens). Its the perfect retreat for families or small groups! We would love to host you!

4.99 out of 5 average rating, 336 reviews

The modern three-story building features multiple balconies adorned with warm lighting. Steps lead to the entrance, and a serene outdoor area with gravel surrounds the structure. Nearby, additional buildings and a road are visible among the lush greenery.

Apartment in Lake Ozark

Lake of the Ozarks! Vacation Condo on the Strip-B

Welcome to Paradise City Unit B! The ONLY Nightly rentals on the HISTORIC Bagnell Dam Strip! Brand new 3 bed 2 bath vacation rental condos on the strip. Everything is brand new, fresh, clean and stylish. This unit can sleep up to 10. Enjoy the night life, car shows, boat shows, boat races, bike fest and everything else that this area has to offer! There are boat rentals, parasailing and jet ski rentals just steps from this unit. Close to shopping, entertainment, restaurants and more!

A fire pit surrounded by blue Adirondack chairs is positioned on a gravel area by the water. Soft lights reflect off the lake, highlighting the nearby docks and creating a serene evening ambiance. Trees frame the scene, enhancing the outdoor setting.

4.93 out of 5 average rating, 15 reviews

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.

A close-up view of a custom shuffleboard table, featuring a smooth wooden surface illuminated by built-in LED lighting. The shuffleboard pucks are positioned on the polished surface, emphasizing the game-ready setup. In the background, a lake view is visible through a nearby window.

5 out of 5 average rating, 49 reviews

Top 5%*Shuffleboard*Covered Patio*King Bed*65"TV

* Lakefront*Unobstructed Views*Newly Remodelled*New Furnishings*Lighted ShuffleBoard*65" Frame TV* New King Size Bed*Covered Patio*New Appliances*Updated Bathroom*High Speed Internet*Cable TV Traveling with friends or need more room to spread out? We’ve got you covered. Just downstairs, we also host a separate 2-bedroom, 2-bath unit with its own fireplace, covered patio, and the same incredible lakefront views — perfect for a group trip while still enjoying your own space.

An inviting outdoor patio features comfortable seating arranged around a fire pit. The space offers panoramic views of the lake and a vibrant sunset sky, creating an ideal setting for relaxation.

4.98 out of 5 average rating, 99 reviews

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!

Popular amenities for Osage Beach holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Osage Beach

A modern lakefront home is showcased, featuring multiple levels and expansive decks. Outdoor seating areas are prominently arranged on the upper deck, while the shoreline reveals a rocky beach leading to the water's edge. Lush trees surround the property, enhancing its natural setting.

4.91 out of 5 average rating, 33 reviews

Waterfront Retreat with Hot Tub & Stunning Views

4.88 out of 5 average rating, 24 reviews

Heart of Osage Beach – Sleeps 6

4.96 out of 5 average rating, 28 reviews

An aerial view showcases the waterfront home surrounded by trees, with a pool and outdoor seating area illuminated by soft lighting. A private dock extends into the water, providing direct access for swimming and fishing, while the serene cove enhances the peaceful atmosphere.

Home in Sunrise Beach

Lake Ozark Estate

5 out of 5 average rating, 9 reviews

A scenic waterfront view showcases a multi-story condo building situated behind boat docks. The structure features a light-colored façade and multiple windows. The calm water reflects the blue sky and fluffy white clouds above, providing a serene atmosphere perfect for relaxation.

Flat in Osage Beach

The Treehouse Loft

5 out of 5 average rating, 39 reviews

Adirondack chairs are positioned on a deck, overlooking a serene lake view framed by lush trees. A gentle breeze is suggested by the smooth surface of the water, and a boat can be seen in the distance, enhancing the tranquil ambiance.

Home in Sunrise Beach

Turtle Cove - Gorgeous Lakefront home + Hot Tub

A bright kitchen features a large countertop with seating for three. Modern stainless steel appliances and decorative accents are visible. A pendant light hangs above, and a small table offers a cozy spot for meals. The open design allows natural light to illuminate the space.

4.88 out of 5 average rating, 25 reviews

Cozy 1BR Condo - Pool & Wi-Fi

A modern kitchen and dining area features a circular table with six chairs and is illuminated by stylish pendant lights. Light wood flooring complements white cabinetry and black appliances. Large windows provide a view of the outside, enhancing the open and airy feeling of the space.