Holiday rentals in Osceola

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Top-rated holiday rentals in Osceola

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Cabin in Camdenton
4.94 out of 5 average rating, 319 reviews

Chatham Cabin-Home of the Midwest Sunset!

Chatham Cabin offers incredible lake views with lake access including our 6 well dock that has a swim platform and ladder, fish sink and picnic table. The cabin includes a kitchenette with stove/oven-and all the kitchen essentials for cooking and staying in. The bathroom includes a 6 foot claw-foot tub w/shower. Nestled on a quiet lake road “Isle View” will not disappoint. We are close to Ha Ha Tonka State Park, Kinderhook and Lake Valley golf courses, Ball Park National’s and the Amphitheater.

Guest favourite
A blue cabin is positioned among trees, with a stone foundation and deck. A Weber Grill is placed near the entrance. A pathway leads to the lake, where a dock and boats are visible in the background, creating a serene lakeside setting.
Cabin in Camdenton
4.89 out of 5 average rating, 172 reviews

Lakeside Cabin #2 at Fisherwaters Resort

Welcome to Fisherwaters Resort; a special place where you'll travel back in time to one of the last original Mom & Pop resorts at the Lake of the Ozarks. Located at the 10 MM of the Niangua Arm, you'll enjoy peace and quiet on wooded land with amazing views of the lake. Cabin 2 is a studio space with room for 4 guests. Space includes a queen bed, galley kitchen, full bath, queen sleeper sofa & covered porch. You can enjoy a great weekend or longer stay in this hand built, one of a kind cabin.

Top guest favourite
A comfortable living area features a light-colored sofa and a round side table. Large glass doors provide a view of the lake and connect to a private balcony. The space is bright, with soft lighting and decorative wall art enhancing the atmosphere.
Apartment in Camdenton
5 out of 5 average rating, 18 reviews

Stunning Waterfront Condo

Welcome to our beautiful waterfront condo! Nestled on the shores of Lake of the Ozarks, our condo offers breathtaking lake views and direct access to the water. The open-concept living area is designed for relaxation, with large windows that frame stunning views of the lake. Enjoy the screened in private balcony for your morning coffee or an evening glass of wine while taking in the picturesque scenery. Whether you're looking to relax or embark on an adventure, this is the ideal spot for you.

Top guest favourite
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
4.92 out of 5 average rating, 293 reviews

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.

Top guest favourite
Home in Camdenton
4.95 out of 5 average rating, 73 reviews

Visiting the Lake Area Single Level Comfort 5-64

Your near-by lake adventures await at this single-story Lake of the Ozarks vacation rental, located near the Niangua Bridge north of Camdenton, the Cavebar, Captain Rons, and The Tavern at Trails Inn! This secluded 2-bedroom, 2-bath house features a screened porch that’s surrounded by nature views, an electric grill, and a deck with seating. During your stay, check out the Ozarks Amphitheater, hit the greens of the Lake Valley Golf Club, or take the kids to the Big Surf Waterpark.

Top guest favourite
The exterior of the Grain Bin Cabin is showcased beside a tranquil pond, reflecting the cabin's metallic structure. Adirondack chairs surround a firepit on the grass, with picnic tables positioned nearby, creating an inviting outdoor space.
Cabin in Versailles
4.99 out of 5 average rating, 173 reviews

The Highland GrainBin, 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.

Superhost
A spacious screened-in porch features a round table with four metal chairs. Lake views are visible through the large screens, surrounded by tall trees. A charcoal grill and two propane tanks are present, enhancing outdoor dining possibilities.
Home in Sunrise Beach
4.93 out of 5 average rating, 123 reviews

Amazing Full View of Cove - Privacy - Relaxation

Looking for privacy, peace and quiet, and a great view? You've found the right home! Is this the best view on the lake? We're biased but it's definitely one of the best for the price! This is not a lake front property but it's elevated above all of the houses in front of it so you will still feel like you are on the lake. In the morning when the sun rises and bounces off the lake it might give you goose bumps. After 3 years of owning this house I still get them.

Guest favourite
Home in Camdenton
4.89 out of 5 average rating, 73 reviews

The Cove Retreat

Hello and welcome to The Cove Retreat! The Cove is a peaceful, family-friendly location with many things to do. We welcome you to swim, kayak, fish, and most of all, relax! You are just steps away from your own private dock or minutes away from local restaurants, bars, and attractions. The Cove Retreat is able to comfortably host up to 6 people, complete with a fully functional laundry room. We hope you enjoy your time and unwind here on the Lake of the Ozarks!

Top guest favourite
Home in Osage Beach
5 out of 5 average rating, 21 reviews

One Level Ranch Home- Tan-Tar-a Estates!

Charming Lake Retreat 1 Level in Tan-Tar-a Resort! Relaxing retreat just minutes from all entertainment that Osage Beach. 2 Bedrooms-2 Queen beds in each room | 2 Bathrooms - Private patio - Parking at the front door - Peaceful wooded surroundings - Next to Margaritaville Lake Resort - *Amenities for additional $$:* Indoor water park - Restaurants/bars - Marina with boat rentals/lake activities - Golf Course, Tennis courts, spa, and full resort amenities!

Guest favourite
A two-story home sits amidst natural surroundings, featuring a stone façade and wooden decks. Adjoining the property are white chairs on the lower deck, and a hot tub is located beside them. A paved pathway leads up to the entrance, framed by trees and grass.
Home in Sunrise Beach
4.9 out of 5 average rating, 249 reviews

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!

Top guest favourite
Home in Sunrise Beach
4.98 out of 5 average rating, 115 reviews

Dock Holiday~Lake Escape w/Dock+ Firepit+Kayaks

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!

Top guest favourite
An aerial view captures the layout of the resort, showcasing multiple buildings, a sand volleyball court, and a sparkling pool. Lush greenery surrounds the areas, while pathways connect the amenities, including dining options and recreational facilities, enhancing the inviting atmosphere.
Cottage in Camdenton
4.94 out of 5 average rating, 127 reviews

Kay's Cottage on Hole #16

Book your private cottage at award-winning Old Kinderhook! Enjoy pools, golf, dining, and more. Convenient to Ha Ha Tonka State Park, Bridal Cave, and Ozark Amphitheater. Book your Lake of the Ozarks getaway today! The skating rink will open Nov 28th. Also the hockey tournaments will begin on December 1st. They will be held every Sunday and Thursday. From 8:00 to 10:00 pm

Popular amenities for Osceola holiday rentals

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