Vacation rentals in Osceola

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Top-rated vacation rentals in Osceola

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Guest favorite
Home in Sunrise Beach
5 out of 5 average rating, 10 reviews

31MM | Cove | Flat Yard | Dock | Float Mat | SUP

Welcome to Firefly Drift, a cozy waterfront cottage tucked away on a quiet, no-wake cove at the 31 Mile Marker on the lake's west side. The experience begins with a scenic drive as you leave the main road and wind through the trees toward the water. This charming 3-bedroom, 2-bath cottage sits on a rare flat lot with easy parking and a gentle walk to the private dock. Enjoy peaceful lake views, swimming, fishing, floating, and relaxing by the water with paddle board & lily pad! Bring your boat!

Top guest favorite
Cabin in Camdenton
4.95 out of 5 average rating, 332 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.

Superhost
A spacious living area features comfortable seating arranged around a coffee table, with a ceiling fan above. Large glass doors open to a private balcony, allowing natural light to fill the room. A mounted television and a fireplace add convenience and warmth.
Condo in Camdenton
4.75 out of 5 average rating, 12 reviews

Lake & Poolside Fun! Water-View Camdenton Condo

Wash all your worries away at this beautiful lakefront condo in Camdenton! This 2-bedroom, 2-bathroom vacation rental features a well-appointed living area, a private balcony overlooking the water, and a community pool perfect for those sunny Missouri days. Steps from the front door, you’ll find the Lake of the Ozarks where you can experience prime-time boating, kayaking, and fishing! For local adventure, be sure to check out Ha Ha Tonka State Park, conveniently located less than 9 miles away!

Guest favorite
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, 181 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 favorite
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, 298 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.

Guest favorite
Treehouse in Sunrise Beach
4.96 out of 5 average rating, 72 reviews

Treehouse 1- Private Hot Tub - Firepit- Pets

Escape to On the Rocks, a luxury treehouse nestled among the trees at The Treehouses at Whiskey Woods. Designed for couples, this stylish retreat blends modern comfort with nature, featuring a private deck, hot tub, firepit, full kitchen, and peaceful wooded setting. Dogs welcome! Traveling with friends? Book our second treehouse next door and make it a getaway to remember. Enjoy a short 10 min. hike on our property down to the waters edge where we have kayaks waiting! Seclusion & adventure!

Top guest favorite
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, 196 reviews

The Highland Bin at Haywire Acres, Highland Cows

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
Home in Sunrise Beach
4.94 out of 5 average rating, 135 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 favorite
The living area features wooden walls and ceiling, complemented by a cozy seating arrangement with a dark blue couch and accent pillows. A circular dining table sits on a patterned rug, while modern kitchen appliances are visible, creating an inviting gathering space.
Cabin in Lake of the Ozark
4.89 out of 5 average rating, 103 reviews

Little Black Dress

Romantic woodsy cabin located in Beautiful Lake of the Ozarks. Enjoy a fire by the fire pit just steps from your door. Take a short stroll to your waterfront area and a spacious shared swim dock “June Bug Dock”(290 foot steps to stairs leading down a hill ) . Relax on the spacious dock decking enjoy the lake views of the seasons. Did you know Lake of the Ozarks is part of the Ozark Mountains? It can be very hilly! Be careful, and cautious.

Guest favorite
A serene lakefront view showcases a private dock with a covered area for boating. Surrounding greenery provides a natural setting. Outdoor dining furniture is positioned on a spacious deck, complemented by a fire pit and pebbled areas creating a relaxed atmosphere.
Home in Camdenton
4.97 out of 5 average rating, 35 reviews

Oasis on Lake Ozark

Welcome to our beautiful lakefront home off of Linn Creek Cove on Lake of the Ozarks! Our 3 bedroom and 3.5 bathroom home is perfect for gathering families and friends. It's on a quiet private cove with a dock that lets you enjoy swimming, fishing, and relaxing on the water. Grab food and drinks nearby at Fish & Co. and Larry's On the Lake or enjoy your time at Big Surf or Ha Ha Tonka State Park.

Guest favorite
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, 256 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 favorite
The exterior of the house showcases a two-story structure with a balcony and large windows. A spacious lawn features a circular fire pit surrounded by several chairs, while colorful kayaks rest on the ground. Lush green trees provide natural shade.
Home in Sunrise Beach
4.98 out of 5 average rating, 131 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!

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