Vacation rentals in Osceola

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Top-rated vacation rentals in Osceola

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Top guest favorite

The cabin's exterior is surrounded by lush greenery, showcasing a wooden deck that invites relaxation. The structure features a combination of wood and stone, with a sloping roof and large windows, allowing natural light to illuminate the interior.

Home in Pittsburg

5 out of 5 average rating, 13 reviews

Rocky Top Cabin

KerriRating, 5 stars8 months ago

We had an amazing time at the Rocky Top Cabin! The house was perfect for our weekend and even better than the photos. We brought our toddler and she had her own room (with blackout curtains! Perfect for toddler sleeping). It was very spacious and we felt right at home. The location was perfect for going down to the beach. Cheyenne was an amazing host and very responsive to our questions. We come to the lake every year and this will definitely be our new place to stay!

Superhost

A stone fire pit is surrounded by grass, nestled near the water's edge. The calm lake reflects the greenery of the wooded area that lines the shore, providing a peaceful backdrop. Nearby, a boat dock is partially visible, enhancing the serene outdoor setting.

Cottage in Edwards

4.85 out of 5 average rating, 20 reviews

Horse Shoe Hideaway

NateRating, 5 stars1 month ago

This was a great cabin. It was clean and quiet in March. We enjoyed the pellet grill and the patio. Be aware they let the water out of the lake in March and the boat ramp and dock are unusable. Brown Bend access (30 min) is the closes boat launch we found. Overall, a great stay!

Top guest favorite

A scenic view showcases a gently curving shoreline bordered by steep rocky cliffs. The calm waters of the lake reflect the clear blue sky, creating a harmonious natural landscape. Fragments of greenery are visible along the cliffside, enhancing the serene outdoors setting.

Home in Warsaw

5 out of 5 average rating, 30 reviews

T's Fish Camp-Near KK Island and Crappie Hotspots

Jim and FayeRating, 5 stars1 month ago

Loved our time at T’s Fish Camp. Stayed for 4 nights with my two boys and we enjoyed exploring the shoreline which was an easy walk from the house. Loved the enclosed porch for playing games and enjoying our meals, which included fresh fried fish on one of the nights. Beth and Kevin were extremely helpful and provided great recommendations. Would definitely stay again!

Superhost

A spacious back deck is shown, featuring several white Adirondack chairs positioned for lake views. Lush green trees surround the area, providing shade and a serene atmosphere. A private dock with a boat slip can be seen just off the shore.

Home in Stover

4.79 out of 5 average rating, 19 reviews

Private Dock: Spacious Lakefront Home in Stover

JuliaRating, 5 stars8 months ago

We really enjoyed our stay! The house was perfect for our group, and provided plenty of space for all of us! The lily pad and other water accessories were a huge plus. Like others have mentioned, the roads can get pretty steep and are gravel but overall they weren’t terrible. I’d stay here again!

Guest favorite

A private dock extends over the calm lake waters, featuring three lounge chairs positioned for sunbathing. The lush green tree line is visible in the background, while several boat docks are arranged along the shore, emphasizing the serene lakeside environment.

Cabin in Lincoln

4.92 out of 5 average rating, 13 reviews

Lake Front Cabin on Quiet Cove!

AlyssaRating, 5 stars9 months ago

It was comfortable. We dug into the DVD collection a bit, had a great time swimming on the lake, the neighbors cut down a tree and kept our bonfire loaded with wood. Everyone is friendly and neighborly, and we really love this little quiet nook on the water.

Guest favorite

A well-lit hallway features a carpeted staircase with decorative metal railing leading to an upper level. Smooth, light-colored flooring extends along the corridor, which has neutral-colored walls. Doorways to other rooms are visible, contributing to a spacious and inviting environment.

Townhouse in Stockton

5 out of 5 average rating, 27 reviews

The Traveler at Lake Town Estates

JohnRating, 5 stars4 months ago

As with our last stay - the accommodations were exceptional, and the service from the Hosts was outstanding...this will be the only place we'll ever consider staying while visiting our family in the area!! Thank you for an exceptional stay - and Gladys...as you and I discussed - when you are looking to expand - you have my contact info - I'd be delighted to discuss possible participation!

Superhost

A wooden deck extends from the house, offering a dining table with four chairs and a view of the water. Glass doors provide access to the interior, while a pathway leads to neighboring homes. Sunlight brightens the area, highlighting the serene surroundings.

Home in Gravois Mills

4.86 out of 5 average rating, 35 reviews

Quiet lake getaway perfect for family & friends

JustineRating, 5 stars9 months ago

loved our stay here. perfect location, clean, quiet. love the fact there are tons of games, lots of spices to cook with. Basically anything you could need. fridge wentput when we first got there. I Don't know how Amy did it, but, lowes showed up at 730 in the morning with a new fridge! we were so shocked that she got that done in the middle of nowhere! would 100% recommend this place!

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Popular amenities for Osceola vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Osceola

Top guest favorite

A tranquil garden setting is presented, featuring a circular brick pond surrounded by a variety of plants and colorful flowers. Lush greenery and trees offer a serene backdrop, while sunlight filters through the leaves, creating a peaceful outdoor atmosphere.

Home in Bolivar

5 out of 5 average rating, 39 reviews

Blue Ridge Bed and Breakfast

ChristianRating, 5 stars1 week ago

I had accidentally booked for one night instead of two, like I had intended. Keitha was extremely understanding, cleaning up our clothes and other items we had left out. She even stored them in a safe place for us to pick up when we were ready even though she had someone else booked for the night after our stay. I cannot say enough about how much I appreciated how she helped me out.

Top guest favorite

Cabin in Lincoln

5 out of 5 average rating, 28 reviews

Sunset cabin

MelissaRating, 5 stars1 week ago

Sal was very responsive with my messages from the start! He never made me feel as if I was a bother when I had questions and he gave pretty clear instructions on his page before we got there about the rules, instructions for the house and where everything was. when we got there it was very clean and had everything you need besides a washer and dryer. he even contacted me day of with additional instructions and had restaurants and site sees listed for you in the cabin. He filt the fridge with waters and left coffee, creamers and sugars for us. My best friend and I rented the cabin for the weekend for my birthday and I don't regret it. The only down side was our trip was for fishing, and most of the bodies of water were to rocky in the area due to low water levels, too many ppl or too much wind which Sal was not responsible for lol. All in all I would rent it again or recommend anyone to his cabin that will be staying in the area!

Guest favorite

An aerial view reveals a serene lakeside area featuring a small boat ramp leading to the water. The landscape is surrounded by lush green trees, with a pebble-covered shoreline and a spaced-out gathering area that includes several boulders. A vehicle is parked nearby.

Home in Stockton

4.97 out of 5 average rating, 39 reviews

Large lake home 1/2 mi. from boat ramp & dock

AshleeRating, 5 stars1 month ago

Everything was great. We failed to read instructions on how to lock front door and contacted the host. They happily replied with all requested information. We also noticed a couple of lightbulbs out and informed the host. She thanked us for sharing. My kids enjoyed the bunk room and also appreciated the snacks a lot .

Top guest favorite

Home in Sheldon

5 out of 5 average rating, 25 reviews

Peaceful Country Home near Sheldon, MO

ArminasRating, 5 stars2 weeks ago

Wonderful place, really liked the host and his communication skills. Can’t say anything bad about my stay! Will deffinitely choose it again if I’m staying somewhere around!

Guest favorite

A covered porch is highlighted by wooden beams and a picnic table adorned with a colorful tablecloth. View of the tranquil lake and lush greenery is visible, along with a swimming dock and boat slip in the background. Planters with flowers add to the inviting space.

Home in Climax Springs

4.89 out of 5 average rating, 9 reviews

Martin Cottage on the Lake

ChristopherRating, 5 stars8 months ago

We went for a family getaway. This place was perfect! It had everything we needed, down to a fully stocked kitchen with anything you would need to cook with. Our kids and dog had an amazing time. They absolutely loved the dock and the kayaks. The views of the lake were gorgeous day or night. Would absolutely stay again and would recommend. Beautiful scenery!

Guest favorite

A spacious deck overlooks a serene lake, framed by lush greenery. Outdoor seating is provided with a stylish red chair and additional chairs visible. A colorful sunset casts vibrant hues across the sky, enhancing the tranquil atmosphere.

Home in Climax Springs

4.93 out of 5 average rating, 29 reviews

Pet friendly, Water Toys, Dock, Game Room, 56 MM

JillianRating, 5 stars3 months ago

The place is beautiful and remote. Lots of cabins around but neighbors were quiet and the views were gorgeous. Tge game room was a big hit and we all gathered in there most nights. The kayaks and hot tub weee also very fun. Fully functional kitchen and plenty of room for the whole family. Highly recommend!

Guest favorite