Vacation rentals in Osceola

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Top-rated vacation rentals in Osceola

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

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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!

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!

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What guests are saying

Deer Creek Cabin, on 26 acres in the Ozarks

4.93 out of 5 average rating, 30 reviews2 weeks ago

The listing was just as listed. The location was quiet and peaceful. The instructions Kerry provide were helpful and we didn't have any issues getting into the cabin. The kitchen had everything we needed for meals. The coffee station had capacity for a pot or a single cup, which was nice for our sized group. We definitely enjoyed the wood burning fireplace, but weren't able to use the fire pit as it rained most of the weekend. Overall we were very comfortable and loved all the features the cabin offered.

Cabin in Union Township

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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.

Guest favorite

The bathroom features a spacious walk-in shower with clear glass partitions and modern fixtures. Two circular vessel sinks are positioned above a rustic wood and barrel-style vanity. Natural light enters through a window adorned with horizontal blinds, complemented by soft area rugs on the floor.

Home in Edwards

5 out of 5 average rating, 8 reviews

Rustic Hideaway

SeanRating, 5 stars5 months ago

Great place! Will stay again if back in the area!

Guest favorite

A serene lakefront view of the house nestled among tall trees, with a spacious lawn leading down to the water. The covered outdoor patio is visible, alongside two adirondack chairs placed near the edge of the lawn, providing a tranquil spot to relax.

Home in Roach

4.93 out of 5 average rating, 72 reviews

Lake House with Large Dock/Private Inlet/Boat Slip

AndrewRating, 5 stars8 months ago

This place was amazing . The dock the sound system the water, the covered patio. Each room has its own AC system

Guest favorite

Home in Gravois Mills

5 out of 5 average rating, 6 reviews

Waters Edge at Station 46

ScottRating, 5 stars8 months ago

If you’re looking for a lake home to get away to, this is the Place.

Guest favorite

A spacious wrap-around deck features multiple adirondack chairs, providing a relaxing area with views of the water. The scene is complemented by soft lighting from wall fixtures and a tranquil sunset reflecting on the surface of the lake.

Home in Sunrise Beach

4.88 out of 5 average rating, 40 reviews

Hideaway at Sunrise Beach-LOZ/ Crappie Cove!

DawnRating, 5 stars6 months ago

We enjoyed our stay at Shanan's lovely place; it was located in a peaceful area (except for weekend boaters, which is to be expected), had plenty of amenities and was overall very comfortable. We look forward to visiting the area and staying there again!!

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 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

Amazing Lake Home, 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