Vacation rentals in Osceola

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Top-rated vacation rentals in Osceola

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Top guest favorite
A sweeping view of green grass extends across the landscape, dotted with various trees in shades of green. In the background, fluffy white clouds create a soft contrast against the bright blue sky, enhancing the peaceful surroundings.
Farm stay in Paragould
5 out of 5 average rating, 43 reviews

Love Shack

This is a tiny barndominium. It has all the amenities you would need, granite counter tops, full living room, kitchen, laundry room & it’s tall ceilings give it an airy spacious feel. It is a peaceful sanctuary with lots of privacy but close to 2 of the largest cities in N.E. Arkansas. This is truly a little slice of Harmony placed on a beautiful rolling property. We got our listing name from the song but also because we are in close proximity to two wedding venues. No Hunting Allowed.

Top guest favorite
An outdoor deck features a mix of seating options, including a black metal table and chairs. A grill is positioned near the railing, with warm string lights installed above creating a welcoming ambiance. A large window provides views of the surrounding greenery.
Place to stay in Brighton
4.96 out of 5 average rating, 155 reviews

Gaga’s Getaway - Entire loft/bungalow

Gaga's Getaway is the ultimate place for a relaxing weekend. This cozy loft/bungalow is located in the town of Brighton, reminiscent of Mayberry from the beloved Andy Griffith Show. Although Gaga's Getaway is tucked away, city life is only 20 minutes away. In addition, this getaway is 30 minutes from Blue Oval City, 20 minutes from the naval base in Millington, and 45 minutes to downtown Memphis. Make sure to enjoy the southern hospitality and food you will encounter at the local eateries!

Top guest favorite
A serene view of the cottage is presented alongside a natural swimming pond-pool, surrounded by lush greenery and landscaping. A spacious deck is visible adjacent to the pond, with a pergola providing shaded seating nearby, framed by areas of well-maintained lawn.
Guesthouse in Jonesboro
4.98 out of 5 average rating, 318 reviews

Clearly Hidden Acres Cottage and Farm

Clearly Hidden Acres is a six-acre homestead located right in the middle of a quiet residential area in Valley View. The cottage shares the property with a main residence, three horses, chickens, cat and two dogs—and we welcome your pets, too. A queen-sized pull-out bed is in the Living Room. Please be aware that the natural swimming pond-pool is within the fence boundaries of the cottage. Children must be attended to AT ALL TIMES. There is a back entrance. Check in: 4pm Check out: 11am

Guest favorite
A wooden sign reading 'SUNSET' is positioned above a gravel pathway leading to a welcoming country home, surrounded by trees. The inviting entrance opens to a lush green landscape with floral accents and unobstructed views of the fields beyond.
Home in Crawfordsville
4.94 out of 5 average rating, 216 reviews

Sunset Ittelegna

Take it easy at this unique and tranquil getaway. Secluded, country home with lush gardens and saltwater pool. Sunset Ittelegna is just 20 minutes from Memphis, TN. Fully functioning mini kitchen and separate living space. There is a private drive dedicated to the freestanding home.You’ll enjoy sweeping views of the Delta and most breathtaking sunsets through a wall of floor to ceiling windows.Sunset Ittelegna offers privacy and comfort. Perfect for your getaway.

Top guest favorite
A modern kitchen is featured, with light-colored cabinetry and a spacious island at the center. Elegant pendant lights hang above, while stainless steel appliances and a coffee maker are visible. A window allows natural light to illuminate the area, complemented by decorative wall elements.
Home in Millington
4.99 out of 5 average rating, 121 reviews

The Cottage at Kerrville

A cozy 3 bedroom cottage in the historic community of Kerrville, Tennessee. Situated on 5 acres with plenty of room to roam. Newly renovated, fully furnished. Complete with kitchen, laundry room, and oversized shower with endless hot water. Beds are queen size with new memory foam mattresses and ceiling fans in each bedroom. Covered carport with well-lit exterior. Seven minutes from the Navel Air Station in Millington, and 25 minutes from Downtown Memphis.

Top guest favorite
The front porch is framed by a wooden railing and vibrant flowers in colorful blooms. A diverse array of plants, including purple and red flowers, is arranged in a stone planter, enhancing the welcoming entrance to the house.
Home in Jonesboro
4.96 out of 5 average rating, 301 reviews

Touch of Serenity Exec/Vacay 3 bed/2.5 bath

House on 7.22 acres, with woods out back and big front yard. We are midway between Jonesboro and Paragould, 10 min to NEA Baptist hospital, ASU, shops and dining. 5 min to Lake Frierson, 10 min to Lake Walcott. See pics for fish caught in these lakes. Entire house with 3 BR, 2.5 Bath, Den, LR, DR, Kitchen and Mudroom. There is a TV in Master bedroom and LR, wi-fi fiber optic internet 116mb/sec, and a deck w grill. Fire pit out back. Hike, bike, explore.

Guest favorite
A tiny house is shown with a green exterior, featuring a small porch and a white door. The surrounding area is landscaped with gravel and wooden railings, and trees provide natural shade in the background.
Tiny home in Atoka
4.87 out of 5 average rating, 82 reviews

Quiet & Cozy

This cozy tiny house is a true gem. It is located off hwy. 14 on the edge of Northern Shelby County. This tiny home sleeps 2 in a queen bed and 1 on a pull out sofa. Downtown Memphis, Stanton, and Brownsville are 25-30 min. away. Millington, Arlington, Covington, Bartlett, Atoka, Munford and Lakeland are 15-20 min away. This home is in the country surrounded by trees on 8 acres. The owners live on property. There is a pond with chickens and barn cats.

Guest favorite
The exterior of a spacious log home is depicted, featuring a large wraparound porch supported by muted stone columns. The roof is gently sloped, and multiple windows elevate the design. Surrounding greenery offers a serene atmosphere, while a stone wall partially encloses the property.
Guest suite in Lakeland
4.95 out of 5 average rating, 241 reviews

Log Cabin with Covered Bridge

Our property isn't just a place to spend the night, its a destination. A place to relax. We have been blessed to call this beautiful farmstead home for over 30 years. Upon entering the property you will traverse along the winding drive, rolling hills, across the lake on the covered bridge, and up the hill to the log home. Be sure to look around for the many deer, geese, ducks, turkeys, and other wildlife that also call our farm home.

Top guest favorite
The exterior of a modern house features a dark wooden facade with a gabled roof. Two large front windows frame the entrance, which is highlighted by a welcoming door. A small porch with two chairs provides a relaxed outdoor space, surrounded by trees.
Home in Osceola
5 out of 5 average rating, 12 reviews

Steel Bend–Caster | Modern 2BR Executive Home

Steel Bend–Caster combines modern comfort and refined design to create an inviting space for professionals and long-term guests in Osceola, AR. Just minutes from Big River Steel, Hybar Steel, and other industries this executive-level home is ideal for those seeking a peaceful, elegant alternative to hotels or crowded rentals.

Top guest favorite
A rustic exterior view of the barndominium showcases a covered porch with seating. Natural wood beams frame the entrance, and large windows are flanked by wooden panels. The landscaped yard includes green grass, creating a welcoming outdoor space.
Barn in Brighton
5 out of 5 average rating, 51 reviews

Velvet Peacock - 2BR/1BA country retreat

Get away from it all when you stay under the stars at the Velvet Peacock! Whether you are here for a couple of days or a couple of months… rest peacefully in our newly renovated Barndominium and wake up to sip your coffee on the porch with all the peaceful country sounds!

Top guest favorite
A long, paved driveway leads through a manicured landscape, flanked by lush greenery and mature trees. The pathway is bordered by neatly trimmed shrubs and grass, with a clear view of the home set against an open sky.
Guesthouse in Osceola
5 out of 5 average rating, 31 reviews

Mahase Guest House

Enter through the red door, then kick back and relax in this peaceful and stylish space. The guesthouse is located on our country property with a view of majestic oaks and beautiful pecan trees. It includes it's own private drive way with space for two cars.

Superhost
A modern living room showcases a sleek seating area with black and white furniture. Blue LED lighting enhances the space, highlighting the contemporary design. A large mirror reflects an adjacent hallway, adding depth to the room. Abstract wall art complements the overall aesthetic.
Home in Blytheville
4.92 out of 5 average rating, 24 reviews

WrightWay Oasis

This stylish 3 bedroom, 1 bath home is conveniently located within minutes to Nelson Park, Main Street, US 61 and I-55. The WrightWay Oasis is the Perfect Home for group trips and huge gatherings.

Popular amenities for Osceola vacation rentals

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  2. United States
  3. Arkansas
  4. Mississippi County
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