Vacation rentals in Osceola

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Top-rated vacation rentals in Osceola

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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, 154 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, 313 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

Top guest favorite
An open living area features a spacious sectional sofa and a light wood coffee table, complemented by modern wooden chairs. The vaulted ceiling enhances the sense of space, while large windows allow natural light to illuminate the room. A dining area and kitchen are visible in the background.
Home in Mud Island
4.93 out of 5 average rating, 176 reviews

Memphis & The Mighty Mississippi

Discover the perfect blend of style, comfort, & convenience in this fantastic, 2 bed, 2.5 bath house. Immerse yourself in the mid-century modern vibes of this completely updated gem. A king bed in each bedroom. The open layout seamlessly connects the kitchen, living room, and dining area, creating a welcoming space for relaxation and socializing. It's the perfect setting for creating lasting memories. Please note: No parties. All people entering the house must be on the reservation.

Top guest favorite
A well-appointed kitchenette features a vintage refrigerator and wooden shelves displaying various kitchen items. A small round table and a single chair are positioned on a patterned rug, while natural light fills the space through large windows, creating a bright and airy atmosphere.
Guesthouse in Midtown
4.98 out of 5 average rating, 182 reviews

Birch Cottage: midtown charm & driveway parking

Peaceful guest house with central heat and air, close to everything and no cleaning list! Enjoy driveway parking and complimentary snacks in our comfortable space full of vintage furniture and books. Our historic neighborhood is located blocks from the highway, 7 minutes from downtown, 5 minutes from midtown's best restaurants and shops, & 12 minutes from Graceland and the airport. Explore Memphis and rest in our charming cottage! A full size second bed is available by request.

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, 119 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.

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, 239 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.

Guest favorite
The exterior of a green tiny house is highlighted, featuring a covered porch with a wooden railing. Two potted plants with yellow flowers are positioned near the entrance, which includes a doorbell and window. Natural surroundings provide a serene atmosphere.
Tiny home in Atoka
4.86 out of 5 average rating, 210 reviews

Cozy and Quiet

This cozy tiny house is located off hwy. 14 on the edge of Shelby County and Tipton County. This tiny home sleeps 2 in a queen bed and 1 on a futon. Downtown Memphis is 30 min away. Millington, Bartlett, Atoka, Stanton, Arlington, and Lakeland are 20 min away. This home is in the country surrounded by beautiful trees. There is a pond, old barn, a few barn cats and chickens roaming the property. The property is gated and very quiet.

Guest favorite
Home in Uptown
4.92 out of 5 average rating, 121 reviews

Single Story | 2 Min to St. Jude | Fenced Patio

Skip the stairs! Single-story home with private fenced patio perfect for pets. 2 min to St. Jude and 5 min to Downtown + free parking. Fast, reliable Wi-Fi - perfect for taking smooth Zoom calls or streaming on the 4K TVs in every room. Flexible sleep setup: 1 Queen, 2 Fulls + Pack 'n Play for kids. Easy check-in. Absolutely no parties and no locals! Your reservation will be canceled.

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.

Top guest favorite
The exterior of the home features a brick facade with white trim around the windows. A welcoming front door is adorned with a decorative sign, while small American flags and flower pots line the entrance. Lush green grass surrounds the house, providing a pleasant outdoor setting.
Home in Jonesboro
4.97 out of 5 average rating, 209 reviews

Hilltop Hideaway-Across from NEA Baptist Hospital

Cozy 2BR/1BA home located in a quiet and safe neighborhood right across from NEA Baptist Hospital, and 5 minutes from Arkansas State University. Brookland and Paragould are also easily accessed from Hilltop Hideaway. Pets are always welcome.

Guest favorite
The tranquil lake reflects vibrant hues of orange and pink from the sunset, surrounded by trees with orange and gold leaves. The calm water mirrors the tree silhouettes and the fading daylight, creating a serene atmosphere in this lakeside setting.
Cabin in Oakland
4.98 out of 5 average rating, 216 reviews

TinyLakeEscape in Fayette County with hot tub

Welcome to our 240 sq ft lakeside tiny cabin with hot tub nestled by a 10 acre lake. Try fishing from the bank or unwinding in the hot tub beneath the starlit sky. Escape to this cozy paradise where nature's beauty meets comfort.

Guest favorite
A converted RV sits beneath a shaded wooden pergola. A wooden deck leads to the entrance, featuring a seating area with outdoor chairs. Lush greenery surrounds the space, creating a serene outdoor environment.
Camper/RV in Crawfordsville
4.94 out of 5 average rating, 262 reviews

Ittelegna In The Woods

Make some memories at this unique and family-friendly place.Smoke free the Ittelegna in the Woods is a unique place! A converted RV! Sleeps 2. Very small and quaint! Rest and relaxation at its Best!

Popular amenities for Osceola vacation rentals

  1. Airbnb
  2. United States
  3. Arkansas
  4. Mississippi County
  5. Osceola