
Holiday houses in Osceola
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Top-rated holiday rentals in Osceola
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Willows Cottage - Charming Home in Paragould
✨ Spacious 3-Bedroom Cottage – Minutes from Downtown Paragould ✨ Enjoy over 2,000 sq. ft. of comfort in this charming cottage-style home. Perfect for families, groups, or business travelers, with space to spread out and relax. Conveniently located just 5 minutes from downtown and Arkansas Methodist Medical Center. What You’ll Love: • 🛏 3 Bedrooms (2 downstairs, 1 upstairs*) • 🛁 1 Bathroom • 🛋 2 Living Areas + Heated/Cooled Sunroom with Dining Set • 🍳 Fully Equipped Kitchen (range, dish

4 Bed, 2 bath + garage Cottonwood Corner
Forget your worries in this spacious and serene space. Welcome to life in the country! This home is designed with the comfort of our guests in mind. Enjoy one of our theme based bedrooms: the Red Wolf Den, Rustic Wildlife, or Shades of Purple. Each bed has a custom mattress from Firm, Semi-Plush, or Plush. The remainder of the home is decorated in rustic farmhouse chic. Located off Hwy 18, 15 minutes east of Jonesboro. Fully stocked kitchen, coffee bar, washer/dryer & 2 car attached garage.

FarmCharm getaway outside Memphis | Nearby winery
Experience the peaceful countryside of Arlington/Lakeland, just outside of Memphis, TN, with our charming family-friendly farmhouse retreat. Just a short drive from the big city (and just 15 min to the closest town), our comfortable home offers the perfect blend of relaxation and convenience. Featuring a fully equipped kitchen, outdoor seating, fishing pond access, BBQ grill, fire pit, and delightful interactions with our horses. Unwind on the front porch and enjoy the tranquil surroundings.

Cozy, Comfy Country Apartment-Fully Equipped!
Easy 30 minute drive to Blue Oval! Close to Naval base and Memphis attractions (Graceland, Beale St, Bass Pro). Peaceful and centrally-located. Enjoy small southern town square with boutiques, antiques, eats and more. Minutes to Walmart and local grocery stores. Seasonal events on the historic Covington square. Private entrance, covered parking and private backyard with patio for bird, squirrel and chipmunk watching. Complete kitchen & laundry room! Guests over 28 days enjoy a 25% discount.

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!

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.

The Sweet Spot Stay
✨ The Sweet Spot Stay — Your Cozy Home Base in Millington ✨ Welcome to The Sweet Spot Stay, a charming and cozy duplex located just minutes from Naval Support Activity Mid-South and Millington’s popular baseball tournament venues. Whether you’re in town for a tournament, visiting family on base, or simply exploring the area, this is the perfect home-away-from-home. Duplex has one bedroom with a queen bed and a pullout sofa queen bed in the living room.

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.

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!

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.

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.

The Court House
The whole group will enjoy easy access to everything from this centrally located place. Situated on the Historic Covington Square. Several restaurants within easy walking distance along with great shopping.
Popular amenities for Osceola holiday rentals
Other great holiday rentals in Osceola

Large house for work or family get togethers.

225 Osceola Oasis

The Sunroom

The Millionaire Palace

The Cottage Collection - 3 bdrm home in Wilson AR

Maggie’s Retreat~ Steel, Duck, Farm Country

A Place You Know -2

The Southside Cottage
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- FedExForum
- Memphis Zoo
- Overton Park
- Shelby Farms Park
- Orpheum Theatre
- Stax Museum of American Soul Music
- St. Jude Children's Research Hospital
- National Civil Rights Muesum
- Graceland
- Simmons Bank Liberty Stadium
- Lee Park
- Autozone Park
- Graceland Mansion
- University of Memphis
- Meeman-Shelby Forest State Park
- Rock'n'Soul Museum
- Children's Museum of Memphis-North




