Holiday houses in Osceola

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Top-rated holiday rentals in Osceola

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Guest favourite
Home in Paragould
4.96 out of 5 average rating, 139 reviews

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

Guest favourite
A spacious living area features a dark sectional sofa oriented around a wooden coffee table. Two lamps provide soft lighting on either side of the seating. Wall decorations include framed artwork and a wall clock, while natural light filters through the windows with blinds.
Home in Lake City
4.94 out of 5 average rating, 68 reviews

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.

Top Guest favourite
An aerial view captures the farmhouse nestled amid expansive green fields and trees. The property features a red-roofed house with outdoor spaces, horse grazing areas, and clear skies above, illustrating a serene countryside setting.
Farm stay in Arlington
5 out of 5 average rating, 79 reviews

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.

Top Guest favourite
A cozy seating area is presented with a brown leather loveseat, adorned with a blue throw pillow. A wooden side table sits nearby, and natural light filters through a window covered by checkered curtains.
Apartment in Covington
5 out of 5 average rating, 35 reviews

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.

Top Guest favourite
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 favourite
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.

Top Guest favourite
Home in Millington
5 out of 5 average rating, 6 reviews

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.

Top Guest favourite
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 favourite
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, 49 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 favourite
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 favourite
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, 211 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 favourite
The spacious living area features exposed brick walls and wooden beams, creating a sense of warmth. A large sectional sofa is arranged around a vintage trunk serving as a coffee table. A television is positioned on a wooden console, and natural light floods the room.
Apartment in Covington
5 out of 5 average rating, 16 reviews

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

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