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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Guest favorite
Home in Paragould
4.96 out of 5 average rating, 140 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

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

2BR Executive Home Near Merrill Steel

Steel Bend Executive Home – Ideal for corporate & long-term stays in Osceola, AR and Mississippi County, AR. Steel Bend Guest Houses offers four fully furnished executive homes in Osceola—ideal for professionals seeking a clean, quiet alternative to extended hotel stays. Located minutes from Big River Steel, Hybar, and Merrill Steel, each 2BR/2BA home includes a full kitchen, laundry, fast Wi-Fi, and all utilities. Professionally maintained with flexible nightly, weekly, and monthly options.

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, 157 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 wooden dock extends into a serene pond, where a gentle fountain creates ripples on the water's surface. Soft lighting highlights the surrounding lush grass and trees under a fading sunset, contributing to a peaceful outdoor ambiance.
Guesthouse in Covington
5 out of 5 average rating, 61 reviews

Peaceful, Private Studio 1Bath

Relax and unwind with the sounds of nature without the hustle and bustle of the city noise around you. You will be able to enjoy the peaceful surrounding like the beautiful pond, and 8 acres of land that would be great for running, walking or just enjoying a picnic. Enjoy summer nights under the covered patio while you cool off from a full day of adventures. Located 30 minutes from Blue Oval City and about 50 minutes from Downtown Memphis. Unpack, unwind and find Serenity. **5g Wifi**

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, 218 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.

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
A cozy living area is presented with warm red walls and vibrant artwork. A brown sofa and two red chairs are arranged around a wooden coffee table, creating an inviting space for relaxation. A chandelier provides soft overhead lighting.
Home in Blytheville
4.82 out of 5 average rating, 55 reviews

The Hodges House

Bring the whole family to this great place with lots of room for fun. Close to all the eateries and shopping. 60 miles north of Memphis Tennessee. Short distance from Jonesboro, Arkansas. Very close family oriented community. Has great neighbors who look out for the neighborhood.

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, 32 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, 215 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.

Top 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, 219 reviews

TinyLakeEscape near Oakland 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 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, 25 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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