Osceola Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Osceola

Fridge, microwave, dishwasher, coffee/tea maker
Family Vacation Rental Home Near Mississippi River
10.0 out of 10, Exceptional, (1)
"Great place to stay, close to the mill and anything you need in town. Quiet neighborhood and nice neighbors. The house was nice and clean. TVs and cable in every room was great. I will be staying again."
Family Vacation Rental Home Near Mississippi River
Interior
Family Vacation Rental Home Near Mississippi River
3.0 star property
Family Vacation Rental Home Near Mississippi River
Property grounds
3 bedrooms, 2 full bath, dining room, great room, den, beautiful outdoor patio.
3 bedrooms, 2 full bath, dining room, great room, den, beautiful outdoor patio.
Save an average of 15% on thousands of hotels when you're signed in
Fridge, microwave, stovetop, dishwasher
Short term lease/Fully Furnished Home with utilities.
10.0 out of 10, Exceptional, (1)
"Very clean and cozy."
The price is NZ$525
includes taxes & fees
3 Jun - 4 Jun
Short term lease/Fully Furnished Home with utilities.
Iron/ironing board, free WiFi, bed sheets
The Riverbend House, 3 bedroom, 2 bath home !
10.0 out of 10, Exceptional, (6)
"The homeowner is very quick with responding to any questions that arose before and during the reservation, very friendly and professional individual and lists an accurate description of rental with providing any and all necessities for guests! Will be staying again!"
The Riverbend House, 3 bedroom, 2 bath home !
Beach
Grammys River Family cabin for huntin and fishin.
8.0 out of 10, Very good, (1)
"April and Bob took care of us from the moment we pulled up until the day we left."
Grammys River Family cabin for huntin and fishin.
3 bedrooms, bed sheets
Home Away From Home, Cozy Grounds, Minutes From the Excitements...
7.0 out of 10, Good, (2)
"will stay there again. Nice yard for our Corgi."
Home Away From Home, Cozy Grounds, Minutes From the Excitements...
Private kitchen
Newly renovated family home in quiet neighborhood
10.0 out of 10, Exceptional, (6)
"A group of older ladies travelled to Blytheville to visit family. The property was conveniently located, set up nicely for a group and we had a most enjoyable time. The host responded promptly to all communications and handled every contingency promptly and efficiently. I would definitely stay there again and recommend it to families or small groups needing lodging in Blytheville."
Newly renovated family home in quiet neighborhood
Fridge, microwave, oven, stovetop
Charming home in Brighton, TN – Close to Memphis
9.4 out of 10, Exceptional, (15)
"pleasant stay"
The price is NZ$590
includes taxes & fees
16 Jun - 17 Jun
Charming home in Brighton, TN – Close to Memphis
Lobby
Heidi’s Hide-Out LLC Airbnb
Heidi’s Hide-Out LLC Airbnb
Coffee/tea maker
The Riverbend House
3.0 star property
10.0 out of 10, Exceptional, (1)
"The communication before, during and after the stay has been amazing! The home is beautiful and was a great place for us to stay."
The Riverbend House
Private kitchen
Cozy Blue!
Cozy Blue!
Iron/ironing board, free WiFi, bed sheets
“New Listing” The Latest Luxurious Blue Cheetah!<br>4Bed 3Bath
6.0 out of 10, (2)
"It was a good stay. There are a few things that are not up to code and the neighborhood is rough. But over all it is a cute little house inside. It was easy to communicate with the host."
“New Listing” The Latest Luxurious Blue Cheetah!<br>4Bed 3Bath
Private kitchen
Covington Getaway...
2.0 out of 10, (1)
"This is first time we have had trouble with a Vrbo. Irresponsible owner! She had NO idea we had booked the house. Which left us in a bind to find last minute accommodations. She was not helpful in getting us a refund. DO NOT BOOK this resident."
Covington Getaway...
Private kitchen
Our Happy Place
Our Happy Place
Property grounds
Grammys cabin Ft Pillow Duck season is upon us!
Grammys cabin Ft Pillow Duck season is upon us!
3 bedrooms, WiFi
Cozy Cove! Spacious and clean.
Cozy Cove! Spacious and clean.
Fridge, microwave, oven, stovetop
The Louis Cottage Collection - 2 Bedroom House
The Louis Cottage Collection - 2 Bedroom House
Living area
The Modern Hideaway
The Modern Hideaway
Interior
The Cottage Collection - 3 Bedroom House
The Cottage Collection - 3 Bedroom House
Don't see what you're looking for?
See all available properties in Osceola
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Osceola you may be interested in

Lobby
Days Inn & Suites by Wyndham Osceola AR
2.0 star property
6.8 out of 10, (263)
"I have stayed at a Days Inn many times and have always had a good experience, this place looked run down, needs some paint. The inside was old and faded, the sink was disgusting it was cracked, i have never seen a days in so run down."
The price is NZ$151
includes taxes & fees
26 May - 27 May
Days Inn & Suites by Wyndham Osceola AR
Fridge, microwave, dishwasher, coffee/tea maker
Family Vacation Rental Home Near Mississippi River
10.0 out of 10, Exceptional, (1)
"Great place to stay, close to the mill and anything you need in town. Quiet neighborhood and nice neighbors. The house was nice and clean. TVs and cable in every room was great. I will be staying again."
Family Vacation Rental Home Near Mississippi River
Interior
Family Vacation Rental Home Near Mississippi River
3.0 star property
Family Vacation Rental Home Near Mississippi River
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Osceola holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Osceola. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Osceola. Seeing all the best attractions is bound to make you fall in love with Osceola. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Osceola short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Osceola?

Yes, there are holiday rentals close to the most popular sights in Osceola, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Osceola has a good selection of restaurants. Make sure you have time to check out the shopping while you're in the area.

What are some of the best holiday rentals that Osceola has to offer?

Family Vacation Rental Home Near Mississippi River: This highly rated holiday home rental in Osceola offers a patio, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a microwave, so that you can cook with friends or family.

What’s there to see and do in Osceola?

Explore the area and family-friendly sights such as Lights of the Delta, or get out into nature at a spot like Fort Pillow State Park. In the wider area, you’ll find Riverlawn Country Club and Johnny Cash House.

What’s a holiday rental in Osceola like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Osceola. Holiday rentals offer extras such as hot tubs, fire pits and patios so you'll feel right at home. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from public hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for families.

Recent reviews of Osceola properties
Expedia verified reviews