A large bridge spanning a river with a tugboat docked at the base.

Osceola Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Osceola vacation rentals

A house with a grey exterior, a number 1099 on the front, and a porch with two chairs and a table.

1. Melt Shop, Steel Bend Guest Houses: Melt Shop

Melt Shop, Steel Bend Guest Houses: Melt Shop
Osceola
$272 nightly
The price is $307
Sep 27 - Sep 28
Total with taxes and fees
Melt Shop, Steel Bend Guest Houses: Melt Shop
A dark brown single-story building with a gabled roof, a front door, and two windows on the ground floor.

2. Caster, Steel Bend Guest Houses: Caster

Caster, Steel Bend Guest Houses: Caster
Osceola
$272 nightly
The price is $307
Sep 22 - Sep 23
Total with taxes and fees
Caster, Steel Bend Guest Houses: Caster
A hotel lobby with an exit door, a green sofa, a white armchair, a coffee table, and a flat-screen TV on the wall.

3. 2 Queen Beds Smoking Micfridge

2 Queen Beds Smoking Micfridge
COVINGTON
10.0 out of 10, Exceptional, (174 reviews)
"Exactly what we needed a pleasant place to crash after long drives daily."
United States
Anonymous traveler
$61 nightly
The price is $73
Sep 20 - Sep 21
Total with taxes and fees
2 Queen Beds Smoking Micfridge
A house with a yellow front door, white railings, and two flower pots with American flags.

4. Brighton Bungalow | Historic Town Square Charm • Near Memphis • Sleeps 6

Brighton Bungalow | Historic Town Square Charm • Near Memphis • Sleeps 6
Brighton
9.2 out of 10, Wonderful, (31 reviews)
"Clean n in a good place"
United States
Terri K.
$267 nightly
The price is $302
Sep 18 - Sep 19
Total with taxes and fees
Brighton Bungalow | Historic Town Square Charm • Near Memphis • Sleeps 6
A living room with a green sofa, a flat-screen TV, a white door, and a potted plant.

5. 1 King Bed | Smoking, Micfridge

1 King Bed | Smoking, Micfridge
COVINGTON
10.0 out of 10, Exceptional, (161 reviews)
"Definitely safe area to be in with lots of local attractions nearby."
United States
Anonymous traveler
$61 nightly
The price is $73
Sep 27 - Sep 28
Total with taxes and fees
1 King Bed | Smoking, Micfridge
A reception area with a counter, a table with a printer, and a door leading to another room.

6. King Bed|Non-Smoking

King Bed|Non-Smoking
Marked Tree
10.0 out of 10, Exceptional, (149 reviews)
"Got value for money spent here, amenities suited our needs as travelers well."
United States
Anonymous traveler
$54 nightly
The price is $60
Sep 18 - Sep 19
Total with taxes and fees
King Bed|Non-Smoking
A hotel lobby with a reception desk, a green sofa, a white armchair, and a flat-screen TV on the wall.

7. 1 King Bed | Non-Smoking, Sofa-Bed

1 King Bed | Non-Smoking, Sofa-Bed
COVINGTON
10.0 out of 10, Exceptional, (166 reviews)
"Great spot for a weekend getaway! Clean rooms and just a short drive to Carowinds made it fun."
United States
Anonymous traveler
$61 nightly
The price is $73
Sep 20 - Sep 21
Total with taxes and fees
1 King Bed | Non-Smoking, Sofa-Bed
A hotel lobby with a reception desk, a green sofa, a white armchair, and a flat-screen TV on the wall.

8. 2 Queen Beds | Non-Smoking, Micfridge

2 Queen Beds | Non-Smoking, Micfridge
COVINGTON
10.0 out of 10, Exceptional, (158 reviews)
"Room had what we needed and check in was quick without any hassle."
United States
Anonymous traveler
$61 nightly
The price is $73
Sep 20 - Sep 21
Total with taxes and fees
2 Queen Beds | Non-Smoking, Micfridge
A hotel lobby with an exit door, a green sofa, a white armchair, a coffee table, and a flat-screen TV on the wall.

9. 1 King Bed | Non-Smoking, Micfridge, Sofa-Bed

1 King Bed | Non-Smoking, Micfridge, Sofa-Bed
COVINGTON
10.0 out of 10, Exceptional, (169 reviews)
"Good spot for pet owners too, they welcomed my dog happily!"
United States
Anonymous traveler
$61 nightly
The price is $73
Sep 20 - Sep 21
Total with taxes and fees
1 King Bed | Non-Smoking, Micfridge, Sofa-Bed

10. Full Bed|Non-Smoking

Full Bed|Non-Smoking
Marked Tree
10.0 out of 10, Exceptional, (159 reviews)
"Enjoyed the quiet atmosphere during my stay, perfect for some rest after traveling all day."
United States
Anonymous traveler
$61 nightly
The price is $67
Sep 18 - Sep 19
Total with taxes and fees
Full Bed|Non-Smoking
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Osceola Hotel Reviews

The Louis Hotel

The Louis Hotel

10/10 Excellent
"Amazing property."
Jonathan 1-night trip
Posted 2 days ago
The Louis Hotel

Find out more about Osceola

Everything you need to know about Osceola vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Osceola vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Osceola vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Osceola vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Osceola. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Osceola in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $73 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Osceola rentals

At Expedia, we put the best Osceola vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Osceola rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Osceola vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Osceola. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Osceola?

Yes, there are vacation rentals close to popular sights in Osceola, or you can choose a more remote option if you're looking for relaxation. Our travelers 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 vacation home rentals that Osceola has to offer?

Flag City Manor A: 2-bedroom Home: This vacation home rental near Osceola offers a patio, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

How many vacation rentals are there in Osceola?

Expedia has 10 vacation rentals for your stay in Osceola.

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 Lower Hatchie National Wildlife Refuge. Osceola City Hall and Osceola Branch Mississippi County Library are other places to visit while you're in town.

What’s a vacation rental in Osceola like?

Vacation rentals are private properties you can stay in for several days or longer in Osceola. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll have all the comforts of home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from public hotel elevators and lobbies packed with people while still allowing you to travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for a small group gathering.