Osceola Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Mar 27 - Mar 29
In two months
May 8 - May 10
In three months
Jun 5 - Jun 7
In four months
Jul 3 - Jul 5

Our top choices for Osceola vacation rentals

Exterior

Cozy pond house nestled in nature waiting for you to enjoy

Cozy pond house nestled in nature waiting for you to enjoy
Osceola
10.0 out of 10, Exceptional, (1 review)
"This was our first stay at a place like this. It was an incredibly relaxing stay. Host was very responsive even before our stay with any questions. I plan to come back! "
United States
Kristy A.
The price is ￥16,607
￥26,571 total
includes taxes & fees
Mar 16 - Mar 17
Cozy pond house nestled in nature waiting for you to enjoy
Interior

2-bedroom apartment close to uptown Creston with WiFi and off street parking.

2-bedroom apartment close to uptown Creston with WiFi and off street parking.
Creston
10.0 out of 10, Exceptional, (5 reviews)
"Quite nice little place to stay"
United States
Mark P.
The price is ￥15,658
￥30,114 total
includes taxes & fees
Mar 13 - Mar 14
2-bedroom apartment close to uptown Creston with WiFi and off street parking.
Fridge, microwave, oven, stovetop

Charming 3-bedroom house in Decatur City, Minutes from Little River Lake.

Charming 3-bedroom house in Decatur City, Minutes from Little River Lake.
Decatur City
10.0 out of 10, Exceptional, (15 reviews)
"This place is perfect for our short fishing trip. Very clean, great location. Would stay again."
United States
MIKE L.
The price is ￥20,561
￥32,051 total
includes taxes & fees
Mar 15 - Mar 16
Charming 3-bedroom house in Decatur City, Minutes from Little River Lake.
3 bedrooms, desk, iron/ironing board, travel crib

Serenity Heights - Peaceful Country Acres with beautiful view in every direction

Serenity Heights - Peaceful Country Acres with beautiful view in every direction
Osceola
10.0 out of 10, Exceptional, (84 reviews)
"Host was very accommodating and was very quick to respond to texts. The house and the views were amazing!"
United States
AARON D.
The price is ￥24,910
￥48,908 total
includes taxes & fees
Mar 15 - Mar 16
Serenity Heights - Peaceful Country Acres with beautiful view in every direction
2 bedrooms, free WiFi, bed sheets

Adair Hideaway : Quiet Neighborhood - Fenced Yard - Garage Parking

Adair Hideaway : Quiet Neighborhood - Fenced Yard - Garage Parking
Creston
10.0 out of 10, Exceptional, (2 reviews)
"Clean, helpful host."
United States
troy w.
The price is ￥23,250
￥39,503 total
includes taxes & fees
Mar 17 - Mar 18
Adair Hideaway : Quiet Neighborhood - Fenced Yard - Garage Parking
Smart TV

• Lively Cottage 2 King Beds 4 Bed 2 Bath •

• Lively Cottage 2 King Beds 4 Bed 2 Bath •
Indianola
9.4 out of 10, Exceptional, (18 reviews)
"Had a great stay, will come back!"
United States
Spring A.
• Lively Cottage 2 King Beds 4 Bed 2 Bath •
Free WiFi, bed sheets

The Gobbler Cabin - Hidden Acres Cabins

The Gobbler Cabin - Hidden Acres Cabins
Bethany
9.0 out of 10, Wonderful, (8 reviews)
"Your cabin was perfect for our quick overnight in Bethany!"
United States
Laura M.
The price is ￥22,142
￥27,043 total
includes taxes & fees
Mar 13 - Mar 14
The Gobbler Cabin - Hidden Acres Cabins
Fridge, microwave, oven, stovetop

The Hen House Country Living with Farm Life Appeal Indianola, IA

The Hen House Country Living with Farm Life Appeal Indianola, IA
Indianola
10.0 out of 10, Exceptional, (10 reviews)
"Lori and Les make you feel right at home. They go above and beyond to ensure you have everything you could need and more. The farm is so peaceful and watching the animals is entertaining."
United States
Valerie
The price is ￥21,352
￥29,893 total
includes taxes & fees
Mar 15 - Mar 16
The Hen House Country Living with Farm Life Appeal Indianola, IA
Interior

Cabin close to Lake Rathbun #2

Cabin close to Lake Rathbun #2
Melrose
9.8 out of 10, Exceptional, (17 reviews)
"Nice cabin! Great for two of us with 2 dogs"
United States
Jeremy S.
The price is ￥23,724
￥38,030 total
includes taxes & fees
Mar 13 - Mar 14
Cabin close to Lake Rathbun #2
Outdoor dining

Covered Bridge Haven - 3-bedroom house with themed rooms in Winterset

Covered Bridge Haven - 3-bedroom house with themed rooms in Winterset
Winterset
10.0 out of 10, Exceptional, (5 reviews)
"The house was absolutely gorgeous! It was very comfortable and had everything we needed. I would most definitely stay here again!"
United States
Heather G.
The price is ￥16,449
￥50,485 total
includes taxes & fees
Mar 16 - Mar 17
Covered Bridge Haven - 3-bedroom house with themed rooms in Winterset
Property grounds

Beautiful Rustic Barn just waiting for you to kick back and relax.

Beautiful Rustic Barn just waiting for you to kick back and relax.
NEW VIRGINIA
10.0 out of 10, Exceptional, (407 reviews)
"Amazing property "
United States
Anonymous traveler
The price is ￥18,188
￥29,892 total
includes taxes & fees
Mar 15 - Mar 16
Beautiful Rustic Barn just waiting for you to kick back and relax.
Interior

Pleasant 3-bedroom bungalow with AC in charming Clearfield

Pleasant 3-bedroom bungalow with AC in charming Clearfield
Clearfield
10.0 out of 10, Exceptional, (2 reviews)
"Outstanding host and amenities."
United States
Jeff T.
The price is ￥10,881
￥17,902 total
includes taxes & fees
Mar 16 - Mar 17
Pleasant 3-bedroom bungalow with AC in charming Clearfield
Interior

Royal Realm

Royal Realm
Corydon
The price is ￥20,559
￥24,908 total
includes taxes & fees
Mar 13 - Mar 14
Royal Realm
1 bedroom, free WiFi, bed sheets, wheelchair access

Charming Highland

Charming Highland
Corydon
The price is ￥20,559
￥24,908 total
includes taxes & fees
Mar 13 - Mar 14
Charming Highland
1 bedroom, free WiFi, bed sheets, wheelchair access

Timeless Prestine

Timeless Prestine
Corydon
The price is ￥20,559
￥24,908 total
includes taxes & fees
Mar 13 - Mar 14
Timeless Prestine
1 bedroom, free WiFi, bed sheets, wheelchair access

Boho Bungalow

Boho Bungalow
Corydon
The price is ￥20,559
￥24,908 total
includes taxes & fees
Mar 13 - Mar 14
Boho Bungalow
Fridge, microwave, oven, stovetop

The Bear Cabin - Hidden Acres Cabins

The Bear Cabin - Hidden Acres Cabins
Bethany
10.0 out of 10, Exceptional, (3 reviews)
"The place was really clean and had everything we needed. We would definitely stay again!"
United Kingdom
Misty M.
The price is ￥31,632
￥38,227 total
includes taxes & fees
Mar 16 - Mar 17
The Bear Cabin - Hidden Acres Cabins
Interior

Cabin close to Lake Rathbun #1

Cabin close to Lake Rathbun #1
Melrose
10.0 out of 10, Exceptional, (9 reviews)
"Loved the stay, Awesome location and great experience. The management was awesome, I would likely rent again."
United States
Jeremy A.
The price is ￥23,724
￥38,030 total
includes taxes & fees
Mar 13 - Mar 14
Cabin close to Lake Rathbun #1
Interior

Cabin close to Lake Rathbun #5

Cabin close to Lake Rathbun #5
Melrose
9.6 out of 10, Exceptional, (7 reviews)
"Perfect for a quick stay while on a fishing trip. "
United States
Ryan D.
The price is ￥23,724
￥38,030 total
includes taxes & fees
Apr 1 - Apr 2
Cabin close to Lake Rathbun #5
Interior

Cabin close to Lake Rathbun #4

Cabin close to Lake Rathbun #4
Melrose
9.2 out of 10, Wonderful, (7 reviews)
"Cabin rented for parents to stay to celebrate fathers birthday at Rathbun."
United States
Tara D.
The price is ￥23,724
￥37,697 total
includes taxes & fees
Apr 6 - Apr 7
Cabin close to Lake Rathbun #4
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

Quality Inn Indianola

Quality Inn Indianola

10/10 Excellent
"We had a good stay. "
Glenn
Posted 1 day ago
Quality Inn Indianola

Find out more about Osceola

Search for holiday rentals in Osceola on Expedia! You can easily find your home rentals, villas, holiday apartments in Osceola using one of the methods below:

  • View our selection of featured holiday rentals in Osceola
  • Use the map to find apartments and other holiday homes in the Osceola neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Osceola while they last

Look no further and take a look at our great range of rental properties in Osceola!

Frequently asked questions

Can I find vacation rentals in Osceola?

Yes, there are vacation rentals near popular attractions in Osceola, or you can select a more remote option if you're looking for a relaxing stay. Visitors to Osceola speak positively about the lakeside and restaurants in this destination. Make sure you have time to check out the casinos and golf courses during your trip.

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

Serenity Heights - Peaceful Country Acres with beautiful view in every direction: This highly rated vacation home rental in Osceola is located in a rural location and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What’s there to see and do in Osceola?

Grade Lake and West Lake are a couple of lovely local spots to get outside and enjoy nature. While here, Osceola Country Club and Lakeside Casino are other places worth a visit.

What are vacation rentals like in Osceola?

Vacation rentals are privately owned accommodations you can book for a few days or a quick weekend in Osceola. Vacation rentals feature extras such as patios, hot tubs, and fire pits so you'll have everything you want. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from public hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for a small group gathering.