Osceola Holiday Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in Osceola

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

10.0 out of 10, Exceptional, (79)
"Beautiful property that worked perfectly for our family (ranging in age for newborn to 65 yrs old)! We will definitely book again!"
Serenity Heights - Peaceful Country Acres with beautiful view in every direction

The Ultimate Luxurious Party House

The price is AU$1,670
includes taxes & fees
1 Sept - 2 Sept
The Ultimate Luxurious Party House

The Gobbler Cabin - Hidden Acres Cabins

10.0 out of 10, Exceptional, (2)
"Great stay. Clean and nice property. "
The price is AU$265
includes taxes & fees
31 Aug - 1 Sept
The Gobbler Cabin - Hidden Acres Cabins

Cabin close to Lake Rathbun #3

10.0 out of 10, Exceptional, (6)
"nice and relaxing"
The price is AU$372
includes taxes & fees
1 Sept - 2 Sept
Cabin close to Lake Rathbun #3

Quiet Escape Near Rathbun Lake & Public Hunting Grounds

10.0 out of 10, Exceptional, (1)
"It was a great experience "
Quiet Escape Near Rathbun Lake & Public Hunting Grounds

≋ The Cottage at Sun Valley Lake ≋

10.0 out of 10, Exceptional, (74)
"This is maybe our 4th or 5th stay--the lake cottage is always clean, well-equipped, and a perfect haven!"
≋ The Cottage at Sun Valley Lake ≋

The Caribou Cabin - Hidden Acres Cabins

The price is AU$374
includes taxes & fees
1 Sept - 2 Sept
The Caribou Cabin - Hidden Acres Cabins

Cabin close to Lake Rathbun #5

9.4 out of 10, Exceptional, (6)
"Perfect for a quick stay while on a fishing trip. "
The price is AU$372
includes taxes & fees
31 Aug - 1 Sept
Cabin close to Lake Rathbun #5

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

10.0 out of 10, Exceptional, (399)
"Needed a a quick getaway....it was perfect "
The price is AU$274
includes taxes & fees
1 Sept - 2 Sept
Beautiful Rustic Barn just waiting for you to kick back and relax.

• Lively Cottage 2 King Beds 4 Bed 2 Bath •

9.4 out of 10, Exceptional, (14)
"Had a great stay, will come back!"
The price is AU$380
includes taxes & fees
1 Sept - 2 Sept
• Lively Cottage 2 King Beds 4 Bed 2 Bath •

Clanton Creek ‘Cabin’

2.0 star property
The price is AU$339
includes taxes & fees
1 Sept - 2 Sept
Clanton Creek ‘Cabin’

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

10.0 out of 10, Exceptional, (1)
"Loved the location and the house smelled devine! Coffee and filters, creamer and sugar. Granola bars and candy. So many wonderful perks! I’d love a place like this one on every trip I make! Thank you!"
The price is AU$590
includes taxes & fees
7 Sept - 8 Sept
Covered Bridge Haven - 3-bedroom house with themed rooms in Winterset

Sanctuary on Spruce; 3-bedroom house with room for everyone

10.0 out of 10, Exceptional, (6)
"Helping daughter with two sons while she had her baby. "
Sanctuary on Spruce; 3-bedroom house with room for everyone

Cabin close to Lake Rathbun #1

10.0 out of 10, Exceptional, (8)
"We enjoyed our short stay at the cabin. It was perfect for a two day fishing trip."
The price is AU$372
includes taxes & fees
1 Sept - 2 Sept
Cabin close to Lake Rathbun #1

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

10.0 out of 10, Exceptional, (7)
"Our host was amazing. Went above to make sure we had a great stay. Very personable..We both enjoyed visiting with her and learning more about the area. We will definitely return to the Hen House"
The price is AU$292
includes taxes & fees
1 Sept - 2 Sept
The Hen House Country Living with Farm Life Appeal Indianola, IA

Cabin close to Lake Rathbun #4

9.2 out of 10, Wonderful, (7)
"Clean place and great communication "
Cabin close to Lake Rathbun #4

The Bear Cabin - Hidden Acres Cabins

10.0 out of 10, Exceptional, (1)
"Clean accommodations, comfy beds, and beautiful location. A couple questions I had for the owner were answered immediately. We will definitely book here next time we come through this area!"
The price is AU$374
includes taxes & fees
31 Aug - 1 Sept
The Bear Cabin - Hidden Acres Cabins

Cabin close to Lake Rathbun #2

9.8 out of 10, Exceptional, (14)
"We had a great stay, the cabin had everything that we needed for our stay."
The price is AU$372
includes taxes & fees
1 Sept - 2 Sept
Cabin close to Lake Rathbun #2

Lake view home at <br>1261 Green Acres Dr<br>Ellston, Iowa 50074<br>Sun Valley Lake<br>

10.0 out of 10, Exceptional, (11)
"This was an awesome place to stay for our fishing trip. James is also very responsive. We love the 3 bedrooms and 3 bathrooms. Also has plenty of parking"
Lake view home at <br>1261 Green Acres Dr<br>Ellston, Iowa 50074<br>Sun Valley Lake<br>

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

2.0 star property
10.0 out of 10, Exceptional, (13)
"This place is perfect for our short fishing trip. Very clean, great location. Would stay again."
The price is AU$317
includes taxes & fees
31 Aug - 1 Sept
Charming 3-bedroom house in Decatur City, Minutes from Little River Lake.
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Osceola Hotel Reviews

Find out more about Osceola

Find out more about Osceola

Everything you need to know about Osceola holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Osceola holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Osceola holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Osceola holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Osceola holiday rentals we have selected for you start as low as AU$265 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Osceola rentals

At Expedia, we put the best Osceola holiday 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 holiday.

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. 

Frequently asked questions

Can I find 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. 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 holiday rentals that Osceola has to offer?

Serenity Heights - Peaceful Country Acres with beautiful view in every direction: This highly rated holiday home rental in Osceola is located in a rural location, and has a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games. Another good choice for your trip to Osceola is The Ultimate Luxurious Party House.

What’s there to see and do in Osceola?

Arbor Valley Lake and Grade 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 holiday rentals like in Osceola?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Osceola. Holiday rentals provide amenities like laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a clean environment, holiday rentals can offer a sense of privacy away from public hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for family gatherings.