Osceola Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Holiday Rentals in Osceola

Holiday Home in Decatur City

2.0 star property
10.0 out of 10, Exceptional, (15)
"Great clean house! Easy communication with host. Would definitely stay there again!"
United States
Chad W.
The price is NZ$360
includes taxes & fees
21 Nov - 22 Nov
Charming 3-bedroom house in Decatur City, Minutes from Little River Lake.

Cabin in Osceola

2.0 star property
The price is NZ$297
includes taxes & fees
1 Dec - 2 Dec
Cozy pond house nestled in nature waiting for you to enjoy

Holiday Home in Creston

The price is NZ$386
includes taxes & fees
29 Nov - 30 Nov
Adair Hideaway : Quiet Neighborhood - Fenced Yard - Garage Parking

Holiday Home in Indianola

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"
United States
Madonna
The price is NZ$336
includes taxes & fees
28 Nov - 29 Nov
The Hen House Country Living with Farm Life Appeal Indianola, IA

Cabin in Bethany

10.0 out of 10, Exceptional, (5)
"Great stay. Clean and nice property. "
United States
JA W.
The price is NZ$305
includes taxes & fees
22 Nov - 23 Nov
The Gobbler Cabin - Hidden Acres Cabins

Holiday Home in Winterset

10.0 out of 10, Exceptional, (3)
"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 NZ$665
includes taxes & fees
9 Dec - 10 Dec
Covered Bridge Haven - 3-bedroom house with themed rooms in Winterset

Holiday Home in NEW VIRGINIA

10.0 out of 10, Exceptional, (403)
"Needed a a quick getaway....it was perfect "
United States
Lee F.
The price is NZ$340
includes taxes & fees
21 Nov - 22 Nov
Beautiful Rustic Barn just waiting for you to kick back and relax.

Cabin in Melrose

10.0 out of 10, Exceptional, (7)
"Our little cabin was super clean, comfortable and cute! It had everything we needed for a fantastic stay. We even had a really pretty view of the lake through the trees. We'd definitely stay again!"
United States
Cheryl V.
The price is NZ$425
includes taxes & fees
21 Nov - 22 Nov
Cabin close to Lake Rathbun #3

Cabin in Melrose

9.6 out of 10, Exceptional, (7)
"Perfect for a quick stay while on a fishing trip. "
United States
Ryan D.
The price is NZ$425
includes taxes & fees
21 Nov - 22 Nov
Cabin close to Lake Rathbun #5

Cabin in Melrose

10.0 out of 10, Exceptional, (9)
"Loved the stay, Awesome location and great experience. The management was awesome, I would likely rent again."
United States
Jeremy A.
The price is NZ$425
includes taxes & fees
21 Nov - 22 Nov
Cabin close to Lake Rathbun #1

Cabin in Melrose

9.8 out of 10, Exceptional, (16)
"The area was secluded and quiet and the cabin was clean and well maintained. We enjoyed our stay and the fire pit out back. "
United States
Melissa B.
The price is NZ$425
includes taxes & fees
21 Nov - 22 Nov
Cabin close to Lake Rathbun #2

Cabin in Bethany

10.0 out of 10, Exceptional, (1)
"The property manager was prompt and courteous. The property was clean and comfortable."
United States
michelle c.
The price is NZ$434
includes taxes & fees
25 Nov - 26 Nov
The Caribou Cabin - Hidden Acres Cabins

Cabin in Melrose

9.2 out of 10, Wonderful, (7)
"Cabin rented for parents to stay to celebrate fathers birthday at Rathbun."
United States
Tara D.
The price is NZ$425
includes taxes & fees
21 Dec - 22 Dec
Cabin close to Lake Rathbun #4

Cabin in Weldon

9.8 out of 10, Exceptional, (55)
"Our 4th or 5th stay at the Weldon farm. We love the peace and quiet and will always return here for family visits."
United States
Lisa W.
The price is NZ$445
includes taxes & fees
21 Dec - 22 Dec
Looking for a getaway? This property is perfect for your vacation!

Cabin in Bethany

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!"
United States
Melody Z.
The price is NZ$431
includes taxes & fees
25 Nov - 26 Nov
The Bear Cabin - Hidden Acres Cabins

Cabin in Melrose

9.0 out of 10, Wonderful, (4)
"Was down near lake Rathbun for a wedding, the cabin was very well maintained, clean, and cozy. Thank you!"
United States
Rylan R.
The price is NZ$425
includes taxes & fees
23 Nov - 24 Nov
Cabin close to Lake Rathbun #6

Cabin in Bethany

The price is NZ$345
includes taxes & fees
26 Nov - 27 Nov
The Elk Cabin - Hidden Acres Cabins

Holiday Home in Corydon

The price is NZ$278
includes taxes & fees
21 Nov - 22 Nov
Royal Realm

Holiday Home in Corydon

The price is NZ$278
includes taxes & fees
21 Nov - 22 Nov
Charming Highland

Holiday Home in Corydon

The price is NZ$278
includes taxes & fees
21 Nov - 22 Nov
Timeless Prestine
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.

Black Friday Sale

Save up to 40% on select hotels
Save an average of 15% on thousands of hotels when you're signed in

Top Osceola Hotel Reviews

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 favorite 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 depends 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 NZ$297 per night. Entering your travel dates in the search wizard you might find 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.

What’s there to see and do in Osceola?

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