Osceola Holiday Rentals

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Holiday Rentals in Osceola

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

10.0 out of 10, Exceptional, (80)
"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 NZ$1,851
includes taxes & fees
6 Oct - 7 Oct
The Ultimate Luxurious Party House

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

10.0 out of 10, Exceptional, (401)
"Needed a a quick getaway....it was perfect "
The price is NZ$303
includes taxes & fees
7 Oct - 8 Oct
Beautiful Rustic Barn just waiting for you to kick back and relax.

≋ The Cottage at Sun Valley Lake ≋

10.0 out of 10, Exceptional, (75)
"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 Gobbler Cabin - Hidden Acres Cabins

10.0 out of 10, Exceptional, (4)
"Your cabin was perfect for our quick overnight in Bethany!"
The price is NZ$293
includes taxes & fees
28 Oct - 29 Oct
The Gobbler Cabin - Hidden Acres Cabins

Family Retreat-fishing pond, pool table and double bunks!!

9.4 out of 10, Exceptional, (12)
"Needed to be in the area for a family wedding. One person in our group just finished chemo so we wanted a place for him to relax. This place was excellent. "
Family Retreat-fishing pond, pool table and double bunks!!

Cabin close to Lake Rathbun #3

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!"
The price is NZ$412
includes taxes & fees
6 Oct - 7 Oct
Cabin close to Lake Rathbun #3

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 NZ$408
includes taxes & fees
23 Oct - 24 Oct
The Bear Cabin - Hidden Acres Cabins

The Caribou Cabin - Hidden Acres Cabins

10.0 out of 10, Exceptional, (1)
"The property manager was prompt and courteous. The property was clean and comfortable."
The price is NZ$408
includes taxes & fees
23 Oct - 24 Oct
The Caribou Cabin - Hidden Acres Cabins

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

2.0 star property
10.0 out of 10, Exceptional, (14)
"This place is perfect for our short fishing trip. Very clean, great location. Would stay again."
The price is NZ$342
includes taxes & fees
6 Oct - 7 Oct
Charming 3-bedroom house in Decatur City, Minutes from Little River Lake.

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

10.0 out of 10, Exceptional, (2)
"We had everything we could possibly need for our stay, a well equipped kitchen, great gathering areas, comfy beds, games, and being centrally located to the things we wanted to see. Our home was nicely decorated and spotlessly clean"
The price is NZ$671
includes taxes & fees
15 Oct - 16 Oct
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)
"Very clean place and easy to get to, plenty of room in the back yard. "
Sanctuary on Spruce; 3-bedroom house with room for everyone

Cabin close to Lake Rathbun #4

9.2 out of 10, Wonderful, (7)
"Clean place and great communication "
The price is NZ$412
includes taxes & fees
6 Oct - 7 Oct
Cabin close to Lake Rathbun #4

Clanton Creek ‘Cabin’

2.0 star property
The price is NZ$377
includes taxes & fees
6 Oct - 7 Oct
Clanton Creek ‘Cabin’

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 NZ$412
includes taxes & fees
8 Oct - 9 Oct
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 NZ$324
includes taxes & fees
7 Oct - 8 Oct
The Hen House Country Living with Farm Life Appeal Indianola, IA

Charming Winterset Vacation Rental w/ Yard & Patio

3.0 star property
10.0 out of 10, Exceptional, (1)
"We stayed here on a trip for the Knoxville Nationals. Went to the John Wayne Museum, seen the bridges. The house is a nice house, met many locals at the pharmacy-resturaunt in the square downtown, very friendly, ate at several other local spots, all good service and food. The area is quiet and the house in great shape, clean, had plenty of towels and comfortable beds. Would definitely recommend if you need a place in this area. "
Charming Winterset Vacation Rental w/ Yard & Patio

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 Little Brick House - Walkable to the Square Dining & Shopping

The Little Brick House - Walkable to the Square Dining & Shopping

Cabin close to Lake Rathbun #6

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!"
The price is NZ$412
includes taxes & fees
6 Oct - 7 Oct
Cabin close to Lake Rathbun #6
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.
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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 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$293 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. 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.