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Osceola Holiday Rentals

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Check prices for these dates

In two weeks
14 Aug - 16 Aug
In two months
25 Sept - 27 Sept
In three months
23 Oct - 25 Oct
In four months
20 Nov - 22 Nov

Our top choices for Osceola holiday 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
9.6 out of 10, Exceptional, (4 reviews)
"It was more than we expected, a perfect place to get away for some peace and quiet. Super clean and very well equipped with everything we needed. Can't wait to stay again!"
United States
Eric F.
The price is HK$823
HK$1,317 total
includes taxes & fees
17 Aug - 18 Aug
Cozy pond house nestled in nature waiting for you to enjoy
Coffee/tea maker, fridge, microwave, oven

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, (19 reviews)
"Very clean, comfortable, and accommodating host. We will be staying here again in the future for sure!"
United States
Mark O.
The price is HK$1,019
HK$1,581 total
includes taxes & fees
15 Aug - 16 Aug
Charming 3-bedroom house in Decatur City, Minutes from Little River Lake.
2 bedrooms, free WiFi, bed sheets

Adair Hideaway : Quiet Neighborhood - Fenced Yard

Adair Hideaway : Quiet Neighborhood - Fenced Yard
Creston
10.0 out of 10, Exceptional, (8 reviews)
"The host was communicative, the property was clean, and there were plenty of amenities to make our stay comfortable. "
United States
Robert W.
The price is HK$1,019
HK$1,783 total
includes taxes & fees
29 Jul - 30 Jul
Adair Hideaway : Quiet Neighborhood - Fenced Yard
Exterior

Spacious Farmhouse beautifully decorated waiting for laughs and memories

Spacious Farmhouse beautifully decorated waiting for laughs and memories
New Virginia
10.0 out of 10, Exceptional, (19 reviews)
"A perfect place to relax! This farmhouse was spotless and had everything we needed for a long, comfortable weekend. Lots of seating, comfy beds and bedding, fluffy towels and peaceful surroundings. We loved it here! The last time we were here, we stayed in their barn vrbo, which was also a great place!"
United States
Chris M.
The price is HK$980
HK$1,630 total
includes taxes & fees
9 Aug - 10 Aug
Spacious Farmhouse beautifully decorated waiting for laughs and memories
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, (411 reviews)
"This place was so incredibly cute. We loved our little getaway for our first anniversary and we had everything we needed and more. Thank you for providing such a great place, we’ll definitely be back!!"
United States
Genevieve P.
The price is HK$767
HK$1,340 total
includes taxes & fees
29 Jul - 30 Jul
Beautiful Rustic Barn just waiting for you to kick back and relax.
Coffee/tea maker, fridge, microwave, oven

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, (17 reviews)
"Loved it, every thing was awesome."
United States
Adam b.
The price is HK$1,059
HK$1,482 total
includes taxes & fees
20 Aug - 21 Aug
The Hen House Country Living with Farm Life Appeal Indianola, IA
Terrace/patio

Mulberry Cottage Farm-Stay. A unique farm-stay in Southern Iowa

Mulberry Cottage Farm-Stay. A unique farm-stay in Southern Iowa
Lacona
9.4 out of 10, Exceptional, (9 reviews)
"Everything was awesome "
United States
Richard D.
The price is HK$784
HK$1,070 total
includes taxes & fees
17 Aug - 18 Aug
Mulberry Cottage Farm-Stay. A unique farm-stay in Southern Iowa
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, (14 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.
Covered Bridge Haven - 3-bedroom house with themed rooms in Winterset
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, (23 reviews)
"Had a great stay, will come back!"
United States
Spring A.
The price is HK$882
HK$2,007 total
includes taxes & fees
10 Aug - 11 Aug
• Lively Cottage 2 King Beds 4 Bed 2 Bath •
1 bedroom, free WiFi, bed sheets

Charming Highland

Charming Highland
Corydon
10.0 out of 10, Exceptional, (1 review)
"An excellent and communicative host in a wonderful spot in downtown Corydon."
United States
Joe C.
The price is HK$1,019
HK$1,235 total
includes taxes & fees
29 Jul - 30 Jul
Charming Highland
Interior

Cabin close to Lake Rathbun #4

Cabin close to Lake Rathbun #4
Melrose
9.4 out of 10, Exceptional, (8 reviews)
The price is HK$1,176
HK$1,861 total
includes taxes & fees
29 Jul - 30 Jul
Cabin close to Lake Rathbun #4
Free WiFi, bed sheets

The Gobbler Cabin - Hidden Acres Cabins

The Gobbler Cabin - Hidden Acres Cabins
Bethany
9.2 out of 10, Wonderful, (11 reviews)
"Only issue would be in water pressure in toilet or shower which wanted to turn hot and cold on me. Lovely place and good place to stay"
United States
Pat F.
The price is HK$1,098
HK$1,341 total
includes taxes & fees
29 Jul - 30 Jul
The Gobbler Cabin - Hidden Acres Cabins
Interior

Pleasant 3-bedroom bungalow with AC in charming Clearfield

Pleasant 3-bedroom bungalow with AC in charming Clearfield
Clearfield
9.4 out of 10, Exceptional, (6 reviews)
"It was a great stay!"
United States
Dustin F.
The price is HK$826
HK$1,188 total
includes taxes & fees
4 Aug - 5 Aug
Pleasant 3-bedroom bungalow with AC in charming Clearfield
Interior

Cabin close to Lake Rathbun #2

Cabin close to Lake Rathbun #2
Melrose
9.8 out of 10, Exceptional, (20 reviews)
"Great place "
United States
Jerry E.
The price is HK$1,176
HK$1,886 total
includes taxes & fees
3 Aug - 4 Aug
Cabin close to Lake Rathbun #2
Interior

Cabin close to Lake Rathbun #3

Cabin close to Lake Rathbun #3
Melrose
10.0 out of 10, Exceptional, (9 reviews)
"It was the perfect place for a getaway with my wife"
United States
Michael C.
The price is HK$1,176
HK$1,861 total
includes taxes & fees
29 Jul - 30 Jul
Cabin close to Lake Rathbun #3
Interior

Cabin close to Lake Rathbun #1

Cabin close to Lake Rathbun #1
Melrose
9.6 out of 10, Exceptional, (10 reviews)
"Cute cabin exactly as advertised. We would definitely stay again!"
United States
Cassey H.
The price is HK$1,176
HK$1,861 total
includes taxes & fees
29 Jul - 30 Jul
Cabin close to Lake Rathbun #1
Interior

Cabin close to Lake Rathbun #6

Cabin close to Lake Rathbun #6
Melrose
9.0 out of 10, Wonderful, (4 reviews)
"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 HK$1,176
HK$1,886 total
includes taxes & fees
29 Jul - 30 Jul
Cabin close to Lake Rathbun #6
Smart TV, fireplace

The Elk Cabin - Hidden Acres Cabins

The Elk Cabin - Hidden Acres Cabins
Bethany
10.0 out of 10, Exceptional, (4 reviews)
"Great location, easy access, property was beautiful "
United States
Laura B.
The price is HK$1,255
HK$1,518 total
includes taxes & fees
29 Jul - 30 Jul
The Elk Cabin - Hidden Acres Cabins
Smart TV, fireplace

The Caribou Cabin - Hidden Acres Cabins

The Caribou Cabin - Hidden Acres Cabins
Bethany
9.6 out of 10, Exceptional, (4 reviews)
"Very nice and very clean. Host was very responsive and helpful. Had a great stay!"
United States
Brandon
The price is HK$1,568
HK$1,895 total
includes taxes & fees
29 Jul - 30 Jul
The Caribou Cabin - Hidden Acres Cabins
Coffee/tea maker, fridge, microwave, oven

The Bear Cabin - Hidden Acres Cabins

The Bear Cabin - Hidden Acres Cabins
Bethany
9.6 out of 10, Exceptional, (4 reviews)
The price is HK$1,568
HK$1,895 total
includes taxes & fees
2 Aug - 3 Aug
The Bear Cabin - Hidden Acres Cabins
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

Country Inn & Suites by Radisson, Indianola, IA

Country Inn & Suites by Radisson, Indianola, IA

8/10 Good
"Thank you"
Rob 1-night trip
Posted less than an hour ago
Country Inn & Suites by Radisson, Indianola, IA

Find out more about Osceola

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

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?

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 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.