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Osceola Vacation Rentals

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Our top choices for Osceola vacation rentals

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, (18 reviews)
"This place is perfect for our short fishing trip. Very clean, great location. Would stay again."
United States
MIKE L.
The price is AED 430
AED 683 total
includes taxes & fees
28 Jun - 29 Jun
Charming 3-bedroom house in Decatur City, Minutes from Little River Lake.
Exterior

Cozy pond house nestled in nature waiting for you to enjoy

Cozy pond house nestled in nature waiting for you to enjoy
Osceola
9.4 out of 10, Exceptional, (3 reviews)
"Very clean and really nice place. The host is professional and kind. I would definitely stay again."
United States
Mike
The price is AED 386
AED 617 total
includes taxes & fees
12 Jul - 13 Jul
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, (6 reviews)
"Quite nice little place to stay"
United States
Mark P.
The price is AED 364
AED 699 total
includes taxes & fees
28 Jun - 29 Jun
2-bedroom apartment close to uptown Creston with WiFi and off street parking.
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, (6 reviews)
"Clean, helpful host."
United States
troy w.
The price is AED 477
AED 843 total
includes taxes & fees
28 Jun - 29 Jun
Adair Hideaway : Quiet Neighborhood - Fenced Yard
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, (410 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 AED 359
AED 628 total
includes taxes & fees
30 Jun - 1 Jul
Beautiful Rustic Barn just waiting for you to kick back and relax.
1 bedroom, free WiFi, bed sheets, wheelchair access

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 AED 477
AED 578 total
includes taxes & fees
27 Jun - 28 Jun
Charming Highland
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)
"Great quiet atmosphere. Nice place to relax."
United States
Gary S.
The price is AED 367
AED 501 total
includes taxes & fees
30 Jun - 1 Jul
Mulberry Cottage Farm-Stay. A unique farm-stay in Southern Iowa
Free WiFi, bed sheets

The Gobbler Cabin - Hidden Acres Cabins

The Gobbler Cabin - Hidden Acres Cabins
Bethany
9.0 out of 10, Wonderful, (10 reviews)
"This is a great cabin. It was perfect for our short stay. "
United States
Laura M.
The price is AED 514
AED 628 total
includes taxes & fees
28 Jun - 29 Jun
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, (15 reviews)
"We had the best weekend staying at the Hen House! We were in the area for a wedding at the Red Acre Barn and it was the perfect place to stay! Lori went above went above and beyond to make our family feel welcome with breakfast and toys for our one and two year old children. I couldn’t recommend her place enough! "
United States
Afton B.
The price is AED 496
AED 694 total
includes taxes & fees
30 Jun - 1 Jul
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, (20 reviews)
"Great place "
United States
Jerry E.
The price is AED 551
AED 883 total
includes taxes & fees
27 Jun - 28 Jun
Cabin close to Lake Rathbun #2
Interior

Pleasant 3-bedroom bungalow with AC in charming Clearfield

Pleasant 3-bedroom bungalow with AC in charming Clearfield
Clearfield
9.2 out of 10, Wonderful, (5 reviews)
"It was a great stay!"
United States
Dustin F.
The price is AED 327
AED 494 total
includes taxes & fees
29 Jun - 30 Jun
Pleasant 3-bedroom bungalow with AC in charming Clearfield
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, (9 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 AED 528
AED 1,386 total
includes taxes & fees
30 Jun - 1 Jul
Covered Bridge Haven - 3-bedroom house with themed rooms in Winterset
Smart TV, fireplace

The Elk Cabin - Hidden Acres Cabins

The Elk Cabin - Hidden Acres Cabins
Bethany
10.0 out of 10, Exceptional, (3 reviews)
"Great location, easy access, property was beautiful "
United States
Laura B.
The price is AED 588
AED 711 total
includes taxes & fees
8 Jul - 9 Jul
The Elk Cabin - Hidden Acres Cabins
Interior

Cabin close to Lake Rathbun #4

Cabin close to Lake Rathbun #4
Melrose
9.4 out of 10, Exceptional, (8 reviews)
"Cabin rented for parents to stay to celebrate fathers birthday at Rathbun."
United States
Tara D.
The price is AED 551
AED 879 total
includes taxes & fees
27 Jun - 28 Jun
Cabin close to Lake Rathbun #4
Interior

Cabin close to Lake Rathbun #1

Cabin close to Lake Rathbun #1
Melrose
10.0 out of 10, Exceptional, (9 reviews)
"Cute cabin exactly as advertised. We would definitely stay again!"
United States
Cassey H.
The price is AED 551
AED 879 total
includes taxes & fees
27 Jun - 28 Jun
Cabin close to Lake Rathbun #1
Interior

Cabin close to Lake Rathbun #3

Cabin close to Lake Rathbun #3
Melrose
10.0 out of 10, Exceptional, (8 reviews)
"It was the perfect place for a getaway with my wife"
United States
Michael C.
The price is AED 551
AED 879 total
includes taxes & fees
30 Jun - 1 Jul
Cabin close to Lake Rathbun #3
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 AED 735
AED 884 total
includes taxes & fees
8 Jul - 9 Jul
The Bear Cabin - Hidden Acres Cabins
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 AED 551
AED 879 total
includes taxes & fees
27 Jun - 28 Jun
Cabin close to Lake Rathbun #6
Smart TV, fireplace

The Caribou Cabin - Hidden Acres Cabins

The Caribou Cabin - Hidden Acres Cabins
Bethany
9.4 out of 10, Exceptional, (3 reviews)
"Very nice and very clean. Host was very responsive and helpful. Had a great stay!"
United States
Brandon
The price is AED 735
AED 888 total
includes taxes & fees
28 Jun - 29 Jun
The Caribou 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

Lakeside Hotel Casino, a Travelodge by Wyndham

Lakeside Hotel Casino, a Travelodge by Wyndham

8/10 Good
"Good stay. Not sure what happened to the sports book?"
James 1-night trip
Posted 15 hours ago
Lakeside Hotel Casino, a Travelodge by Wyndham

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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?

West 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 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.