Search Vacation Homes in Osceola

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
9 May - 11 May
In two weeks
16 May - 18 May
In one month
30 May - 1 Jun
In two months
27 Jun - 29 Jun

Compare 30 Vacation Homes in Osceola with updated reviews, rates, and availability.

Charming 3-bedroom house in Decatur City, Minutes from Little River Lake.
Fridge, microwave, oven, stovetop

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

2.0 star property
10.0 out of 10, Exceptional, (6)
"Great place, super clean and cozy, we needed something and the owner brought it right over"
The price is AED 477
AED 748 total
includes taxes & fees
24 May - 25 May
Charming 3-bedroom house in Decatur City, Minutes from Little River Lake.
Charming Iowa Home: 1 Mi to Golf
Fridge, microwave, stovetop, dishwasher

Charming Iowa Home: 1 Mi to Golf

10.0 out of 10, Exceptional, (2)
"Close to the lake and worked perfect for us!"
Charming Iowa Home: 1 Mi to Golf
Serenity Heights - Peaceful Country Acres with beautiful view in every direction
Property grounds

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

10.0 out of 10, Exceptional, (74)
"Great place to stay. "
The price is AED 826
AED 1,435 total
includes taxes & fees
5 May - 6 May
Serenity Heights - Peaceful Country Acres with beautiful view in every direction
Beautiful Rustic Barn just waiting for you to kick back and relax.
Property grounds

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

10.0 out of 10, Exceptional, (397)
"Wonderful place to stay! Clean, well equipped- spacious AND adorable. Loved our stay! "
The price is AED 422
AED 694 total
includes taxes & fees
5 May - 6 May
Beautiful Rustic Barn just waiting for you to kick back and relax.
• Lively Cottage 2 King Beds 4 Bed 2 Bath •
Fridge, microwave, oven, stovetop

• Lively Cottage 2 King Beds 4 Bed 2 Bath •

9.4 out of 10, Exceptional, (13)
"The property was just as advertised. It had everything we needed for our stay. It's in a nice neighborhood and we were very comfortable walking our dog at any time of the day."
The price is AED 347
AED 857 total
includes taxes & fees
12 May - 13 May
• Lively Cottage 2 King Beds 4 Bed 2 Bath •
Clanton Creek ‘Cabin’
Private kitchen

Clanton Creek ‘Cabin’

2.0 star property
The price is AED 477
AED 808 total
includes taxes & fees
5 May - 6 May
Clanton Creek ‘Cabin’
Historic Bungalow in Chariton, Sleeps 5, Pets Ok, Single Level
Microwave, oven, stovetop

Historic Bungalow in Chariton, Sleeps 5, Pets Ok, Single Level

2.0 star property
10.0 out of 10, Exceptional, (1)
"Accurate description of home and location. Very easy walk into town where there are cute shops. Pipers Candy a must stop.Beautiful home and beautiful little town!"
Historic Bungalow in Chariton, Sleeps 5, Pets Ok, Single Level
Charming Winterset Vacation Rental w/ Yard & Patio
Outdoor dining

Charming Winterset Vacation Rental w/ Yard & Patio

10.0 out of 10, Exceptional, (26)
"Our group stayed here while attending a local quilt retreat. We had plenty of room and enjoyed the central location."
Charming Winterset Vacation Rental w/ Yard & Patio
The Hen House Country Living with Farm Life Appeal Indianola, IA
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (1)
"Thank you Lori for allowing us to stay in your beautiful home.We found every thing exceeded our expectations. All the little extra items you provided made us feel like home and if we had forgotten something, you had it there. "
The price is AED 496
AED 694 total
includes taxes & fees
5 May - 6 May
The Hen House Country Living with Farm Life Appeal Indianola, IA
Quiet Escape Near Rathbun Lake & Public Hunting Grounds
Interior

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
Charming 2-bedroom house in serene Creston with AC
Fridge, microwave, oven, stovetop

Charming 2-bedroom house in serene Creston with AC

2.0 star property
9.6 out of 10, Exceptional, (8)
"Great little place for a stop through town! "
The price is AED 536
AED 683 total
includes taxes & fees
5 May - 6 May
Charming 2-bedroom house in serene Creston with AC
Family Retreat-fishing pond, pool table and double bunks!!
Property grounds

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

9.6 out of 10, Exceptional, (8)
"Had a great time at this VRBO with a stocked pond and pool/ping pong table. Plenty of room for the whole family. Owner is quick to respond with any questions or needs."
Family Retreat-fishing pond, pool table and double bunks!!
Charming House on Spruce
Fridge, microwave, oven, stovetop

Charming House on Spruce

10.0 out of 10, Exceptional, (1)
The price is AED 437
AED 782 total
includes taxes & fees
10 May - 11 May
Charming House on Spruce
Lake view home at <br>1261 Green Acres Dr<br>Ellston, Iowa 50074<br>Sun Valley Lake<br>
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (10)
"The manager was very willing to work with us and was extremely responsive to any questions we had!"
Lake view home at <br>1261 Green Acres Dr<br>Ellston, Iowa 50074<br>Sun Valley Lake<br>
The Haven Oasis. Brand new 3 bed 2 bath pet friendly space on brand new street
Smart TV

The Haven Oasis. Brand new 3 bed 2 bath pet friendly space on brand new street

9.0 out of 10, Wonderful, (2)
"Very pleasant"
The price is AED 716
AED 1,512 total
includes taxes & fees
5 May - 6 May
The Haven Oasis. Brand new 3 bed 2 bath pet friendly space on brand new street
Sanctuary on Spruce; 3-bedroom house with room for everyone
3 bedrooms, WiFi, bed sheets

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

Sanctuary on Spruce; 3-bedroom house with room for everyone
'The Barn' Secluded Home 7 Mi to Afton Lake!
TV, fireplace

'The Barn' Secluded Home 7 Mi to Afton Lake!

10.0 out of 10, Exceptional, (1)
"Very spacious, clean and super accommodating. Highly recommended for a large group! Will definitely stay again during one of our fishing trips."
'The Barn' Secluded Home 7 Mi to Afton Lake!
Liberty Guest House
Smart TV, DVD player

Liberty Guest House

10.0 out of 10, Exceptional, (8)
"We stayed here for a week with our small family and pets. This home was so perfect! It was in a great location- beautiful and quiet. Highly recommend. "
Liberty Guest House
The Ultimate Luxurious Party House
Outdoor dining

The Ultimate Luxurious Party House

The price is AED 3,673
AED 4,393 total
includes taxes & fees
5 May - 6 May
The Ultimate Luxurious Party House
Blue Sky Homestead!!
Exterior detail

Blue Sky Homestead!!

10.0 out of 10, Exceptional, (2)
"Great place to stay with great people!"
Blue Sky Homestead!!
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.
Don't see what you're looking for?
See all available properties in Osceola
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Osceola

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

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

10.0 out of 10, Exceptional, (74)
"Great place to stay. "
The price is AED 826
AED 1,435 total
includes taxes & fees
5 May - 6 May
Serenity Heights - Peaceful Country Acres with beautiful view in every direction
The Ultimate Luxurious Party House
Outdoor dining

The Ultimate Luxurious Party House

The price is AED 3,673
AED 4,393 total
includes taxes & fees
5 May - 6 May
The Ultimate Luxurious Party House
Charming Winterset Vacation Rental w/ Yard & Patio
Outdoor dining

Charming Winterset Vacation Rental w/ Yard & Patio

10.0 out of 10, Exceptional, (26)
"Our group stayed here while attending a local quilt retreat. We had plenty of room and enjoyed the central location."
Charming Winterset Vacation Rental w/ Yard & Patio
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.