Search Vacation Homes in Osceola

Start date: Check-in selected.
To Date
End date: Check-out

Check prices for these dates

In two weeks
Oct 10 - Oct 12
In two months
Nov 21 - Nov 23
In three months
Dec 19 - Dec 21
In four months
Jan 16 - Jan 18

Vacation Homes in Osceola

Covered Bridge Haven - 3-bedroom house with themed rooms in Winterset
Microwave, oven, stovetop, dishwasher

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"
$348 nightly
The price is $389
Oct 21 - Oct 22
Total with taxes and fees
Covered Bridge Haven - 3-bedroom house with themed rooms in Winterset
Family Retreat-fishing pond, pool table and double bunks!!
Property grounds

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

9.4 out of 10, Exceptional, (12)
"Clean, comfortable beds, and nice kitchen. We would stay there again!! Could use a different couch though. "
Family Retreat-fishing pond, pool table and double bunks!!
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, (401)
"Needed a a quick getaway....it was perfect "
$169 nightly
The price is $177
Sep 30 - Oct 1
Total with taxes and fees
Beautiful Rustic Barn just waiting for you to kick back and relax.
Quiet Escape Near Rathbun Lake & Public Hunting Grounds
Property grounds

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

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."
$190 nightly
The price is $200
Oct 1 - Oct 2
Total with taxes and fees
Charming 3-bedroom house in Decatur City, Minutes from Little River Lake.
• 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, (18)
"Had a great stay, will come back!"
• Lively Cottage 2 King Beds 4 Bed 2 Bath •
Sanctuary on Spruce; 3-bedroom house with room for everyone
3 bedrooms, travel crib, free WiFi, bed sheets

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
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, (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
Clanton Creek ‘Cabin’
Private kitchen

Clanton Creek ‘Cabin’

2.0 star property
$200 nightly
The price is $220
Sep 29 - Sep 30
Total with taxes and fees
Clanton Creek ‘Cabin’
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, (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"
$180 nightly
The price is $189
Sep 29 - Sep 30
Total with taxes and fees
The Hen House Country Living with Farm Life Appeal Indianola, IA
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, (11)
"This is the 3rd time staying here. The house is always clean and communication with the host is excellent. Perfect to park our 3 trucks and boat trailers."
Lake view home at <br>1261 Green Acres Dr<br>Ellston, Iowa 50074<br>Sun Valley Lake<br>
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, (6)
"This was a historical home and it was beautiful inside and out the property is clearly well kept the home was perfect and comfortable and made us feel right at home traveling with three generations on one trip we were all very pleased and very happy with the layout the ease of everything and how lovely the house was just a wonderful experience to stay in such a historic home in such a lovely town"
Historic Bungalow in Chariton, Sleeps 5, Pets Ok, Single Level
Boho Bungalow
Interior

Boho Bungalow

$150 nightly
The price is $157
Sep 29 - Sep 30
Total with taxes and fees
Boho Bungalow
Liberty Guest House
Fridge, microwave, oven, stovetop

Liberty Guest House

10.0 out of 10, Exceptional, (8)
"We wanted a a quiet spot to get our dog away from loud firework displays and Liberty Guest house was the perfect fit."
Liberty Guest House
The Ultimate Luxurious Party House
Outdoor dining

The Ultimate Luxurious Party House

$1,028 nightly
The price is $1,079
Sep 29 - Sep 30
Total with taxes and fees
The Ultimate Luxurious Party House
Charming Highland
1 bedroom, free WiFi, bed sheets, wheelchair access

Charming Highland

$150 nightly
The price is $157
Sep 29 - Sep 30
Total with taxes and fees
Charming Highland
Blue Sky Homestead!!
Exterior detail

Blue Sky Homestead!!

10.0 out of 10, Exceptional, (2)
"Very nice, enjoyed our stay so much. The only thing I would change was the bathroom on main floor the door didn’t shut completely or lock and no fan."
Blue Sky Homestead!!
Tranquil Machine Shed House 5 minutes from Lamoni
Exterior

Tranquil Machine Shed House 5 minutes from Lamoni

Tranquil Machine Shed House 5 minutes from Lamoni
Victoria's House at Rose Farm
Terrace/patio

Victoria's House at Rose Farm

Victoria's House at Rose Farm
Eat and sleep
Interior

Eat and sleep

Eat and sleep
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Osceola Hotel Reviews

Lakeside Hotel Casino

Lakeside Hotel Casino

10/10 Excellent
"Room is clean. Beds and pillows were comfortable "
Cory 1-night trip
Posted 3 days ago
Lakeside Hotel Casino

Find out more about Osceola

Find out more about Osceola

Osceola Vacation Homes information

Number of reviews
519
Accommodation
30 Vacation Homes
Lowest Price
$157
Highest Price
$1,079

Explore a world of travel with Expedia

Explore a world of travel with Expedia