Osceola holiday rentals

We found 610 holiday rentals — enter your dates for availability

Discover a selection of 8 homes and other holiday rentals in Osceola that are perfect for your trip. Whether you’re travelling with friends, family or just with your pet, holiday rentals have the best amenities for spending time at your holiday home, which might include a garden and hot tub. Whatever you're looking for, you're sure to find a property to rent to meet everyone's needs, including accessible or non-smoking choices.
  • Peace of mind
    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Choose a holiday rental for your Osceola getaway

Learn about the unique charm of Osceola with a stay in a holiday home rental. This city has something for everyone. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Sightseeing in and around Osceola

Are you searching for attractions to visit in the city? Venture out of your cosy holiday rental and check out everything that makes Osceola a fun spot to go on holiday. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Potawatomi Zoo (7.4 mi / 11.9 km)
  • Warren Golf Course (8.2 mi / 13.1 km)
  • South Bend Chocolate Factory (11.3 mi / 18.2 km)
  • Legend Park (3.5 mi / 5.7 km)
  • Fruit Hills Winery (13.5 mi / 21.7 km)
  • Wine Cellar Supply Winery (13.6 mi / 22 km)

Exploring the natural features in Osceola

Whether you're an active traveller or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in Osceola. These are some of the area's most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Wellfield Botanic Gardens (5.6 mi / 9 km)
  • NIBCO Water and Ice Park (5.7 mi / 9.1 km)
  • Elkhart Environmental Center (6.8 mi / 11 km)
  • Howard Park (8.6 mi / 13.9 km)
  • East Race Waterway (8.7 mi / 14.1 km)
  • Roseland Town Park (9.8 mi / 15.8 km)

Transport to and around Osceola

Fly into South Bend, IN (SBN-South Bend Intl.), the closest airport, located 12.4 mi (20 km) from the city centre. If you can't find a flight that's convenient for your trip, you might consider flying into Goshen, IN (GSH-Goshen Municipal), which is 17.6 mi (28.3 km) away.

Frequently asked questions

What is the most popular type of holiday home accommodation in Osceola?
Houses are the most popular kind of holiday home in Osceola, according to our data. Even if you have a different vision in mind, Stayz has holiday homes in many sizes and shapes. Explore our options to find your ideal match.
How much does it cost to rent a holiday home in Osceola?
The average price for a holiday home in Osceola is determined by several factors, like time of year, length of stay and property type. Whether you’re in search of a sprawling villa with lots of space or an apartment perfect for just you and the kids, just enter your travel dates to see stays with terrific value.
How much does it cost to rent a beach house in Osceola?
The average price for a holiday home near the beach in Osceola depends on when you’ll be there and the style and size of property you’re searching for. Find prices easily on Stayz by entering your preferred travel dates and destination. Then use the filters to choose the number of bedrooms and amenities that you prefer, such as WiFi, air conditioning and a pool.
Are there pet-friendly holiday homes in Osceola?
Yes. You’ll have a choice of three holiday homes that allow pets in Osceola. Some of our pet-friendly holiday homes come with a backyard for your fur baby to run around in, complimentary treats, special dog beds and proximity to parks or green space. Apply the “Pets allowed” filter to find a pad that’ll get tails wagging on Stayz.
What are popular home amenities in Osceola?
A swimming pool, a water view and a barbecue grill rank as the most popular home amenities in Osceola. Whether you’re planning to travel by yourself, with your significant other or a group of friends, Stayz can help you find a holiday home that fits your style with all the features you need.
Are there holiday homes in Osceola that welcome kids?
Osceola has three family-friendly holiday homes. And discovering a stay that welcomes kids is a breeze with Stayz’s “Properties good for families” filter. In addition to having the entire place to yourselves, you’ll get amenities and perks such as extra bedrooms, kitchens and yards.
What are the top attractions for families in Osceola?
Keep the kids happy at these fun family-friendly attractions in Osceola:

  • Strikes and Spares Entertainment Centre
  • Hannah Lindahl Children’s Museum
  • Legend Park

Can I find two-bedroom holiday homes in Osceola?
Osceola has two two-bedroom properties to choose from. Find a holiday home with all the privacy and comfort you need at a price that’s hard to resist on Stayz.
How can I find holiday homes with air conditioning in Osceola?
Pick your dates and then use our filters to find holiday homes with ac in Osceola on Stayz. With three air-conditioned properties to choose from here, you can look forward to a cool and comfortable stay.
How old do you have to be to rent a holiday home in Osceola?
The minimum required age is generally 16, 18 or 21. It can vary between properties on Stayz, so look at the rules of your chosen Osceola holiday home before making a booking.
How long can I rent a holiday home in Osceola for?
How long you can rent a holiday home in Osceola varies according to the property. Simply enter your preferred dates to look at a list of options offering extended stays. With many creature comforts such as washing machines and kitchens, as well as some offering weekly or monthly discounted prices, you’re sure to get the perfect place to call your home away from home in Osceola.

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