Osceola, Wisconsin holiday accommodation: short-term house rentals & properties

Discover a selection of holiday rentals in Osceola that are perfect for your trip. Whether you’re staying in a holiday home with your children or with friends, you'll find the best amenities for hanging out with the people that matter most, which might include Wi-Fi and a fireplace. Whatever you're looking for, you're sure to find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

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Find the best place to stay - Osceola

Historic Beauty w Modern Updates Near Taylor's Falls

Sleeps 11 · 4 bedrooms · 1 bathroom

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

Head to the relaxing city of Osceola

Enjoy the entertainment and other features of Osceola. Travellers especially like the riverfront, bars and waterfalls in this relaxing and welcoming city. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Sightseeing in and around Osceola

Are you hoping to discover attractions to see during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Osceola a one-of-a-kind holiday spot. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

Trollhaugen (4.6 mi / 7.4 km)
Dancing Dragonfly Winery (7.7 mi / 12.4 km)
WineHaven Winery and Vineyard (10.5 mi / 16.9 km)
Wild Mountain (11.7 mi / 18.8 km)
Wild Mountain Winery (12.6 mi / 20.3 km)
Chateau St Croix Winery & Vineyard (12.7 mi / 20.4 km)

Exploring the natural features in Osceola

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Osceola is a great place to spend some time outside. These are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city centre:

Interstate State Park (5.4 mi / 8.8 km)
Saint Croix River (6.8 mi / 10.9 km)
St Croix National Scenic Riverway (7.2 mi / 11.6 km)
William O'Brien State Park (7.3 mi / 11.7 km)
Round Lake (9 mi / 14.5 km)
Interstate State Park- Wisconsin (9.5 mi / 15.2 km)

How to get to and around Osceola

The nearest airport is in St. Paul, MN (STP-St. Paul Downtown), located 32.1 mi (51.7 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could also fly into Minneapolis, MN (MSP-Minneapolis - St. Paul Intl.), which is 39 mi (62.8 km) away.

Frequently asked questions

How much does it cost to rent a holiday home in Osceola?

Several things affect what you'll pay for your holiday home in Osceola, such as the time of year, length of stay and property type. However, all Stayz homes have something in common — excellent value. Just enter your travel dates to find your ideal match.

How much does it cost to rent a beach house in Osceola?

Prices for beach houses in Osceola may differ depending on the style and size of the property and when you plan to travel. Simply enter your travel dates into Stayz and the number of guests to view your holiday home options and prices. From there you can use our filters to narrow your search results by nearby activities, amenities, ratings and more.

What are the top attractions for families in Osceola?

Keep the kids busy at these fantastic family-friendly attractions in Osceola:

Fawn Doe Rosa Wildlife Educational Park
Osceola & St. Croix Valley Railway
Riverwood Canoe

How old do you have to be to rent a holiday home in Osceola?

It's advisable to check with the Osceola holiday home you're looking at on Stayz as the age limit differs. However, it's normally 16, 18 or 21.

How long can I rent a holiday home in Osceola for?

It really depends on the Osceola property. To see a list of options offering extended stays, just enter your travel dates and number of guests into the Stayz search page. You can enjoy having the whole property to yourself, as well as amenities such as air conditioning, a fully-equipped kitchen and an outdoor space where the kids can burn off energy. Keep an eye out for any long-term stays that offer discounted weekly or monthly prices.