34+ Hotel & Resort Deals in Osceola |
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Osceola Hotels, Resorts, and Rentals

About Osceola Vacation Rentals

There are more than 34 places to stay in Osceola that are available. These options include hotels, resorts, rentals as well as short-term private accommodations (i.e. RVs, Condos, Cabins, Chalets, etc.). The places can provide you with a great option on your next holiday. Compare many places to stay in Osceola.

Are you seeking a last-minute hotel deal, or are you wanting to find the best deals available for hotels, resorts, cottages, condos, private villas, chalets, or a large vacation homes? With Hotala Osceola, you can quickly compare different options to find the hottest deals with a single click. Looking for a resort with an infinity pool, hot tub, is pet-friendly, or features a large master suite bedrooms or has a fireplace? You can find hotels, resorts, or other popular Airbnb-style properties in or near Osceola. Places to stay near Osceola are 1435.84 ft² on average, with prices averaging US $373 a night.

Hotala makes it easy to find and compare hotels, resorts, and holiday rentals in Osceola with prices often listed at a 30-40% off the rack rate. Just enter your destination and secure your reservation today.

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Top Hotels, Resorts, Rentals, Villas, Vacation Homes, Cottages, B&B and Cabins Accommodation Types in Osceola

Type Count
Vacation Homes 14
Cabin Rentals 11
Holiday Apartments 3
Cottages 2
B&B 1
Others 1

Use these Quick Filters to Find a Vacation Rental in Osceola

★ Pro Tip: Hotala has aggregated the supply of many of the leading websites including providers of short-term rentals, OTAs (including Booking.com, Agoda, Airbnb, and others). Use the Advanced Filter feature at the top to compare homes, hotels, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and more. We want to help you find the hottest places and best places to stay in Osceola.

Weather in Osceola, WI

View the weather forecast for Osceola before booking your Osceola Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Stay Near Osceola's Top Attractions

Hotala can help you find hotels, resorts, and rentals near many of Osceola's top attractions, neighborhoods, and points of interest.


Riverwood Canoe
Osceola & St. Croix Valley Railway
St. Croix Casino Turtle Lake
Maplewood Mall
Wild Mountain
Ice Castle
Trollhaugen
St Croix National Scenic Riverway
WineHaven Winery and Vineyard
Somerset Amphitheater
Interstate State Park
Dancing Dragonfly Winery
Oneka Ridge Golf Course
Saint Croix Vineyards
William O'Brien State Park
New Richmond Golf Club
Running Aces Harness Park
Chateau St Croix Winery & Vineyard
Luck Golf Course
Century College

Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods


Osceola & St. Croix Valley Railway 176 Properties
Riverwood Canoe 172 Properties
Nye 33 Properties

Frequently Asked Questions About Osceola?

What are the top hotels or resorts in Osceola?

You have a lot of choices in or near Osceola. If you need a hotel in the Osceola area, consider making a reservation for a few nights at one of our suggested properties as these have been known to be the Top Vacation Rentals and Places to Stay in Osceola:

How many hotels, resorts, or rentals are available in Osceola?

At present, the total number of properties listed by Hotala -- including hotels, resorts, and rentals -- as of 2025 is over 34 in the Osceola area, and still growing. By combining listings from multiple websites, Hotala provides a huge selection of the best hotels, resorts, and vacation properties in Osceola.


People Also Ask

There are 2 hotels in Osceola and 28 rentals

Recently Booked Hotels, Resorts, or Rentals in Osceola