Osceola Holiday Rentals from €87: Search Short-Term Rentals

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Holiday Rentals in Osceola

"5 friends getting"

includes taxes & fees

1 Dec - 2 Dec

"Room is clean and beds are comfortable. No longer have hot food for breakfast- waffles eggs ect....which is disappointing. We have stayed here several times and always a good place to stay"

includes taxes & fees

1 Dec - 2 Dec

"My sister and I only stayed for one night and used one of the rooms in the house but it was the perfect place to stay for the concert. The host, Steve, was very helpful and even drove us to and from the concert! Property is situated on a beautiful serene lot, hummingbirds were abundant out on the deck, had coffee and pastries in the am prior to checkout. Great spot!"

includes taxes & fees

30 Nov - 1 Dec

"We had a relaxing stay. Great restaurants and shops to wander thru. Lake is super clean. Only downside to our party of 4 older gals was steep steps with no handrail and bunkhouse with no bath which didn't work for us. Super clean and well stocked. Thank you Kristen! party of 4"

"Great country getaway that was close to town. We really enjoyed the hot tub. "

includes taxes & fees

2 Dec - 3 Dec

"We had a great stay!"

includes taxes & fees

30 Nov - 1 Dec

"Good trip"

includes taxes & fees

2 Dec - 3 Dec

"Wonderful stay and the host was very accommodating!"

"Great house for a weekend in Stillwater! Great location to walk downtown! Highly recommend! "

"Property manager was kind, communicative, and responsive to questions. Thoroughly cleaned. Tons of beds, private bedroom space, huge kitchen well stocked with equipment and dishes, and multiple large areas to hang out. We had ~35 people and there was tons of extra space. Clear Lake is a charming town, very small, with friendly locals and a grocery store in short walking distance. Just an hour from MSP airport as well. We had a wonderful time and intend to return when we come back through the...

"beautiful view, cute cabin.. "

"The communication with host was great! Easy to locate and very clean! Not a long distance the Historic downtown Stillwater. "

"The overall experience was awesome. Very clean, very large house. Plenty of amenities inside the home that we could use... we cooked and baked while there and there were plenty of tools for that. They allowed both of our large breed dogs as long as they stayed on the main floor which wasn't a problem. The only thing I would change is that they were insistent on a face to face check in, which means we had to be there at a very specific time the first evening. Everything that we briefly discussed...

"We had a great weekend! Thank you so much. "

includes taxes & fees

3 Dec - 4 Dec

"The cabin was absolutely lovely and quiet and clean and so restful. The property was beautiful. The communication from the own was great. I do want to stay here again when we have more time. My boyfriend and i just loved it!"

includes taxes & fees

3 Dec - 4 Dec

"We were in town for a church event. The owner was super accomodating to our constant changes. It was close to where we needed to be and had plenty of space. "

includes taxes & fees

2 Dec - 3 Dec

"It was very handy to get around Stillwater. Love to come back"

"We had family out of town stay there and we had an awesome time. This place is out of this world nice and great accommodations for large groups. Loved it!!!! We will definitely stay there again. "

"We thoroughly enjoyed our stay for a guys night out in Stillwater. The house was in a quiet neighborhood and came fully stocked. Great communication and easy check in. Highly recommended."

includes taxes & fees

1 Dec - 2 Dec

"This was a surprise stay to celebrate my wife’s 40th birthday. The view of the lake was breathtaking. The house was open, nicely maintained, and inviting. The private chef was wonderful. The hot tub was lovely. It was a delightful way to create a lasting experience that commemorates a milestone for someone so loved. "

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"The staff was amazingly helpful"

includes taxes & fees

11 Dec - 12 Dec

"Excellent staff. Clean and comfortable. This property is not brand new and shows a little wear and tear around the edges. So if you want the shiny new latest and greatest this is not the place for you. But if you want clean, comfortable, and a reasonable price, with good staff, I HIGHLY recommend this place. "

includes taxes & fees

23 Dec - 24 Dec

"Was comfortable and price acceptable "

includes taxes & fees

23 Dec - 24 Dec

Find out more about Osceola

Everything you need to know about Osceola holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Osceola holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Osceola holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Osceola holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Osceola. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Osceola holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Osceola holiday rentals we have selected for you start as low as €87 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Osceola rentals

At Expedia, we put the best Osceola holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Osceola rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Osceola holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Osceola. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Recent reviews of Osceola properties

5/5 Excellent

"The staff were very kind and courteous!"

A verified traveller stayed at Hampton Inn & Suites Lino Lakes

Posted 2 days ago

5/5 Excellent

"Excellent staff. Clean and comfortable. This property is not brand new and shows a little wear and tear around the edges. So if you want the shiny new latest and greatest this is not the place for you. But if you want clean, comfortable, and a reasonable price, with good staff, I HIGHLY recommend this place. "

A verified traveller stayed at AmericInn by Wyndham Hudson

Posted 4 days ago

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All accommodation types in Osceola

Frequently asked questions

Can I find a holiday rental in Osceola?

Yes, there are holiday rentals close to the most popular sights in Osceola, or you can select a more secluded option if you're looking for a relaxing stay. Osceola is known for its riverfront and bars. Make sure you have time to check out the waterfalls and entertainment choices during your trip.

What are some of the best holiday rentals that Osceola has to offer?

Hideaway From The Twin Cities: Sharing my personal residence, 5 Bedroom options: This holiday home rental outside of Osceola is located in a rural location, and has a patio, a BBQ and air conditioning to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Osceola?

Choose from 4 Expedia holiday rentals in Osceola for a memorable holiday.

What can I see and do in Osceola?

Saint Croix River and Apple River are a couple of lovely local spots to get outside and enjoy nature. Osceola & St. Croix Valley Railway and Trollhaugen are other places to visit while you're in town.

What are holiday rentals like in Osceola?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Osceola. Holiday rentals feature extras such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for a small group gathering.

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Holiday Rentals in Osceola

Check Osceola holiday rental availability

Holiday Rentals in Osceola

Historic Beauty w Modern Updates Near Taylor's Falls

Historic Beauty w Modern Updates Near Taylor's Falls

Hudson Inn & Suites

Hudson Inn & Suites

Hideaway From The Twin Cities: Sharing my personal residence, 5 Bedroom options

Hideaway From The Twin Cities: Sharing my personal residence, 5 Bedroom options

All seasons cabin getaway

All seasons cabin getaway

Romantic getaway! With gorgeous views from the Hot Tub!

Romantic getaway! With gorgeous views from the Hot Tub!

Hideaway from the Twin Cities: sharing my home, 5 single rooms, 2 adults 80/rm.

Hideaway from the Twin Cities: sharing my home, 5 single rooms, 2 adults 80/rm.

Beautiful Balsam Lake home with Jacuzzi tub close to Lake and park

Beautiful Balsam Lake home with Jacuzzi tub close to Lake and park

Log Cabin, Lake Retreat

Log Cabin, Lake Retreat

Stillwater's Third Street Inn

Stillwater's Third Street Inn

Gathering families, friends, & coworkers

Gathering families, friends, & coworkers

Lovely Lake House + WIFI + Coffee + Kayaks + Views

Lovely Lake House + WIFI + Coffee + Kayaks + Views

Less then 2 miles from downtown Stillwater

Less then 2 miles from downtown Stillwater

St. Croix Riverview Home...Walking Distance to Downtown Stillwater

St. Croix Riverview Home...Walking Distance to Downtown Stillwater

Cottage on the lake near downtown Stillwater

Cottage on the lake near downtown Stillwater

River road cabin

River road cabin

Modern Home

Modern Home

Blocks to Downtown. Charming 3 Bed, Entire House

Blocks to Downtown. Charming 3 Bed, Entire House

Beautiful Farmhouse Style Country Home with Indoor Pool!

Beautiful Farmhouse Style Country Home with Indoor Pool!

Historic Stillwater Home close to downtown

Historic Stillwater Home close to downtown

Lake Home, hot tub, sauna, boat rental, private chef

Lake Home, hot tub, sauna, boat rental, private chef

Other types of properties in Osceola you may be interested in

Hotel Crosby

Hotel Crosby

AmericInn by Wyndham Hudson

AmericInn by Wyndham Hudson

Country Inn & Suites by Radisson, Forest Lake, MN

Country Inn & Suites by Radisson, Forest Lake, MN

Find out more about Osceola

Find out more about Osceola

Recent reviews of Osceola properties

Recent reviews of Osceola properties

Hampton Inn & Suites Lino Lakes

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions