Osceola Vacation Rentals

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Our top choices for Osceola vacation rentals

Cozy Mother-in-Law Apartment

Cozy Mother-in-Law Apartment
Osceola
10.0 out of 10, Exceptional, (51 reviews)
"Wonderful stay. So many great features and very clean. Would definitely stay again!"
United States
Nicole A.
The price is CA $135
CA $179 total
includes taxes & fees
Feb 8 - Feb 9
Cozy Mother-in-Law Apartment

Historic 1880s Home

Historic 1880s Home
Osceola
10.0 out of 10, Exceptional, (72 reviews)
"This is a beautiful home very close to downtown and restaurants. The host did an amazing job! We would love to stay here again! "
United States
Kristine R.
The price is CA $246
CA $308 total
includes taxes & fees
Feb 8 - Feb 9
Historic 1880s Home

Home on the Apple River

Home on the Apple River
Amery
10.0 out of 10, Exceptional, (4 reviews)
"Great location right on the river. A beautiful view and nice property. Very close to Amery to get supplies and visit nice shopping options. Very comfortable accommodation. Owner was very responsive to any questions. A great value and overall experience. "
United States
Jason D.
The price is CA $157
CA $278 total
includes taxes & fees
Feb 17 - Feb 18
Home on the Apple River

Hudson Inn & Suites

Hudson Inn & Suites
3.0 star property
Hudson
8.2 out of 10, Very good, (813 reviews)
"It was clean and staff persons were polite and professional."
United States
Michael
The price is CA $101
CA $121 total
includes taxes & fees
Feb 22 - Feb 23
Hudson Inn & Suites

1 Bdr Cabin unit Respite on Apple River. Kayaks, SUPs, and more! Pet friendly!

1 Bdr Cabin unit Respite on Apple River. Kayaks, SUPs, and more! Pet friendly!
Amery
9.8 out of 10, Exceptional, (15 reviews)
"It’s was clean and modern. We enjoyed our stay "
United States
Derek K.
The price is CA $49
CA $138 total
includes taxes & fees
Feb 11 - Feb 12
1 Bdr Cabin unit Respite on Apple River. Kayaks, SUPs, and more! Pet friendly!

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

Beautiful Balsam Lake home with Jacuzzi tub close to Lake and park
Balsam Lake Village
9.2 out of 10, Wonderful, (35 reviews)
"Lovely, cozy house. We enjoyed our stay!"
United States
Geoff P.
The price is CA $135
CA $251 total
includes taxes & fees
Mar 2 - Mar 3
Beautiful Balsam Lake home with Jacuzzi tub close to Lake and park

River road cabin

River road cabin
Saint Croix Falls
8.0 out of 10, Very good, (14 reviews)
"Great stay. Would do it again."
United States
Jeff W.
The price is CA $135
CA $244 total
includes taxes & fees
Feb 18 - Feb 19
River road cabin

Reflections Retreat on Lake Magnor in Clayton, WI with beautiful lake view

Reflections Retreat on Lake Magnor in Clayton, WI with beautiful lake view
Clayton
10.0 out of 10, Exceptional, (5 reviews)
"Was great hosted and very nice place."
United States
Jennifer w.
The price is CA $219
CA $468 total
includes taxes & fees
Mar 2 - Mar 3
Reflections Retreat on Lake Magnor in Clayton, WI with beautiful lake view

Walking distance to public beach, boat landing, and downtown Balsam Lake

Walking distance to public beach, boat landing, and downtown Balsam Lake
Balsam Lake Village
10.0 out of 10, Exceptional, (2 reviews)
"The property was very spacious and comfortable. It was well stocked with pots and pans so we were able to cook. Location was great, Overall it was a great stay."
United States
Nancy A.
The price is CA $222
CA $430 total
includes taxes & fees
Feb 17 - Feb 18
Walking distance to public beach, boat landing, and downtown Balsam Lake

Eleanor - 2 bdr Cabin unit on River w/SUPS, Kayaks, & paddle boat. Pet friendly!

Eleanor - 2 bdr Cabin unit on River w/SUPS, Kayaks, & paddle boat. Pet friendly!
Amery
9.6 out of 10, Exceptional, (15 reviews)
"The Eleanor was very clean, relaxing and had everything we needed. We enjoyed our stay and the grounds had kayaks for us to get out on the lake. We definitely recommend staying here."
United States
Jayme W.
The price is CA $178
CA $292 total
includes taxes & fees
Feb 17 - Feb 18
Eleanor - 2 bdr Cabin unit on River w/SUPS, Kayaks, & paddle boat. Pet friendly!

Wannigan Point Cabin #4

Wannigan Point Cabin #4
Taylors Falls
10.0 out of 10, Exceptional, (1 review)
"This was a great location and a lovely cabin. However, when we used the oven there was a strong smell. Other than that, we had a wonderful time. Thank you."
United States
michelle b.
The price is CA $191
CA $363 total
includes taxes & fees
Feb 20 - Feb 21
Wannigan Point Cabin #4

Lake Home property

Lake Home property
Luck
9.6 out of 10, Exceptional, (13 reviews)
"The place is more of a home than a cabin. Simply beautiful, cozy and comfortable "
United States
Cathy
The price is CA $185
CA $345 total
includes taxes & fees
Feb 25 - Feb 26
Lake Home property

Nordic Harbor | Room 1 | Acorn Oak

Nordic Harbor | Room 1 | Acorn Oak
Center City
10.0 out of 10, Exceptional, (2 reviews)
"Our stay was wonderful---quaint, modern-rustic and very comfortable. We loved being able to walk across the parking lot to the rooftop bar."
United States
Alisha H.
The price is CA $328
CA $422 total
includes taxes & fees
Feb 13 - Feb 14
Nordic Harbor | Room 1 | Acorn Oak

Romantic getaway! With gorgeous views from the Hot Tub!

Romantic getaway! With gorgeous views from the Hot Tub!
Taylors Falls
9.4 out of 10, Exceptional, (104 reviews)
"Great value! I would stay again."
United States
Matt C.
The price is CA $103
CA $376 total
includes taxes & fees
Feb 28 - Mar 1
Romantic getaway! With gorgeous views from the Hot Tub!

Nordic Harbor | Room 3 | Arctic Pine - Suite

Nordic Harbor | Room 3 | Arctic Pine - Suite
Center City
10.0 out of 10, Exceptional, (1 review)
"Beautiful place and will be staying there again. "
United States
SUZANNE M.
The price is CA $479
CA $616 total
includes taxes & fees
Feb 13 - Feb 14
Nordic Harbor | Room 3 | Arctic Pine - Suite

Woodsy Retreat: Chef's Kitchen, Dance Room & Gym

Woodsy Retreat: Chef's Kitchen, Dance Room & Gym
White Bear Lake
10.0 out of 10, Exceptional, (7 reviews)
"The house was great. Clean. Loved the bathroom. Everything we needed for our stay and more"
United States
Rhoda O.
The price is CA $149
CA $472 total
includes taxes & fees
Feb 9 - Feb 10
Woodsy Retreat: Chef's Kitchen, Dance Room & Gym

Lower unit of a two-story duplex w/two bedrooms in Somerset with WiFi, AC

Lower unit of a two-story duplex w/two bedrooms in Somerset with WiFi, AC
Somerset
9.8 out of 10, Exceptional, (9 reviews)
"Very clean and exactly as described, would stay again! "
United States
Thomas R.
The price is CA $215
CA $312 total
includes taxes & fees
Feb 16 - Feb 17
Lower unit of a two-story duplex w/two bedrooms in Somerset with WiFi, AC

Minne-GetAway: Modern Cottage

Minne-GetAway: Modern Cottage
North Saint Paul
9.6 out of 10, Exceptional, (14 reviews)
"Comfortable beds and clean bathrooms."
United States
Angelika
The price is CA $118
CA $356 total
includes taxes & fees
Mar 4 - Mar 5
Minne-GetAway: Modern Cottage

Scandinavian Retreat

Scandinavian Retreat
Taylors Falls
10.0 out of 10, Exceptional, (36 reviews)
"The property was so clean and beautifully decorated. Thoughtful hosts and lovely community. "
United States
Hollie A.
The price is CA $232
CA $506 total
includes taxes & fees
Feb 8 - Feb 9
Scandinavian Retreat

Spacious & Cozy home on The Apple River- Hiking, Tubing, Skiing, Racing, 12+ ppl

Spacious & Cozy home on The Apple River- Hiking, Tubing, Skiing, Racing, 12+ ppl
Star Prairie
8.4 out of 10, Very good, (6 reviews)
"We did have some issues with our stay, but our hosts were very responsive and did their best to make everything right."
United States
Cody M.
The price is CA $370
CA $774 total
includes taxes & fees
Feb 9 - Feb 10
Spacious & Cozy home on The Apple River- Hiking, Tubing, Skiing, Racing, 12+ ppl
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.
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Top Osceola Hotel Reviews

Find out more about Osceola

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Osceola. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Osceola?

Yes, you can find vacation rentals in Osceola near Osceola & St. Croix Valley Railway, or you can go with a secluded option if you're looking for extra privacy while you relax. 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 vacation home rentals that Osceola has to offer?

Gathering families, friends, & coworkers: This vacation home rental outside of Osceola is located in a rural location and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 16 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals are there in Osceola?

Choose from 6 Expedia vacation rentals in Osceola for a memorable vacation.

What can I see and do in Osceola?

Farmington Bottoms State Natural Area and Saint Croix 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 vacation rentals like in Osceola?

Vacation rentals are privately owned accommodations you can stay in for several days or longer in Osceola. Vacation rentals offer extras such as kitchens and laundry facilities so you'll have everything you need. If you're concerned about a sanitized environment, vacation rentals can provide a sense of seclusion away from public hotel elevators and busy front desks while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for a small group gathering.