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 $133
CA $177 total
includes taxes & fees
Feb 16 - Feb 17
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 $243
CA $305 total
includes taxes & fees
Feb 15 - Feb 16
Historic 1880s Home

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 $177
CA $290 total
includes taxes & fees
Feb 16 - Feb 17
Eleanor - 2 bdr Cabin unit on River w/SUPS, Kayaks, & paddle boat. Pet friendly!

Hudson Inn & Suites

Hudson Inn & Suites
3.0 star property
Hudson
8.2 out of 10, Very good, (814 reviews)
"It was clean and staff persons were polite and professional."
United States
Michael
The price is CA $101
CA $120 total
includes taxes & fees
Mar 2 - Mar 3
Hudson Inn & Suites

LumberJill Lodge #3 | Deluxe King Room

LumberJill Lodge #3 | Deluxe King Room
Balsam Lake Village
The price is CA $113
CA $236 total
includes taxes & fees
Feb 15 - Feb 16
LumberJill Lodge #3 | Deluxe King Room

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 $163
CA $265 total
includes taxes & fees
Mar 1 - Mar 2
1 Bdr Cabin unit Respite on Apple River. Kayaks, SUPs, and more! Pet friendly!

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 $183
CA $342 total
includes taxes & fees
Feb 16 - Feb 17
Lake Home property

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 $102
CA $373 total
includes taxes & fees
Feb 15 - Feb 16
Romantic getaway! With gorgeous views from the Hot Tub!

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 $227
CA $498 total
includes taxes & fees
Feb 16 - Feb 17
Scandinavian Retreat

Relaxing Townhouse Escape

Relaxing Townhouse Escape
Hugo
8.8 out of 10, Excellent, (16 reviews)
"Nice location "
United States
Mary O.
The price is CA $177
CA $336 total
includes taxes & fees
Feb 18 - Feb 19
Relaxing Townhouse Escape

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 $326
CA $419 total
includes taxes & fees
Feb 16 - Feb 17
Nordic Harbor | Room 1 | Acorn Oak

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 $190
CA $360 total
includes taxes & fees
Feb 20 - Feb 21
Wannigan Point Cabin #4

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 $214
CA $310 total
includes taxes & fees
Feb 14 - Feb 15
Lower unit of a two-story duplex w/two bedrooms in Somerset with WiFi, AC

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 $147
CA $466 total
includes taxes & fees
Feb 16 - Feb 17
Woodsy Retreat: Chef's Kitchen, Dance Room & Gym

Historic Stillwater Home close to downtown

Historic Stillwater Home close to downtown
Stillwater
10.0 out of 10, Exceptional, (65 reviews)
"Very walkable distance from downtown. We loved our stay and appreciated all the sweet touches and amenities!"
United States
Allyssa M.
The price is CA $305
CA $463 total
includes taxes & fees
Feb 17 - Feb 18
Historic Stillwater Home close to downtown

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 $117
CA $354 total
includes taxes & fees
Feb 23 - Feb 24
Minne-GetAway: Modern Cottage

BestLocation|Romantic|ViewBridgeFromBed|Couples|Pets|Photo backdrop|Nightlife!!!

BestLocation|Romantic|ViewBridgeFromBed|Couples|Pets|Photo backdrop|Nightlife!!!
Stillwater
9.4 out of 10, Exceptional, (59 reviews)
"Enjoyed our stay in stillwater. Host is very responsive and the property is amazing. The location is perfect for a getaway. We have enjoyed the property before and plan too again "
United States
Michael M.
The price is CA $255
CA $519 total
includes taxes & fees
Feb 17 - Feb 18
BestLocation|Romantic|ViewBridgeFromBed|Couples|Pets|Photo backdrop|Nightlife!!!

LumberJill Lodge #6 | King Room

LumberJill Lodge #6 | King Room
Balsam Lake Village
The price is CA $113
CA $236 total
includes taxes & fees
Feb 15 - Feb 16
LumberJill Lodge #6 | King Room

Historic Swedish Cottage on Quiet Lindstrom Lake

Historic Swedish Cottage on Quiet Lindstrom Lake
Lindstrom
9.4 out of 10, Exceptional, (237 reviews)
"Beautiful property. Plenty of space."
United States
Colin J.
The price is CA $475
CA $875 total
includes taxes & fees
Feb 15 - Feb 16
Historic Swedish Cottage on Quiet Lindstrom Lake

Private Suite in historic Stillwater North Hill

Private Suite in historic Stillwater North Hill
Stillwater
10.0 out of 10, Exceptional, (33 reviews)
"The hosts and place were fantastic all around! "
United States
Tabitha B.
The price is CA $149
CA $310 total
includes taxes & fees
Feb 19 - Feb 20
Private Suite in historic Stillwater North Hill
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.