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Osceola Vacation Rentals

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Our top choices for Osceola vacation rentals

Historic 1880s Home

Historic 1880s Home
Osceola
10.0 out of 10, Exceptional, (79 reviews)
"Perfect location, very clean and charming house, comfortable beds and very well stocked kitchen and home"
United States
Amy G.
The price is CA $344
CA $434 total
includes taxes & fees
Jul 7 - Jul 8
Historic 1880s Home

Cozy Mother-in-Law Apartment

Cozy Mother-in-Law Apartment
Osceola
10.0 out of 10, Exceptional, (52 reviews)
"Would absolutely stay here again! Lovely location, clean, communicative host, and they shoveled right when it snowed which was especially helpful when I had a 5am clinical rotation!"
United States
Mallorey K.
The price is CA $171
CA $221 total
includes taxes & fees
Jul 7 - Jul 8
Cozy Mother-in-Law Apartment

Hudson Inn & Suites

Hudson Inn & Suites
3.0 star property
Hudson
8.2 out of 10, Very good, (853 reviews)
"Great local hotel!"
United States
Teresa
The price is CA $110
CA $130 total
includes taxes & fees
Jul 8 - Jul 9
Hudson Inn & Suites

Historic Stillwater Home close to downtown

Historic Stillwater Home close to downtown
Stillwater
10.0 out of 10, Exceptional, (77 reviews)
"Our host was lovely, the property was great, and our stay was one to remember. I can't wait to come back and explore this cute community more in the future!"
United States
Katelyn F.
The price is CA $355
CA $530 total
includes taxes & fees
Jul 8 - Jul 9
Historic Stillwater Home close to downtown

Luxurious remodel near historic downtown Hudson!

Luxurious remodel near historic downtown Hudson!
Hudson
10.0 out of 10, Exceptional, (32 reviews)
"Great place to stay! We loved it."
United States
Emily Z.
The price is CA $560
CA $691 total
includes taxes & fees
Jul 5 - Jul 6
Luxurious remodel near historic downtown Hudson!

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

Woodsy Retreat: Chef's Kitchen, Dance Room & Gym
White Bear Lake
9.6 out of 10, Exceptional, (9 reviews)
"Fantastic home with ample kitchen space and everything you need to prepare meals. Has a great layout and amenities for entertaining. We thoroughly enjoyed our stay and would visit again!"
United States
Drew R.
The price is CA $230
CA $584 total
includes taxes & fees
Jul 6 - Jul 7
Woodsy Retreat: Chef's Kitchen, Dance Room & Gym

Nordic Harbor | Room 5 | Cedar Shadows

Nordic Harbor | Room 5 | Cedar Shadows
Center City
9.8 out of 10, Exceptional, (10 reviews)
"We had a great stay. Nordic Harbor is a very charming, clean and comfortable boutique hotel! We really enjoyed the patio out back of our room and the rooftop bar overlooking the lake with live music out front of the hotel. We will be back and bring our boat next time!"
United States
Erica F.
The price is CA $340
CA $441 total
includes taxes & fees
Jul 6 - Jul 7
Nordic Harbor | Room 5 | Cedar Shadows

Gorgeous 5 bed Remodel near Downtown Hudson for Groups!

Gorgeous 5 bed Remodel near Downtown Hudson for Groups!
Hudson
10.0 out of 10, Exceptional, (11 reviews)
"This home was an excellent place to stay. The beds were super comfortable and everything in the home was very clean. We would definitely stay here again. Great communication with the host."
United States
Elizabeth F.
The price is CA $1,340
CA $1,661 total
includes taxes & fees
Jul 5 - Jul 6
Gorgeous 5 bed Remodel near Downtown Hudson for Groups!

Just built 3-bedroom Scandinavian loft cottage near Lindstrom-Taylor's Falls

Just built 3-bedroom Scandinavian loft cottage near Lindstrom-Taylor's Falls
center city
10.0 out of 10, Exceptional, (1 review)
"We had a wonderful time staying in this beautiful house. House was very clean, well decorated and had everything we needed.Quiet location but only minutes away from great wineries and restaurants.Highly recommend!"
United States
Karen M.
The price is CA $421
CA $692 total
includes taxes & fees
Jul 8 - Jul 9
Just built 3-bedroom Scandinavian loft cottage near Lindstrom-Taylor's Falls

3-bedroom house in charming Stillwater with AC

3-bedroom house in charming Stillwater with AC
Stillwater
9.6 out of 10, Exceptional, (15 reviews)
"The neighborhood and home were lovely. Inside, the home was very clean and comfortable, and the kitchen had everything we needed. We'd definitely stay here again!"
United States
Amanda S.
The price is CA $351
CA $790 total
includes taxes & fees
Jul 6 - Jul 7
3-bedroom house in charming Stillwater with AC

Scandinavian Retreat

Scandinavian Retreat
Taylors Falls
10.0 out of 10, Exceptional, (40 reviews)
"Beautiful place, great location and amazing hosts!!!!"
United States
Dylan M.
The price is CA $308
CA $610 total
includes taxes & fees
Jul 6 - Jul 7
Scandinavian Retreat

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
10.0 out of 10, Exceptional, (12 reviews)
"Very clean and exactly as described, would stay again! "
United States
Thomas R.
The price is CA $244
CA $348 total
includes taxes & fees
Jul 6 - Jul 7
Lower unit of a two-story duplex w/two bedrooms in Somerset with WiFi, AC

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 $496
CA $642 total
includes taxes & fees
Jul 6 - Jul 7
Nordic Harbor | Room 3 | Arctic Pine - Suite

Balsam Lake Sunset Cabin with WiFi & Sauna!

Balsam Lake Sunset Cabin with WiFi & Sauna!
Balsam Lake
9.6 out of 10, Exceptional, (47 reviews)
"I had my out of town family stay here and it was just perfect. It's a great location on the lake, easy to get to both by boat and land."
United States
Kris M.
The price is CA $995
CA $1,845 total
includes taxes & fees
Jul 31 - Aug 1
Balsam Lake Sunset Cabin with WiFi & Sauna!

Lake Home property

Lake Home property
Luck
9.2 out of 10, Wonderful, (14 reviews)
"Very nice cozy cabin and such a great, accommodating host! "
United States
Jesse S.
The price is CA $282
CA $464 total
includes taxes & fees
Jul 20 - Jul 21
Lake Home property

Spacious light-filled house near Stillwater - The Stone's Throw Riverhouse

Spacious light-filled house near Stillwater - The Stone's Throw Riverhouse
Stillwater
9.4 out of 10, Exceptional, (18 reviews)
"Our stay was work related . We enjoyed the large space and convience for our location."
United States
Beth
The price is CA $370
CA $1,078 total
includes taxes & fees
Jul 6 - Jul 7
Spacious light-filled house near Stillwater - The Stone's Throw Riverhouse

Relaxing Townhouse Escape

Relaxing Townhouse Escape
Hugo
9.0 out of 10, Wonderful, (20 reviews)
"Clean & comfortable stay. Great location and appreciated use of the garage for additional parking space. "
United States
Jennifer L.
The price is CA $234
CA $410 total
includes taxes & fees
Jul 26 - Jul 27
Relaxing Townhouse Escape

CHARMING RETREAT! Over-looking Lake, Hot tub, WiFi, AC, Nearby Walking Trails

CHARMING RETREAT! Over-looking Lake, Hot tub, WiFi, AC, Nearby Walking Trails
Stillwater
9.8 out of 10, Exceptional, (12 reviews)
"Excellent place to stay. We will definitely be returning. Host was very accommodating."
United States
Judy K.
The price is CA $369
CA $1,076 total
includes taxes & fees
Jul 6 - Jul 7
CHARMING RETREAT! Over-looking Lake, Hot tub, WiFi, AC, Nearby Walking Trails

Classic Home

Classic Home
Centuria
8.2 out of 10, Very good, (38 reviews)
"Nice clean house that fit our needs perfectly. Were on girls weekend and this was great place to stay and then travel around the wider area trying different routes and restaurants. Got great suggestions from the host! "
United States
Melissa
The price is CA $177
CA $322 total
includes taxes & fees
Jul 6 - Jul 7
Classic Home

Apple River Retreat home in Amery

Apple River Retreat home in Amery
Amery
10.0 out of 10, Exceptional, (5 reviews)
"Host was very helpful everythig went perfect we had a great time "
United States
Rusty S.
The price is CA $197
CA $349 total
includes taxes & fees
Jul 28 - Jul 29
Apple River Retreat home in Amery
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

Everything you need to know about Osceola vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Osceola vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Osceola vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Osceola vacation rentals we have selected for you start as low as CA $130 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 vacation 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 vacation.

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. 

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?

MINNeSTAY* St. Croix Valley Inn: This highly rated vacation home rental in Osceola is located on the waterfront and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 8 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?

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 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.