Osceola Vacation Rentals

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Check prices for these dates

In two weeks
Mar 13 - Mar 15
In two months
Apr 24 - Apr 26
In three months
May 22 - May 24
In four months
Jun 19 - Jun 21

Our top choices for Osceola vacation rentals

Exterior

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 ￥15,291
￥20,343 total
includes taxes & fees
Mar 1 - Mar 2
Cozy Mother-in-Law Apartment
Interior

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 ￥27,916
￥35,328 total
includes taxes & fees
Mar 1 - Mar 2
Historic 1880s Home
Dining

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 ￥20,341
￥33,674 total
includes taxes & fees
Mar 1 - Mar 2
Eleanor - 2 bdr Cabin unit on River w/SUPS, Kayaks, & paddle boat. Pet friendly!
Dining

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, (16 reviews)
"It’s was clean and modern. We enjoyed our stay "
United States
Derek K.
The price is ￥16,834
￥28,248 total
includes taxes & fees
Mar 1 - Mar 2
1 Bdr Cabin unit Respite on Apple River. Kayaks, SUPs, and more! Pet friendly!
Exterior

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, (105 reviews)
"Great value! I would stay again."
United States
Matt C.
The price is ￥11,690
￥42,847 total
includes taxes & fees
Feb 28 - Mar 1
Romantic getaway! With gorgeous views from the Hot Tub!
Desk, iron/ironing board, free WiFi, bed sheets

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 ￥10,890
￥12,999 total
includes taxes & fees
Mar 4 - Mar 5
Hudson Inn & Suites
Exterior

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 ￥24,592
￥43,900 total
includes taxes & fees
Feb 28 - Mar 1
Lake Home property
Exterior

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 ￥15,431
￥28,942 total
includes taxes & fees
Mar 17 - Mar 18
Beautiful Balsam Lake home with Jacuzzi tub close to Lake and park
WiFi, bed sheets

Wannigan Point Cabin #4

Wannigan Point Cabin #4
Taylors Falls
10.0 out of 10, Exceptional, (2 reviews)
"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 ￥21,822
￥41,006 total
includes taxes & fees
Mar 13 - Mar 14
Wannigan Point Cabin #4
Smart TV

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 ￥25,952
￥56,510 total
includes taxes & fees
Mar 3 - Mar 4
Scandinavian Retreat
Interior

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 ￥16,863
￥53,136 total
includes taxes & fees
Mar 2 - Mar 3
Woodsy Retreat: Chef's Kitchen, Dance Room & Gym
Smart TV

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 ￥13,467
￥40,948 total
includes taxes & fees
Mar 17 - Mar 18
Minne-GetAway: Modern Cottage
Terrace/patio

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 ￥17,146
￥35,470 total
includes taxes & fees
Mar 4 - Mar 5
Private Suite in historic Stillwater North Hill
Exterior detail

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 ￥24,550
￥35,568 total
includes taxes & fees
Mar 11 - Mar 12
Lower unit of a two-story duplex w/two bedrooms in Somerset with WiFi, AC
1 bedroom, WiFi, bed sheets

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 ￥37,409
￥47,768 total
includes taxes & fees
Mar 13 - Mar 14
Nordic Harbor | Room 1 | Acorn Oak
Exterior

Historic Stillwater Home close to downtown

Historic Stillwater Home close to downtown
Stillwater
10.0 out of 10, Exceptional, (67 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 ￥35,071
￥52,781 total
includes taxes & fees
Mar 8 - Mar 9
Historic Stillwater Home close to downtown
Exterior

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 ￥15,431
￥27,957 total
includes taxes & fees
Mar 23 - Mar 24
River road cabin
Exterior

Where Comfort Meets Adventure — In Every Season!

Where Comfort Meets Adventure — In Every Season!
Saint Croix Falls
9.8 out of 10, Exceptional, (41 reviews)
"We enjoyed our stay so much! There is a lot to do around the area and our cabin was cozy & relaxing. Thank you!"
United States
Pwggy D.
Where Comfort Meets Adventure — In Every Season!
Smart TV

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 ￥29,304
￥59,058 total
includes taxes & fees
Mar 9 - Mar 10
BestLocation|Romantic|ViewBridgeFromBed|Couples|Pets|Photo backdrop|Nightlife!!!
Living area

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 ￥17,925
￥32,067 total
includes taxes & fees
Mar 9 - Mar 10
Home on the Apple River
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

Northwoods Best Inn -Turtle Lake

Northwoods Best Inn -Turtle Lake

10/10 Excellent
"Wouldn't go anywhere else "
Katie 1-night trip
Posted 3 days ago
Northwoods Best Inn -Turtle Lake

Find out more about Osceola

Search for holiday rentals in Osceola on Expedia! You can easily find your home rentals, villas, holiday apartments in Osceola using one of the methods below:

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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?

Stillwater's Third Street Inn: This vacation home rental outside of Osceola offers a patio, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 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.