Osceola Holiday Rentals

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Check prices for these dates

In two weeks
6 Feb - 8 Feb
In two months
20 Mar - 22 Mar
In three months
17 Apr - 19 Apr
In four months
15 May - 17 May

Our top choices for Osceola holiday 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 HK$765
HK$1,018 total
includes taxes & fees
21 Jan - 22 Jan
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 HK$1,396
HK$1,767 total
includes taxes & fees
21 Jan - 22 Jan
Historic 1880s Home
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 HK$897
HK$1,604 total
includes taxes & fees
21 Jan - 22 Jan
Home on the Apple River
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, (812 reviews)
"Clean room and very quiet!"
United States
Maureen
The price is HK$605
HK$716 total
includes taxes & fees
26 Jan - 27 Jan
Hudson Inn & Suites
Interior

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

Woodsy Retreat: Chef's Kitchen, Dance Room & Gym
2.0 star property
White Bear Lake
10.0 out of 10, Exceptional, (6 reviews)
"The house was great. Clean. Loved the bathroom. Everything we needed for our stay and more"
United States
Rhoda O.
The price is HK$842
HK$2,653 total
includes taxes & fees
21 Jan - 22 Jan
Woodsy Retreat: Chef's Kitchen, Dance Room & Gym
Interior

Come check out this Cozy 2-bedroom cabin in charming Amery!

Come check out this Cozy 2-bedroom cabin in charming Amery!
Amery
10.0 out of 10, Exceptional, (5 reviews)
"Great place to stay. Very clean and comfortable. Host family is very friendly and accommodating."
United States
Susan O.
The price is HK$1,170
HK$1,884 total
includes taxes & fees
3 Feb - 4 Feb
Come check out this Cozy 2-bedroom cabin in charming Amery!
Interior

Wannigan Point Cabin #5

Wannigan Point Cabin #5
Taylors Falls
7.4 out of 10, Good, (3 reviews)
"Very cute and comfy cabin! It was the perfect location for us as we were in town for Hay Days. "
United States
Deanna N.
The price is HK$780
HK$1,663 total
includes taxes & fees
23 Jan - 24 Jan
Wannigan Point Cabin #5
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 is a a pretty, cozy, well-appointed dwelling with a shabby-chic cottage ambience. We stayed one night, after attending a wedding at the Shed, but would have been happy to stay for a long weekend, to explore the countryside around Amery. Winter or summer, this is the perfect place for a family retreat!"
United States
Jennifer K.
The price is HK$1,017
HK$1,684 total
includes taxes & fees
21 Jan - 22 Jan
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, (14 reviews)
"It’s was clean and modern. We enjoyed our stay "
United States
Derek K.
The price is HK$281
HK$784 total
includes taxes & fees
21 Jan - 22 Jan
1 Bdr Cabin unit Respite on Apple River. Kayaks, SUPs, and more! Pet friendly!
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 HK$674
HK$2,015 total
includes taxes & fees
9 Feb - 10 Feb
Minne-GetAway: Modern Cottage
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, (104 reviews)
"Great value! I would stay again."
United States
Matt C.
The price is HK$585
HK$2,126 total
includes taxes & fees
22 Jan - 23 Jan
Romantic getaway! With gorgeous views from the Hot Tub!
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 HK$772
HK$1,448 total
includes taxes & fees
26 Jan - 27 Jan
Beautiful Balsam Lake home with Jacuzzi tub close to Lake and park
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 HK$1,053
HK$1,974 total
includes taxes & fees
21 Jan - 22 Jan
Lake Home property
Exterior

Who knew "Up North" could be so close to home!

Who knew "Up North" could be so close to home!
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.
The price is HK$1,084
HK$2,248 total
includes taxes & fees
18 Feb - 19 Feb
Who knew "Up North" could be so close to home!
Terrace/patio

Private Suite in historic Stillwater North Hill

Private Suite in historic Stillwater North Hill
Stillwater
10.0 out of 10, Exceptional, (32 reviews)
"The hosts and place were fantastic all around! "
United States
Tabitha B.
The price is HK$780
HK$1,681 total
includes taxes & fees
25 Jan - 26 Jan
Private Suite in historic Stillwater North Hill
Living area

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 HK$1,263
HK$2,468 total
includes taxes & fees
25 Jan - 26 Jan
Walking distance to public beach, boat landing, and downtown Balsam Lake
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 HK$772
HK$1,407 total
includes taxes & fees
21 Jan - 22 Jan
River road cabin
Exterior detail

LumberJill Lodge #3 | Deluxe King Room

LumberJill Lodge #3 | Deluxe King Room
Balsam Lake Village
The price is HK$737
HK$1,476 total
includes taxes & fees
21 Jan - 22 Jan
LumberJill Lodge #3 | Deluxe King Room
Smart TV

Scandinavian Retreat

Scandinavian Retreat
Taylors Falls
10.0 out of 10, Exceptional, (35 reviews)
"The property was so clean and beautifully decorated. Thoughtful hosts and lovely community. "
United States
Hollie A.
The price is HK$1,228
HK$2,615 total
includes taxes & fees
21 Jan - 22 Jan
Scandinavian Retreat
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 HK$1,228
HK$1,753 total
includes taxes & fees
21 Jan - 22 Jan
Lower unit of a two-story duplex w/two bedrooms in Somerset with WiFi, AC
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

Water Street Inn

Water Street Inn

10/10 Excellent
"Great access to all of downtown and a picture perfect spot!"
Robert 2-night trip
Posted 2 days ago
Water Street Inn

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:

  • View our selection of featured holiday rentals in Osceola
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  • Enter your travel dates to view the best deals on holiday rentals in Osceola while they last

Look no further and take a look at our great range of rental properties in Osceola!

Frequently asked questions

Can I find a holiday rental in Osceola?

Yes, there are holiday rentals in Osceola close to Osceola & St. Croix Valley Railway, 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?

Just steps to Downtown Hudson and St. Croix River! : This holiday home rental outside of Osceola is located on a river, and has a patio, a selection of games and a BBQ to put you at ease in your new surroundings. It has 3 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 6 Expedia holiday rentals in Osceola for a memorable holiday.

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 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.