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Check prices for these dates

Next weekend
16 May - 18 May
In two weeks
23 May - 25 May
In one month
6 Jun - 8 Jun
In two months
4 Jul - 6 Jul

Compare 183 Vacation Homes in Osceola with updated reviews, rates, and availability.

Cozy Lodge Theme Home in Beautiful Hudson, WI
Fridge, microwave, oven, stovetop

Cozy Lodge Theme Home in Beautiful Hudson, WI

9.8 out of 10, Exceptional, (70)
"It was good to have a home base while we were in town visiting family. So many good places to eat close by. "
Cozy Lodge Theme Home in Beautiful Hudson, WI
Hideaway From The Twin Cities: Sharing my personal residence, 5 Bedroom options
Terrace/patio

Hideaway From The Twin Cities: Sharing my personal residence, 5 Bedroom options

9.2 out of 10, Wonderful, (38)
"Excellent!"
The price is AED 294
AED 388 total
includes taxes & fees
9 May - 10 May
Hideaway From The Twin Cities: Sharing my personal residence, 5 Bedroom options
Modern Lake Home!
Interior

Modern Lake Home!

9.4 out of 10, Exceptional, (12)
"Great stay with Family. The Home had all we needed to enjoy our time in WHite Bear Lake"
The price is AED 1,469
AED 2,958 total
includes taxes & fees
8 Jun - 9 Jun
Modern Lake Home!
Cozy Lakefront 2 BR/1 BA Welcomes You!
Interior

Cozy Lakefront 2 BR/1 BA Welcomes You!

9.8 out of 10, Exceptional, (50)
"Perfect relaxing getaway!"
Cozy Lakefront 2 BR/1 BA Welcomes You!
Cozy cottage in downtown Hudson, WI!
Outdoor dining

Cozy cottage in downtown Hudson, WI!

10.0 out of 10, Exceptional, (141)
"I’m from Hudson and planned a visit for my birthday. This place was perfect for my stay! "
Cozy cottage in downtown Hudson, WI!
Minne-GetAway: Modern Cottage
Outdoor dining

Minne-GetAway: Modern Cottage

10.0 out of 10, Exceptional, (5)
"Responsive host. Clean and comfortable in a safe neighborhood. Well furnished. Would definitely stay again. "
The price is AED 347
AED 1,049 total
includes taxes & fees
14 May - 15 May
Minne-GetAway: Modern Cottage
Location, Comfort, Amenities in Downtown Hudson, WI!!
Exterior

Location, Comfort, Amenities in Downtown Hudson, WI!!

10.0 out of 10, Exceptional, (145)
"The home was beautiful and very comfortable! Matt is an excellent communicator, and the location was perfect, with restaurants within walking distance."
Location, Comfort, Amenities in Downtown Hudson, WI!!
Gathering families, friends, & coworkers
Exterior

Gathering families, friends, & coworkers

10.0 out of 10, Exceptional, (32)
"This was an amazing property for our large family to gather together to celebrate Christmas. There was plenty of sleeping, dining and gathering space."
Gathering families, friends, & coworkers
Secluded Lakefront Home with outdoor hot tub, fire pit & indoor Hockey Rink
Smart TV, fireplace, printers

Secluded Lakefront Home with outdoor hot tub, fire pit & indoor Hockey Rink

10.0 out of 10, Exceptional, (46)
"Host was very responsive. We all enjoyed the stay!"
Secluded Lakefront Home with outdoor hot tub, fire pit & indoor Hockey Rink
Cottage on the lake near downtown Stillwater
Property grounds

Cottage on the lake near downtown Stillwater

10.0 out of 10, Exceptional, (232)
"We had a great weekend! Thank you so much. "
Cottage on the lake near downtown Stillwater
Stillwater's Third Street Inn
Property grounds

Stillwater's Third Street Inn

10.0 out of 10, Exceptional, (209)
"The house is in the perfect location, the beds were comfortable and the house was clean! Overall it was a good experience:"
Stillwater's Third Street Inn
Get away from it all and relax on the lake!
Property grounds

Get away from it all and relax on the lake!

9.8 out of 10, Exceptional, (160)
"Loved our stay at this cabin. Very relaxing and fun weekend!"
Get away from it all and relax on the lake!
Gorgeous 5 bed Remodel near Downtown Hudson for Groups!
Fridge, microwave, oven, stovetop

Gorgeous 5 bed Remodel near Downtown Hudson for Groups!

10.0 out of 10, Exceptional, (6)
"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."
The price is AED 3,594
AED 4,454 total
includes taxes & fees
11 May - 12 May
Gorgeous 5 bed Remodel near Downtown Hudson for Groups!
Beautiful Farmhouse Style Country Home with Indoor Pool!
Indoor pool

Beautiful Farmhouse Style Country Home with Indoor Pool!

10.0 out of 10, Exceptional, (42)
"Great place for a family vacation."
Beautiful Farmhouse Style Country Home with Indoor Pool!
Historic Stillwater Home close to downtown
Exterior

Historic Stillwater Home close to downtown

10.0 out of 10, Exceptional, (37)
"Absolutely loved our stay! Had a girls night with a pretty large group and we were more than comfortable here. The kitchen is super well set up for cooking, and downtown is a very easy short walk away. Would definitely stay here again! "
The price is AED 918
AED 1,357 total
includes taxes & fees
14 May - 15 May
Historic Stillwater Home close to downtown
Historic Beauty w Modern Updates Near Taylor's Falls
Fridge, microwave, oven, stovetop

Historic Beauty w Modern Updates Near Taylor's Falls

9.8 out of 10, Exceptional, (26)
"Enjoyed completely."
The price is AED 606
AED 1,323 total
includes taxes & fees
13 May - 14 May
Historic Beauty w Modern Updates Near Taylor's Falls
Riverfront cabin with kayaks and canoes
Lake

Riverfront cabin with kayaks and canoes

9.8 out of 10, Exceptional, (107)
"We loved everything about it."
Riverfront cabin with kayaks and canoes
Serene Suburban Retreat with Hot Tub next to the Super Rink, 3M Open and USA Cup
Pool

Serene Suburban Retreat with Hot Tub next to the Super Rink, 3M Open and USA Cup

10.0 out of 10, Exceptional, (1)
"Beautiful, clean, spacious house!"
Serene Suburban Retreat with Hot Tub next to the Super Rink, 3M Open and USA Cup
Great Getaway Enjoy Lake Living ~ 20 minutes from St Paul and Wisconsin

Great Getaway Enjoy Lake Living ~ 20 minutes from St Paul and Wisconsin

9.2 out of 10, Wonderful, (108)
"We enjoyed our stay, plenty of room. Nice area "
The price is AED 1,010
AED 2,273 total
includes taxes & fees
4 Jun - 5 Jun
Great Getaway Enjoy Lake Living ~ 20 minutes from St Paul and Wisconsin
Beautiful Balsam Lake home with Jacuzzi tub close to Lake and park
Exterior

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

9.2 out of 10, Wonderful, (33)
"Everything was great. Just wish the location was more accurate when I booked. "
The price is AED 459
AED 798 total
includes taxes & fees
12 May - 13 May
Beautiful Balsam Lake home with Jacuzzi tub close to Lake and park
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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Other property types in Osceola

Hudson Inn & Suites
Lobby

Hudson Inn & Suites

3.0 star property
8.2 out of 10, Very Good, (698)
"Have stayed there many times-always a comfortable stay."
The price is AED 300
AED 354 total
includes taxes & fees
21 May - 22 May
Hudson Inn & Suites
Gathering families, friends, & coworkers
Exterior

Gathering families, friends, & coworkers

10.0 out of 10, Exceptional, (32)
"This was an amazing property for our large family to gather together to celebrate Christmas. There was plenty of sleeping, dining and gathering space."
Gathering families, friends, & coworkers
Hideaway From The Twin Cities: Sharing my personal residence, 5 Bedroom options
Terrace/patio

Hideaway From The Twin Cities: Sharing my personal residence, 5 Bedroom options

9.2 out of 10, Wonderful, (38)
"Excellent!"
The price is AED 294
AED 388 total
includes taxes & fees
9 May - 10 May
Hideaway From The Twin Cities: Sharing my personal residence, 5 Bedroom options
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.