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

Charming 3-bedroom house 8 blocks from Historic Downtown Stillwater

10.0 out of 10, Exceptional, (1)
"Very comfortable and clean in a convenient location "
Charming 3-bedroom house 8 blocks from Historic Downtown Stillwater

Cozy Lodge Theme Home in Beautiful Hudson, WI

9.8 out of 10, Exceptional, (64)
"We had a great time and the house was really cozy. "
Cozy Lodge Theme Home in Beautiful Hudson, WI

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

9.2 out of 10, Wonderful, (37)
"Very peaceful and quiet. Plenty of private and shared spaces. Great communication and nearby pointers for food and recreation. Will be staying again!"
The price is AED 294
AED 388 total
includes taxes & fees
28 Mar - 29 Mar
Hideaway From The Twin Cities: Sharing my personal residence, 5 Bedroom options

Modern Lake Home!

9.4 out of 10, Exceptional, (12)
"Super comfortable with beautiful views of the lake. We loved that its on a cul-de-sac so no traffic... its quite neighbors are nice and an overall fabulous place to unwind... we would DEFINITELY stay here again"
The price is AED 735
AED 1,998 total
includes taxes & fees
30 Mar - 31 Mar
Modern Lake Home!

Cozy Lakefront 2 BR/1 BA Welcomes You!

9.8 out of 10, Exceptional, (48)
"Clean comfortable cozy retreat"
Cozy Lakefront 2 BR/1 BA Welcomes You!

Cozy cottage in downtown Hudson, WI!

10.0 out of 10, Exceptional, (138)
"It’s a cozy tiny house in a quiet neighborhood. Well stocked with essential toiletries, cookware, and bedding. Stayed 2 nights and was not dissatisfied with anything!! "
Cozy cottage in downtown Hudson, WI!

Minne-GetAway: Modern Cottage

9.4 out of 10, Exceptional, (3)
"Nancy was very responsive, check in easy. Quiet area! House accommodating to our needs. "
The price is AED 185
AED 838 total
includes taxes & fees
31 Mar - 1 Apr
Minne-GetAway: Modern Cottage

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

10.0 out of 10, Exceptional, (141)
"A nice quiet, comfy property only a few blocks off of the Main Street. Great walking distance to all the food, shops and entertainment of Hudson."
Location, Comfort, Amenities in Downtown Hudson, WI!!

Gathering families, friends, & coworkers

10.0 out of 10, Exceptional, (32)
"We had a great stay in Clear Lake. The house was big enough to comfortably fit our large extended family and the location was close to the everything. The beds were comfy, the kitchen was well equipped for large meals, and the gathering areas were perfect for our group. We will definitely stay again!! "
Gathering families, friends, & coworkers

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

10.0 out of 10, Exceptional, (45)
"It was gorgeous, clean, open and quick communication with host. "
Secluded Lakefront Home with outdoor hot tub, fire pit & indoor Hockey Rink

Cottage on the lake near downtown Stillwater

10.0 out of 10, Exceptional, (233)
"We had a great weekend! Thank you so much. "
The price is AED 1,900
AED 3,195 total
includes taxes & fees
30 Mar - 31 Mar
Cottage on the lake near downtown Stillwater

Stillwater's Third Street Inn

10.0 out of 10, Exceptional, (206)
"The home was beautiful and clean. The owner was very kind and accommodating! "
Stillwater's Third Street Inn

Get away from it all and relax on the lake!

9.8 out of 10, Exceptional, (160)
"Very clean and comfortable, secluded and cozy."
Get away from it all and relax on the lake!

Gorgeous 5 bed Remodel near Downtown Hudson for Groups!

10.0 out of 10, Exceptional, (5)
"My friends and I had a blast at the house! Lots of amazing memories!!! Plenty of room, very clean, close to lots of bars and restaurants. Couldn’t be happier!"
The price is AED 3,594
AED 4,402 total
includes taxes & fees
28 Mar - 29 Mar
Gorgeous 5 bed Remodel near Downtown Hudson for Groups!

Beautiful Farmhouse Style Country Home with Indoor Pool!

10.0 out of 10, Exceptional, (41)
"This house has it all: comfortable beds, beautiful and clean rooms, and a truly amazing indoor pool! Our group (5 8-year old girls and their moms) had a blast! It was a very memorable weekend! "
Beautiful Farmhouse Style Country Home with Indoor Pool!

Historic Stillwater Home close to downtown

10.0 out of 10, Exceptional, (37)
"We thoroughly enjoyed our stay for a guys night out in Stillwater. The house was in a quiet neighborhood and came fully stocked. Great communication and easy check in. Highly recommended."
The price is AED 918
AED 1,365 total
includes taxes & fees
31 Mar - 1 Apr
Historic Stillwater Home close to downtown

Historic Beauty w Modern Updates Near Taylor's Falls

9.8 out of 10, Exceptional, (26)
"We enjoyed our stay at this early 1900’s era home. Our children enjoyed exploring all the nooks and closets playing with all the toys they brought while us adults enjoyed great conversation by the fire and playing games in the dining room. It was quite chilly during our stay (average temps below zero the entire time) but the house was quite comfortable with plenty of extra blankets if one wanted. We used the hot tub a few shorts times due to the temps but was a nice retreat to get some fresh...
The price is AED 606
AED 1,323 total
includes taxes & fees
7 Apr - 8 Apr
Historic Beauty w Modern Updates Near Taylor's Falls

Riverfront cabin with kayaks and canoes

9.8 out of 10, Exceptional, (107)
"Enjoyed our stay with 3 generations. Checked out the Pumpkin Train out of Osceola and visited the Amery farmers markets and parks. Neighborhood has lots of fun animal spotting for the kids. Loved the huge kitchen and the loft is well equipped with kids toys and"
Riverfront cabin with kayaks and canoes

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

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

9.2 out of 10, Wonderful, (107)
"I rented this home for a sisters getaway. It really is a great space for a relaxing weekend. My sisters noted that the shower curtains had pink mold and the grout needed a good cleaning, thus the 4 stars. The kitchen was well stocked, although the knives could be better with more variety. I would rent again!"
Great Getaway Enjoy Lake Living ~ 20 minutes from St Paul and Wisconsin
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

3.0 star property
8.2 out of 10, Very Good, (693)
"Have stayed there many times-always a comfortable stay."
The price is AED 285
AED 337 total
includes taxes & fees
10 Apr - 11 Apr
Hudson Inn & Suites

Gathering families, friends, & coworkers

10.0 out of 10, Exceptional, (32)
"We had a great stay in Clear Lake. The house was big enough to comfortably fit our large extended family and the location was close to the everything. The beds were comfy, the kitchen was well equipped for large meals, and the gathering areas were perfect for our group. We will definitely stay again!! "
Gathering families, friends, & coworkers

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

9.2 out of 10, Wonderful, (37)
"Very peaceful and quiet. Plenty of private and shared spaces. Great communication and nearby pointers for food and recreation. Will be staying again!"
The price is AED 294
AED 388 total
includes taxes & fees
28 Mar - 29 Mar
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.