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Compare 145 Vacation Homes in Osceola with updated reviews, rates, and availability.

Historic Stillwater Home close to downtown
Exterior
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 1,361 total
includes taxes & fees
17 Nov - 18 Nov
Historic Stillwater Home close to downtown
Hideaway from the Twin Cities: sharing my home, 5 single rooms, 2 adults 80/rm.
Aerial view of the house & pole barn
Hideaway from the Twin Cities: sharing my home, 5 single rooms, 2 adults 80/rm.
9.6 out of 10, Exceptional, (33)
"We had a great stay!"
The price is AED 294
AED 388 total
includes taxes & fees
15 Nov - 16 Nov
Hideaway from the Twin Cities: sharing my home, 5 single rooms, 2 adults 80/rm.
Blocks to Downtown. Charming 3 Bed, Entire House
Exterior
Blocks to Downtown. Charming 3 Bed, Entire House
10.0 out of 10, Exceptional, (54)
"Nice house. Older house but nicely remodeled keeping the old town architecture feel with updated amenities. Nice and close to downtown. The town was very busy with an art fest but the river so the street buy the house was very busy so you had be careful pulling out onto the street. One thing to be aware of is that the stairs going up to the bedrooms could be difficult for the elderly or less mobile. Overall an excellent stay at this house."
Blocks to Downtown. Charming 3 Bed, Entire House
Stillwater's Third Street Inn
Winter MN. Only good picture I had. Waiting for things to bloom for new picture.
Stillwater's Third Street Inn
10.0 out of 10, Exceptional, (199)
"We had a great girls weekend in Stillwater. The property was in a great location close to downtown. "
Stillwater's Third Street Inn
Charming and spacious 5 bedroom, 3 bath,19 guest home on peaceful keewahtin lake
Lake view from yard
Charming and spacious 5 bedroom, 3 bath,19 guest home on peaceful keewahtin lake
9.8 out of 10, Exceptional, (27)
"Comfortable. Nice"
Charming and spacious 5 bedroom, 3 bath,19 guest home on peaceful keewahtin lake
Luxe Lake House: Chef's Kitchen, Dance Room & Gym
Dining
Luxe Lake House: Chef's Kitchen, Dance Room & Gym
2.0 star property
10.0 out of 10, Exceptional, (2)
"Well laid out and beautiful location "
The price is AED 441
AED 1,302 total
includes taxes & fees
19 Nov - 20 Nov
Luxe Lake House: Chef's Kitchen, Dance Room & Gym
Beautiful Balsam Lake home with Jacuzzi tub close to Lake and park
Living area
Beautiful Balsam Lake home with Jacuzzi tub close to Lake and park
9.2 out of 10, Wonderful, (30)
"Good trip"
The price is AED 349
AED 663 total
includes taxes & fees
18 Nov - 19 Nov
Beautiful Balsam Lake home with Jacuzzi tub close to Lake and park
A cozy home nestled in the heart of the river bluffs.
Front of Home - Main Keypad Entrance
A cozy home nestled in the heart of the river bluffs.
10.0 out of 10, Exceptional, (5)
"There were four adults in our group and we enjoyed our stay at this comfortable, conveniently located property. Great indoor/outdoor spaces. The location was perfect for walking to explore the historic downtown and to access the Lift bridge hiking trail. Zach was very quick to respond to my questions and also provided great recommendations for dining options and local attractions. Would definitely stay here again! "
A cozy home nestled in the heart of the river bluffs.
Large home w/ pool, hot tub, and arcade
Living area
Large home w/ pool, hot tub, and arcade
10.0 out of 10, Exceptional, (2)
"It was such a relaxing and peaceful week. There was plenty to do and both the kids and adults were happy! Highly recommend for any family vacation!"
Large home w/ pool, hot tub, and arcade
Steps from beautiful downtown Stillwater! Charming 2-bedroom+ historic home.
Welcome!
Steps from beautiful downtown Stillwater! Charming 2-bedroom+ historic home.
9.6 out of 10, Exceptional, (8)
"This worked well for us 5, we are a group of gals in their 40s. We enjoyed the patio and being able to sit in the backyard and enjoy the quieter scene of the neighborhood. A yummy bakery is just across the street. We walked to downtown the first night, the walk is easy there, and doable back...just enjoy walking up hill and getting your cardio, we laughed the whole way back. Second day we drove downtown, and spent the whole day enjoying Stillwater. This property was clean, had all the amenities...
The price is AED 1,469
AED 2,504 total
includes taxes & fees
15 Nov - 16 Nov
Steps from beautiful downtown Stillwater! Charming 2-bedroom+ historic home.
Scandinavian Retreat
Living area
Scandinavian Retreat
10.0 out of 10, Exceptional, (11)
"Beautiful home! It has everything you need while still maintaining a decluttered, warm hygge vibe. Walkable to downtown TF! Can’t wait to go back!"
The price is AED 643
AED 1,152 total
includes taxes & fees
18 Nov - 19 Nov
Scandinavian Retreat
Garden setting within walking distance of River, Local Shops, and Restaurants!
Property grounds
Garden setting within walking distance of River, Local Shops, and Restaurants!
9.2 out of 10, Wonderful, (11)
"Nice property for a vacation in Hudson. Excellent location to downtown, parks & waterfront! "
Garden setting within walking distance of River, Local Shops, and Restaurants!
Cottage on the lake near downtown Stillwater
Cottage on the lake near downtown Stillwater
10.0 out of 10, Exceptional, (232)
"I stayed here with my adult daughters! It was a wonderful place to stay. We each had our own room and the beds were great! There is everything you need and more! We were busy downtown so I wished we had more time to enjoy the property but it was soooo nice! Thank you!!!"
The price is AED 1,702
AED 2,945 total
includes taxes & fees
3 Dec - 4 Dec
Cottage on the lake near downtown Stillwater
Beautiful Farmhouse Style Country Home with Indoor Pool!
Full sized in door pool
Beautiful Farmhouse Style Country Home with Indoor Pool!
10.0 out of 10, Exceptional, (36)
"We had a great time enjoying the house, including the pool, tennis courts, and fire ring!"
Beautiful Farmhouse Style Country Home with Indoor Pool!
Balsam Lake Cabin and Pickleball Retreat
Lake View from your Dock Area
Balsam Lake Cabin and Pickleball Retreat
9.4 out of 10, Exceptional, (26)
"Enjoyed the home!"
Balsam Lake Cabin and Pickleball Retreat
Spacious lakeside retreat
Level lakeshore with 3 docks for tieing up water craft. Access to boat house.
Spacious lakeside retreat
10.0 out of 10, Exceptional, (34)
"Very Clean, Big spaces, Lots to do. Perfect place for meeting extended family. "
Spacious lakeside retreat
Secluded Lakefront Home with outdoor hot tub, fire pit & indoor Hockey Rink
View of Silver Lake from Screened in Porch.
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
Modern Lake Home!
Exterior
Modern Lake Home!
9.6 out of 10, Exceptional, (9)
"Lovely time by the lake with my family."
The price is AED 1,469
AED 2,958 total
includes taxes & fees
17 Nov - 18 Nov
Modern Lake Home!
Sleepy Deer Chalet! Spacious, Well-Appointed home on Beautiful Lake Wapogasset!
Front of house.
Sleepy Deer Chalet! Spacious, Well-Appointed home on Beautiful Lake Wapogasset!
10.0 out of 10, Exceptional, (6)
"We hope to come back! The house was great and accommodated our large family. Great stay!"
Sleepy Deer Chalet! Spacious, Well-Appointed home on Beautiful Lake Wapogasset!
Kayaks - Firepit - Dock - Fishing & more!
Property grounds
Kayaks - Firepit - Dock - Fishing & more!
9.8 out of 10, Exceptional, (27)
"Lindstrom is such a friendly little town. The neighborhood was quiet and very walkable. Lake views were beautiful. We enjoyed our stay. "
Kayaks - Firepit - Dock - Fishing & more!
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

Historic Beauty w Modern Updates Near Taylor's Falls
Living area
Historic Beauty w Modern Updates Near Taylor's Falls
10.0 out of 10, Exceptional, (24)
"5 friends getting"
The price is AED 606
AED 1,323 total
includes taxes & fees
17 Nov - 18 Nov
Historic Beauty w Modern Updates Near Taylor's Falls
Hudson Inn & Suites
Front of property
Hudson Inn & Suites
3.0 star property
8.2 out of 10, Very Good, (675)
"Loved it"
The price is AED 285
AED 337 total
includes taxes & fees
17 Nov - 18 Nov
Hudson Inn & Suites
Hideaway From The Twin Cities: Sharing my personal residence, 5 Bedroom options
Hideaway From The Twin Cities: Sharing my personal residence, 5 Bedroom options
9.2 out of 10, Wonderful, (36)
"My sister and I only stayed for one night and used one of the rooms in the house but it was the perfect place to stay for the concert. The host, Steve, was very helpful and even drove us to and from the concert! Property is situated on a beautiful serene lot, hummingbirds were abundant out on the deck, had coffee and pastries in the am prior to checkout. Great spot!"
The price is AED 294
AED 388 total
includes taxes & fees
16 Nov - 17 Nov
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.