A waterfall cascading over a rocky cliff surrounded by lush greenery.

Holiday Homes in Osceola

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Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sept - 27 Sept
In four months
23 Oct - 25 Oct

Our top choices for Osceola holiday homes

Interior

Historic 1880s Home

Historic 1880s Home
Osceola
10.0 out of 10, Exceptional, (79 reviews)
"Perfect location, very clean and charming house, comfortable beds and very well stocked kitchen and home"
United States
Amy G.
The price is NZ$548
includes taxes & fees
7 July - 8 July
Historic 1880s Home
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
9.0 out of 10, Wonderful, (38 reviews)
"Very clear communication, comfortable beds and all the amenities you need for a night stay!"
United States
Farrah S.
The price is NZ$343
includes taxes & fees
27 July - 28 July
Beautiful Balsam Lake home with Jacuzzi tub close to Lake and park
Smart TV

Minne-GetAway: Modern Cottage

Minne-GetAway: Modern Cottage
North Saint Paul
9.6 out of 10, Exceptional, (15 reviews)
"Comfortable beds and clean bathrooms."
United States
Angelika
The price is NZ$500
includes taxes & fees
1 July - 2 July
Minne-GetAway: Modern Cottage
Terrace/patio

The A-Frame at Big Rock Creek – A Scenic Retreat on White Oak Ridge

The A-Frame at Big Rock Creek – A Scenic Retreat on White Oak Ridge
Saint Croix Falls
The price is NZ$311
includes taxes & fees
5 July - 6 July
The A-Frame at Big Rock Creek – A Scenic Retreat on White Oak Ridge
Interior

Classic Home

Classic Home
Centuria
8.2 out of 10, Very good, (38 reviews)
"Nice clean house that fit our needs perfectly. Were on girls weekend and this was great place to stay and then travel around the wider area trying different routes and restaurants. Got great suggestions from the host! "
United States
Melissa
The price is NZ$373
includes taxes & fees
8 July - 9 July
Classic Home
Outdoor dining

Lovers Lookout 2 at Big Rock Creek

Lovers Lookout 2 at Big Rock Creek
Saint Croix Falls
10.0 out of 10, Exceptional, (1 review)
"We enjoyed everything about our stay! Just wish we had more time to enjoy the amenities of the property. "
United States
Kim J.
The price is NZ$303
includes taxes & fees
28 July - 29 July
Lovers Lookout 2 at Big Rock Creek
Smart TV

Scandinavian Retreat

Scandinavian Retreat
Taylors Falls
10.0 out of 10, Exceptional, (40 reviews)
"Beautiful place, great location and amazing hosts!!!!"
United States
Dylan M.
The price is NZ$751
includes taxes & fees
13 July - 14 July
Scandinavian Retreat
Terrace/patio

Pure Glamping Dome in Saint Croix Falls, Wisconsin

Pure Glamping Dome in Saint Croix Falls, Wisconsin
Saint Croix Falls
Pure Glamping Dome in Saint Croix Falls, Wisconsin
Property grounds

Nordic Harbor | Room 5 | Cedar Shadows

Nordic Harbor | Room 5 | Cedar Shadows
Center City
9.8 out of 10, Exceptional, (10 reviews)
"We had a great stay. Nordic Harbor is a very charming, clean and comfortable boutique hotel! We really enjoyed the patio out back of our room and the rooftop bar overlooking the lake with live music out front of the hotel. We will be back and bring our boat next time!"
United States
Erica F.
The price is NZ$536
includes taxes & fees
7 July - 8 July
Nordic Harbor | Room 5 | Cedar Shadows
Exterior

Historic Stillwater Home close to downtown

Historic Stillwater Home close to downtown
Stillwater
10.0 out of 10, Exceptional, (76 reviews)
"Our host was lovely, the property was great, and our stay was one to remember. I can't wait to come back and explore this cute community more in the future!"
United States
Katelyn F.
The price is NZ$659
includes taxes & fees
13 July - 14 July
Historic Stillwater Home close to downtown
Outdoor dining

Secluded Waterfront Bell Tent with Picnic Space in Saint Croix Falls, Wisconsin

Secluded Waterfront Bell Tent with Picnic Space in Saint Croix Falls, Wisconsin
Saint Croix Falls
The price is NZ$358
includes taxes & fees
1 July - 2 July
Secluded Waterfront Bell Tent with Picnic Space in Saint Croix Falls, Wisconsin
Living area

Spacious light-filled house near Stillwater - The Stone's Throw Riverhouse

Spacious light-filled house near Stillwater - The Stone's Throw Riverhouse
Stillwater
9.4 out of 10, Exceptional, (18 reviews)
"Our stay was work related . We enjoyed the large space and convience for our location."
United States
Beth
The price is NZ$1,361
includes taxes & fees
1 July - 2 July
Spacious light-filled house near Stillwater - The Stone's Throw Riverhouse
Fridge, microwave, oven, stovetop

CHARMING RETREAT! Over-looking Lake, Hot tub, WiFi, AC, Nearby Walking Trails

CHARMING RETREAT! Over-looking Lake, Hot tub, WiFi, AC, Nearby Walking Trails
Stillwater
9.8 out of 10, Exceptional, (12 reviews)
"Excellent place to stay. We will definitely be returning. Host was very accommodating."
United States
Judy K.
The price is NZ$1,199
includes taxes & fees
6 July - 7 July
CHARMING RETREAT! Over-looking Lake, Hot tub, WiFi, AC, Nearby Walking Trails
Exterior

3-bedroom house in charming Stillwater with AC

3-bedroom house in charming Stillwater with AC
Stillwater
9.6 out of 10, Exceptional, (15 reviews)
"The neighborhood and home were lovely. Inside, the home was very clean and comfortable, and the kitchen had everything we needed. We'd definitely stay here again!"
United States
Amanda S.
The price is NZ$985
includes taxes & fees
6 July - 7 July
3-bedroom house in charming Stillwater with AC
Smart TV, books

Charming Group Getaway Near Downtown Stillwater- 6 Bedroom Accessible Rental

Charming Group Getaway Near Downtown Stillwater- 6 Bedroom Accessible Rental
Stillwater
The price is NZ$1,195
includes taxes & fees
1 July - 2 July
Charming Group Getaway Near Downtown Stillwater- 6 Bedroom Accessible Rental
Exterior

Escape to The Clubhouse at Big Rock Creek – Your All-Season Adventure Awaits!

Escape to The Clubhouse at Big Rock Creek – Your All-Season Adventure Awaits!
St. Croix
9.6 out of 10, Exceptional, (26 reviews)
"Great for families to play and visit , felt very safe here !"
United States
Karen P.
The price is NZ$1,265
includes taxes & fees
1 July - 2 July
Escape to The Clubhouse at Big Rock Creek – Your All-Season Adventure Awaits!
Exterior detail

Just built 3-bedroom Scandinavian loft cottage near Lindstrom-Taylor's Falls

Just built 3-bedroom Scandinavian loft cottage near Lindstrom-Taylor's Falls
center city
10.0 out of 10, Exceptional, (1 review)
"We had a wonderful time staying in this beautiful house. House was very clean, well decorated and had everything we needed.Quiet location but only minutes away from great wineries and restaurants.Highly recommend!"
United States
Karen M.
The price is NZ$796
includes taxes & fees
1 July - 2 July
Just built 3-bedroom Scandinavian loft cottage near Lindstrom-Taylor's Falls
Dining

Relaxing Townhouse Escape

Relaxing Townhouse Escape
Hugo
9.0 out of 10, Wonderful, (20 reviews)
"Clean & comfortable stay. Great location and appreciated use of the garage for additional parking space. "
United States
Jennifer L.
The price is NZ$503
includes taxes & fees
30 July - 31 July
Relaxing Townhouse Escape
Property grounds

Historic Swedish Cottage on Quiet Lindstrom Lake

Historic Swedish Cottage on Quiet Lindstrom Lake
Lindstrom
9.4 out of 10, Exceptional, (243 reviews)
"Great stay, beautiful views, comfortable. and clean."
United States
CHRISTOPHER
Historic Swedish Cottage on Quiet Lindstrom Lake
Interior

Luxurious remodel near historic downtown Hudson!

Luxurious remodel near historic downtown Hudson!
Hudson
10.0 out of 10, Exceptional, (32 reviews)
"Great place to stay! We loved it."
United States
Emily Z.
The price is NZ$848
includes taxes & fees
5 July - 6 July
Luxurious remodel near historic downtown Hudson!
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

Hotel Crosby

Hotel Crosby

8/10 Good
"Room was ok looking but for the price, no closet, no iron, no rack for luggage. We were right by an exit door and it was ridiculously noisy with people using the stairwell and the elevator not working and the banging door. Sleep was not good. Air conditioning blew right on top of the bed, very uncomfortable. The bar, restaurant area is great. The hot water for tea in the morning was cold. Price is way too high. Feel ripped off a bit."
Doug 1-night trip
Posted 2 hours ago
Hotel Crosby

Find out more about Osceola

Osceola Holiday Homes information

Number of reviews
563
Accommodation
160 Holiday Homes
Lowest Price
NZ$303
Highest Price
NZ$1,361