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

Search Holiday Homes in Osceola

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Osceola holiday homes

Interior

1. Historic 1880s Home

Historic 1880s Home
Osceola
10.0 out of 10, Exceptional, (80 reviews)
"Great spot to stay for the weekend. Close proximity to downtown. "
United States
Connie S.
The price is £203
includes taxes & fees
8 Sept - 9 Sept
Historic 1880s Home
Outdoor dining

2. 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 £118
includes taxes & fees
1 Sept - 2 Sept
Lovers Lookout 2 at Big Rock Creek
Smart TV

3. Scandinavian Retreat

Scandinavian Retreat
Taylors Falls
10.0 out of 10, Exceptional, (43 reviews)
"Thanks for a lovely stay!"
United States
Megan J.
The price is £284
includes taxes & fees
10 Sept - 11 Sept
Scandinavian Retreat
Terrace/patio

4. 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 £133
includes taxes & fees
25 Aug - 26 Aug
The A-Frame at Big Rock Creek – A Scenic Retreat on White Oak Ridge
Interior

5. Classic Home

Classic Home
Centuria
8.0 out of 10, Very good, (39 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 £168
includes taxes & fees
13 Aug - 14 Aug
Classic Home
Property grounds

6. Nordic Harbor | Room 5 | Cedar Shadows

Nordic Harbor | Room 5 | Cedar Shadows
Center City
9.8 out of 10, Exceptional, (10 reviews)
"VRBO makes a quick getaway so seamless. Stayed in town for a family wedding and could not have been happier with the location. Great rooftop bar with craft cocktails and good beer wine selection. Soon to have restaurant. Gift/essential shop below bar. Really nice people and great view."
United States
Karie S.
The price is £230
includes taxes & fees
16 Aug - 17 Aug
Nordic Harbor | Room 5 | Cedar Shadows
Exterior detail

7. Scandinavian loft Lindstrom-Taylor's Falls with private hot tub year round.

Scandinavian loft Lindstrom-Taylor's Falls with private hot tub year round.
center city
10.0 out of 10, Exceptional, (7 reviews)
The price is £320
includes taxes & fees
23 Aug - 24 Aug
Scandinavian loft Lindstrom-Taylor's Falls with private hot tub year round.
Exterior

8. 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, (43 reviews)
"Very clear communication, comfortable beds and all the amenities you need for a night stay!"
United States
Farrah S.
The price is £188
includes taxes & fees
13 Aug - 14 Aug
Beautiful Balsam Lake home with Jacuzzi tub close to Lake and park
Property grounds

9. Historic Swedish Cottage on Quiet Lindstrom Lake

Historic Swedish Cottage on Quiet Lindstrom Lake
Lindstrom
9.4 out of 10, Exceptional, (246 reviews)
"Beautiful home. Well equipped kitchen. Lots of room for everyone "
United States
Sue P.
The price is £539
includes taxes & fees
23 Aug - 24 Aug
Historic Swedish Cottage on Quiet Lindstrom Lake
1 bedroom, WiFi, bed sheets

10. Nordic Harbor | Room 1 | Acorn Oak

Nordic Harbor | Room 1 | Acorn Oak
Center City
10.0 out of 10, Exceptional, (2 reviews)
"Our stay was wonderful---quaint, modern-rustic and very comfortable. We loved being able to walk across the parking lot to the rooftop bar."
United States
Alisha H.
The price is £230
includes taxes & fees
16 Aug - 17 Aug
Nordic Harbor | Room 1 | Acorn Oak
Coffee/tea maker, fridge, microwave, cookware/dishes/utensils

11. Nordic Harbor | Room 4 | Nordic Spruce

Nordic Harbor | Room 4 | Nordic Spruce
Center City
The price is £230
includes taxes & fees
17 Aug - 18 Aug
Nordic Harbor | Room 4 | Nordic Spruce
1 bedroom, iron/ironing board, WiFi, bed sheets

12. Nordic Harbor | Room 2 | Tranquil Maple

Nordic Harbor | Room 2 | Tranquil Maple
Center City
8.8 out of 10, Excellent, (3 reviews)
"Absolutely adorable, relaxing and everything’s done with excellence. The room was probably the best I’ve ever stayed in (big statement, I know). So comfortable, beautiful. Loved the rooftop bar. Even on a freezing night it was comfortable with their luxury blankets provided for free. I will definitely be coming back. "
United States
Nicole
The price is £251
includes taxes & fees
16 Aug - 17 Aug
Nordic Harbor | Room 2 | Tranquil Maple
Dining

13. Relaxing Townhouse Escape

Relaxing Townhouse Escape
Hugo
9.2 out of 10, Wonderful, (22 reviews)
"This was just right for our stay as a family of adults. We were traveling together but wanted our own rooms. It was clean with plenty of kitchen items. It had extra bedding and towels. The location was close enough to the cities, yet far enough away to be very quiet at night."
United States
Marie
The price is £208
includes taxes & fees
24 Aug - 25 Aug
Relaxing Townhouse Escape
Property grounds

14. Nordic Harbor | Room 6 | Silver Birch - Suite

Nordic Harbor | Room 6 | Silver Birch - Suite
Center City
10.0 out of 10, Exceptional, (2 reviews)
"Do not hesitate to book at Nordic Harbor. The rooms are stellar and the location is convenient. Steps away from the room is the Nordic Harbor market and roof top bar. The onsite pontoon rental is a blast, and the lake is beautiful. If you're looking for a quick getaway from the cities, this is it!"
United States
Paul F.
The price is £338
includes taxes & fees
13 Aug - 14 Aug
Nordic Harbor | Room 6 | Silver Birch - Suite
Smart TV

15. 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 £203
includes taxes & fees
24 Aug - 25 Aug
Minne-GetAway: Modern Cottage
Coffee/tea maker, fridge, microwave, oven

16. 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 £498
includes taxes & fees
16 Aug - 17 Aug
CHARMING RETREAT! Over-looking Lake, Hot tub, WiFi, AC, Nearby Walking Trails
4 bedrooms, desk, iron/ironing board, travel cot

17. Escape to The Clubhouse, St. Croix Falls city, Wisconsin

Escape to The Clubhouse, St. Croix Falls city, Wisconsin
Saint Croix Falls
The price is £968
includes taxes & fees
23 Aug - 24 Aug
Escape to The Clubhouse, St. Croix Falls city, Wisconsin
Living area

18. 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, (19 reviews)
"Our stay was work related . We enjoyed the large space and convience for our location."
United States
Beth
The price is £556
includes taxes & fees
18 Aug - 19 Aug
Spacious light-filled house near Stillwater - The Stone's Throw Riverhouse
Exterior

19. Historic Stillwater Home close to downtown

Historic Stillwater Home close to downtown
Stillwater
10.0 out of 10, Exceptional, (83 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 £275
includes taxes & fees
9 Sept - 10 Sept
Historic Stillwater Home close to downtown
Terrace/patio

20. Brand-New House on 130 Acre Farm

Brand-New House on 130 Acre Farm
Wisconsin
10.0 out of 10, Exceptional, (14 reviews)
"Excellent property, friendly host, and great location!"
United States
Jeff P.
The price is £301
includes taxes & fees
17 Aug - 18 Aug
Brand-New House on 130 Acre Farm
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Osceola Hotel Reviews

AmericInn by Wyndham New Richmond

AmericInn by Wyndham New Richmond

8/10 Good
"The hotel was pet friendly with a fine enough continental breakfast. Sheets had a couple stains on them and the tub could use a deep clean. Customer service was a 10/10 as was the price and location. Will stay again"
Mark 3-night trip
Posted 14 hours ago
AmericInn by Wyndham New Richmond

Find out more about Osceola

Osceola Holiday Homes information

Number of reviews
529
Accommodation
161 Holiday Homes
Lowest Price
£118
Highest Price
£968