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

Holiday Homes in Osceola

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Osceola holiday homes

A kitchen with wooden cabinets, a window, a sink, and various kitchen utensils.

1. Historic 1880s Home

Historic 1880s Home
Osceola
9.8 out of 10, Exceptional, (87 reviews)
"Rooms are clean, kitchen is well supplied. If you enjoy staying at historic buildings, this would be a good fit for you."
United States
Kathleen R.
The price is €192
includes taxes & fees
1 Nov - 2 Nov
Historic 1880s Home
A modern living room with a spiral staircase, a sofa set, a coffee table, and a chandelier.

2. Scandinavian Retreat

Scandinavian Retreat
Taylors Falls
10.0 out of 10, Exceptional, (46 reviews)
"Thanks for a lovely stay!"
United States
Megan J.
The price is €336
includes taxes & fees
2 Nov - 3 Nov
Scandinavian Retreat
A wooden deck with outdoor seating, overlooking a body of water.

3. Nordic Harbor | Room 5 | Cedar Shadows

Nordic Harbor | Room 5 | Cedar Shadows
Center City
10.0 out of 10, Exceptional, (11 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 €281
includes taxes & fees
28 Oct - 29 Oct
Nordic Harbor | Room 5 | Cedar Shadows
A two-story house with a wooden deck, large windows, and a covered porch area.

4. 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, (13 reviews)
"We loved our stay and only wished we could have stayed longer. Everything in the listing is accurate. Beautiful home."
United States
Angie T.
The price is €369
includes taxes & fees
1 Nov - 2 Nov
Scandinavian loft Lindstrom-Taylor's Falls with private hot tub year round.
A kitchen with wooden cabinets, a granite countertop, a window with a faucet, and a black doormat.

5. Classic Home

Classic Home
Centuria
8.2 out of 10, Very good, (43 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 €206
includes taxes & fees
29 Oct - 30 Oct
Classic Home
Relax on Our Porch Swing

6. Historic Swedish Cottage on Quiet Lindstrom Lake

Historic Swedish Cottage on Quiet Lindstrom Lake
Lindstrom
9.4 out of 10, Exceptional, (254 reviews)
"Second time staying at this property with a group and it was excellent once again!"
United States
Leah O.
The price is €682
includes taxes & fees
29 Oct - 30 Oct
Historic Swedish Cottage on Quiet Lindstrom Lake
A bedroom with a wooden ceiling, a bed with a white comforter and patterned pillows, a bedside table with a lamp, and a small table with a potted plant.

7. Nordic Harbor | Room 1 | Acorn Oak

Nordic Harbor | Room 1 | Acorn Oak
Center City
10.0 out of 10, Exceptional, (3 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 €254
includes taxes & fees
28 Oct - 29 Oct
Nordic Harbor | Room 1 | Acorn Oak
A kitchen with wooden cabinets, a white refrigerator, a welcome sign, and a wicker basket.

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, (46 reviews)
"Clean, but rather small for 5 people. Would probably come again"
United States
Chuck B.
The price is €206
includes taxes & fees
22 Nov - 23 Nov
Beautiful Balsam Lake home with Jacuzzi tub close to Lake and park
A modern room with a large sliding glass door leading to an outdoor deck with a view of a lake. Inside, there is a bathroom with a toilet and sink, and a bed with a dark blue cover.

9. 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 €305
includes taxes & fees
28 Oct - 29 Oct
Nordic Harbor | Room 2 | Tranquil Maple
A compact kitchen with a microwave, a sink, and a small countertop.

10. Nordic Harbor | Room 4 | Nordic Spruce

Nordic Harbor | Room 4 | Nordic Spruce
Center City
The price is €282
includes taxes & fees
28 Oct - 29 Oct
Nordic Harbor | Room 4 | Nordic Spruce
A covered outdoor patio with a table, chairs, and a bench.

11. 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 €409
includes taxes & fees
28 Oct - 29 Oct
Nordic Harbor | Room 6 | Silver Birch - Suite
A house with a large porch, outdoor seating, and a fire pit.

12. 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 €634
includes taxes & fees
8 Nov - 9 Nov
Escape to The Clubhouse at Big Rock Creek – Your All-Season Adventure Awaits!
Outdoor dining

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

Escape to The Clubhouse, St. Croix Falls city, Wisconsin
Saint Croix Falls
The price is €726
includes taxes & fees
8 Nov - 9 Nov
Escape to The Clubhouse, St. Croix Falls city, Wisconsin
A wooden interior with a ceiling fan, a woven rug, and a view through a glass door to another room.

14. Scenic Apple River Retreat - Spacious 4BR Home - Fishing, Tubing & Kayaking

Scenic Apple River Retreat - Spacious 4BR Home - Fishing, Tubing & Kayaking
Somerset
10.0 out of 10, Exceptional, (3 reviews)
"Very nice,clean property. The only thing it needs is a little more seating in the living room area. A couch would be very nice. We would definitely stay there again."
United States
Trina P.
The price is €522
includes taxes & fees
22 Nov - 23 Nov
Scenic Apple River Retreat - Spacious 4BR Home - Fishing, Tubing & Kayaking
A spacious living room with wooden floors, two sofas, a coffee table, and a large rug.

15. Woodsy Retreat: Chef's Kitchen, Dance Room & Gym

Woodsy Retreat: Chef's Kitchen, Dance Room & Gym
White Bear Lake
9.4 out of 10, Exceptional, (11 reviews)
"House very clean and well stocked."
United States
Brad H.
The price is €312
includes taxes & fees
28 Oct - 29 Oct
Woodsy Retreat: Chef's Kitchen, Dance Room & Gym
A spacious living area with a wooden ceiling, a black leather sectional sofa, a wooden coffee table, and a kitchen in the background.

16. Home with Lake Access (Pontoon available to rent!)

Home with Lake Access (Pontoon available to rent!)
Amery
9.6 out of 10, Exceptional, (34 reviews)
"This property was the perfect home base for our family as we hosted our daughter's wedding reception at nearby Amery Ale Works. Extra kindness at every step!"
United States
Jennifer E.
The price is €512
includes taxes & fees
28 Oct - 29 Oct
Home with Lake Access (Pontoon available to rent!)
A dining area with a wooden table, grey upholstered chairs, and a tray with beverages and snacks.

17. Relaxing Townhouse Escape

Relaxing Townhouse Escape
Hugo
9.2 out of 10, Wonderful, (27 reviews)
"Nice clean place. Perfect for what we needed."
United States
Sara C.
The price is €331
includes taxes & fees
28 Oct - 29 Oct
Relaxing Townhouse Escape
A spacious kitchen with a large island, wooden cabinets, and a stainless steel refrigerator.

18. 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
9.6 out of 10, Exceptional, (15 reviews)
"Excellent place to stay. We will definitely be returning. Host was very accommodating."
United States
Judy K.
The price is €588
includes taxes & fees
28 Oct - 29 Oct
CHARMING RETREAT! Over-looking Lake, Hot tub, WiFi, AC, Nearby Walking Trails
A two-story house with a front porch, brick facade, and a garage.

19. Historic Stillwater Home close to downtown

Historic Stillwater Home close to downtown
Stillwater
10.0 out of 10, Exceptional, (89 reviews)
"The house was perfect and nice and close to downtown Stillwater!"
United States
Tyler R.
Historic Stillwater Home close to downtown
A living room with a brown leather sofa, wooden bookshelves, a dining area with a chandelier, and a wooden floor.

20. Peaceful Lake Elmo Home Near Stillwater, 3BR/2BA, Garage Parking, Pet-Friendly!

Peaceful Lake Elmo Home Near Stillwater, 3BR/2BA, Garage Parking, Pet-Friendly!
Lake Elmo
10.0 out of 10, Exceptional, (8 reviews)
"Very nice location and great house. Was very clean and comfortable"
United States
Sean W.
Peaceful Lake Elmo Home Near Stillwater, 3BR/2BA, Garage Parking, Pet-Friendly!
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

Royal Inn - Hudson I-94 (Self Check-In)

Royal Inn - Hudson I-94 (Self Check-In)

10/10 Excellent
"Great customer service."
Aaron 1-night trip
Posted 8 hours ago
Royal Inn - Hudson I-94 (Self Check-In)

Find out more about Osceola

Osceola Holiday Homes information

Number of reviews
710
Accommodation
164 Holiday Homes
Lowest Price
€192
Highest Price
€726