Osceola Vacation Rentals

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Osceola vacation rentals

A two-story house with a front porch, a garage, and a well-maintained lawn.

1. Cozy Mother-in-Law Apartment

Cozy Mother-in-Law Apartment
Osceola
10.0 out of 10, Exceptional, (52 reviews)
"Would absolutely stay here again! Lovely location, clean, communicative host, and they shoveled right when it snowed which was especially helpful when I had a 5am clinical rotation!"
United States
Mallorey K.
The price is AEDĀ 350
AEDĀ 436 total
includes taxes & fees
9 Nov - 10 Nov
Cozy Mother-in-Law Apartment
A kitchen with wooden cabinets, a window, a sink, and various kitchen utensils.

2. 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 AEDĀ 625
AEDĀ 743 total
includes taxes & fees
5 Nov - 6 Nov
Historic 1880s Home
A kitchen with wooden cabinets, a white refrigerator, a microwave, a stove, and a sink.

3. Wannigan Point Cabin #2

Wannigan Point Cabin #2
Taylors Falls
10.0 out of 10, Exceptional, (6 reviews)
"I had a great stay at Wannigan Point. The cabin was exactly what I needed, very quiet despite being quite close to town. Plenty of shops, restaurants, and nature nearby."
United States
Elijah T.
The price is AEDĀ 496
AEDĀ 897 total
includes taxes & fees
6 Nov - 7 Nov
Wannigan Point Cabin #2
A modern kitchen with black cabinets, a white countertop, and a wooden floor.

4. Cambrian & Co. Loft Cozy, Charming, Downtown Ease

Cambrian & Co. Loft Cozy, Charming, Downtown Ease
Taylors Falls
10.0 out of 10, Exceptional, (29 reviews)
"Very nice property, we will be staying here again."
United States
Brian G.
The price is AEDĀ 496
AEDĀ 701 total
includes taxes & fees
19 Nov - 20 Nov
Cambrian & Co. Loft Cozy, Charming, Downtown Ease
A modern living room with a spiral staircase, a sofa set, a coffee table, and a chandelier.

5. Scandinavian Retreat

Scandinavian Retreat
Taylors Falls
10.0 out of 10, Exceptional, (46 reviews)
"Quiet, comfortable, clean, beautifully decorated."
United States
Jeanne M.
The price is AEDĀ 625
AEDĀ 1,322 total
includes taxes & fees
16 Nov - 17 Nov
Scandinavian Retreat
A two-story house with a wooden deck, large windows, and a covered porch area.

6. 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 AEDĀ 826
AEDĀ 1,419 total
includes taxes & fees
8 Nov - 9 Nov
Scandinavian loft Lindstrom-Taylor's Falls with private hot tub year round.
A dock with two boats, a wooden deck, and a small outdoor seating area.

7. 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 AEDĀ 882
AEDĀ 1,081 total
includes taxes & fees
5 Nov - 6 Nov
Nordic Harbor | Room 5 | Cedar Shadows
A kitchen with a wooden island, bar stools, a fireplace, and a television.

8. Cambrian & Co. Downtown Loft Stylish, Sophisticated, Charm

Cambrian & Co. Downtown Loft Stylish, Sophisticated, Charm
Taylors Falls
9.8 out of 10, Exceptional, (13 reviews)
"Great location in the heart of Taylor's Falls and the room was well furnished and very clean. Overall a great stay!"
United States
Jacob P.
The price is AEDĀ 496
AEDĀ 701 total
includes taxes & fees
5 Nov - 6 Nov
Cambrian & Co. Downtown Loft Stylish, Sophisticated, Charm
A large barn-like building with multiple windows and a sloped roof, illuminated by warm lights.

9. Where Comfort Meets Adventure ā€” In Every Season!

Where Comfort Meets Adventure ā€” In Every Season!
Saint Croix Falls
9.8 out of 10, Exceptional, (42 reviews)
"We enjoyed our stay so much! There is a lot to do around the area and our cabin was cozy & relaxing. Thank you!"
United States
Pwggy D.
The price is AEDĀ 973
AEDĀ 1,528 total
includes taxes & fees
17 Nov - 18 Nov
Where Comfort Meets Adventure ā€” In Every Season!
A modern kitchen with a large island, stainless steel appliances, and bar stools.

10. Cozy 3-bedroom cabin on Cedar Lake

Cozy 3-bedroom cabin on Cedar Lake
Star Prairie
9.8 out of 10, Exceptional, (6 reviews)
"We stayed in this home with 6 people. We all fit very comfortably. The kitchen was well stocked. We stayed in the fall but the outdoor seating and dock looked perfect for summer time. Very peaceful! We would stay again!"
United States
Ella
The price is AEDĀ 918
AEDĀ 1,705 total
includes taxes & fees
5 Nov - 6 Nov
Cozy 3-bedroom cabin on Cedar Lake
A cozy cabin interior with a wooden exterior, a green door, a window with a grid pattern, and a rustic wooden wall.

11. Wannigan Point Cabin #1

Wannigan Point Cabin #1
Taylors Falls
8.0 out of 10, Very good, (3 reviews)
"Nice midsized cabin with all the amenities. Quiet for the most part (trucks on the highway nearby). Communication with Mariah was very clear. We enjoyed our little ā€œretreatā€."
United States
Eric O.
The price is AEDĀ 404
AEDĀ 790 total
includes taxes & fees
22 Nov - 23 Nov
Wannigan Point Cabin #1
A hotel room with two beds, green walls, and framed pictures of landscapes.

12. Hudson Inn & Suites

Hudson Inn & Suites
3.0 star property
Hudson
8.4 out of 10, Very good, (972 reviews)
"Clean place, and quiet even though it was full. I recommend a stay here for the price"
United States
Steve
The price is AEDĀ 285
AEDĀ 337 total
includes taxes & fees
25 Nov - 26 Nov
Hudson Inn & Suites
A wooden deck with a view of a lake, outdoor seating, and a building with windows.

13. Nordic Harbor | Room 3 | Arctic Pine - Suite

Nordic Harbor | Room 3 | Arctic Pine - Suite
Center City
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful place and will be staying there again. "
United States
SUZANNE M.
The price is AEDĀ 1,286
AEDĀ 1,571 total
includes taxes & fees
5 Nov - 6 Nov
Nordic Harbor | Room 3 | Arctic Pine - Suite
A kitchen with wooden cabinets, a granite countertop, a window with a faucet, and a black doormat.

14. 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 AEDĀ 459
AEDĀ 794 total
includes taxes & fees
5 Nov - 6 Nov
Classic Home
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.

15. 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 AEDĀ 882
AEDĀ 1,081 total
includes taxes & fees
5 Nov - 6 Nov
Nordic Harbor | Room 1 | Acorn Oak
Property grounds

16. 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 AEDĀ 1,561
AEDĀ 2,781 total
includes taxes & fees
5 Nov - 6 Nov
Historic Swedish Cottage on Quiet Lindstrom Lake
A compact room with a bed, a small kitchenette, and a dining area.

17. 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 everythingā€™s done with excellence. The room was probably the best Iā€™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 AEDĀ 952
AEDĀ 1,165 total
includes taxes & fees
5 Nov - 6 Nov
Nordic Harbor | Room 2 | Tranquil Maple
A bedroom with a wooden ceiling, large windows with curtains, a bed with white bedding, and a blanket.

18. Private riverfront cabin with wooded hiking trails

Private riverfront cabin with wooded hiking trails
Amery
9.8 out of 10, Exceptional, (9 reviews)
"What a beautiful getawayā€¦ Charming, amazing property , very relaxing, just lovely!"
United States
Chris D.
The price is AEDĀ 687
AEDĀ 1,337 total
includes taxes & fees
9 Nov - 10 Nov
Private riverfront cabin with wooded hiking trails
A compact kitchen with a microwave, a sink, and a small countertop.

19. Nordic Harbor | Room 4 | Nordic Spruce

Nordic Harbor | Room 4 | Nordic Spruce
Center City
The price is AEDĀ 882
AEDĀ 1,081 total
includes taxes & fees
5 Nov - 6 Nov
Nordic Harbor | Room 4 | Nordic Spruce
A barn with a sloped roof, multiple chimneys, and a large door.

20. Elroy's @ Big Rock Creek: Where Adventure Meets Comfort in the St. Croix Valley

Elroy's @ Big Rock Creek: Where Adventure Meets Comfort in the St. Croix Valley
Saint Croix Falls
9.6 out of 10, Exceptional, (4 reviews)
"We had a wonderful time exploring the property. Cant wait to come back with the entire family."
United States
Holly R.
The price is AEDĀ 2,387
AEDĀ 3,558 total
includes taxes & fees
24 Nov - 25 Nov
Elroy's @ Big Rock Creek: Where Adventure Meets Comfort in the St. Croix Valley
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

A motel named River Valley Inn & Suites with a sign indicating indoor pool and spa.
River Valley Inn & Suites

River Valley Inn & Suites

River Valley Inn & Suites
Osceola

10/10 Excellent

The manager was great- my husband did not care for the dinner he had ordered, so we asked if we could purchase a bowl of cereal, which isnā€™t something they have for sale but do have on hand for the free breakfast. The nanager brought out the cereal selection, bowl, and milk and didnā€™t charge us a thing. He was very pleasant about it and did not at all seem put out by the request.
United States
Michelle
Reviewed May 19, 2018
River Valley Inn & Suites

Frequently Asked Questions

Can I find a vacation rental in Osceola?

Yes, you can find vacation rentals in Osceola near Osceola & St. Croix Valley Railway, or you can go with a secluded option if you're looking for extra privacy while you relax. Osceola is known for its riverfront and bars. Make sure you have time to check out the waterfalls and entertainment choices during your trip.

What are some of the best vacation home rentals that Osceola has to offer?

Historic 1880s Home: This highly rated vacation home rental in Osceola is located on a river and has a garden, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

How many vacation rentals are there in Osceola?

Choose from 7 Expedia vacation rentals in Osceola for a memorable vacation.

What can I see and do in Osceola?

Farmington Bottoms State Natural Area and Saint Croix River are a couple of lovely local spots to get outside and enjoy nature. Osceola & St. Croix Valley Railway and Trollhaugen are other places to visit while you're in town.

What are vacation rentals like in Osceola?

Vacation rentals are privately owned accommodations you can stay in for several days or longer in Osceola. Vacation rentals offer extras such as kitchens and laundry facilities so you'll have everything you need. If you're concerned about a sanitized environment, vacation rentals can provide a sense of seclusion away from public hotel elevators and busy front desks while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for a small group gathering.