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

Osceola Vacation Rentals

Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

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.
$113 nightly
The price is $125
Oct 27 - Oct 28
Total with taxes and fees
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, (86 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.
$192 nightly
The price is $212
Nov 1 - Nov 2
Total with taxes and fees
Historic 1880s Home
A modern kitchen with black cabinets, a white countertop, and a wooden floor.

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

Cambrian & Co. Loft Cozy, Charming, Downtown Ease
Taylors Falls
10.0 out of 10, Exceptional, (29 reviews)
"Good place to stay."
United States
Douglas J.
$181 nightly
The price is $200
Nov 10 - Nov 11
Total with taxes and fees
Cambrian & Co. Loft Cozy, Charming, Downtown Ease
A cozy cabin interior with a wooden exterior, a green door, a window with a grid pattern, and a rustic wooden wall.

4. 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 “retreat”."
United States
Eric O.
$210 nightly
The price is $226
Nov 10 - Nov 11
Total with taxes and fees
Wannigan Point Cabin #1
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)
"Thanks for a lovely stay!"
United States
Megan J.
$334 nightly
The price is $378
Nov 2 - Nov 3
Total with taxes and fees
Scandinavian Retreat
A hotel room with two beds, green walls, and framed pictures of landscapes.

6. Hudson Inn & Suites

Hudson Inn & Suites
3.0 star property
Hudson
8.4 out of 10, Very good, (963 reviews)
"Softest bed sheets I’ve had in a hotel!"
United States
Rhonda
$78 nightly
The price is $84
Nov 25 - Nov 26
Total with taxes and fees
Hudson Inn & Suites
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
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.
$282 nightly
The price is $311
Oct 26 - Oct 27
Total with taxes and fees
Nordic Harbor | Room 5 | Cedar Shadows
A two-story house with a wooden deck, large windows, and a covered porch area.

8. 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, (12 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.
$369 nightly
The price is $407
Nov 1 - Nov 2
Total with taxes and fees
Scandinavian loft Lindstrom-Taylor's Falls with private hot tub year round.
A kitchen with a wooden island, bar stools, a fireplace, and a television.

9. 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.
$182 nightly
The price is $201
Nov 1 - Nov 2
Total with taxes and fees
Cambrian & Co. Downtown Loft Stylish, Sophisticated, Charm
A kitchen with a central island, a sink, and a stove. There are windows and a door visible.

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
$463 nightly
The price is $488
Oct 26 - Oct 27
Total with taxes and fees
Cozy 3-bedroom cabin on Cedar Lake
A wooden deck with a view of a lake, outdoor seating, and a building with windows.

11. 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.
$410 nightly
The price is $451
Oct 26 - Oct 27
Total with taxes and fees
Nordic Harbor | Room 3 | Arctic Pine - Suite
A kitchen with wooden cabinets, a granite countertop, a window with a faucet, and a black doormat.

12. 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
$216 nightly
The price is $228
Oct 29 - Oct 30
Total with taxes and fees
Classic Home
A bedroom with a wooden ceiling, large windows with curtains, a bed with white bedding, and a blanket.

13. Private riverfront cabin with wooded hiking trails

Private riverfront cabin with wooded hiking trails
Amery
9.8 out of 10, Exceptional, (8 reviews)
"What a beautiful getaway… Charming, amazing property , very relaxing, just lovely!"
United States
Chris D.
$356 nightly
The price is $376
Oct 26 - Oct 27
Total with taxes and fees
Private riverfront cabin with wooded hiking trails
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.

14. 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.
$282 nightly
The price is $311
Oct 26 - Oct 27
Total with taxes and fees
Nordic Harbor | Room 1 | Acorn Oak
Property grounds

15. 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.
$686 nightly
The price is $757
Oct 29 - Oct 30
Total with taxes and fees
Historic Swedish Cottage on Quiet Lindstrom Lake
A two-story wooden house with a porch, a stone birdbath, and a brick fire pit.

16. Lake Home property

Lake Home property
Luck
9.2 out of 10, Wonderful, (18 reviews)
"Very nice cozy cabin and such a great, accommodating host! "
United States
Jesse S.
$249 nightly
The price is $263
Oct 26 - Oct 27
Total with taxes and fees
Lake Home property
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 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
$303 nightly
The price is $334
Oct 26 - Oct 27
Total with taxes and fees
Nordic Harbor | Room 2 | Tranquil Maple
A compact kitchen with a microwave, a sink, and a small countertop.

18. Nordic Harbor | Room 4 | Nordic Spruce

Nordic Harbor | Room 4 | Nordic Spruce
Center City
$282 nightly
The price is $311
Oct 26 - Oct 27
Total with taxes and fees
Nordic Harbor | Room 4 | Nordic Spruce
A large, historic building with a prominent tower and arched windows, featuring a classic architectural style.

19. 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, (45 reviews)
"Clean, but rather small for 5 people. Would probably come again"
United States
Chuck B.
$215 nightly
The price is $227
Nov 8 - Nov 9
Total with taxes and fees
Beautiful Balsam Lake home with Jacuzzi tub close to Lake and park
A room with a large window overlooking a lake and trees, a round table, and a patterned chair.

20. Apple River Retreat home in Amery

Apple River Retreat home in Amery
Amery
10.0 out of 10, Exceptional, (8 reviews)
"Great last minute find for weekend!"
United States
Dan W.
$221 nightly
The price is $233
Oct 26 - Oct 27
Total with taxes and fees
Apple River Retreat home in Amery
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

10/10 Excellent
"The rooftop patio with hot tub was worth every penny!! The food at the onsite restaurant was absolutely the best!! Highly recommend this hotel!!!"
Christine 2-night trip
Posted 6 hours ago
Hotel Crosby

Find out more about Osceola

Everything you need to know about Osceola vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Osceola vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Osceola vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Osceola vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Osceola. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Osceola in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $84 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Osceola rentals

At Expedia, we put the best Osceola vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Osceola rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Osceola vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Osceola. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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.