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

Osceola Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Osceola vacation rentals

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, (88 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.
$176 nightly
The price is $195
Nov 12 - Nov 13
Total with taxes and fees
Historic 1880s Home
A two-story house with a front porch, a garage, and a well-maintained lawn.

2. 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.
$107 nightly
The price is $119
Nov 17 - Nov 18
Total with taxes and fees
Cozy Mother-in-Law Apartment
A spacious living room with a fireplace, a large window, and a high ceiling.

3. Historic Beauty w Modern Updates Near Taylor's Falls

Historic Beauty w Modern Updates Near Taylor's Falls
Osceola
9.8 out of 10, Exceptional, (43 reviews)
"Great house! We had a wonderful visit."
United States
Kimberly R.
$292 nightly
The price is $322
Nov 16 - Nov 17
Total with taxes and fees
Historic Beauty w Modern Updates Near Taylor's Falls
A kitchen with a wooden island, bar stools, a fireplace, and a television.

4. 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.
$173 nightly
The price is $191
Nov 15 - Nov 16
Total with taxes and fees
Cambrian & Co. Downtown Loft Stylish, Sophisticated, Charm
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.
$313 nightly
The price is $354
Nov 16 - Nov 17
Total with taxes and fees
Scandinavian Retreat
A modern kitchen with a large island, stainless steel appliances, and bar stools.

6. 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 absolutely loved our stay. What started as a simple family weekend at the lake turned into one of those trips we’ll remember for a long time.Our boys practically lived on the dock. They fished for hours, celebrated every catch like it was a trophy fish, and couldn’t wait to get back out there the next morning. We cooked what they caught, spent our evenings by the water, and genuinely enjoyed just being together without needing an itinerary or much of anything else.There’s something special...
United States
Mike R.
$440 nightly
The price is $464
Nov 12 - Nov 13
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.

7. 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.
$374 nightly
The price is $411
Nov 12 - Nov 13
Total with taxes and fees
Nordic Harbor | Room 3 | Arctic Pine - Suite
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.

8. 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.
$256 nightly
The price is $282
Nov 12 - Nov 13
Total with taxes and fees
Nordic Harbor | Room 1 | Acorn Oak
A hotel room with two beds, green walls, and framed pictures of landscapes.

9. Hudson Inn & Suites

Hudson Inn & Suites
3.0 star property
Hudson
8.4 out of 10, Very good, (975 reviews)
"Clean place, and quiet even though it was full. I recommend a stay here for the price"
United States
Steve
$79 nightly
The price is $86
Nov 25 - Nov 26
Total with taxes and fees
Hudson Inn & Suites
A rustic cabin interior with a stone fireplace, wooden ceiling beams, and a dining area with a table set for four.

10. Where Comfort Meets Adventure — In Every Season!

Where Comfort Meets Adventure — 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.
$386 nightly
The price is $404
Nov 17 - Nov 18
Total with taxes and fees
Where Comfort Meets Adventure — In Every Season!
Relax on Our Porch Swing

11. Historic Swedish Cottage on Quiet Lindstrom Lake

Historic Swedish Cottage on Quiet Lindstrom Lake
Lindstrom
9.4 out of 10, Exceptional, (257 reviews)
"Second time staying at this property with a group and it was excellent once again!"
United States
Leah O.
$650 nightly
The price is $717
Nov 12 - Nov 13
Total with taxes and fees
Historic Swedish Cottage on Quiet Lindstrom Lake
A barn with a sloped roof, multiple chimneys, and a large door.

12. 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.
$923 nightly
The price is $969
Nov 24 - Nov 25
Total with taxes and fees
Elroy's @ Big Rock Creek: Where Adventure Meets Comfort in the St. Croix Valley
Exterior

13. Lakefront Cottage Fully Equipped with Excellent Location in Saint Croix Falls, Wisconsin

Lakefront Cottage Fully Equipped with Excellent Location in Saint Croix Falls, Wisconsin
Saint Croix Falls
$1,117 nightly
The price is $1,185
Nov 24 - Nov 25
Total with taxes and fees
Lakefront Cottage Fully Equipped with Excellent Location in Saint Croix Falls, Wisconsin
A cozy cabin interior with a wooden exterior, a green door, a window with a grid pattern, and a rustic wooden wall.

14. 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.
$200 nightly
The price is $215
Nov 22 - Nov 23
Total with taxes and fees
Wannigan Point Cabin #1
A modern kitchen with black cabinets, a white countertop, and a wooden floor.

15. 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.
$173 nightly
The price is $191
Nov 29 - Nov 30
Total with taxes and fees
Cambrian & Co. Loft Cozy, Charming, Downtown Ease
A bedroom with a wooden ceiling, large windows with curtains, a bed with white bedding, and a blanket.

16. 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 getaway… Charming, amazing property , very relaxing, just lovely!"
United States
Chris D.
$326 nightly
The price is $344
Dec 1 - Dec 2
Total with taxes and fees
Private riverfront cabin with wooded hiking trails
A kitchen with wooden cabinets, a white refrigerator, a welcome sign, and a wicker basket.

17. 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.
$205 nightly
The price is $216
Nov 12 - Nov 13
Total with taxes and fees
Beautiful Balsam Lake home with Jacuzzi tub close to Lake and park
A covered outdoor patio with a table, chairs, and a bench.

18. 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.
$374 nightly
The price is $411
Nov 12 - Nov 13
Total with taxes and fees
Nordic Harbor | Room 6 | Silver Birch - Suite
A two-story wooden house with a porch, a stone birdbath, and a brick fire pit.

19. Lake Home property

Lake Home property
Luck
9.2 out of 10, Wonderful, (19 reviews)
"Overall it was a great experience and great location! Host was super communicative. Very clean and good space for our group of 6"
United States
Joseph F.
$236 nightly
The price is $249
Nov 12 - Nov 13
Total with taxes and fees
Lake Home property
A wooden interior with a ceiling fan, a woven rug, and a view through a glass door to another room.

20. 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.
$531 nightly
The price is $560
Nov 12 - Nov 13
Total with taxes and fees
Scenic Apple River Retreat - Spacious 4BR Home - Fishing, Tubing & Kayaking
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

Country Inn & Suites by Radisson Stillwater MN

Country Inn & Suites by Radisson Stillwater MN

10/10 Excellent
"Clean"
Ocean 1-night trip
Posted 8 hours ago
Country Inn & Suites by Radisson Stillwater MN

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 $86 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.