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
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for Osceola vacation rentals

Exterior

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 ￥22,104
￥28,044 total
includes taxes & fees
Jul 29 - Jul 30
Cozy Mother-in-Law Apartment
Interior

Historic 1880s Home

Historic 1880s Home
Osceola
10.0 out of 10, Exceptional, (79 reviews)
"Great spot to stay for the weekend. Close proximity to downtown. "
United States
Connie S.
The price is ￥39,492
￥49,611 total
includes taxes & fees
Aug 3 - Aug 4
Historic 1880s Home
Interior

Apple River Retreat home in Amery

Apple River Retreat home in Amery
Amery
10.0 out of 10, Exceptional, (5 reviews)
"Host was very helpful everythig went perfect we had a great time "
United States
Rusty S.
The price is ￥22,758
￥39,729 total
includes taxes & fees
Aug 11 - Aug 12
Apple River Retreat home in Amery
Property grounds

Balsam Lake Sunset Cabin with WiFi & Sauna!

Balsam Lake Sunset Cabin with WiFi & Sauna!
Balsam Lake
9.6 out of 10, Exceptional, (47 reviews)
"I had my out of town family stay here and it was just perfect. It's a great location on the lake, easy to get to both by boat and land."
United States
Kris M.
The price is ￥90,107
￥187,533 total
includes taxes & fees
Aug 9 - Aug 10
Balsam Lake Sunset Cabin with WiFi & Sauna!
Exterior

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, (42 reviews)
"Very clear communication, comfortable beds and all the amenities you need for a night stay!"
United States
Farrah S.
The price is ￥23,741
￥41,285 total
includes taxes & fees
Aug 16 - Aug 17
Beautiful Balsam Lake home with Jacuzzi tub close to Lake and park
3 bedrooms, desk, travel crib, WiFi

Peaceful 3-bedroom cabin in charming Amery

Peaceful 3-bedroom cabin in charming Amery
Amery
10.0 out of 10, Exceptional, (2 reviews)
"What a beautiful getaway… Charming, amazing property , very relaxing, just lovely!"
United States
Chris D.
The price is ￥32,766
￥65,162 total
includes taxes & fees
Jul 29 - Jul 30
Peaceful 3-bedroom cabin in charming Amery
Terrace/patio

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 ￥38,018
￥69,647 total
includes taxes & fees
Aug 3 - Aug 4
Brand-New House on 130 Acre Farm
Interior

Classic Home

Classic Home
Centuria
8.2 out of 10, Very Good, (38 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 ￥20,466
￥37,139 total
includes taxes & fees
Jul 30 - Jul 31
Classic Home
Exterior

Lake Home property

Lake Home property
Luck
9.2 out of 10, Wonderful, (15 reviews)
"Very nice cozy cabin and such a great, accommodating host! "
United States
Jesse S.
The price is ￥32,582
￥53,893 total
includes taxes & fees
Jul 29 - Jul 30
Lake Home property
Outdoor dining

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 ￥13,426
￥25,806 total
includes taxes & fees
Jul 29 - Jul 30
Lovers Lookout 2 at Big Rock Creek
Outdoor dining

Lovers Lookout 1: Where Rustic Meets Luxury at Big Rock Creek

Lovers Lookout 1: Where Rustic Meets Luxury at Big Rock Creek
Saint Croix Falls
10.0 out of 10, Exceptional, (1 review)
"Everything was clean and nice when we arrived. Check in was easy by text. We were greatedby the owners not long after check in and they delivered us firewood that we purchased. Was an amazing stay and we hope to come back every year !"
United States
Jenny E.
The price is ￥17,857
￥30,662 total
includes taxes & fees
Jul 29 - Jul 30
Lovers Lookout 1: Where Rustic Meets Luxury at Big Rock Creek
Outdoor dining

Romantic Quaint Bell Tent Perfect for a Secluded Couple Escape in Saint Croix Falls, Wisconsin

Romantic Quaint Bell Tent Perfect for a Secluded Couple Escape in Saint Croix Falls, Wisconsin
Saint Croix Falls
The price is ￥28,636
￥32,610 total
includes taxes & fees
Jul 29 - Jul 30
Romantic Quaint Bell Tent Perfect for a Secluded Couple Escape in Saint Croix Falls, Wisconsin
Terrace/patio

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 ￥16,209
￥28,743 total
includes taxes & fees
Jul 30 - Jul 31
The A-Frame at Big Rock Creek – A Scenic Retreat on White Oak Ridge
Terrace/patio

Gorgeous A-Frame with Panoramic Views, Nestled Atop White Oak Ridge, Wisconsin

Gorgeous A-Frame with Panoramic Views, Nestled Atop White Oak Ridge, Wisconsin
Saint Croix Falls
The price is ￥26,835
￥30,981 total
includes taxes & fees
Jul 30 - Jul 31
Gorgeous A-Frame with Panoramic Views, Nestled Atop White Oak Ridge, Wisconsin
Outdoor dining

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

Escape to The Clubhouse, St. Croix Falls city, Wisconsin
Saint Croix Falls
Escape to The Clubhouse, St. Croix Falls city, Wisconsin
Exterior

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 ￥82,243
￥139,957 total
includes taxes & fees
Aug 23 - Aug 24
Escape to The Clubhouse at Big Rock Creek – Your All-Season Adventure Awaits!
WiFi, bed sheets

Wannigan Point Cabin #4

Wannigan Point Cabin #4
Taylors Falls
10.0 out of 10, Exceptional, (2 reviews)
"Everything was as expected- very clean and well maintained. "
United States
Breanne B.
The price is ￥20,466
￥40,236 total
includes taxes & fees
Aug 18 - Aug 19
Wannigan Point Cabin #4
Smart TV, fireplace

Cambrian & Co. Downtown Loft Stylish, Sophisticated, Charm

Cambrian & Co. Downtown Loft Stylish, Sophisticated, Charm
Taylors Falls
9.8 out of 10, Exceptional, (12 reviews)
"Very conveniently located to downtown Taylors Falls and Interstate Park so we could walk everywhere!"
United States
Allison G.
The price is ￥22,104
￥32,173 total
includes taxes & fees
Aug 17 - Aug 18
Cambrian & Co. Downtown Loft Stylish, Sophisticated, Charm
Smart TV

Scandinavian Retreat

Scandinavian Retreat
Taylors Falls
10.0 out of 10, Exceptional, (42 reviews)
"Cute place. Everything is very comfy including the beds. Great location. The host was very responsive throughout the booking and checking in process. "
United States
Michelle B.
The price is ￥33,176
￥66,612 total
includes taxes & fees
Aug 26 - Aug 27
Scandinavian Retreat
Exterior detail

Lower unit of a two-story duplex w/two bedrooms in Somerset with WiFi, AC

Lower unit of a two-story duplex w/two bedrooms in Somerset with WiFi, AC
Somerset
10.0 out of 10, Exceptional, (13 reviews)
"Very clean and exactly as described, would stay again! "
United States
Thomas R.
The price is ￥30,356
￥42,046 total
includes taxes & fees
Aug 2 - Aug 3
Lower unit of a two-story duplex w/two bedrooms in Somerset with WiFi, AC
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

Northwoods Best Inn -Turtle Lake

Northwoods Best Inn -Turtle Lake

8/10 Good
"The room was clean and quiet"
Craig 1-night trip
Posted less than an hour ago
Northwoods Best Inn -Turtle Lake

Find out more about Osceola

Search for holiday rentals in Osceola on Expedia! You can easily find your home rentals, villas, holiday apartments in Osceola using one of the methods below:

  • View our selection of featured holiday rentals in Osceola
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Look no further and take a look at our great range of rental properties in Osceola!

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?

MINNeSTAY* St. Croix Valley Inn: This highly rated vacation home rental in Osceola is located on the waterfront and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 8 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

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?

Saint Croix River and Apple 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.