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Osceola Vacation Rentals

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Vacation Rentals in Osceola

Hudson Inn & Suites

3.0 star property
8.2 out of 10, Very good, (735)
"Nice clean quiet place to stay. "
The price is CA $101
CA $119 total
includes taxes & fees
Jul 28 - Jul 29
Hudson Inn & Suites

Hideaway from the Twin Cities: sharing my home, 5 single rooms, 2 adults 80/rm.

9.6 out of 10, Exceptional, (34)
"We had a great stay!"
Hideaway from the Twin Cities: sharing my home, 5 single rooms, 2 adults 80/rm.

Gathering families, friends, & coworkers

9.8 out of 10, Exceptional, (35)
"This was an amazing property for our large family to gather together to celebrate Christmas. There was plenty of sleeping, dining and gathering space."
Gathering families, friends, & coworkers

Hideaway From The Twin Cities: Sharing my personal residence, 5 Bedroom options

9.2 out of 10, Wonderful, (41)
"Very peaceful and quiet. Plenty of private and shared spaces. Great communication and nearby pointers for food and recreation. Will be staying again!"
Hideaway From The Twin Cities: Sharing my personal residence, 5 Bedroom options

Luxe Lakefront Estate near Minneapolis, Hot Tub, Sauna, Kayaks, Sleeps up to 20

10.0 out of 10, Exceptional, (4)
"Had a great week here with family. Loved the lake access and space in the house. Also, easy drive to activities in Minneapolis. Location was private and quiet. Great communication with our reservation, too. Thank you!"
Luxe Lakefront Estate near Minneapolis, Hot Tub, Sauna, Kayaks, Sleeps up to 20

All seasons cabin getaway

10.0 out of 10, Exceptional, (46)
"Was a great stay! We brought a boat and parked it at the dock for the entire stay... worked very well. Property is right there next to the lake and you're walking distance to several places to eat and drink."
All seasons cabin getaway

Beautiful Balsam Lake home with Jacuzzi tub close to Lake and park

9.2 out of 10, Wonderful, (33)
"Lovely, cozy house. We enjoyed our stay!"
The price is CA $171
CA $295 total
includes taxes & fees
Jul 28 - Jul 29
Beautiful Balsam Lake home with Jacuzzi tub close to Lake and park

Lakefront 2-bedroom log cabin on beautiful Horseshoe Lake with AC, WiFi

10.0 out of 10, Exceptional, (3)
"Wonderful, loved the place, the lake was beautiful, it was very clean, beautiful flowers and hostas, life jackets, canoe all available. Entertained by people on the lake. It was a piece of heaven. All the comforts of home"
Lakefront 2-bedroom log cabin on beautiful Horseshoe Lake with AC, WiFi

Cozy cabin on the lake

9.0 out of 10, Wonderful, (9)
"Very nice and quiet lake, a peaceful getaway"
Cozy cabin on the lake

Cozy 5-Star Guesthouse on Bald Eagle Lake - Serene and Peaceful.

10.0 out of 10, Exceptional, (1)
"Very clean and bright. Would have liked better lake access though"
The price is CA $203
CA $333 total
includes taxes & fees
Jul 28 - Jul 29
Cozy 5-Star Guesthouse on Bald Eagle Lake - Serene and Peaceful.

Romantic getaway! With gorgeous views from the Hot Tub!

9.6 out of 10, Exceptional, (92)
"Everything was great! Highly recommended! Thank you!"
The price is CA $103
CA $374 total
includes taxes & fees
Aug 25 - Aug 26
Romantic getaway! With gorgeous views from the Hot Tub!

Dogs O.K Historic River Home: 6 Beds, 4 Bedrooms, 10 People,

10.0 out of 10, Exceptional, (2)
"The location and property are perfect for a women's trip of hiking, shopping cute shops, wineries, and hanging out. Would stay again!"
Dogs O.K Historic River Home: 6 Beds, 4 Bedrooms, 10 People,

Lumberjack Inn 2300 sq.ft in DT with a rooftop

9.8 out of 10, Exceptional, (25)
"Great property to stay with friends. Location very convenient for shopping and restaurants. "
Lumberjack Inn 2300 sq.ft in DT with a rooftop

Sleepy Deer Chalet! Spacious, Well-Appointed home on Beautiful Lake Wapogasset!

10.0 out of 10, Exceptional, (20)
"This is our third stay at the property. It is perfect for our family "
Sleepy Deer Chalet! Spacious, Well-Appointed home on Beautiful Lake Wapogasset!

Historic Swedish Cottage on Quiet Lindstrom Lake

9.4 out of 10, Exceptional, (215)
"Jim was responsive with problems. Place is looking a little run down. Could use a face lift but it's still a charming home too share with family. Thank you!"
The price is CA $716
CA $1,172 total
includes taxes & fees
Aug 10 - Aug 11
Historic Swedish Cottage on Quiet Lindstrom Lake

Lake Home property

10.0 out of 10, Exceptional, (6)
"Very nice, beautiful spot."
The price is CA $218
CA $387 total
includes taxes & fees
Jul 28 - Jul 29
Lake Home property

River road cabin

8.0 out of 10, Very good, (11)
"Me and some friends spent the night here during a weekend road trip. We loved the cozy interior, easy check-in and check-out process. The living room is spacious and the smart TV was a great thing to have. I would definitely recommend!"
The price is CA $171
CA $288 total
includes taxes & fees
Jul 28 - Jul 29
River road cabin

Downtown Stilwater, Riverview Condo

10.0 out of 10, Exceptional, (69)
"great place"
The price is CA $809
CA $1,330 total
includes taxes & fees
Aug 5 - Aug 6
Downtown Stilwater, Riverview Condo

Northwoods Upscale Charming Lakefrt Bone Lk-4 Bedrm-Game Rm-BOOKING SUMMER 2026!

10.0 out of 10, Exceptional, (73)
"Beautiful place! VERY clean! 10/10 would stay here again. Spacious, fun game room, plenty of bathrooms! ;)"
Northwoods Upscale Charming Lakefrt Bone Lk-4 Bedrm-Game Rm-BOOKING SUMMER 2026!

Charming Underhill 2-bedroom cabin in lovely Center City with lake access.

10.0 out of 10, Exceptional, (5)
Charming Underhill 2-bedroom cabin in lovely Center City with lake access.
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

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?

Hideaway From The Twin Cities: Sharing my personal residence, 5 Bedroom options: This vacation home rental outside of Osceola is located in a rural location and has a patio, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Osceola?

Choose from 4 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.