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Osceola Holiday Rentals

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Holiday Rentals in Osceola

Historic 1880s Home

10.0 out of 10, Exceptional, (62)
"Very clean and comfortable. It was located near to everywhere we wanted to go."
The price is AU$405
includes taxes & fees
29 July - 30 July
Historic 1880s Home

Historic Beauty w Modern Updates Near Taylor's Falls

9.8 out of 10, Exceptional, (27)
"Enjoyed completely."
The price is AU$616
includes taxes & fees
29 July - 30 July
Historic Beauty w Modern Updates Near Taylor's Falls

Lumberjill Lodge #9 | Queen Room

10.0 out of 10, Exceptional, (1)
"The Lumberjill Lodge was the perfect home base for nearby outdoor adventures. The room was clean, the water was hot, and the bed was comfortable. Communication for checking in/out was a breeze. "
The price is AU$263
includes taxes & fees
20 July - 21 July
Lumberjill Lodge #9 | Queen Room

Minne-GetAway: Modern Cottage

9.4 out of 10, Exceptional, (9)
"Responsive host. Clean and comfortable in a safe neighborhood. Well furnished. Would definitely stay again. "
The price is AU$405
includes taxes & fees
23 July - 24 July
Minne-GetAway: Modern Cottage

Cozy home near Cedar Lake Speedway and Apple River in New Richmond. Sleeps 7

The price is AU$220
includes taxes & fees
21 July - 22 July
Cozy home near Cedar Lake Speedway and Apple River in New Richmond. Sleeps 7

Cambrian & Co. Loft Cozy, Charming, Downtown Ease

10.0 out of 10, Exceptional, (5)
The price is AU$332
includes taxes & fees
20 July - 21 July
Cambrian & Co. Loft Cozy, Charming, Downtown Ease

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 AU$338
includes taxes & fees
30 July - 31 July
Beautiful Balsam Lake home with Jacuzzi tub close to Lake and park

LumberJill Lodge #6 - King Room

The price is AU$263
includes taxes & fees
20 July - 21 July
LumberJill Lodge #6 - King Room

Woodsy Retreat: Chef's Kitchen, Dance Room & Gym

2.0 star property
10.0 out of 10, Exceptional, (4)
"Great kitchen, terrific bathrooms, and nice bedrooms with comfortable beds. The host is responsive and dedicated to making sure your experience staying at the house is as good as it can be. Highly recommend."
The price is AU$604
includes taxes & fees
5 Aug - 6 Aug
Woodsy Retreat: Chef's Kitchen, Dance Room & Gym

LumberJill Lodge #3 | Deluxe King Room

The price is AU$263
includes taxes & fees
20 July - 21 July
LumberJill Lodge #3 | Deluxe King Room

The A-Frame at Big Rock Creek – A Scenic Retreat on White Oak Ridge

The price is AU$352
includes taxes & fees
27 July - 28 July
The A-Frame at Big Rock Creek – A Scenic Retreat on White Oak Ridge

Scandinavian Retreat

10.0 out of 10, Exceptional, (22)
"Great spot in a nice town!"
The price is AU$583
includes taxes & fees
20 July - 21 July
Scandinavian Retreat

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 AU$379
includes taxes & fees
23 July - 24 July
Cozy 5-Star Guesthouse on Bald Eagle Lake - Serene and Peaceful.

Reflections Retreat on Lake Magnor in Clayton, WI with beautiful lake view

10.0 out of 10, Exceptional, (3)
"This was a wonderful time of relaxation!"
The price is AU$632
includes taxes & fees
28 July - 29 July
Reflections Retreat on Lake Magnor in Clayton, WI with beautiful lake view

Coratel Inn and Suites By Jasper New Richmond - 2 Queen Bed Non Smoking

The price is AU$190
includes taxes & fees
27 July - 28 July
Coratel Inn and Suites By Jasper New Richmond - 2 Queen Bed Non Smoking

Nordic Harbor | Room 5 | Cedar Shadows

9.8 out of 10, Exceptional, (7)
"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!"
The price is AU$479
includes taxes & fees
21 July - 22 July
Nordic Harbor | Room 5 | Cedar Shadows

Fully remodeled 3-bedroom house in charming White Bear Lake

10.0 out of 10, Exceptional, (1)
"The property was beautiful, clean, modern and in a great location. I would recommend this home to family, friends and anyone asking for recommendations! Close to the park, restaurants, shopping and yet has a quiet neighborhood feel. 5 stars all the way around."
The price is AU$693
includes taxes & fees
21 July - 22 July
Fully remodeled 3-bedroom house in charming White Bear Lake

Glamp Tent at Historic estate Big Rock Creek

The price is AU$361
includes taxes & fees
21 July - 22 July
Glamp Tent at Historic estate Big Rock Creek

Spacious & Cozy home on The Apple River- Hiking, Tubing, Skiing, Racing, 12+ ppl

10.0 out of 10, Exceptional, (4)
"The property was exactly what we were hoping for, and then some. Very clean and great views. We will probably be staying there again next year."
The price is AU$948
includes taxes & fees
29 July - 30 July
Spacious & Cozy home on The Apple River- Hiking, Tubing, Skiing, Racing, 12+ ppl

Historic Stillwater Home close to downtown

10.0 out of 10, Exceptional, (44)
"The owner is super friendly and very prompt in responding. The home is beautiful, cozy and clean. Beds were comfortable and there was AC in both bedrooms. The grounds are well manicured and peaceful. Off street parking and a nice little coffee bar. Highly recommend and we would definitely love to come back! Very convenient to downtown as well."
The price is AU$533
includes taxes & fees
24 July - 25 July
Historic Stillwater Home close to downtown
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 holiday rental in Osceola?

Yes, there are holiday rentals in Osceola close to Osceola & St. Croix Valley Railway, or you can select a more secluded option if you're looking for a relaxing stay. 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 holiday rentals that Osceola has to offer?

Hideaway From The Twin Cities: Sharing my personal residence, 5 Bedroom options: This holiday home rental outside of Osceola is located in a rural location, and has a patio, a BBQ 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 that you can cook with friends or family.

How many holiday rentals are there in Osceola?

Choose from 4 Expedia holiday rentals in Osceola for a memorable holiday.

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 holiday rentals like in Osceola?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Osceola. Holiday rentals feature extras such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for a small group gathering.