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Osceola Vacation Rentals

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Vacation Rentals in Osceola

Property grounds
All seasons cabin getaway
10.0 out of 10, Exceptional, (33)
"The leaves were exploding in color during our stay at Balsam Lake. The cabin was everything we needed for a relaxing getaway. Quiet, comfortable and beautiful. We brought our canoe to explore the lake and we found some lovely wineries/breweries nearby. We would absolutely stay again!"
All seasons cabin getaway
Exterior
Historic Stillwater Home close to downtown
10.0 out of 10, Exceptional, (20)
"Cozy, clean house in a great location. We enjoyed our stay!"
The price is $250
$371 total
includes taxes & fees
May 22 - May 23
Historic Stillwater Home close to downtown
Exterior
Gathering families, friends, & coworkers
10.0 out of 10, Exceptional, (19)
"a group of old friends stayed for a weekend to play board games and reconnect. The sanctuary was the perfect match for space and sleeping arrangements. Thanks!"
Gathering families, friends, & coworkers
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Property grounds
Stillwater's Third Street Inn
10.0 out of 10, Exceptional, (186)
"Everything was great with the property. Great place, great location, easy check in, great communications with the property owner. We will definitely look to book again when we return to Stillwater."
Stillwater's Third Street Inn
Smart TV, books, stereo
Lakefront Cottage 2 min to downtown
10.0 out of 10, Exceptional, (14)
"My husband and I and my two pups booked a 4 day weekend for one last summer hurrah 9/29 through 10/2. Property was as described, location was perfect, sunrises and sunsets were beautiful. It was very peaceful as no other cabins were occupied except our host Debbie! Thank you for a wonderful get away Debbie - your property was well-maintained and lovely for our needs."
Lakefront Cottage 2 min to downtown
Aerial view
Overlooks St. Croix River Crossing
10.0 out of 10, Exceptional, (143)
"We spent two weeks at this adorable cottage, it was decorated so cute and the comforts and the conveniences were great. Location was idea for us to walk, check out the historic downtown, and spend time with our family. Thank you Louise and Martin, we enjoyed our stay, was hard to leave!"
Overlooks St. Croix River Crossing
Property grounds
Cottage on the lake near downtown Stillwater
10.0 out of 10, Exceptional, (225)
"It was a wonderful experience, the house was an accurate listing, clean and when we had a small issue with a beeping noise in the house on arrival the host was prompt in replies. Came very quickly and was extremely friendly dealing with it! Would definitely stay here again!"
Cottage on the lake near downtown Stillwater
Beautiful cabin getaway on Green Lake
10.0 out of 10, Exceptional, (126)
"My home had an electrical fire. This stay was beautiful and gave me the perfect atmosphere to heal from my losses from the fire. Things are a lot better now."
Beautiful cabin getaway on Green Lake
Fridge, microwave, oven, stovetop
Blocks to Downtown. Charming 3 Bed, Entire House
10.0 out of 10, Exceptional, (45)
"Very roomy and comfortable home. Excellent location. No issues with the property. We enjoyed our stay and would visit again."
Blocks to Downtown. Charming 3 Bed, Entire House
Indoor pool
Beautiful Farmhouse Style Country Home with Indoor Pool!
10.0 out of 10, Exceptional, (17)
"This place was perfect! Great for a girls weekend! Was full stocked and very comfortable!"
Beautiful Farmhouse Style Country Home with Indoor Pool!
Property grounds
Spacious lakeside retreat
10.0 out of 10, Exceptional, (23)
"Beautiful property, very well maintained, very clean, decorated perfectly. Many extras! Great location. Everything from booking to checking in and out went smoothly. Owners answered all questions very quickly, it was great working with them."
The price is $335
$706 total
includes taxes & fees
Jun 16 - Jun 17
Spacious lakeside retreat
Gorgeous Lake Home, hot tub, boat, private chef
10.0 out of 10, Exceptional, (49)
"This place is gorgeous! We had a wonderful relaxing girls getaway! House was very clean and the owners were very responsive within minutes! The house has a beautiful layout and sunsets can’t be beat over the lake!"
Gorgeous Lake Home, hot tub, boat, private chef
Interior
The Lake Hideaway, 2 bdrm in heart of downtown WBL
9.8 out of 10, Exceptional, (16)
"Comfortable, clean, well equipped property in a walkable interesting town with lots to explore. The bottom step before the landing should possibly be marked somehow, all 4 of us almost missed it several times. The steps could be a hindrance for some people."
The price is $200
$389 total
includes taxes & fees
May 28 - May 29
The Lake Hideaway, 2 bdrm in heart of downtown WBL
Exterior
Park Place Cottage
9.8 out of 10, Exceptional, (7)
"Great house, lots of outside seating. Great beds. Would recommend this cottage highly."
Park Place Cottage
Smart TV, fireplace, video games, DVD player
Lodge at Lotus Lake
9.8 out of 10, Exceptional, (25)
"Cool log home with a very comfortable feel. Space was good with family get together. Very clean with updated bathrooms and family room downstairs. Kitchen/dining room area was a very good space for having family together."
Lodge at Lotus Lake
Property grounds
Hideaway from the Twin Cities: 5 single rooms w/home use, 2 adult price 80/rm.
9.6 out of 10, Exceptional, (29)
"Enjoyed our stay, just what we needed for Mother’s Day. Steve the owner was great and attentive! Thanks and we will stay again!"
The price is $80
$106 total
includes taxes & fees
May 17 - May 18
Hideaway from the Twin Cities: 5 single rooms w/home use, 2 adult price 80/rm.
Exterior
Log Cabin, Lake Retreat
9.6 out of 10, Exceptional, (61)
"Cozy and kitschy log cabin, beautiful views, comfy bed, nice hot tub, close to restaurants and shops of Stillwater and New Richmond. Reggie met us at the cabin to show us around which was really helpful, gave us a great dinner recommendation."
Log Cabin, Lake Retreat
Fridge, microwave, oven, stovetop
Hideaway From The Twin Cities: 5 Bdrms: East'n Sky, N ⭐,Sunset, Exprs, Bird Nest
9.4 out of 10, Exceptional, (29)
"I stayed for an extended period of time. The owner and his sons live on the property, but you won’t see them very much. The property is SO peaceful, quiet, and safe. They’ve been working to improve it and so there’s some renovations and things here and there, but nothing that would make you uncomfortable or disturb you. My kids were welcomed here, and the family even helped me through an epic flat tire crisis. They have literally everything you need and then some as far as kitchen, bathroom,...
The price is $80
$106 total
includes taxes & fees
May 17 - May 18
Hideaway From The Twin Cities: 5 Bdrms: East'n Sky, N ⭐,Sunset, Exprs, Bird Nest
Property grounds
Romantic getaway! With gorgeous views from the Hot Tub!
9.4 out of 10, Exceptional, (73)
"This place was quiet and a perfect get away. "
The price is $74
$304 total
includes taxes & fees
May 20 - May 21
Romantic getaway! With gorgeous views from the Hot Tub!
Exterior
Beautiful Balsam Lake home with Jacuzzi tub close to Lake and park
9.4 out of 10, Exceptional, (28)
"Very clean. Nice warm place to stay and close to local bars for a nice dinner. Will stay again."
The price is $105
$190 total
includes taxes & fees
May 20 - May 21
Beautiful Balsam Lake home with Jacuzzi tub close to Lake and park
Don't see what you're looking for?
See all available properties in Osceola
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.

Osceola Vacation Rental Travel Info

Number of vacation rentals
2
Popular accommodation
Osceola private vacation homes
Known landmarks
Dancing Dragonfly Winery, St. Croix Festival Theatre and Fawn Doe Rosa Wildlife Educational Park
International airport
Minneapolis, MN (MSP-Minneapolis - St. Paul Intl.)

Other types of properties in Osceola you may be interested in

Deluxe Suite, 1 Bedroom | Individually decorated, iron/ironing board, free WiFi, bed sheets
Hotel Crosby
2.5 star property
9.4 out of 10, Exceptional, (667)
"Wonderful rooftop hot tub. Staff went above and beyond to make sure we felt welcome and comfortable."
The price is $251
$280 total
includes taxes & fees
May 23 - May 24
Hotel Crosby
Suite, 2 Queen Beds, Non Smoking (Efficiency) | Premium bedding, desk, laptop workspace, blackout drapes
Comfort Inn & Suites St. Paul Northeast
2.5 star property
8.2 out of 10, Very Good, (1000)
" Nice hotel - much better than I expected.clean room,friendly staff, pool area was nice also."
The price is $99
$107 total
includes taxes & fees
May 27 - May 28
Comfort Inn & Suites St. Paul Northeast
Lobby
Hudson Inn & Suites
3.0 star property
8.2 out of 10, Very Good, (557)
"The room was very clean and comfortable. I was just a little disappointed with the continental breakfast. I didn’t eat anything as there wasn’t yogurt or fruit. Those two things have always been at other hotels I’ve been to. I was just really surprised there was no fruit. "
The price is $82
$96 total
includes taxes & fees
May 19 - May 20
Hudson Inn & Suites
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.

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 $74 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.

Frequently asked questions

Can I find a vacation rental in Osceola?

Yes, you can find vacation rentals near the most popular local attractions in Osceola, or you can choose a secluded option if you're looking for relaxation. 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?

Stillwater's Third Street Inn: This vacation home rental outside of Osceola offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 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 3 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.

Recent reviews of Osceola properties
Expedia verified reviews

Comfort Suites Hudson I-94

Comfort Suites Hudson I-94

5/5 Excellent
"We loved our room. Staff was helpful. "
A verified traveler stayed at Comfort Suites Hudson I-94
Posted 1 day ago
Comfort Suites Hudson I-94