Osceola Holiday Rentals, Wisconsin: Private House Rentals

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

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Our top choices for Osceola hotels

A motel named River Valley Inn & Suites with a sign indicating indoor pool and spa.

A kitchen with wooden cabinets, a dining table with chairs, a chandelier, and a wall sign that says "ENJOY".

A hotel lobby with a reception desk, a staircase, a dining area, and a computer desk.

A swimming pool with clear water and visible pool lane markings.

1. River Valley Inn & Suites

Osceola

Tori

Rp1.617.840

Rp1.787.714 total

includes taxes & fees

1 Oct - 2 Oct

A reception desk with a modern design, a computer, and a counter with a menu.

A gym with treadmills, weight machines, and a motivational wall.

A modern lobby with a sofa, armchairs, a coffee table, a flat-screen TV, and a desk with a computer.

A modern hotel room with a large bed, a window with a view of the outside, and a built-in air conditioning unit.

2. Holiday Inn Express St. Croix Valley by IHG

St Croix Falls

Amy

Rp2.858.979

Rp3.244.942 total

includes taxes & fees

29 Oct - 30 Oct

An indoor swimming pool with clear water, surrounded by lounge chairs and a high ceiling with exposed beams.

A kitchen with a black refrigerator, white cabinets, a microwave, and a marble countertop.

A kitchen area with a coffee machine, a blender, and a refrigerator displaying cold drinks.

A building with a sign reading "St. Croix Suites" and a covered parking area.

3. St. Croix Suites - St. Croix Falls

St Croix Falls

Mikayla

Rp1.200.032

Rp1.362.036 total

includes taxes & fees

1 Oct - 2 Oct

A multi-story hotel with a stone facade, a covered entrance, and a sign for AmeriVu Inn & Suites.

An indoor swimming pool with wooden ceiling and blue walls, surrounded by chairs and windows.

A spacious living area with a sofa, ottoman, and a coffee table. There is a kitchen area in the background with a counter and a hanging light fixture.

An outdoor patio with wicker furniture, a grill, and a fire pit.

4. AmeriVu Inn and Suites - Chisago City

Chisago City

Kaelyn

Rp1.423.858

Rp1.704.009 total

includes taxes & fees

4 Oct - 5 Oct

A cozy lounge area with a fireplace, comfortable seating, and a large wall-mounted TV.

A rooftop with a pool, outdoor seating, and a bar area.

An outdoor patio area with seating and string lights, adjacent to a building with a brick facade and a balcony.

A modern kitchen with a marble countertop, hanging pendant lights, and a large window overlooking a cityscape.

5. Hotel Crosby

Stillwater

Amelia

Rp4.514.276

Rp5.050.380 total

includes taxes & fees

7 Oct - 8 Oct

A spacious cafe with large windows, wooden tables, and a stone wall.

A spacious lobby with a large sofa, two armchairs, and a coffee table. There are large windows with arched tops, a stone wall, and a view of the outside.

A bar with shelves of liquor bottles and glasses, a bar counter, and hanging lights.

A spacious lobby with a modern interior, featuring a seating area with a sofa and chairs, a coffee table with books, and large windows offering a view of the street outside.

6. Lora

Stillwater

Leanne

Rp5.808.692

Rp6.498.475 total

includes taxes & fees

14 Oct - 15 Oct

An outdoor patio with tables and chairs, overlooking a body of water and a bridge.

A bar with Guinness and Harp beer signs, a lamp, and a window with curtains.

A hotel room with two beds, a desk with a chair, a TV, a lamp, and a city view.

A brick building with a clock tower, arched windows, and a Christmas tree.

7. Water Street Inn

Stillwater

patricia

Rp2.912.436

Rp3.258.288 total

includes taxes & fees

25 Oct - 26 Oct

A wooden staircase with a modern light fixture, a stone fireplace with a fire, and two decorative vases.

A two-story building with a covered porch, large windows, and outdoor seating.

A multi-story hotel with a sign reading "Country Inn & Suites by Radisson."

An indoor swimming pool with wooden walls and ceiling, surrounded by seating and potted plants.

8. Country Inn & Suites by Radisson, Forest Lake, MN

Forest Lake

Spencer

Rp1.617.840

Rp1.753.335 total

includes taxes & fees

26 Oct - 27 Oct

A swimming pool with clear water, surrounded by lounge chairs and a sun terrace.

An outdoor patio with metal tables and chairs, a building with large windows, and a parking lot in the background.

A Best Western PLUS hotel with a modern facade, stone pillars, and a covered entrance.

A hotel room with two beds, a chair, a lamp, and a painting on the wall.

9. Best Western Plus New Richmond Inn & Suites

New Richmond

Cynthia

Rp1.803.014

Rp1.992.329 total

includes taxes & fees

18 Oct - 19 Oct

A modern kitchen with granite countertops, a chalkboard with a positive message, and labeled waste bins.

A spacious living area with a sofa, armchairs, a coffee station, and a Coca-Cola refrigerator.

A hotel lobby with a fireplace, seating area, kitchen, and a clock on the wall.

A hotel entrance with a 'Welcome' sign, a 'Reserved Parking' sign, and a 'Van Parking' sign.

10. AmericInn by Wyndham New Richmond

New Richmond

Linda

Rp1.558.513

Rp1.722.158 total

includes taxes & fees

7 Oct - 8 Oct

A modern fireplace with a clear glass front, set in a tiled wall.

A swimming pool with a wooden ceiling, tiled steps, and lounge chairs.

A modern building entrance with a covered walkway, illuminated by vertical lights and a red canopy.

A modern living room with a flat-screen TV, a wooden cabinet, a sofa, and a coffee table.

11. Running Aces Hotel & Casino, Trademark Collection by Wyndham

Forest Lake

Karly

Rp2.087.774

Rp2.320.038 total

includes taxes & fees

4 Oct - 5 Oct

A Comfort Suites hotel with a stone facade, multiple windows, and a covered entrance.

A hotel room with a bed, a sofa, a small table, a lamp, and a yellow ottoman.

A spacious living area with a blue sofa, a coffee table, and a stone accent wall.

A modern hotel lobby with a blue and white striped carpet, a large window with a view of the outside, a flat-screen TV mounted on the wall, and a seating area with a blue sofa and a yellow armchair.

12. Comfort Suites Hudson I-94

Hudson

Rabecka

Rp1.863.599

Rp2.022.005 total

includes taxes & fees

25 Oct - 26 Oct

A view through a window of a parking lot with a building in the background.

A restaurant with a checkered floor, red curtains, and chandeliers. Tables are set with white tablecloths and red napkins.

A lobby with a chandelier, a red armchair, a statue, and an 'EXIT' sign.

A white double door with two wreaths, a statue, and Christmas lights.

13. Lowell Inn

Stillwater

Joshua

Rp2.833.692

Rp3.198.646 total

includes taxes & fees

1 Oct - 2 Oct

A hotel room with two beds, a nightstand, a lamp, and a large framed picture on the wall.

A kitchen with a microwave, toaster, coffee machine, and refrigerator. There is a trash can and a clock on the wall.

A hotel with a parking lot, marked directional arrows, and potted plants along the curb.

A hotel with a parking lot, a building with a sign, and flower planters along the walkway.

14. Super 8 by Wyndham Chisago City

Chisago City

Jeffery W

Rp1.240.482

Rp1.406.395 total

includes taxes & fees

18 Oct - 19 Oct

An indoor swimming pool with wooden beams, large windows, and chairs around the pool area.

A spacious living room with a wooden floor, leather furniture, a fireplace, a television, and a staircase.

A two-story building with a sign reading "Northwoods Best Indoor Pool".

A hotel room with two beds, a desk, a chair, a lamp, and a painting on the wall.

15. Northwoods Best Inn -Turtle Lake

Turtle Lake

Sadie

Rp1.689.932

Rp1.850.476 total

includes taxes & fees

1 Oct - 2 Oct

A hotel lobby with a bar area, seating arrangements, and a television.

A Hampton Inn Suites hotel with a modern design, featuring a stone facade and a covered entrance.

A hotel room with two beds, a desk with a TV, a chair, and a large window with curtains.

An indoor pool with no diving signs, a lifeguard chair, and a pool lift.

16. Hampton Inn & Suites Hudson

Hudson

Louis

Rp2.049.132

Rp2.223.309 total

includes taxes & fees

18 Oct - 19 Oct

A hotel room with two beds, a nightstand, a lamp, and a remote control.

A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a coffee maker.

A compact room with a sofa, a dining table with chairs, a kitchenette, and a ceiling fan.

A compact kitchen with a microwave, stove, and refrigerator, a small window with curtains, and a wooden shelf with towels.

17. Lumberjill Lodge

Balsam Lake Village

Laura

Rp1.893.731

Rp2.717.186 total

includes taxes & fees

1 Oct - 2 Oct

18. Country Inn & Suites by Radisson Stillwater MN

Stillwater

Conrad

Rp1.645.347

Rp1.840.732 total

includes taxes & fees

18 Oct - 19 Oct

A hotel room with a bed, a desk, and a chair. There is a sign above the desk that says "Royal Inn Welcome".

A hotel room with a desk, a telephone, a lamp, and a television displaying a welcome message.

A hotel room with a kitchenette, a desk with a chair, a mirror, and a sign for Royal Inn.

A Royal Inn motel with a clear entrance sign and a parking lot.

19. Royal Inn - Hudson I-94 (Self Check-In)

Hudson

Tom Van

Rp1.407.677

Rp1.591.114 total

includes taxes & fees

1 Oct - 2 Oct

A multi-story hotel with a prominent entrance, a covered walkway, and a flagpole.

A modern hotel lobby with a wooden accent wall, a flat-screen TV, a bar area, and a seating area with tables and chairs.

An indoor swimming pool area with two pools, chairs, and a table.

An outdoor seating area with a fire pit, surrounded by modern wicker furniture.

20. Fairfield Inn & Suites by Marriott St. Paul Northeast

White Bear Lake

Carson

Rp1.898.477

Rp2.057.474 total

includes taxes & fees

4 Oct - 5 Oct

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Stay near popular Osceola attractions

Osceola & St. Croix Valley Railway

8.6/10 (14 reviews)

Journey through the St. Croix River Valley on vintage railcars with the Osceola Railway. Autumn excursions showcase spectacular foliage while you experience the charm of historic rail travel.

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Farmington Bottoms State Natural Area

This pristine floodplain forest along the St. Croix River offers an untouched wilderness experience amid old-growth trees. Bring a compass to navigate while spotting bald eagles and rare wildflowers.

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Riverwood Canoe

8.0/10 (6 reviews)

Glide through the St. Croix River's pristine waters on a 7-mile scenic paddle suitable for all skill levels. Morning trips offer the calmest conditions and best wildlife viewing opportunities.

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Big Lake

Commune with nature and explore the great outdoors at Big Lake during your travels in Osceola. Take in the entertainment choices and waterfalls in the area.

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Church Pine Lake

Commune with nature and explore the great outdoors at Church Pine Lake during your travels in Osceola. Wander the riverfront or discover the area's waterfalls.

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Rice Lake

Commune with nature and explore the great outdoors at Rice Lake during your travels in Osceola. Amble around the area's riverfront or experience its entertainment choices.

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Learn more about Osceola

Paddle along the scenic St. Croix River where local outfitters rent kayaks for exploring this National Scenic Riverway. Cascade Falls offers a perfect picnic spot after browsing downtown's charming antique shops and the Osceola & St. Croix Valley Railway.

See all hotels in Osceola

A waterfall cascading over rocks in a forested area.

Top Osceola Hotel Reviews

Country Inn & Suites by Radisson, Forest Lake, MN

8/10 Good

"Clean room, good breakfast and large hot tub."

Hotel Crosby

10/10 Excellent

"Great boutique hotel with a great restaurant / bar and comfy shared areas. Location could not be better and the dinner we had was one of the best we've ever had anywhere."

AmericInn by Wyndham White Bear Lake St. Paul

10/10 Excellent

"Will stay again."

Country Inn & Suites by Radisson Stillwater MN

8/10 Good

"Pleasant stay."

Water Street Inn

8/10 Good

"Only issue we had was the bed mattress was extremely soft or maybe old. Room was beautiful. Area was beautiful. Mattress was the only concern I have with this place which is an easy fix for them if they find time to either flip or get a new one. Could've just been our room too."

Best Western Plus White Bear Country Inn

10/10 Excellent

"The hotel was perfect for our stay. Clean rooms, comfortable beds, friendly staff. The housekeeping staff was especially very helpful and very nice!"

Hudson Inn & Suites

8/10 Good

"It was nice"

Royal Inn - Hudson I-94

10/10 Excellent

"I would highly recommend the Royal Inn. The room was super clean, modern and very comfortable. The Office was very neat and clean. The owner/ manager was friendly and helpful. After just having had 3 nights in a sub-par chain, Hotel, staying at the Royal Inn was a wonderful surprise."

River Hill Inn & Suites

8/10 Good

"It was a good stay"

More cheap stays in Osceola

Coratel Inn and Suites by Jasper Stillwater

2190 W Frontage Rd Stillwater MN

Rp1.130.816

Rp1.265.100 total

28 Oct - 29 Oct

includes taxes & fees

7/10 Good! (1,004 reviews)

Country Inn & Suites by Radisson, Forest Lake, MN

1954 West Broadway Avenue Forest Lake MN

Rp1.617.840

Rp1.753.335 total

26 Oct - 27 Oct

includes taxes & fees

8/10 Very good! (1,001 reviews)

Best Western Plus Hudson I-94

1200 Gateway Blvd Hudson WI

Rp1.680.224

Rp1.823.044 total

4 Oct - 5 Oct

includes taxes & fees

Northwoods Best Inn -Turtle Lake

636 U.S. 8 Turtle Lake WI

Rp1.689.932

Rp1.850.476 total

1 Oct - 2 Oct

includes taxes & fees

Comfort Inn & Suites St. Paul Northeast

3505 Vadnais Center Dr. White Bear Lake MN

Rp1.927.062

Rp2.088.453 total

15 Oct - 16 Oct

includes taxes & fees

Hotel Crosby

232 Main St N Stillwater MN

Rp4.514.276

Rp5.050.380 total

7 Oct - 8 Oct

includes taxes & fees

9.6/10 Exceptional! (1,008 reviews)

Frequently asked questions

What's the best place for a stay in Osceola?

Based on Expedia's traveller preferences, River Valley Inn & Suites is a top place to stay in Osceola. Other good options for your stay in the area are Water Street Inn and Country Inn & Suites by Radisson, Forest Lake, MN. See all available top hotels, or vacation rentals in Osceola.

If I need to cancel my hotel reservation in Osceola, will I receive a refund?

Yes! Most hotel room reservations are refundable provided that you cancel prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you have a reservation that's non-refundable, you might be able to still cancel and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Osceola.

What's the best dog-friendly place to stay in Osceola?

River Valley Inn & Suites is a top dog-friendly option for your stay. See more pet-friendly hotel accommodations in Osceola.

What are some accommodation options with pools in Osceola?

River Valley Inn & Suites: Features daily, an indoor pool and free self parking. Country Inn & Suites by Radisson, Forest Lake, MN and Comfort Inn & Suites St. Paul Northeast are a couple of other choices that feature an on-site pool. View all hotels with pools in Osceola.

What is staying in Osceola like?

Visitors can enjoy all that Osceola has to offer, including the riverfront, bars and waterfalls. Tourists can also enjoy the city's entertainment choices and restaurants. In Osceola, there are 16 hotels and other accommodation options to choose from. Find out more about Osceola.

What is there to see in Osceola?

Natural beauty is on display at Farmington Bottoms State Natural Area, Saint Croix River and Apple River. A couple of additional sights to add to your itinerary are Osceola & St. Croix Valley Railway and Trollhaugen. Take a look at what more there is to see and do in Expedia's Osceola guide.

What's the seasonal weather in Osceola?

The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -7°C. The snowiest months in Osceola are March, April, January and February, with each month seeing an average of 16 cm of snowfall.

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Book Hotels in Osceola on Expedia.com

Find hotels in Osceola, WI from Rp1.265.100

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Osceola

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Osceola hotels

1. River Valley Inn & Suites

2. Holiday Inn Express St. Croix Valley by IHG

3. St. Croix Suites - St. Croix Falls

4. AmeriVu Inn and Suites - Chisago City

5. Hotel Crosby

6. Lora

7. Water Street Inn

8. Country Inn & Suites by Radisson, Forest Lake, MN

9. Best Western Plus New Richmond Inn & Suites

10. AmericInn by Wyndham New Richmond

11. Running Aces Hotel & Casino, Trademark Collection by Wyndham

12. Comfort Suites Hudson I-94

13. Lowell Inn

14. Super 8 by Wyndham Chisago City

15. Northwoods Best Inn -Turtle Lake

16. Hampton Inn & Suites Hudson

17. Lumberjill Lodge

18. Country Inn & Suites by Radisson Stillwater MN

19. Royal Inn - Hudson I-94 (Self Check-In)

20. Fairfield Inn & Suites by Marriott St. Paul Northeast

Stay near popular Osceola attractions

Osceola & St. Croix Valley Railway

Farmington Bottoms State Natural Area

Riverwood Canoe

Big Lake

Church Pine Lake

Rice Lake

Learn more about Osceola

Top Osceola Hotel Reviews

Country Inn & Suites by Radisson, Forest Lake, MN

Hotel Crosby

AmericInn by Wyndham White Bear Lake St. Paul

Country Inn & Suites by Radisson Stillwater MN

Water Street Inn

Best Western Plus White Bear Country Inn

Hudson Inn & Suites

Royal Inn - Hudson I-94

River Hill Inn & Suites

More cheap stays in Osceola

Coratel Inn and Suites by Jasper Stillwater

Country Inn & Suites by Radisson, Forest Lake, MN

Best Western Plus Hudson I-94

Northwoods Best Inn -Turtle Lake

Comfort Inn & Suites St. Paul Northeast

Hotel Crosby

Frequently asked questions

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