Oostburg Holiday Rentals, Wisconsin: Private House Rentals

A wooden dock extending into a calm body of water, with boats docked nearby and a building with a red roof in the background.

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Our top choices for Oostburg hotels

A spacious living area with a stone fireplace, comfortable seating, and a balcony with a railing.

A family sitting by a poolside with chairs and a tiled wall in the background.

A hotel room with a bed, a desk with a sink, a chair, a small table, and a window with curtains.

A coffee station with a chalkboard sign reading "Welcome to the Beginning of Day!" and various coffee-making equipment.

1. AmericInn by Wyndham Sheboygan

Sheboygan

Diane

2.226.262 ₫

2.526.807 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A modern hotel entrance with a curved canopy, multiple floors, and a prominent sign.

A reception area with a wooden reception desk, a digital display, and a refrigerator stocked with beverages.

An outdoor patio with stone walls, a fire feature, and seating.

A modern restaurant with wooden accents, white tiled walls, and yellow chairs.

2. Fairfield Inn & Suites by Marriott Sheboygan

Sheboygan

Lawrence

3.063.866 ₫

3.477.489 ₫ total

includes taxes & fees

30 Oct - 31 Oct

A Holiday Inn Express hotel with a brick facade, a covered entrance, and an American flag.

A modern dining area with a central island, bar stools, and a sofa.

An indoor swimming pool with clear blue water, surrounded by white chairs and tables, and large windows offering views of the outdoors.

A hotel room with a sofa, a desk, a chair, a television, and a window with curtains.

3. Holiday Inn Express Sheboygan-Kohler by IHG

Sheboygan

3.397.092 ₫

3.855.829 ₫ total

includes taxes & fees

5 Nov - 6 Nov

A hotel with a modern design, featuring a prominent tower with the hotel name, a covered entrance, and a well-maintained lawn.

A modern dining area with a long table and colorful chairs, a kitchen with dark cabinets, and a fruit display.

A hotel room with a sofa, a small round table, a bed, a desk, and a lamp.

An indoor swimming pool with clear water, tiled floor, and safety railings.

4. Comfort Inn & Suites Sheboygan I-43

Sheboygan

Thomas

2.080.784 ₫

2.361.690 ₫ total

includes taxes & fees

9 Nov - 10 Nov

A large, historic building with multiple chimneys and a prominent American flag.

A spacious indoor area with multiple seating arrangements, including chairs and sofas, and a bar area with shelves.

A large indoor pool with a waterfall feature, surrounded by white chairs and a large towel rack.

A coastal golf course with a view of the ocean.

5. The American Club

Kohler

Ken

12.966.000 ₫

14.327.430 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A hotel with a curved facade, illuminated signage, and snow-covered surroundings.

Two people sitting on a couch facing a fireplace with a fruit platter on the table.

A cozy living room with a fireplace, leather furniture, and a chandelier.

6. Inn On Woodlake

Kohler

MARTHA

5.938.428 ₫

6.562.093 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A modern kitchen with a marble countertop, a coffee machine, and various food items displayed.

A spacious lobby with a wooden staircase, a reception desk, and a seating area.

A modern living room with a sofa, armchairs, and a coffee table.

A modern hotel bathroom with a large mirror, a sink, and a shower area.

7. La Quinta Inn by Wyndham Sheboygan

Sheboygan

Tony Michael Williams

2.373.297 ₫

2.693.692 ₫ total

includes taxes & fees

1 Nov - 2 Nov

An indoor swimming pool with clear blue water, tiled walls, and large windows offering a view of a field.

A bar area with a long counter, multiple stools, and a selection of beverages.

A spacious lobby with marble flooring, vending machines, and a staircase.

A reception area with two counters, a marble wall, an ATM, and a staircase.

8. The Oasis Hotel & Bar

Sheboygan Falls

Gregory

2.077.153 ₫

2.295.252 ₫ total

includes taxes & fees

14 Oct - 15 Oct

A spacious living area with a fireplace, a sofa, and a dining area in the background.

A hotel room with two beds, a sofa, a TV, and a dining table.

A swimming pool with a no diving sign, chairs around it, and a max pool capacity sign.

A spacious dining area with multiple wooden tables and chairs, a ceiling fan, and a bar area in the background.

9. Grandstay Residential Suites Hotel - Sheboygan

Downtown Sheboygan

Kristin

3.104.640 ₫

3.523.767 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A modern interior with a stone fireplace, seating area, and a flat-screen TV mounted above it.

A spacious lobby with a staircase, seating area, and a stone fireplace.

A modern hotel with a flat roof, large windows, and a sign reading "The Watershed."

A modern building entrance with glass doors, a covered walkway, and a view of a green landscape.

10. Watershed Hotel

Sheboygan

Stephan

3.376.296 ₫

3.832.097 ₫ total

includes taxes & fees

26 Oct - 27 Oct

A spacious atrium with a grand chandelier, multiple balconies, and large windows allowing natural light.

A beachfront hotel with multiple red-roofed buildings, a sandy path leading to the beach, and clear blue water.

A large, white building with a symmetrical facade and multiple balconies.

A spacious lobby with a central chandelier, multiple levels with balconies, and rows of blue chairs.

11. Blue Harbor Resort and Conference Center

Sheboygan

Brittany

4.760.189 ₫

6.084.835 ₫ total

includes taxes & fees

26 Oct - 27 Oct

A kitchen with dark cabinets, a wooden countertop, and pendant lights.

A view of a bridge with a tower, a river, and a sunset sky.

A restaurant with multiple tables and chairs, large windows, and a view of the outside.

A hotel room with two beds, a desk, a chair, a TV, and framed pictures on the walls.

12. Harbor Winds Hotel

Sheboygan

Theresa

2.535.631 ₫

2.877.933 ₫ total

includes taxes & fees

9 Nov - 10 Nov

An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled deck.

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

A hotel room with a flat-screen TV, a desk with a chair, a bed, a sofa, and a large window with curtains.

A reception area with a Baymont Inn & Suites sign, a reception desk, a small round table, and a decorative wreath.

13. Baymont by Wyndham Plymouth

Plymouth

Paula

3.236.587 ₫

3.673.824 ₫ total

includes taxes & fees

18 Oct - 19 Oct

A two-story white building with green shutters, a front porch, and a staircase leading to the upper floor.

A bedroom with a four-poster bed, a desk with a chair, a chandelier, and floral wallpaper.

A kitchen with a double sink, wooden cabinets, a microwave, and a shelf with glasses and a bowl.

A dining area with a wooden staircase, a chandelier, and floral wallpaper.

14. The Rochester Inn, A Historic Hotel

Sheboygan Falls

Troy

8.158.578 ₫

9.072.538 ₫ total

includes taxes & fees

14 Oct - 15 Oct

A spacious hotel lobby with a central kitchen area, a staircase, and a seating area with a sofa and a small table.

15. AmericInn by Wyndham Plymouth

Plymouth

2.623.022 ₫

2.977.129 ₫ total

includes taxes & fees

1 Nov - 2 Nov

An indoor swimming pool with lounge chairs and tables, a clear blue pool, and a high ceiling with visible structural beams.

A reception area with a wooden reception desk, a flat-screen TV, and a seating area with two chairs and a small table.

A conference room with a long table, six chairs, and a wooden accent wall.

A hotel room with two beds, a desk, a chair, a TV, and an air conditioning unit.

16. Wingate by Wyndham Sheboygan

Downtown Sheboygan

Joell

2.030.994 ₫

2.305.178 ₫ total

includes taxes & fees

18 Oct - 19 Oct

A hotel room with two beds, a desk, and a window with a view of a parking lot.

A reception desk with a digital screen, a sign indicating check-in times, and a door.

A Super 8 motel with a red roof, brick facade, and a signboard.

A bathroom with a sink, mirror, towel rack, and toiletries.

17. Super 8 by Wyndham Sheboygan WI

Sheboygan

David

1.960.459 ₫

2.225.121 ₫ total

includes taxes & fees

11 Nov - 12 Nov

An outdoor patio area with tables and chairs, string lights, and a view of the building in the background.

A buffet counter with a coffee machine, a display case with food, and a digital menu board.

A multi-story hotel with a modern design, featuring a covered outdoor seating area and a visible fire feature.

An indoor swimming pool with a geometric ceiling design, a seating area with chairs, and a view of the outdoors through large windows.

18. Home2 Suites By Hilton Sheboygan

Sheboygan

3.725.132 ₫

4.228.024 ₫ total

includes taxes & fees

25 Oct - 26 Oct

An indoor swimming pool with wooden walls and ceiling, surrounded by white lounge chairs and tables.

A hotel room with a bed, a sofa, a desk, and a television.

A hotel room with a bed, a sofa, a desk, and a painting on the wall.

A pathway leading to a building with a patio area, surrounded by sunflowers and marigolds.

19. Quality Inn Sheboygan North I-43

Sheboygan

Christine

2.071.967 ₫

2.351.683 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A modern kitchen with wooden cabinets, a dining table, and a coffee machine.

A living room with a sofa, a small table, and a TV mounted on the wall. There are two wall-mounted lights and a large potted plant.

A two-story house with a well-maintained lawn and flower beds.

A spacious living area with wooden flooring, a dining set, a TV, and a refrigerator.

20. Belgium Inn & Suites

Belgium

Jose

2.193.847 ₫

2.467.948 ₫ total

includes taxes & fees

18 Oct - 19 Oct

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Stay near popular Oostburg attractions

Whispering Pines Amphitheater

You can make plans for a show at Whispering Pines Amphitheater on your trip to Oostburg.

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Cedar Grove Hawk Research Station State Natural Area

This scientific landmark has tracked raptor migrations since the 1950s, banding over 38,000 birds from 24 species. Witness researchers at work during fall migration when hawks soar overhead in impressive numbers.

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Oostburg Public Library

This welcoming community hub houses over 32,000 volumes and hosts regular educational programmes for all ages. Browse the diverse collection or join a creative writing camp for an enriching local experience.

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Veteran's Park

Veterans Park honours local heroes with its community-focused bandshell, built in 2007. Bring a blanket for summer concerts or attend the annual Augustfest celebrations in this peaceful Oostburg gathering space.

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Learn more about Oostburg

Discover things to see and do in Oostburg as you venture to popular sights like Lake Michigan.

See all hotels in Oostburg

Top Oostburg Hotel Reviews

Watershed Hotel

10/10 Excellent

"This is our second stay at this property, and we’ll stay again if we are in the area. The staff was helpful and nice: Great location! Thank you!"

The Oasis Hotel & Bar

10/10 Excellent

"A good basic hotel. Not a four star but top notch basic hotel. simply clean, safe and adequate. Very good bed comfort."

Home2 Suites By Hilton Sheboygan

10/10 Excellent

"A great last minute stay in a very clean hotel. Mark at the front desk was pleasant. Husband said breakfast was great. I’m not into the Halloween decor, but other than that- no complaints."

Blue Harbor Resort and Conference Center

10/10 Excellent

"Wonderful hotel, so much to do, clean and comfortable"

Siebkens Resort

8/10 Good

"Balcony room was nice and clean, nice location to wander around. We got apps and drink at several places within walking distance."

Grandstay Residential Suites Hotel - Sheboygan

8/10 Good

"Very friendly staff. The property was clean except people smoking right by the entrance. Maybe move the receptical further away and dont allow smoking past the parking lot. Breakfast was ok. Suggest a bigger toaster or have 2. Coffee was always empty. Apple juice was watery. Our room had a bad oder. The fan didn't work in the bathroom. The beds were extremely hard and not comfortable. The couch seats were low compared to the armrests and were uncomfortable because it had a bed inside and the bars dug into your legs. The room layout was very nice. 2 separate bedrooms instead of 2 beds next to each other and they were separated by the living room. The price was fair for the room we booked. The pool is very small and not very deep. There was no hot tub, that was a bummer."

The Harborview on Lake Michigan, an Ascend Collection Hotel

10/10 Excellent

"Beautiful lake view & loved the pool area"

Super 8 by Wyndham Sheboygan WI

8/10 Good

"The breakfast should have had a protein. It was too dark in my bathroom. Loved that there was no carpet on the floor in my room."

La Quinta Inn by Wyndham Sheboygan

8/10 Good

"Room was clean. Smelled like the perfume strippers wear. Staff was friendly and helpful. Sign said rooms not made up on Friday and Sunday unless requested. We stayed over and our room was not made up on Saturday, but trash removed. VERY convenient to Road America. Don’t know if restaurants are near, but there is a McDonald’s very close. Would stay here again."

More cheap stays in Oostburg

Super 8 by Wyndham Sheboygan WI

3402 Wilgus Avenue Sheboygan WI

1.960.459 ₫

2.225.121 ₫ total

11 Nov - 12 Nov

includes taxes & fees

6.6/10 (876 reviews)

The Oasis Hotel & Bar

600 N Main St Sheboygan Falls WI

2.077.153 ₫

2.295.252 ₫ total

14 Oct - 15 Oct

includes taxes & fees

8/10 Very good! (442 reviews)

Motel 6 Saukville, WI

180 S. Foster Drive Saukville WI

2.074.301 ₫

2.333.621 ₫ total

8 Nov - 9 Nov

includes taxes & fees

Quality Inn Sheboygan North I-43

4332 N 40th St Sheboygan WI

2.071.967 ₫

2.351.683 ₫ total

1 Nov - 2 Nov

includes taxes & fees

Comfort Inn & Suites Sheboygan I-43

3912 Motel Rd Sheboygan WI

2.080.784 ₫

2.361.690 ₫ total

9 Nov - 10 Nov

includes taxes & fees

Grandstay Residential Suites Hotel - Sheboygan

708 Niagara Avenue Sheboygan WI

3.104.640 ₫

3.523.767 ₫ total

8 Nov - 9 Nov

includes taxes & fees

8.6/10 Excellent! (1,106 reviews)

Hotels in Oostburg with star rating

Frequently asked questions

What's the seasonal weather like in Oostburg?

The hottest months are usually August and July, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Oostburg are January, March, February and October, with each month seeing an average of 17 cm of snowfall.

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Book Hotels in Oostburg on Expedia.com

Find hotels in Oostburg, WI from 2.225.121 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Oostburg

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Oostburg hotels

1. AmericInn by Wyndham Sheboygan

2. Fairfield Inn & Suites by Marriott Sheboygan

3. Holiday Inn Express Sheboygan-Kohler by IHG

4. Comfort Inn & Suites Sheboygan I-43

5. The American Club

6. Inn On Woodlake

7. La Quinta Inn by Wyndham Sheboygan

8. The Oasis Hotel & Bar

9. Grandstay Residential Suites Hotel - Sheboygan

10. Watershed Hotel

11. Blue Harbor Resort and Conference Center

12. Harbor Winds Hotel

13. Baymont by Wyndham Plymouth

14. The Rochester Inn, A Historic Hotel

15. AmericInn by Wyndham Plymouth

16. Wingate by Wyndham Sheboygan

17. Super 8 by Wyndham Sheboygan WI

18. Home2 Suites By Hilton Sheboygan

19. Quality Inn Sheboygan North I-43

20. Belgium Inn & Suites

Stay near popular Oostburg attractions

Whispering Pines Amphitheater

Cedar Grove Hawk Research Station State Natural Area

Oostburg Public Library

Veteran's Park

Learn more about Oostburg

Top Oostburg Hotel Reviews

Watershed Hotel

The Oasis Hotel & Bar

Home2 Suites By Hilton Sheboygan

Blue Harbor Resort and Conference Center

Siebkens Resort

Grandstay Residential Suites Hotel - Sheboygan

The Harborview on Lake Michigan, an Ascend Collection Hotel

Super 8 by Wyndham Sheboygan WI

La Quinta Inn by Wyndham Sheboygan

More cheap stays in Oostburg

Super 8 by Wyndham Sheboygan WI

The Oasis Hotel & Bar

Motel 6 Saukville, WI

Quality Inn Sheboygan North I-43

Comfort Inn & Suites Sheboygan I-43

Grandstay Residential Suites Hotel - Sheboygan

Hotels in Oostburg with star rating

Frequently asked questions

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