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

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

A swimming pool with a lifeguard sign, lounge chairs, and a view of the outdoors.

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

1. Fairfield Inn & Suites by Marriott Sheboygan

Sheboygan

Kari

฿4,440

฿5,040 total

includes taxes & fees

20 Sept - 21 Sept

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

A hotel room with two beds, a desk, a chair, a sofa, and a round yellow table.

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

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

2. Comfort Inn & Suites Sheboygan I-43

Sheboygan

Chueyee

฿2,636

฿2,992 total

includes taxes & fees

27 Sept - 28 Sept

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

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.

A reception area with two desks, a TV, and orange chairs.

3. AmericInn by Wyndham Sheboygan

Sheboygan

Angelica

฿3,186

฿3,616 total

includes taxes & fees

13 Sept - 14 Sept

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

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

A GrandStay hotel with a modern design, featuring a prominent entrance and a clear view of the parking area.

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

4. Grandstay Residential Suites Hotel - Sheboygan

Downtown Sheboygan

Kristin

฿4,175

฿4,738 total

includes taxes & fees

1 Sept - 2 Sept

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

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

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

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

5. Baymont by Wyndham Plymouth

Plymouth

Marvin

฿5,298

฿6,013 total

includes taxes & fees

31 Aug - 1 Sept

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

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 two beds, a wooden headboard, bedside tables with lamps, and a small shelf.

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

6. Holiday Inn Express Sheboygan-Kohler by IHG

Sheboygan

Ryan

฿4,438

฿5,037 total

includes taxes & fees

20 Sept - 21 Sept

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.

7. Watershed Hotel

Sheboygan

Nikolina

฿5,473

฿6,212 total

includes taxes & fees

31 Aug - 1 Sept

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

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

8. La Quinta Inn by Wyndham Sheboygan

Sheboygan

Eric

฿3,030

฿3,439 total

includes taxes & fees

27 Sept - 28 Sept

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

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

A spa area with a green heated floor, a ceiling with a cloud mural, and two relaxation chairs on either side.

A coastal golf course with a view of the ocean.

9. Inn On Woodlake

Kohler

MARTHA

฿12,582

฿13,903 total

includes taxes & fees

30 Aug - 31 Aug

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

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

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

A waterfront hotel with a prominent sign, a flagpole, and a reflection in the water.

10. Harbor Winds Hotel

Sheboygan

Michael

฿3,850

฿4,370 total

includes taxes & fees

20 Sept - 21 Sept

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

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

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

A laundry room with two washing machines, a storage door, and a control panel.

11. Super 8 by Wyndham Sheboygan WI

Sheboygan

Ryan

฿2,384

฿2,706 total

includes taxes & fees

27 Sept - 28 Sept

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

A hotel dining area with tables, chairs, a reception desk, and a ceiling fan.

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.

12. Quality Inn Sheboygan North I-43

Sheboygan

Christine

฿2,739

฿3,109 total

includes taxes & fees

27 Sept - 28 Sept

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

A neatly made bed with white bedding, two bedside lamps, a dark headboard, and a small bedside table with a phone and a lamp.

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.

13. The Oasis Hotel & Bar

Sheboygan Falls

Pamela Baker

฿2,633

฿2,910 total

includes taxes & fees

10 Sept - 11 Sept

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

14. AmericInn by Wyndham Plymouth

Plymouth

Amy

฿3,940

฿4,472 total

includes taxes & fees

15 Sept - 16 Sept

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 modern bathroom with a large bathtub, a glass-enclosed fireplace, and a double sink vanity.

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

15. The American Club

Kohler

Ken

฿19,370

฿21,404 total

includes taxes & fees

30 Aug - 31 Aug

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 modern hotel room with two beds, a desk, and a view of the outdoors.

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

16. Home2 Suites By Hilton Sheboygan

Sheboygan

Syda

฿4,559

฿5,174 total

includes taxes & fees

13 Sept - 14 Sept

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

A reception area with a wooden reception desk, a blue wall, and a welcome mat.

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

17. Belgium Inn & Suites

Belgium

Kent

฿3,129

฿3,520 total

includes taxes & fees

3 Sept - 4 Sept

18. Inn of Sheboygan

Downtown Sheboygan

Anonymous traveller

฿33,111

฿37,581 total

includes taxes & fees

12 Sept - 13 Sept

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

A round glass table with two chairs, each with a black and white woven seat and backrest, and a white vase with white flowers on the table.

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

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

19. The Rochester Inn, A Historic Hotel

Sheboygan Falls

Troy

฿14,957

฿16,600 total

includes taxes & fees

10 Sept - 11 Sept

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

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

A restaurant with multiple dining tables, chairs, and a bar area.

A reception area with a wooden reception desk, a seating area with two chairs and a table, and a kitchen in the background.

20. Wingate by Wyndham Sheboygan

Downtown Sheboygan

Hannah

฿2,681

฿3,043 total

includes taxes & fees

27 Sept - 28 Sept

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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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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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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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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.

See properties

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

A coastal beach with a lighthouse, pier, and grassy dunes.

Top Oostburg Hotel Reviews

Home2 Suites By Hilton Sheboygan

10/10 Excellent

"Clean, easy access to restaurants and fuel. Comfortable rooms"

Comfort Inn & Suites Sheboygan I-43

10/10 Excellent

"Easy location and great room, very clean and comfortable."

Watershed Hotel

10/10 Excellent

"Great River View, cool lobby."

The Oasis Hotel & Bar

10/10 Excellent

"Very clean, nice hotel. Very nice remodel."

Quality Inn Sheboygan North I-43

10/10 Excellent

"Great location near restaurants and dog friendly."

Siebkens Resort

10/10 Excellent

"We loved the beautiful historic resort. It was very clean, well maintained & all the staff was very nice."

Motel 6 Saukville, WI

8/10 Good

"Decent value hotel with a convenient location."

Wingate by Wyndham Sheboygan

10/10 Excellent

"Clean property and good location"

The Osthoff Resort

10/10 Excellent

"It is a hidden gem, besides the resort the town just a couple of blocks away, has several great eateries too."

More cheap stays in Oostburg

Super 8 by Wyndham Sheboygan WI

3402 Wilgus Avenue Sheboygan WI

฿2,384

฿2,706 total

27 Sept - 28 Sept

includes taxes & fees

6.6/10 (865 reviews)

The Oasis Hotel & Bar

600 N Main St Sheboygan Falls WI

฿2,633

฿2,910 total

10 Sept - 11 Sept

includes taxes & fees

8/10 Very good! (411 reviews)

Comfort Inn & Suites Sheboygan I-43

3912 Motel Rd Sheboygan WI

฿2,636

฿2,992 total

27 Sept - 28 Sept

includes taxes & fees

8.4/10 Very good! (254 reviews)

Quality Inn Sheboygan North I-43

4332 N 40th St Sheboygan WI

฿2,739

฿3,109 total

27 Sept - 28 Sept

includes taxes & fees

8/10 Very good! (839 reviews)

Harbor Winds Hotel

905 S 8th St Sheboygan WI

฿3,850

฿4,370 total

20 Sept - 21 Sept

includes taxes & fees

8.6/10 Excellent! (998 reviews)

Grandstay Residential Suites Hotel - Sheboygan

708 Niagara Avenue Sheboygan WI

฿4,175

฿4,738 total

1 Sept - 2 Sept

includes taxes & fees

Frequently asked questions

What's the best place to stay in Oostburg?

Watershed Hotel, located 9.7 mi (15.7 km) from the heart of Oostburg, is a top choice for your stay, based on our traveller data. Other good options for your stay in the area are Grandstay Residential Suites Hotel - Sheboygan and The Harborview on Lake Michigan, an Ascend Collection Hotel. See all available top hotels, or vacation rentals in Oostburg.

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

Yes, most hotel reservations are refundable if you cancel prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your check-in date. If you have a non-refundable reservation, it may still be possible to cancel it and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Oostburg.

What are some hotels with pools in Oostburg?

AmericInn by Wyndham Sheboygan: Hotel located near Lake Michigan. Offers daily, an indoor pool and free self parking. View all hotels with pools in Oostburg.

What's it like to stay in Oostburg?

Travellers to Oostburg will find plenty to explore and enjoy. A top sight in the city is Lake Michigan. In Oostburg, there are 32 hotels and other accommodation options to choose from. Find out more about Oostburg.

What are the top places to visit in Oostburg?

Favourite places to visit include Lake Michigan, Kohler-Andrae State Park and Oostburg Public Library. A couple of additional sights to add to your itinerary are Veteran's Park and Cedar Grove Hawk Research Station State Natural Area. Take a look at what more there is to see and do in Expedia's Oostburg guide.

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 ฿2,706

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. Fairfield Inn & Suites by Marriott Sheboygan

2. Comfort Inn & Suites Sheboygan I-43

3. AmericInn by Wyndham Sheboygan

4. Grandstay Residential Suites Hotel - Sheboygan

5. Baymont by Wyndham Plymouth

6. Holiday Inn Express Sheboygan-Kohler by IHG

7. Watershed Hotel

8. La Quinta Inn by Wyndham Sheboygan

9. Inn On Woodlake

10. Harbor Winds Hotel

11. Super 8 by Wyndham Sheboygan WI

12. Quality Inn Sheboygan North I-43

13. The Oasis Hotel & Bar

14. AmericInn by Wyndham Plymouth

15. The American Club

16. Home2 Suites By Hilton Sheboygan

17. Belgium Inn & Suites

18. Inn of Sheboygan

19. The Rochester Inn, A Historic Hotel

20. Wingate by Wyndham Sheboygan

Stay near popular Oostburg attractions

Whispering Pines Amphitheater

Oostburg Public Library

Cedar Grove Hawk Research Station State Natural Area

Veteran's Park

Learn more about Oostburg

Top Oostburg Hotel Reviews

Home2 Suites By Hilton Sheboygan

Comfort Inn & Suites Sheboygan I-43

Watershed Hotel

The Oasis Hotel & Bar

Quality Inn Sheboygan North I-43

Siebkens Resort

Motel 6 Saukville, WI

Wingate by Wyndham Sheboygan

The Osthoff Resort

More cheap stays in Oostburg

Super 8 by Wyndham Sheboygan WI

The Oasis Hotel & Bar

Comfort Inn & Suites Sheboygan I-43

Quality Inn Sheboygan North I-43

Harbor Winds Hotel

Grandstay Residential Suites Hotel - Sheboygan

Frequently asked questions

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