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

Oostburg Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Oostburg vacation rentals

A living room with a fireplace, a large clock, and a dining area with wooden furniture.

1. Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.

Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
Oostburg
10.0 out of 10, Exceptional, (150 reviews)
"Super clean and a nice quiet place to stay!"
United States
Elisabeth D.
The price is ￥19,853
￥22,940 total
includes taxes & fees
Nov 9 - Nov 10
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
A spacious living area with a fireplace, a sofa, and a dining area in the background.

2. Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan
2.5 star property
Downtown Sheboygan
8.6 out of 10, Excellent, (1,125 reviews)
"Quiet place near the lake."
United States
Vivian
The price is ￥18,908
￥21,461 total
includes taxes & fees
Nov 3 - Nov 4
Grandstay Residential Suites Hotel - Sheboygan
A bedroom with a wooden headboard, a bed with grey bedding, a fireplace, and a clock displaying 6:00.

3. Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan

Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan
Ellis Historical District
9.4 out of 10, Exceptional, (39 reviews)
"Very quiet, and only two blocks from Lake Michigan"
United States
Terri
The price is ￥10,241
￥13,770 total
includes taxes & fees
Nov 4 - Nov 5
Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan
A hallway leading to a room with a wooden floor, a white door, and a painting of sailboats on the wall.

4. Beachy 3-bedroom upper with WiFi and AC minutes from Lake Michigan

Beachy 3-bedroom upper with WiFi and AC minutes from Lake Michigan
Sheboygan
9.8 out of 10, Exceptional, (12 reviews)
"Close to everything we were looking to do while visiting the area. Great communication and hospitality from host, would stay again!!"
United States
Heidi
The price is ￥13,471
￥27,272 total
includes taxes & fees
Nov 3 - Nov 4
Beachy 3-bedroom upper with WiFi and AC minutes from Lake Michigan
A spacious living room with a sofa, armchairs, a coffee table, and a TV mounted on the wall. There is a dining area in the background with a table and chairs.

5. 3 Blocks from Beach house 1 BDRM full bath 4 min to downtown,sleeps 4

3 Blocks from Beach house 1 BDRM full bath 4 min to downtown,sleeps 4
Sheboygan
10.0 out of 10, Exceptional, (21 reviews)
"Great place to stay and only a short walk to the beautiful beach."
United States
Brian L.
3 Blocks from Beach house 1 BDRM full bath 4 min to downtown,sleeps 4
A four-poster bed with a canopy, a ceiling fan, and a large window with curtains.

6. Eclectic 3-BR Lower w King Bed & Pack-n-Play & Fire Pit near Lake MI

Eclectic 3-BR Lower w King Bed & Pack-n-Play & Fire Pit near Lake MI
Sheboygan
9.8 out of 10, Exceptional, (8 reviews)
"Very clean and good location; nice place for our dog; we would definitely stay again if the opportunity presents itself."
United States
Stephanie K.
The price is ￥14,968
￥29,150 total
includes taxes & fees
Nov 3 - Nov 4
Eclectic 3-BR Lower w King Bed & Pack-n-Play & Fire Pit near Lake MI
A two-story house with a front porch, a well-maintained lawn, and a sidewalk leading to the street.

7. Logan Ave Holiday House - Upper

Logan Ave Holiday House - Upper
Sheboygan
9.4 out of 10, Exceptional, (9 reviews)
"We had a great time up there and the host was excellent and the property was fantastic"
United States
Alex N.
The price is ￥15,419
￥46,113 total
includes taxes & fees
Nov 9 - Nov 10
Logan Ave Holiday House - Upper
A dining area with a wooden table, two chairs, a patterned rug, and a kitchen in the background.

8. Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit

Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit
Sheboygan
10.0 out of 10, Exceptional, (9 reviews)
"We stayed a very short time due to many wedding details and festivities and the stay was just what we needed. Convenient to wedding location, very clean, comfy beds, friendly and reliable host! Would highly recommend!"
United States
Stephanie M.
The price is ￥21,271
￥37,556 total
includes taxes & fees
Dec 2 - Dec 3
Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit
A modern living room with a grey sofa, a white armchair, a round coffee table, and a side table with a lamp.

9. Beautiful & Convenient!

Beautiful & Convenient!
Sheboygan
9.8 out of 10, Exceptional, (23 reviews)
"Wonderful property! Communication was wonderful and so very helpful at all times. Not far from the marina, where we spent a lot of our time. "
United States
Susan G.
The price is ￥19,572
￥50,649 total
includes taxes & fees
Nov 5 - Nov 6
Beautiful & Convenient!
A narrow hallway with a bench, pillows, and a potted plant.

10. Coastal 3-BR Lower Near Lake MI and Downtown Sheboygan

Coastal 3-BR Lower Near Lake MI and Downtown Sheboygan
Sheboygan
9.4 out of 10, Exceptional, (15 reviews)
"We enjoyed our stay! The property was clean, "
United States
Benjamin B.
The price is ￥13,471
￥27,272 total
includes taxes & fees
Nov 3 - Nov 4
Coastal 3-BR Lower Near Lake MI and Downtown Sheboygan
A living room with a coffee station, a sofa, a ceiling fan, and a view of the outdoors.

11. Sleeps 8 & Spacious!

Sleeps 8 & Spacious!
Sheboygan
10.0 out of 10, Exceptional, (32 reviews)
"It suited our needs. Interior lighting was a bit harsh"
United States
James
The price is ￥22,607
￥62,498 total
includes taxes & fees
Dec 2 - Dec 3
Sleeps 8 & Spacious!
A spacious living area with a wooden dining table, chairs, and a sofa. There is a staircase leading to another level, and a large window providing natural light.

12. Quaint Blast from the Past - Walk to Lake Michigan, Riverwalk and 8th St Shops!

Quaint Blast from the Past - Walk to Lake Michigan, Riverwalk and 8th St Shops!
Downtown Sheboygan
10.0 out of 10, Exceptional, (33 reviews)
"The location was perfect to experience the Art Fair, downtown, and the area overall!Clean & comfortable - would return!"
United States
Andrea L.
The price is ￥32,473
￥59,570 total
includes taxes & fees
Nov 3 - Nov 4
Quaint Blast from the Past - Walk to Lake Michigan, Riverwalk and 8th St Shops!
A wooden-floored living room with a fireplace, leather chairs, a television, and a dining area.

13. 4 bed house on the shore of Lake Michigan

4 bed house on the shore of Lake Michigan
Belgium
9.4 out of 10, Exceptional, (85 reviews)
"Beautiful spot on sandy beach of Lake Michigan."
United States
Jeffrey B.
The price is ￥21,271
￥56,019 total
includes taxes & fees
Nov 3 - Nov 4
4 bed house on the shore of Lake Michigan
A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

14. The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced

The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced
Sheboygan
10.0 out of 10, Exceptional, (43 reviews)
"We absolutely loved our stay. Everything was so well stocked and comfortable. Perfect location near the lake. Between the fenced in yard for the dog and the little play area for the kids, it couldn’t have worked out better."
United States
Jean S.
The price is ￥24,816
￥65,544 total
includes taxes & fees
Dec 2 - Dec 3
The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced
A swimming pool with lounge chairs, a lifeguard tower, and a multi-story building in the background.

15. Victorian Inn #241 | 2 Queen Beds

Victorian Inn #241 | 2 Queen Beds
Elkhart Lake
The price is ￥16,049
￥27,209 total
includes taxes & fees
Nov 3 - Nov 4
Victorian Inn #241 | 2 Queen Beds
Living area

16. Beachfront Paradise: King Suite - Sleeps 8!

Beachfront Paradise: King Suite - Sleeps 8!
Sheboygan
7.0 out of 10, Good, (6 reviews)
"It was ok but it was the second year in a row that we did not get condo we rented due to a "door lock" issue."
United States
Nina S.
The price is ￥30,724
￥97,860 total
includes taxes & fees
Nov 5 - Nov 6
Beachfront Paradise: King Suite - Sleeps 8!
A lakeside patio with outdoor seating and a dock.

17. First Floor Pet Friendly Queen Suite with Single Pull-out

First Floor Pet Friendly Queen Suite with Single Pull-out
Elkhart Lake
10.0 out of 10, Exceptional, (3 reviews)
"So convenient to all things Elkhart Lake. Great accommodations and host. Would highly recommend!"
United States
Brenda H.
The price is ￥22,689
￥41,320 total
includes taxes & fees
Nov 3 - Nov 4
First Floor Pet Friendly Queen Suite with Single Pull-out
Stop into the Welcome Center on Grand Ave downtown. Be sure to say hello to Wayne and Amy. They are so helpful in guiding you to all things Port. Tell them Dave and Janice sent you. Or find them at https://www.visitportwashington.com/

18. Grace Adventure House, walk to Port, Lake Michigan

Grace Adventure House, walk to Port, Lake Michigan
Port Washington
10.0 out of 10, Exceptional, (30 reviews)
"This place was amazing. We were so happy with the stay."
United States
Sherrie P.
The price is ￥14,549
￥36,902 total
includes taxes & fees
Nov 3 - Nov 4
Grace Adventure House, walk to Port, Lake Michigan
A modern kitchen with a large island, dark blue cabinets, and a stainless steel refrigerator.

19. The Links! - Luxury Golf Retreat with Golf Simulator

The Links! - Luxury Golf Retreat with Golf Simulator
Sheboygan
10.0 out of 10, Exceptional, (16 reviews)
"Perfect trip and great location"
United States
Kristian N.
The price is ￥37,064
￥94,287 total
includes taxes & fees
Nov 4 - Nov 5
The Links! - Luxury Golf Retreat with Golf Simulator
A living room with a sofa, coffee table, and TV.

20. Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city

Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city
Sheboygan
9.8 out of 10, Exceptional, (43 reviews)
"Great place close to everything we needed. Walking distance to the coffee shop, beach, bar, and pizza place. Not much more you really need."
United States
Gregory D.
The price is ￥49,631
￥90,310 total
includes taxes & fees
Nov 6 - Nov 7
Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city
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 Oostburg Hotel Reviews

Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan

10/10 Excellent
"The hotel is located in the heart of everything. Shops and restaurants are walking distance. Art museum is walking distance. Lake can be walking distance but some may need a car ride."
Soraida 3-night trip
Posted 1 hour ago
Grandstay Residential Suites Hotel - Sheboygan

Find out more about Oostburg

Search for holiday rentals in Oostburg on Expedia! You can easily find your home rentals, villas, holiday apartments in Oostburg using one of the methods below:

  • View our selection of featured holiday rentals in Oostburg
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Look no further and take a look at our great range of rental properties in Oostburg!

Frequently asked questions

Can I find vacation rentals in Oostburg?

Yes, we offer vacation rentals near popular local attractions in Oostburg, or you can choose a more secluded option if you'd like a relaxing place to stay.

What's the top vacation rental in Oostburg?

Large Unique & Artistic Lake Michigan Beachfront House with Awesome Game Room: This Oostburg vacation home rental is located on the beach and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. Kick off your shoes and enjoy yourself with a private yard and a selection of games. Another good choice for your trip to Oostburg is Tranquil Cottage in the Woods with Lake Michigan only 300 feet away..

How many vacation rentals will I find in Oostburg?

With 21 Expedia vacation rentals, you're sure to find just the right place for your Oostburg stay.

What can I see and do in Oostburg?

Lake Michigan and Veteran's Park are a couple of scenic spots to enjoy the outdoors, whereas Whispering Pines Amphitheater is one of the cultural attractions. Kohler-Andrae State Park and Oostburg Public Library are other places to visit while you're in town.

What are vacation rentals like in Oostburg?

Vacation rentals are private accommodations you can stay in for several days or longer in Oostburg. Vacation rentals offer extras like kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for a family trip or a small group gathering.