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Our top choices for Oostburg holiday rentals

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, (126 reviews)
"Our host was warm and welcoming and our accommodations were wonderful (well appointed and decorated … every detail well thought out)."
United States
Heidi E.
The price is £130
includes taxes & fees
15 Apr - 16 Apr
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.

Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan
2.5 star property
Downtown Sheboygan
8.6 out of 10, Excellent, (1,026 reviews)
"Room was clean, staff was nice. The breakfast was pretty darn good. "
United States
andrea
The price is £110
includes taxes & fees
5 Apr - 6 Apr
Grandstay Residential Suites Hotel - Sheboygan

Tiki Beach Campground

Tiki Beach Campground
3.0 star property
Campbellsport
The price is £79
includes taxes & fees
30 Mar - 31 Mar
Tiki Beach Campground

Updated Plymouth Home ~ 5 Mi to Road America!

Updated Plymouth Home ~ 5 Mi to Road America!
3.0 star property
Plymouth
10.0 out of 10, Exceptional, (1 review)
"Beautiful spot, calm and clean neighborhood, close to the track. A real find."
United States
Thiago
Updated Plymouth Home ~ 5 Mi to Road America!

Victorian Inn Elkhart Lake Wisconsin

Victorian Inn Elkhart Lake Wisconsin
4.0 star property
Elkhart Lake
8.8 out of 10, Excellent, (3 reviews)
"Perfect location, great amenities."
United States
Deirdre
The price is £484
includes taxes & fees
30 Mar - 31 Mar
Victorian Inn Elkhart Lake Wisconsin

Beautiful private home hidden in the woods. Can sleep 11 guests

Beautiful private home hidden in the woods. Can sleep 11 guests
Plymouth
10.0 out of 10, Exceptional, (14 reviews)
"Very clean and private property! "
United States
sherine m.
The price is £721
includes taxes & fees
30 Mar - 31 Mar
Beautiful private home hidden in the woods. Can sleep 11 guests

Serene Home One Block From Lake Michigan

Serene Home One Block From Lake Michigan
Ellis Historical District
10.0 out of 10, Exceptional, (6 reviews)
"This is in the heart of downtown right near the lake. This was a clean and comfortable stay."
United States
Ra H.
The price is £320
includes taxes & fees
31 Mar - 1 Apr
Serene Home One Block From Lake Michigan

Be Still & Know, Walk to Port and Beach

Be Still & Know, Walk to Port and Beach
Port Washington
10.0 out of 10, Exceptional, (41 reviews)
"Great place to stay. Within walking distance to downtown. "
United States
Lori N.
The price is £196
includes taxes & fees
30 Mar - 31 Mar
Be Still & Know, Walk to Port and Beach

Charming dome house - 4-bedroom house with WiFi and AC in enjoyable Plymouth

Charming dome house - 4-bedroom house with WiFi and AC in enjoyable Plymouth
Plymouth
9.6 out of 10, Exceptional, (10 reviews)
"Great property! Close to many great places. Property was very kid and adult friendly. Great time with family. We'll be back again. "
United States
Andrew M.
The price is £432
includes taxes & fees
30 Mar - 31 Mar
Charming dome house - 4-bedroom house with WiFi and AC in enjoyable Plymouth

Logan Ave Holiday House - Upper

Logan Ave Holiday House - Upper
Sheboygan
9.4 out of 10, Exceptional, (3 reviews)
"We had a great stay here during the boat races. The host was so nice and left us local cheese & beer to welcome us to the house/city. We would definitely stay here again!"
United States
MELISSA C.
The price is £234
includes taxes & fees
6 Apr - 7 Apr
Logan Ave Holiday House - Upper

Sheboygan Getaway w/ Yard: 1 Mi to Lake Michigan

Sheboygan Getaway w/ Yard: 1 Mi to Lake Michigan
Sheboygan
9.8 out of 10, Exceptional, (12 reviews)
"Great place to stay. Excellent amenities and plenty of space for the family to spread out. Not too far from anything you’d like to do in town"
United States
Gregory C.
The price is £246
includes taxes & fees
31 Mar - 1 Apr
Sheboygan Getaway w/ Yard: 1 Mi to Lake Michigan

Stunning and Completely Remodeled Ranch Home! Walk to Downtown & Marina!

Stunning and Completely Remodeled Ranch Home! Walk to Downtown & Marina!
Port Washington
10.0 out of 10, Exceptional, (24 reviews)
"Great place to stay. Had everything needed for a great family weekend. Definitely will stay there again on another trip to Wisconsin. Holly and Curtis are the best hosts."
United States
michael f.
The price is £491
includes taxes & fees
30 Mar - 31 Mar
Stunning and Completely Remodeled Ranch Home! Walk to Downtown & Marina!

Modern South Pier Condo on Sheboygan River!

Modern South Pier Condo on Sheboygan River!
4.0 star property
Sheboygan
The price is £295
includes taxes & fees
1 Apr - 2 Apr
Modern South Pier Condo on Sheboygan River!

The Links! - Luxury Golf Retreat with Golf Simulator

The Links! - Luxury Golf Retreat with Golf Simulator
Sheboygan
10.0 out of 10, Exceptional, (8 reviews)
"Home was very clean and had everything we needed. Beds were comfortable. Easy to find and close to everything. "
United States
Andrea S.
The price is £451
includes taxes & fees
30 Mar - 31 Mar
The Links! - Luxury Golf Retreat with Golf Simulator

Cozy 1-bedroom house in Sheboygan walking distance to the lake and downtown.

Cozy 1-bedroom house in Sheboygan walking distance to the lake and downtown.
Ellis Historical District
9.6 out of 10, Exceptional, (12 reviews)
"A warm and cozy place to stay. Beautifully decorated and friendly hosts. Would stay again anytime we’re in Sheboygan."
United States
Rebecca S.
The price is £119
includes taxes & fees
3 Apr - 4 Apr
Cozy 1-bedroom house in Sheboygan walking distance to the lake and downtown.

Upscale Waterfront and Pool View Condo!!

Upscale Waterfront and Pool View Condo!!
Elkhart Lake
10.0 out of 10, Exceptional, (4 reviews)
"We were in town for activities at Road America. The location of this villa is ideal and only a couple of miles from the track"
United States
Jason A.
The price is £590
includes taxes & fees
30 Mar - 31 Mar
Upscale Waterfront and Pool View Condo!!

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, (25 reviews)
"Great location!! Super clean, all we needed "
United States
Kathy P.
The price is £315
includes taxes & fees
30 Mar - 31 Mar
Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city

Luxury Lake House-4Bed-2Bath-NEW Renovation 2023-Walk to Beach, Dining, & More.

Luxury Lake House-4Bed-2Bath-NEW Renovation 2023-Walk to Beach, Dining, & More.
Sheboygan
10.0 out of 10, Exceptional, (12 reviews)
"Everything was clean and spacious. Had a great time and would definitely stay again! "
United States
Brad T.
The price is £598
includes taxes & fees
30 Mar - 31 Mar
Luxury Lake House-4Bed-2Bath-NEW Renovation 2023-Walk to Beach, Dining, & More.

3 Blocks from lake walk to Lake, guest house 1 BDRM full bath 4 min to downtown

3 Blocks from lake walk to Lake, guest house 1 BDRM full bath 4 min to downtown
Sheboygan
10.0 out of 10, Exceptional, (14 reviews)
"Very nice,had everything you need. Nicely decorated.. close to town and parks"
United States
Dennis B.
The price is £126
includes taxes & fees
30 Mar - 31 Mar
3 Blocks from lake walk to Lake, guest house 1 BDRM full bath 4 min to downtown
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

Find out more about Oostburg

Everything you need to know about Oostburg holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Oostburg holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 Oostburg holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Oostburg holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oostburg. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Oostburg holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oostburg holiday rentals we have selected for you start as low as £110 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Oostburg rentals

At Expedia, we put the best Oostburg holiday 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 Oostburg 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 Oostburg holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oostburg. 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 holiday rentals in Oostburg?

Yes, there are holiday rentals close to the most popular sights in Oostburg, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Oostburg has to offer?

Large Unique & Artistic Lake Michigan Beachfront House with Awesome Game Room: This highly rated holiday home rental in Oostburg is located on the beach, and has a fireplace, a patio and a BBQ 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 that you can cook with friends or family. Kick off your shoes and enjoy yourself with a private garden 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 holiday rentals will I find in Oostburg?

With 20 Expedia holiday rentals, you're guaranteed 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 holiday rentals like in Oostburg?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Oostburg. Holiday rentals offer extras such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from shared hotel lifts and bustling concierge desks while still allowing you to travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for a family trip or a small group gathering.