Oostburg Holiday Rentals

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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, (129 reviews)
"Welcoming and accommodating host, very clean and cozy cottage, amazing fireplace "
United States
Cade R.
The price is AU$228
includes taxes & fees
18 May - 19 May
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.

Inviting, Rustic Beach front cottage on Beautiful Lake Michigan

Inviting, Rustic Beach front cottage on Beautiful Lake Michigan
OOSTBURG
9.8 out of 10, Exceptional, (75 reviews)
"Cottage was very comfortable, we had a great stay."
United States
Kathy M.
Inviting, Rustic Beach front cottage on Beautiful Lake Michigan

Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan
2.5 star property
Downtown Sheboygan
8.6 out of 10, Excellent, (1,030 reviews)
"Room was clean, staff was nice. The breakfast was pretty darn good. "
United States
andrea
The price is AU$185
includes taxes & fees
17 May - 18 May
Grandstay Residential Suites Hotel - Sheboygan

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
9.8 out of 10, Exceptional, (15 reviews)
"Welcoming and attentive hosts with helpful recommendations, clean and cozy space. "
United States
Brenda R.
The price is AU$253
includes taxes & fees
12 May - 13 May
3 Blocks from lake walk to Lake, guest house 1 BDRM full bath 4 min to downtown

Tiki Beach Campground

Tiki Beach Campground
3.0 star property
Campbellsport
10.0 out of 10, Exceptional, (1 review)
"Beautiful"
United States
Angela
The price is AU$277
includes taxes & fees
12 May - 13 May
Tiki Beach Campground

Logan Ave Holiday House - Upper

Logan Ave Holiday House - Upper
Sheboygan
9.6 out of 10, Exceptional, (5 reviews)
"Property was very nice. Would stay here again. "
United States
Janice
The price is AU$410
includes taxes & fees
13 May - 14 May
Logan Ave Holiday House - Upper

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, (13 reviews)
"Super cute place with great amenities. I even got to park my car in the garage! We enjoyed our stay here!"
United States
Carolyn W.
The price is AU$362
includes taxes & fees
12 May - 13 May
Quaint Blast from the Past - Walk to Lake Michigan, Riverwalk and 8th St Shops!

Modern South Pier Condo on Sheboygan River!

Modern South Pier Condo on Sheboygan River!
4.0 star property
Sheboygan
The price is AU$539
includes taxes & fees
12 May - 13 May
Modern South Pier Condo on Sheboygan River!

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 AU$214
includes taxes & fees
13 May - 14 May
Cozy 1-bedroom house in Sheboygan walking distance to the lake and downtown.

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, (41 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 AU$524
includes taxes & fees
12 May - 13 May
The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced

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
10.0 out of 10, Exceptional, (4 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 AU$275
includes taxes & fees
12 May - 13 May
Eclectic 3-BR Lower w King Bed & Pack-n-Play & Fire Pit near Lake MI

Be Still & Know, Walk to Port and Beach

Be Still & Know, Walk to Port and Beach
Port Washington
10.0 out of 10, Exceptional, (44 reviews)
"We couldn't have asked for more! Everything was perfect and it was better than any motel room in the city. In fact I don't even want to share this review for fear that it will be occupied the next time I need it! "
United States
Colleen
The price is AU$353
includes taxes & fees
12 May - 13 May
Be Still & Know, Walk to Port and Beach

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

Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan
Ellis Historical District
9.8 out of 10, Exceptional, (25 reviews)
"Great place! Nice location and very comfortable. "
United States
Jana F.
The price is AU$183
includes taxes & fees
17 May - 18 May
Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan

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, (26 reviews)
"Great value. Cheaper and better than any hotel. "
United States
Nicholas R.
The price is AU$827
includes taxes & fees
12 May - 13 May
Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city

*NEW* Sleeps 8 & Spacious!

*NEW* Sleeps 8 & Spacious!
Sheboygan
10.0 out of 10, Exceptional, (28 reviews)
"Great location! Roomy, close to everything, very nice inside, clean, always found parking."
United States
Beth D.
The price is AU$520
includes taxes & fees
19 May - 20 May
*NEW* Sleeps 8 & Spacious!

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, (11 reviews)
"Coastal Comfort was very clean, pleasantly decorated and comfortable. It is within driving distance to the lake as well as restaurants in Sheboygan. Perfect stay for the two of us. "
United States
Kim K.
The price is AU$329
includes taxes & fees
17 May - 18 May
Coastal 3-BR Lower Near Lake MI and Downtown Sheboygan

Apartment Centrally Located

Apartment Centrally Located
Plymouth
The price is AU$301
includes taxes & fees
24 May - 25 May
Apartment Centrally Located

Apartment Centrally Located

Apartment Centrally Located
Plymouth
The price is AU$271
includes taxes & fees
24 May - 25 May
Apartment Centrally Located

Grace Adventure House, Family & Dog Friendly, Walk to Port, Shops, & the Lake

Grace Adventure House, Family & Dog Friendly, Walk to Port, Shops, & the Lake
Port Washington
10.0 out of 10, Exceptional, (26 reviews)
"Easy check in and check out!"
United States
Yvonne V.
The price is AU$315
includes taxes & fees
12 May - 13 May
Grace Adventure House, Family & Dog Friendly, Walk to Port, Shops, & the Lake

The Esker Ridge Chalet, Pristine Elkhart Solitude

The Esker Ridge Chalet, Pristine Elkhart Solitude
Elkhart Lake
10.0 out of 10, Exceptional, (59 reviews)
"Great spot, super close to town (and the always great Off The Rail cafe). Clean and quiet. Used as a base for track time at Road America."
United States
Scott G.
The price is AU$378
includes taxes & fees
12 May - 13 May
The Esker Ridge Chalet, Pristine Elkhart Solitude
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, 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 favourite 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 depend 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 AU$185 per night. Entering your travel dates in the search wizard might find you 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 19 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.