Oostburg Holiday Rentals

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Our top choices for Oostburg holiday rentals

9.6 out of 10, Exceptional, (217)
"Had a great family trip - backyard and beach are awesome. "
United States
Cheryl W.
Large Unique & Artistic Lake Michigan Beachfront House with Awesome Game Room
10.0 out of 10, Exceptional, (116)
"We loved the cozy cottage and cuddled up with books under the afghans on the cool evenings. The lake was a pleasant walk away."
United States
bev w.
The price is AU$224
includes taxes & fees
7 Jan - 8 Jan 2026
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
10.0 out of 10, Exceptional, (89)
"Amazing stay, the cozy cabin located on the beach of Lake Michigan provided a lot of fun!"
United States
Matthew J.
Rare Find! Huge Beach & Luxe Woodsy Cabin
10.0 out of 10, Exceptional, (42)
"We loved our time at the cabin! It had everything we needed and more. The beach gear was such a wonderful amenity to have and the location was great! The property itself is gorgeous as well. We wouldn’t hesitate to stay here again!"
United States
Shelley K.
HOT TUB w/ Beach Access near Kohler-Andrae
10.0 out of 10, Exceptional, (17)
"Pristine beach, beautiful outdoor fireplace, plenty of private seating spaces for organic interactions, and A-grade fit and finish along with cleanliness. Our hosts were excellent communicators as well, very clear instructions and immediately responsive, even when we had an appliance issue. If you want a beautiful stay on the shores of Lake Michigan, this is it. "
United States
Matthew H.
Outdoor Sauna | 6-BR's | Kohler-Andrae
10.0 out of 10, Exceptional, (80)
"Convenient to Road America, great place for the kids, very quiet and secluded. "
United States
JD
Beautiful country home (3800 sq ft) on 4 acres with river frontage - 10 beds!
10.0 out of 10, Exceptional, (141)
"Wonderful place to stay with a great backyard and beach!"
United States
Andrew K.
Winter dates available at Beachdaze!
10.0 out of 10, Exceptional, (27)
"Charming, comfortable place in a great location. Loved the firepit, totem pole, pool, outdoor patio, grill and well-equipped kitchen. Would go back again."
United States
edward s.
Experience Lake Michigan views from your cozy 3-bedroom retreat
9.8 out of 10, Exceptional, (74)
"Cottage was very comfortable, we had a great stay."
United States
Kathy M.
Oostburg,WI Beach front cottage on Lake Michigan

Aparthotel in Downtown Sheboygan

Grandstay Residential Suites Hotel - Sheboygan
2.5 star property
8.6 out of 10, Excellent, (1010)
"Would definitely stay here again!"
United States
Donna
The price is AU$212
includes taxes & fees
24 Dec - 25 Dec
Grandstay Residential Suites Hotel - Sheboygan
9.8 out of 10, Exceptional, (254)
"Beautiful view and perfect for our Wisconsin lake getaway."
United States
Holly A.
The price is AU$477
includes taxes & fees
31 Dec - 1 Jan 2026
Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!
10.0 out of 10, Exceptional, (120)
"Beautiful house, beautiful view, wonderful host"
United States
Cameron V.
Lake Michigan Home with gorgeous views, great spot for family or golf retreat
10.0 out of 10, Exceptional, (145)
"Wonderful long weekend getaway! So many nice touches - fully stocked condiments, snacks, water, and beautiful sea shells all over the property. Our kiddos absolutely loved it."
United States
kelleyclare
Welcome to the "Lake Cottage" where lake Michigan waves are calling
10.0 out of 10, Exceptional, (5)
The price is AU$411
includes taxes & fees
29 Dec - 30 Dec
NEW Riverfront Loft - FANTASTIC location w/stunning views - on the boardwalk!
10.0 out of 10, Exceptional, (75)
"Was great location"
United States
Ryan L.
Beach front luxury spacious villa !
10.0 out of 10, Exceptional, (21)
"Wonderfully close to the lake. Sad there was no off street parking."
United States
Lucas T.
The price is AU$608
includes taxes & fees
12 Dec - 13 Dec
Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city
9.8 out of 10, Exceptional, (54)
"I was a good stay. House is very clean. "
United States
Ryan E.
The RandomCabin “On Random Lake”
10.0 out of 10, Exceptional, (52)
"The theater room was amazing. "
United States
Daniel B.
NEW Three bedroom ranch style pet friendly home with a patio & theatre room!
9.8 out of 10, Exceptional, (44)
"Very relaxing, great fishing!"
United States
Melany D.
3-bedroom lake cottage in the Kettle Moraine State Forest
10.0 out of 10, Exceptional, (6)
"All of us, ages 5-75 had a wonderful time. Plenty of activities but also places to relax. We especially enjoyed the beautiful yard, the pool and spa & the well equipped kitchen."
United States
Mary c.
Baronwood Oasis-Indoor Pool/Spa-Arcades-16beds-LUX
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$212 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 Beach House / 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. Some other homes for rent in Oostburg include Tranquil Cottage in the Woods with Lake Michigan only 300 feet away. and Beautiful country home (3800 sq ft) on 4 acres with river frontage - 10 beds!.

How many holiday rentals will I find in Oostburg?

With 21 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.