Oostburg Vacation Rentals

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Vacation Rentals in Oostburg

Large Unique & Artistic Lake Michigan Beach House / Awesome Game Room

Oostburg
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 Beach House / Awesome Game Room

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

Oostburg
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.
$140 nightly
The price is $148
Jan 5 - Jan 6, 2026
Total with taxes and fees
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.

HOT TUB w/ Beach Access near Kohler-Andrae

Oostburg
10.0 out of 10, Exceptional, (41)
"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

Rare Find! Huge Beach & Luxe Woodsy Cabin

Oostburg
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

Outdoor Sauna | 6-BR's | Kohler-Andrae

Oostburg
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

Beautiful country home (3800 sq ft) on 4 acres with river frontage - 10 beds!

Oostburg
10.0 out of 10, Exceptional, (79)
"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!

This weekend 12/5 is available! Stay @ Beachdaze TODAY! Literally!

Oostburg
10.0 out of 10, Exceptional, (141)
"Wonderful place to stay with a great backyard and beach!"
United States
Andrew K.
This weekend 12/5 is available! Stay @ Beachdaze TODAY! Literally!

Experience Lake Michigan views from your cozy 3-bedroom retreat

Oostburg
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

Grandstay Residential Suites Hotel - Sheboygan

2.5 star property
Downtown Sheboygan
8.6 out of 10, Excellent, (1009)
"Would definitely stay here again!"
United States
Donna
$119 nightly
The price is $136
Dec 11 - Dec 12
Total with taxes and fees
Grandstay Residential Suites Hotel - Sheboygan

Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!

Sheboygan
9.8 out of 10, Exceptional, (254)
"Beautiful view and perfect for our Wisconsin lake getaway."
United States
Holly A.
$276 nightly
The price is $313
Dec 31 - Jan 1, 2026
Total with taxes and fees
Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!

NEW Riverfront Loft - FANTASTIC location w/stunning views - on the boardwalk!

2.0 star property
Sheboygan
10.0 out of 10, Exceptional, (5)
$259 nightly
The price is $293
Dec 12 - Dec 13
Total with taxes and fees
NEW Riverfront Loft - FANTASTIC location w/stunning views - on the boardwalk!

Welcome to the "Lake Cottage" where lake Michigan waves are calling

Cedar Grove
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

Lake Michigan Home with gorgeous views, great spot for family or golf retreat

Sheboygan
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

Beach front luxury spacious villa !

Sheboygan
10.0 out of 10, Exceptional, (75)
"We had a great girls weekend. The condo was perfect. Easy access to the beach. Very clean and had everything we needed. Owner was quick at responding also. "
United States
Lisa S.
Beach front luxury spacious villa !

NEW Three bedroom ranch style pet friendly home with a patio & theatre room!

Waldo
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!

3-bedroom lake cottage in the Kettle Moraine State Forest

Campbellsport
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

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

Sheboygan
10.0 out of 10, Exceptional, (21)
"Wonderfully close to the lake. Sad there was no off street parking."
United States
Lucas T.
$352 nightly
The price is $399
Dec 8 - Dec 9
Total with taxes and fees
Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city

The RandomCabin “On Random Lake”

Random Lake
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”

Baronwood Oasis-Indoor Pool/Spa-Arcades-16beds-LUX

Sheboygan
10.0 out of 10, Exceptional, (4)
"Awesome place, we loved it!"
United States
Richard S.
Baronwood Oasis-Indoor Pool/Spa-Arcades-16beds-LUX

Sheboygan Waterfront 3 Bedroom 2.5 Bathroom Home

Sheboygan
9.8 out of 10, Exceptional, (110)
"Great stay close to marina and restaurants "
United States
Paul Z.
Sheboygan Waterfront 3 Bedroom 2.5 Bathroom Home
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 vacation rentals

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

Oostburg vacation 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 low season months. For more hustle and bustle, you may prefer to visit Oostburg in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $136 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Oostburg rentals

At Expedia, we put the best Oostburg vacation 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 vacation.

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 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 Beach House / 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. 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 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.