Oostburg Holiday Rentals

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Holiday Rentals in Oostburg

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

Oostburg
9.6 out of 10, Exceptional, (214)
"Great place for a family getaway on Lake Michigan!"
United States
julie d.
Large Unique & Artistic Lake Michigan Beach House / Awesome Game Room

Eat, Drink and be Cozy at Beachdaze this winter!

Oostburg
10.0 out of 10, Exceptional, (140)
"Excellent place to stay for a quiet weekend on Lake Michigan. Cassie and Sam were great hosts and extremely helpful with anything we needed. Will certainly be going back!"
United States
Riley C.
Eat, Drink and be Cozy at Beachdaze this winter!

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

Oostburg
10.0 out of 10, Exceptional, (114)
"We enjoyed our stay and quick access to the lake. We enjoyed Sheboygan and the nearby park. Home was extremely clean and easy process."
United States
Shelby L.
The price is NZ$281
includes taxes & fees
1 Dec - 2 Dec
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.

Rare Find! Huge Beach & Luxe Woodsy Cabin

Oostburg
10.0 out of 10, Exceptional, (89)
"Perfect house, location, amenities and fun for the whole family!"
United States
Christina N.
Rare Find! Huge Beach & Luxe Woodsy Cabin

Lake View 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.
Lake View 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)
"The property was very nice. It suited our large family group well. I would recommend this place to others "
United States
Dan M.
Beautiful country home (3800 sq ft) on 4 acres with river frontage - 10 beds!

Experience Lake Michigan views from your cozy 3-bedroom retreat

Oostburg
10.0 out of 10, Exceptional, (27)
"The accommodations were nice and very convenient for a group of 7! Our young kids loved having a pool at the disposal when they couldn’t go to the lake. Cool breeze from the lake reminded us of camping."
United States
Traci B.
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, (995)
"Very nice room, very clean. Staff very nice"
United States
Laura
The price is NZ$252
includes taxes & fees
9 Nov - 10 Nov
Grandstay Residential Suites Hotel - Sheboygan

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

Cedar Grove
10.0 out of 10, Exceptional, (145)
"Second time staying. Great place to stay for peace and quiet. "
United States
Michelle R.
Welcome to the "Lake Cottage" where lake Michigan waves are calling

Victorian Inn Elkhart Lake Wisconsin

4.0 star property
Elkhart Lake
8.8 out of 10, Excellent, (3)
"Perfect location, great amenities."
United States
Deirdre
Victorian Inn Elkhart Lake Wisconsin

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

Sheboygan
9.8 out of 10, Exceptional, (254)
"Wonderful views of the lake close to all that Sheboygan has to offer. Enjoyed our stay. Thank you for sharing!"
United States
James R.
Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!

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

Sheboygan
10.0 out of 10, Exceptional, (119)
"Beautiful view, lovely setting! We loved the large windows. "
United States
Amanda L.
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, (74)
"Our family enjoyed our long weekend at your property. It was a great way to spend time together with everything we expected from the listing. Would definitely stay again. "
United States
Gary F.
Beach front luxury spacious villa !

Insane luxury beachfront estate - complete with indoor pool, arcade and theater!

Cleveland
10.0 out of 10, Exceptional, (29)
"We had a great stay and really enjoyed the property. We had kids ranging from infant up to 12 years old and several adults and there were ample activities for everyone. The pool was a big hit and the lake was beautiful. The property exceeded expectations. "
United States
Kim B.
Insane luxury beachfront estate - complete with indoor pool, arcade and theater!

Sheboygan Waterfront 3 Bedroom 2.5 Bathroom Home

Sheboygan
10.0 out of 10, Exceptional, (109)
"Nice condo. Comfortable beds. "
United States
Jennie K.
Sheboygan Waterfront 3 Bedroom 2.5 Bathroom Home

3-bedroom lake cottage in the Kettle Moraine State Forest

Campbellsport
9.8 out of 10, Exceptional, (44)
"Great place to stay the owners were extremely accommodating!"
United States
Austin H.
3-bedroom lake cottage in the Kettle Moraine State Forest

Winter's a good time to stay in & cuddle at Surfdaze

Oostburg
10.0 out of 10, Exceptional, (115)
"We had a great time at this cottage. It was super clean and had everything we needed. Loved the view of the lake and had lots of fun swimming in it! Cassie makes everything about the process easy, and she's very responsive."
United States
Jane J.
Winter's a good time to stay in & cuddle at Surfdaze

Don’t be a turkey – Celebrate Thanksgiving with family all under one roof.

Sheboygan
10.0 out of 10, Exceptional, (83)
"The back yard is absolutely amazing, games and activities galore. The beach was clean and amazing. Easily accessed by kids ranging from 3-12."
United States
Lisa M.
Don’t be a turkey – Celebrate Thanksgiving with family all under one roof.

On The Rocks. Lake Michigan Beachfront Home.

Cedar Grove
10.0 out of 10, Exceptional, (17)
"This place is heaven on earth, a lakefront gem of a stunningly beautiful home. On the Rocks is generously appointed to meet every indoor/outdoor creature comfort, each room being supplied well beyond average wants/needs. Impressive outdoor seating areas surround this property and those wingback chairs in the great room are sooo comfy and cozy. Beds are sleep-inducing with dreamy soft sheets (my mother-in-law wants a set for herself and found them to be quality when found on amazon..). While...
United States
Nina V.
On The Rocks. Lake Michigan Beachfront Home.

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

Ellis Historical District
9.8 out of 10, Exceptional, (23)
"Top notch, close to everything you want in Sheboygan "
United States
Cody
The price is NZ$232
includes taxes & fees
11 Nov - 12 Nov
Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan
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 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 NZ$232 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 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 Lake View Sauna | 6-BR's | Kohler-Andrae.

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.