Oostburg Vacation Rentals

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Check prices for these dates

In two weeks
Jan 23 - Jan 25
In two months
Mar 6 - Mar 8
In three months
Apr 3 - Apr 5
In four months
May 1 - May 3

Our top choices for Oostburg vacation rentals

Children's area
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.

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, (118 reviews)
"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 12 - Jan 13
Total with taxes and fees
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
Lobby
Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan
2.5 star property
Downtown Sheboygan
8.6 out of 10, Excellent, (1,015 reviews)
"Would definitely stay here again!"
United States
Donna
$115 nightly
The price is $131
Jan 20 - Jan 21
Total with taxes and fees
Grandstay Residential Suites Hotel - Sheboygan
Dining
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!

Quaint Blast from the Past - Walk to Lake Michigan, Riverwalk and 8th St Shops!
Downtown Sheboygan
9.8 out of 10, Exceptional, (9 reviews)
"The flat is gorgeous and in a fantastic location. "
United States
Sarah G.
$210 nightly
The price is $238
Jan 11 - Jan 12
Total with taxes and fees
Quaint Blast from the Past - Walk to Lake Michigan, Riverwalk and 8th St Shops!
3 bedrooms, iron/ironing board, travel crib, WiFi
Beachy 3-bedroom upper with WiFi and AC minutes from Lake Michigan

Beachy 3-bedroom upper with WiFi and AC minutes from Lake Michigan

Beachy 3-bedroom upper with WiFi and AC minutes from Lake Michigan
Sheboygan
10.0 out of 10, Exceptional, (1 review)
"In town for family celebration. This was a convenient location to my parent’s home! Thanks!"
United States
Shelly E.
$141 nightly
The price is $160
Jan 11 - Jan 12
Total with taxes and fees
Beachy 3-bedroom upper with WiFi and AC minutes from Lake Michigan
Interior
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

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.
$150 nightly
The price is $170
Jan 11 - Jan 12
Total with taxes and fees
Eclectic 3-BR Lower w King Bed & Pack-n-Play & Fire Pit near Lake MI
3 bedrooms, desk, iron/ironing board, travel crib
Coastal 3-BR Lower Near Lake MI and Downtown Sheboygan

Coastal 3-BR Lower Near Lake MI and Downtown Sheboygan

Coastal 3-BR Lower Near Lake MI and Downtown Sheboygan
Sheboygan
9.2 out of 10, Wonderful, (10 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.
$141 nightly
The price is $160
Jan 11 - Jan 12
Total with taxes and fees
Coastal 3-BR Lower Near Lake MI and Downtown Sheboygan
Fridge, microwave, oven, stovetop
Sheboygan Getaway w/ Yard: 1 Mi to Lake Michigan

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)
"We stayed in the upstairs last year and loved it. The downstairs did not disappoint either! Very clean, welcoming, and convenient location. We look forward to staying again next year. "
United States
MELISSA C.
$269 nightly
The price is $305
Feb 1 - Feb 2
Total with taxes and fees
Sheboygan Getaway w/ Yard: 1 Mi to Lake Michigan
1 bedroom, WiFi
Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan

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, (24 reviews)
"Great place! Nice location and very comfortable. "
United States
Jana F.
$115 nightly
The price is $131
Jan 13 - Jan 14
Total with taxes and fees
Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan
Dining
Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit

Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit

Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit
Sheboygan
10.0 out of 10, Exceptional, (6 reviews)
"4 forever friends getaway. Relaxation, eats and drinks with a little antique and thrift shopping"
United States
Stacy P.
$174 nightly
The price is $197
Jan 28 - Jan 29
Total with taxes and fees
Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit
Fridge, microwave, oven, stovetop
The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced

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, (40 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.
$349 nightly
The price is $396
Jan 28 - Jan 29
Total with taxes and fees
The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced
Smart TV
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

Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city
Sheboygan
10.0 out of 10, Exceptional, (21 reviews)
"Wonderfully close to the lake. Sad there was no off street parking."
United States
Lucas T.
$315 nightly
The price is $358
Jan 11 - Jan 12
Total with taxes and fees
Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city
Living area
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.

Cozy 1-bedroom house in Sheboygan walking distance to the lake and downtown.
2.0 star property
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.
$135 nightly
The price is $153
Jan 12 - Jan 13
Total with taxes and fees
Cozy 1-bedroom house in Sheboygan walking distance to the lake and downtown.
Exterior
Be Still & Know, Fireplace, Walk to Port Shops and Restaurants

Be Still & Know, Fireplace, Walk to Port Shops and Restaurants

Be Still & Know, Fireplace, Walk to Port Shops and Restaurants
Port Washington
10.0 out of 10, Exceptional, (37 reviews)
"Great place to stay. We loved the decor and it was so homey. The porch was great and the place is walking distance to downtown and the lake. "
United States
Dawn D.
$234 nightly
The price is $265
Jan 11 - Jan 12
Total with taxes and fees
Be Still & Know, Fireplace, Walk to Port Shops and Restaurants
3 bedrooms, desk, iron/ironing board, travel crib
Sleeps 7{SPACIOUS}Pets Welcome!

Sleeps 7{SPACIOUS}Pets Welcome!

Sleeps 7{SPACIOUS}Pets Welcome!
Sheboygan
9.4 out of 10, Exceptional, (3 reviews)
"Great location and amenities. Would definitely book again!"
United States
Elizabeth S.
$300 nightly
The price is $341
Feb 9 - Feb 10
Total with taxes and fees
Sleeps 7{SPACIOUS}Pets Welcome!
House (2 Bedrooms) | Interior
Large Backyard, Walk to Hospital: Sheboygan Abode!

Large Backyard, Walk to Hospital: Sheboygan Abode!

Large Backyard, Walk to Hospital: Sheboygan Abode!
3.0 star property
Sheboygan
$358 nightly
The price is $403
Jan 11 - Jan 12
Total with taxes and fees
Large Backyard, Walk to Hospital: Sheboygan Abode!
Exterior
Charming studio apartment - Perfect location for the outdoor explorer

Charming studio apartment - Perfect location for the outdoor explorer

Charming studio apartment - Perfect location for the outdoor explorer
Kewaskum
9.8 out of 10, Exceptional, (8 reviews)
"Perfect location friendly accommodating hosts!"
United States
steven s.
$290 nightly
The price is $305
Jan 11 - Jan 12
Total with taxes and fees
Charming studio apartment - Perfect location for the outdoor explorer
TV
The Beach town bungalow

The Beach town bungalow

The Beach town bungalow
2.0 star property
Sheboygan
$200 nightly
The price is $203
Jan 11 - Jan 12
Total with taxes and fees
The Beach town bungalow
Exterior
Charming 2-bedroom Lake House in West Bend

Charming 2-bedroom Lake House in West Bend

Charming 2-bedroom Lake House in West Bend
West Bend
10.0 out of 10, Exceptional, (20 reviews)
"This property was gorgeous! Views of Green Lake were stunning. It was all newly renovated and beautifully done. Everything we needed. Hope to get back soon! Highly recommend this beautiful home!"
United States
Kristi R.
$291 nightly
The price is $306
Jan 11 - Jan 12
Total with taxes and fees
Charming 2-bedroom Lake House in West Bend
Terrace/patio
Beautiful private home hidden in the woods. Can sleep 11 guests

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.
$904 nightly
The price is $954
Jan 11 - Jan 12
Total with taxes and fees
Beautiful private home hidden in the woods. Can sleep 11 guests
Exterior
The Esker Ridge Chalet, Pristine Elkhart Solitude

The Esker Ridge Chalet, Pristine Elkhart Solitude

The Esker Ridge Chalet, Pristine Elkhart Solitude
Elkhart Lake
10.0 out of 10, Exceptional, (58 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.
$257 nightly
The price is $271
Jan 13 - Jan 14
Total with taxes and fees
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

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

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

10/10 Excellent
"This property is the best! The cottage has all the amenities you need along with being top quality. Amy and Wayne go beyond to make sure your stay is 100% top notch. The property has a great location being just minutes from Sheboygan and a quick trip to Milwaukee. Also, it just a short walk to Laue Michigan. We highly recommend "
Wanda N. 3-night trip
Posted 4 days ago
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.

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 $131 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.

Explore a world of travel with Expedia

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 Beachfront House with 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 Outdoor Sauna | 6-BR's | Kohler-Andrae and Tranquil Cottage in the Woods with Lake Michigan only 300 feet away..

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.