Oostburg vacation rentals

We found 174 vacation rentals — enter your dates for availability

Discover a selection of 21 homes and other vacation rentals in Oostburg that are perfect for your trip. Whether you're traveling with family, friends, or just your furry companion, vacation rentals have the amenities you need and want for your stay, which might include parking and a garden. No matter what you're looking for, you'll be sure to find a rental for everyone's needs, including a place that's non-smoking or offers accessibility.

Vacation rentals with weekly discounts - Oostburg

Showing deals for:Mar 20 - Mar 27

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10 out of 10, Exceptional, (115 reviews)
Exceptional
(115 reviews)

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

Oostburg

8% off
Price is $289
$2,022 for 7 nights
All fees included
Winter's a good time to stay in & cuddle at Surfdaze

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Find out more about Oostburg

Why visit Oostburg

  • Outdoor Adventure: Enjoy hiking, biking, and exploring the stunning scenery at nearby national and state parks.
  • Art and Culture: Visit local art museums and experience the vibrant cultural scene in Oostburg.
  • Relaxing Beaches: Unwind on beautiful, serene beaches perfect for sunbathing and family activities.
  • Charming Neighborhoods: Discover cozy vacation homes and beachfront properties in picturesque surroundings.
  • Diverse Accommodations: Choose from a variety of vacation rentals, from modern condos to charming cottages.

Popular types of accommodation in Oostburg

If you're looking for the perfect getaway in Oostburg, you're in the right place. Our vacation rentals feature a diverse array of accommodations, including houses, cozy cottages, and modern condos. Whether you prefer spacious house rentals or charming retreats, you'll find the best amenities to make your stay comfortable and enjoyable. Explore the ideal Oostburg vacation rentals tailored to your needs and experience the tranquility of this lovely destination.

  • Houses: The top choice for visitors in Oostburg, these homes offer spacious accommodations ideal for families or groups seeking comfort and privacy.
  • Cottages: A charming second option, these cozy retreats are perfect for a quaint getaway surrounded by nature.
  • Condos: Third on the list, condos provide modern amenities and easy access to local attractions, making them a convenient stay.
  • Apartments: Popular for solo travelers or couples, these rentals offer a home-like atmosphere with essential conveniences.
  • Cabins: Rounding out the list, cabins deliver a rustic experience for those looking to immerse themselves in the great outdoors.**

Top attractions near Oostburg

Oostburg, Wisconsin, is perfect for outdoor enthusiasts and those seeking a romantic getaway. Explore the stunning scenery at nearby national and state parks, visit local art museums, or relax on beautiful beaches. The attractions in and around Oostburg offer cultural experiences for families and travelers alike, making it an ideal destination for anyone looking to enjoy nature and art in a charming setting.

  • Kohler Park Dunes State Natural Area: Just 5 miles from Oostburg, this stunning natural park features picturesque sand dunes, lush landscapes, and scenic trails. It's perfect for hiking, picnicking, and enjoying the great outdoors.
  • John Michael Kohler Arts Center: Located 10 miles away, this vibrant art museum showcases a diverse collection of contemporary art and cultural exhibits, making it a hub for creativity and inspiration.
  • Bookworm Gardens: An 8-mile drive leads you to this enchanting botanical garden, where whimsical designs and family-friendly activities create a magical atmosphere for visitors of all ages.

Things to do recommended for couples

For a romantic getaway in Oostburg, consider dining at Antoinette, a charming restaurant just 13 miles away. With its cozy atmosphere, it's perfect for couples looking to enjoy delightful cuisine and intimate moments together. Don't miss the chance to savor a lovely evening there.

Things to do recommended for families

During your family vacation in Oostburg, explore the natural beauty of Kohler-Andrae State Park, enjoy thrilling water slides at Blue Harbor Resort's water park, and indulge in sweet treats at The Chocolate Chisel for a delightful day out together.

Things to do recommended for groups

Enjoy a round of golf at Blackwolf Run, just 7 miles from Oostburg, for a day of sports and outdoor fun. Alternatively, explore the local shopping at Evans or catch a show at the Stefanie H. Weill Center for the Performing Arts, 10 miles away, for a cultural experience.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Oostburg

When traveling with a group, family, pets, or planning for an extended stay, it's essential to prioritize your filters accordingly. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Oostburg with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor area for group gatherings. Fortunately, Vrbo allows you to filter for these options and more.
  • Traveling to Oostburg with young kids: Traveling with young kids can be a bit tough. It's important to prioritize their comfort and safety, along with finding suitable amenities like a private pool. Additionally, think about how close you are to attractions that are enjoyable for families.
  • Taking your pets with you to Oostburg: For many, a family vacation isn't truly a family vacation without their furry companion. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and cozy beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Oostburg: If you're in search of vacation rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options like a parking space, a modern kitchen, or a private pool in your search as well.

Where to stay near Oostburg

Oostburg, Wisconsin offers a delightful mix of outdoor activities and serene scenery, making it an ideal destination for a romantic or family-friendly getaway. Explore the charming neighborhoods nearby, where you can find cozy vacation homes and beachfront properties perfect for a relaxing summer escape. Whether you’re enjoying tranquil lakesides or the welcoming atmosphere of friendly locals, Oostburg is sure to provide a memorable and picturesque vacation experience.

  • Sheboygan: Located 10 miles away from Oostburg, Sheboygan is a vibrant city known for its stunning lakeside scenery and outdoor activities. Visitors flock to Sheboygan for a romantic getaway or a fun family vacation. The area features a variety of attractions including water parks, recreational areas, and well-maintained golf courses. With the beautiful Lake Michigan and its sandy beaches, you can enjoy swimming, sunbathing, or a leisurely stroll along the shore. Don't miss out on exploring the local theme parks, which offer thrilling rides and family-friendly entertainment.
  • Kohler: Just 8 miles from Oostburg, Kohler is famed for its lush landscapes and sports activities, particularly golf. This charming city provides a perfect setting for outdoor enthusiasts and those seeking scenic beauty. Kohler boasts several renowned golf courses and recreational areas for both amateur and seasoned golfers. Visitors can also take advantage of nearby lakes and state parks for hiking, biking, or simply relaxing by the water. The natural beauty of Kohler makes it an excellent spot for a peaceful retreat or an adventurous day of sports.
  • Cedar Grove: Only 4 miles from Oostburg, Cedar Grove is a quaint city that offers a cozy and romantic atmosphere. With its abundance of outdoor recreational areas, it’s an ideal destination for nature lovers and camping enthusiasts. Visitors can enjoy the picturesque views from the local campground or spend a day at nearby lakes and beaches. The proximity to national state parks provides ample opportunities for hiking and exploring the great outdoors. Cedar Grove's charm and natural beauty make it a delightful addition to your itinerary.

Best time to go to Oostburg

If you're planning a trip to Oostburg, it's a good idea to check both the weather and property rates. The warmest months are July and August. Peak season runs in April and June to July, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January21.9°F (-5.6°C)No Rain (Dry)Mostly CloudyAverageAverage
February22.8°F (-5.1°C)No Rain (Dry)Mostly CloudyAverageSlightly Low
March32.9°F (0.5°C)Light RainMostly CloudyAverageSlightly Low
April41.4°F (5.2°C)Light RainMostly CloudyModerately HighSlightly Low
May51.4°F (10.8°C)Light RainMostly SunnyAverageAverage
June61.9°F (16.6°C)Light RainMostly SunnyModerately HighAverage
July69.4°F (20.8°C)Light RainMostly SunnyModerately HighSlightly High
August69.4°F (20.8°C)Light RainMostly SunnyAverageSlightly High
September63.1°F (17.3°C)Light RainMostly SunnyAverageSlightly High
October51.1°F (10.6°C)Light RainMostly SunnyModerately LowAverage
November39.0°F (3.9°C)Light RainMostly SunnyModerately LowAverage
December28.9°F (-1.7°C)Light RainMostly CloudyModerately LowAverage

Booking with Vrbo is simple

Looking to save on your next trip? Consider being flexible with your travel dates, as this can lead to significant price differences. Moreover, opting for a longer stay often results in excellent savings. To discover the ideal Vrbo property that fits your budget, take advantage of our filters to narrow down your search by price, location, and type of vacation rental.

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on your booking. Being the organizer really pays off. When you join our travel rewards program, One Key, you can immediately access exclusive member savings and earn and redeem OneKeyCash on eligible reservations. Sign up now and begin enjoying the savings.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a user-friendly platform for planning your travel. You can easily create new trips, resume planning from where you last left off, or organize your existing travel arrangements. Your saved or booked properties will be neatly organized under categories such as Potential, Upcoming, or Current Trips. To start exploring Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Book a vacation rental for your Oostburg getaway

Learn about the unique charm of Oostburg with a stay in a private vacation home. This city has something for everyone. If you're looking for accommodations with space to entertain friends and family, Vrbo has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in and around Oostburg

Are you hoping to find top things to see and do in the city? Venture out of your cozy vacation rental and check out everything that Oostburg has to offer. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

  • The Bull at Pinehurst Farms Golf Course (6.4 mi / 10.3 km)
  • Blackwolf Run (7.3 mi / 11.8 km)
  • Blue Harbor Resort & Conference Center Water Park (9.7 mi / 15.5 km)
  • Road America (15.6 mi / 25.1 km)
  • Whistling Straits Golf Course (16.1 mi / 26 km)
  • Port Washington Ghost Walk (16.5 mi / 26.6 km)

Exploring the natural features in Oostburg

Whether you're an adventurous traveler or just want to spend some time taking in the scenery, Oostburg is a great spot to appreciate mother nature. Here are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city center:

  • Kohler Park Dunes State Natural Area (4.8 mi / 7.8 km)
  • Sheboygan Indian Mound Park (6.4 mi / 10.3 km)
  • North Beach (8.5 mi / 13.7 km)
  • North Side Municipal Beach (10.3 mi / 16.6 km)
  • Bear Lake (18.4 mi / 29.6 km)
  • Long Lake Recreation Area (18.8 mi / 30.2 km)

Frequently asked questions

What is the best area to stay in Oostburg when booking a vacation rental?
When considering a vacation rental in Oostburg, Wisconsin, the best area to stay is the charming downtown district. This area offers a delightful small-town atmosphere, with a variety of properties ranging from cozy cottages to spacious family homes. Staying downtown makes it easy to explore local attractions, such as the picturesque Oostburg Village Park, where you can enjoy scenic walking trails and picnic spots. Additionally, the nearby Sheboygan Harbor provides opportunities for boating and fishing, creating a superb blend of relaxation and outdoor adventure.

Another great option is to look for accommodations on the outskirts of the town, where you'll find a more tranquil setting surrounded by nature. This area is ideal for those looking to enjoy the peace and quiet while still being just a short drive from downtown Oostburg and its amenities. Here, you can easily access the stunning Lake Michigan shoreline, which is superb for beach days, kayaking, or simply enjoying the beautiful views.

Overall, Oostburg has a variety of appealing areas for vacation rentals, with many properties available to suit different preferences and group sizes.
How much does it cost to rent a vacation home in Oostburg?
Prices for vacation rentals in Oostburg vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Oostburg to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Oostburg vacation house rentals?
You can find great discounts on house rentals in Oostburg on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Oostburg?
For renting a beach house in Oostburg, Wisconsin, travelers should consider the picturesque area along Lake Michigan, particularly near the town of Sheboygan, which is just a short drive away. This region offers beautiful beachfront properties that provide easy access to sandy shores and scenic views of the lake. Many of the beach houses in this area come equipped with amenities such as spacious decks for outdoor gatherings, fire pits for evening relaxation, and fully stocked kitchens ideal for preparing meals after a day on the beach.

Additionally, the nearby Kohler-Andrae State Park is a highlight, featuring nature trails and pristine beaches. Rentals close to this park often include features like outdoor showers, grills for barbecuing, and sometimes even direct beach access. In Sheboygan, visitors can find charming vacation homes with cozy interiors, comfortable furnishings, and some that offer access to communal pools or recreational areas. Find your rental near the beach in Oostburg.
What is the most popular type of vacation rental accomodation in Oostburg?
In Oostburg, vacation houses are the most popular rental option, with about 20 available in the area. These houses often feature spacious layouts, multiple bedrooms, fully equipped kitchens, and cozy living areas, making them ideal for families or groups. Additionally, there are several cottages, condos, and cabins available, each offering unique amenities such as outdoor patios, gardens, and rustic charm.
Are there any family house rentals in Oostburg?
In Oostburg, Wisconsin, there are numerous family-friendly homes available—specifically about 25 options to choose from. This charming community has an inviting space, making it an excellent choice for families looking to enjoy a getaway. Many of these properties provide spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where children can play safely.

Visitors will also appreciate amenities such as Wi-Fi and laundry facilities, ensuring a comfortable and convenient stay. The town is situated near beautiful parks and recreational areas, great for outdoor activities like hiking, picnicking, or simply enjoying the natural surroundings. Additionally, being close to Lake Michigan offers opportunities for swimming, fishing, and beach outings, enriching the experience for families.
Can I rent a vacation home with a pool or hot tub in Oostburg?
In Oostburg, there are several vacation homes available for rent that feature pools and hot tubs. This charming village in Wisconsin provides a tranquil setting for travelers looking to unwind. Many of these rentals offer amenities such as private pools, spacious outdoor areas for relaxation, and hot tubs, great for enjoying evenings under the stars. Additionally, you can expect fully equipped kitchens, comfortable living spaces, and sometimes even access to recreational activities like nearby parks or lakes.
Can I find long-stay vacation rentals in Oostburg?
A long-stay vacation rental in Oostburg is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Oostburg?
In Oostburg, Wisconsin, there are several pet-friendly house rentals available for travelers looking to enjoy a getaway with their furry companions. Many of these rentals are equipped with essential amenities like full kitchens, spacious living areas, and outdoor spaces, allowing for a comfortable stay. Some properties may feature fenced yards, making them ideal for pets to roam freely.

The neighborhood itself offers a quaint, small-town atmosphere, with nearby parks and recreational areas that welcome pets. For instance, the Oostburg Village Park provides ample green space for walks and playtime with pets, along with picnic areas for a relaxing afternoon. Additionally, the proximity to Lake Michigan offers opportunities for scenic views and leisurely strolls along the shoreline, great for pet owners looking to explore the natural beauty of the area with their dogs. See all pet-friendly rentals in Oostburg.
Are there any remote work vacation rentals in Oostburg?
In Oostburg, Wisconsin, there are numerous vacation rentals suitable for remote work, with around 27 options available. This charming village provides a peaceful setting for those looking to balance work and leisure. Travelers can expect properties equipped with essential remote work amenities such as desks, Wi-Fi, desk chairs, and even computer monitors in some rentals, ensuring a comfortable and productive environment.

Oostburg's location offers easy access to nearby attractions, including scenic parks and local dining options, allowing for enjoyable breaks between work hours. The area is known for its small-town charm, making it an inviting destination for remote workers seeking both tranquility and convenience. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Oostburg vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Oostburg with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Oostburg?
In Oostburg, popular vacation rental amenities typically include WiFi, which allows guests to stay connected during their stay. Most rentals feature a kitchen equipped for self-catering, often including a blender for smoothies or meal prep. Many properties come with a patio, providing an inviting outdoor space for relaxation or dining al fresco. Additionally, travelers can expect a coffee and tea maker in most rentals to enjoy warm beverages at their convenience.
When is the best time to visit Oostburg for a vacation rental?
The peak season for visiting Oostburg falls between May and July, with July being the most popular month for travelers seeking a vibrant summer getaway. During this time, the area comes alive with outdoor activities, including hiking, biking, and exploring the stunning scenery of Wisconsin's lakes and parks. Warm temperatures, typically ranging from the mid-60s to the low 80s Fahrenheit, create an inviting environment for enjoying the great outdoors and participating in local festivals.

In addition to the recreational opportunities, you'll find a friendly atmosphere filled with fellow travelers and locals alike, making it a superb time to connect and share experiences. The longer daylight hours allow for ample time to explore the beautiful landscapes and charming downtown area of Oostburg, where you can enjoy artisan shops and delightful dining options.

For those looking for a more budget-conscious option, consider visiting in November. This month offers a quieter experience, superb for enjoying the serene beauty of the area while possibly finding more affordable vacation rental rates. As the fall colors fade, the landscape transforms into a peaceful setting that's ideal for cozy getaways.

Ultimately, your choice of when to visit Oostburg will depend on your preference for lively summer activities or a tranquil retreat in the off-peak months.
How early should I book a Oostburg vacation rental?
Book your Oostburg vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Oostburg home rental booking on Vrbo?
To find Oostburg vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Oostburg vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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