Oostburg holiday lettings

We found 175 holiday rentals — enter your dates for availability

Discover a selection of 22 homes and other holiday rentals in Oostburg that are perfect for your trip. Whether you're going on holiday with family or friends, holiday rentals have the best amenities for spending time at your holiday home, which might include a garden and hot tub. At the end of the day, you'll be able to choose a property to rent to meet everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts - Oostburg

Showing deals for:23 Jan - 30 Jan

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

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10 out of 10, Exceptional, (113 reviews)
Exceptional
(113 reviews)

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

Oostburg, WI

8% off
Price is £1,571
for 7 nights, 1 cottage
£224 per night
includes taxes & fees
Winter's a good time to stay in & cuddle at Surfdaze

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    Enjoy full kitchens, pools, gardens and more

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Book a holiday rental for your Oostburg getaway

Learn about the unique charm of Oostburg with a stay in a holiday home rental. This city has something for everyone. If you're looking for accommodation options with space to entertain friends and family, HomeAway 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

Do you want to discover attractions to visit while you're in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Oostburg a fun spot to go on holiday. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • 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 outdoor enthusiast or just want to take in the scenery, Oostburg is a great place to get outside. These are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Bookworm Gardens (8.4 mi / 13.5 km)
  • Kohler Park Dunes State Natural Area (4.8 mi / 7.8 km)
  • North Beach (8.5 mi / 13.7 km)
  • South Beach (9.4 mi / 15.2 km)
  • North Side Municipal Beach (10.3 mi / 16.6 km)
  • Bear Lake (18.4 mi / 29.6 km)

Frequently asked questions

What is the best area to stay in Oostburg when booking a holiday rental?
When considering a holiday rental in Oostburg, Wisconsin, the downtown area is an excellent choice. This charming neighbourhood offers a variety of local amenities, making it convenient for visitors. You'll find delightful shops, cafes, and restaurants that reflect the local culture. The area is also close to the picturesque Oostburg Village Park, where you can enjoy leisurely strolls or picnics, providing a great spot for relaxation after a day of exploration.

Another appealing option is the vicinity surrounding the nearby Lake Michigan shoreline. This area boasts stunning natural beauty, with opportunities for outdoor activities such as hiking, fishing, and birdwatching. The proximity to the lake allows for scenic views and a chance to engage in water sports, enhancing your holiday experience.
How much does it cost to rent a holiday home in Oostburg?
Prices for holiday 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 holiday 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, the areas along the shores of Lake Michigan offer the most appealing options. The proximity to the beach allows travellers to enjoy a serene lakeside experience, with several properties featuring amenities such as private decks, outdoor grills, and spacious living areas ideal for family gatherings. Many of these beach houses come fully furnished and equipped with kitchens, making them superb for self-catering during your stay.

Nearby, the charming village of Oostburg has lovely parks and local shops that enhance the experience for visitors. The beaches in this region are typically less crowded, providing a more tranquil atmosphere for relaxation and recreation. Properties in the vicinity may also include features such as fire pits for evening gatherings and easy access to walking trails along the lakefront.
What is the most popular type of holiday rental accomodation in Oostburg?
In Oostburg, holiday houses are the most popular type of rental, with about 19 available throughout the area. These properties typically provide spacious layouts, multiple bedrooms, and fully equipped kitchens, making them ideal for families or larger groups. Many also feature outdoor spaces such as patios or gardens for guests to relax and enjoy the peaceful surroundings. Additionally, there are several cottages, cabins, and condos available, offering a variety of options for different preferences.
Are there any family house rentals in Oostburg?
In Oostburg, Wisconsin, there are numerous family-friendly house rentals available, with around 26 options to choose from. Visitors can find accommodations that cater to families, often located in peaceful neighbourhoods with easy access to local parks and recreational areas. Many of these properties boast spacious living areas, fully equipped kitchens for preparing meals, and outdoor spaces where children can play safely.
Can I rent a holiday home with a pool or hot tub in Oostburg?
In Oostburg, Wisconsin, there are several holiday homes available for rent that feature pools and hot tubs. This quaint town provides a lovely backdrop for a relaxing getaway, with options scattered throughout the area. Many of these properties come equipped with private pools and hot tubs, great for unwinding after a long day of exploring.
Can I find long-stay holiday rentals in Oostburg?
A long-stay holiday rental in Oostburg is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Oostburg?
In Oostburg, there are several pet-friendly house rentals available, providing a welcoming environment for travellers with pets. Many of these properties offer amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces where pets can enjoy the fresh air. The rentals typically range from charming cottages to more expansive family homes, ensuring a variety of options to suit different needs.
Are there any remote work holiday rentals in Oostburg?
In Oostburg, Wisconsin, there are numerous holiday rentals suitable for remote work, with around 28 options available in the area. These properties often come equipped with essential amenities for productivity, including high-speed Wi-Fi, dedicated desks, and comfortable chairs to ensure a conducive work environment. Many rentals also feature additional amenities such as computer monitors and laptop workspaces, suiting the needs of remote professionals. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Oostburg holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Oostburg with parking available—perfect for families or travellers 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, holiday rentals commonly feature amenities that enhance the home-like experience for travellers. Most properties include a fully equipped kitchen, allowing guests to prepare their own meals, alongside essential appliances such as microwaves and refrigerators. Cookware, dishware, and utensils are typically provided, making it convenient for self-catering. Many rentals also offer patios, providing an outdoor space where guests can relax and enjoy the fresh air.
When is the best time to visit Oostburg for a holiday rental?
The best time to visit Oostburg for a holiday rental is during the peak season from May to July, with July being the most popular month. This vibrant period attracts families and outdoor enthusiasts eager to enjoy the warm summer weather and partake in a variety of recreational activities. You can expect comfortable temperatures ranging from the mid-teens to low 30s Celsius, great for spending time at nearby Lake Michigan, where swimming, fishing, and boating are in full swing.

The summer months also bring a lively atmosphere to Oostburg, with local festivals and events that celebrate the community's culture and charm. This is an excellent time for those who appreciate outdoor adventures and wish to explore the picturesque landscapes and scenic trails in the area.

For travellers seeking a more budget-friendly option, consider visiting in November. While this month is quieter, it offers a unique opportunity to experience the serene beauty of Oostburg's autumn landscape, with stunning fall colours providing a picturesque backdrop for outdoor walks and photography.
How early should I book a Oostburg holiday rental?
Book your Oostburg holiday 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 holiday 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 holiday 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 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 travellers 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 cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Oostburg holiday 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.

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