Oostburg holiday rentals

We found 169 holiday rentals — enter your dates for availability
Discover a selection of 21 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:18 Dec - 25 Dec

Open Concept
Outdoor dining
Exterior
Interior
Exceptional
(138 reviews)

Hello Pumpkin! Fall Dates available at Surfdaze!

Oostburg

8% off
AU$3,986
for 7 nights, 1 cottage
AU$569 per night
includes taxes & fees
Hello Pumpkin! Fall Dates available at Surfdaze!
Kohler Waters Spa - incredible!
Fully stocked and appointed kitchen for hosting groups.
Large sandy beach located 0.2 miles from Sheboygan Shores!
Sheboygan Shores mud room.
Exceptional
(11 reviews)

Sheboygan Shores

Sheboygan

7% off
AU$4,113
for 7 nights, 1 home
AU$588 per night
includes taxes & fees
Sheboygan Shores
Side of house with “cord walk” up the dune
Screened porch and view - updated photo as of June 2022
Interior
Exterior
Exceptional
(13 reviews)

Remodeled lake house on Lake Michigan, near Kohler

Oostburg

9% off
AU$12,231
for 7 nights, 1 home
AU$1,747 per night
includes taxes & fees
Remodeled lake house on Lake Michigan, near Kohler
Exterior
Outdoor dining
Marina
Dining
Exceptional
(81 reviews)

Beach and Golf House

Sheboygan

8% off
AU$3,964
for 7 nights, 1 home
AU$566 per night
includes taxes & fees
Beach and Golf House
Interior
Dining
Living area
Living area
Exceptional
(8 reviews)

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

Sheboygan

8% off
AU$2,249
for 7 nights, 1 home
AU$321 per night
includes taxes & fees
Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit
Living area
Private kitchen
Room
Interior
Exceptional
(10 reviews)

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

Sheboygan

8% off
AU$1,770
for 7 nights, 1 apartment
AU$253 per night
includes taxes & fees
Beachy 3-bedroom upper with WiFi and AC minutes from Lake Michigan

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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)
  • Elkhart Lake (18.2 mi / 29.4 km)
  • Kohler Park Dunes State Natural Area (4.8 mi / 7.8 km)
  • North Side Municipal Beach (10.3 mi / 16.6 km)
  • Crystal Lake (16.9 mi / 27.3 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 area surrounding the village centre is particularly appealing. This charming neighbourhood offers a delightful small-town atmosphere with a close-knit community feel. You'll find a variety of properties available, ranging from quaint cottages to comfortable family homes, providing ample choice for your stay.One of the top attractions in the vicinity is the historic Oostburg Village Hall, which reflects the rich heritage of the area. Additionally, nature enthusiasts will appreciate the proximity to nearby parks, where you can enjoy leisurely walks or picnics amidst beautiful surroundings. The local shops and eateries also add to the charm, making the village centre a convenient and enjoyable base for your holiday.
Where are the best areas for renting a beach house in Oostburg?
For renting a beach house in Oostburg, consider the area near Lake Michigan, particularly around the charming town of Sheboygan, which is just a short drive away. The shoreline here presents several options for holiday rentals, with many properties offering stunning views of the lake and easy access to the sandy beaches. Expect amenities such as spacious decks, outdoor grills, and fully equipped kitchens, great for family gatherings or group holidays.Further south, the Kohler-Andrae State Park area offers a more secluded beach experience, with rental options that often include private beach access. Many of these properties come with features like fire pits for evening gatherings, ample outdoor space, and direct paths leading to the park's picturesque dunes and trails.The nearby town of Oostburg itself has a quaint charm, with local shops and eateries that add a touch of convenience. Those renting in this region can also enjoy recreational activities such as kayaking, fishing, and hiking along the scenic waterfront.
What is the most popular type of holiday rental accomodation in Oostburg?
In Oostburg, holiday houses are the most popular type of holiday rental, with around 54 available throughout the area. These properties often provide spacious living arrangements, featuring fully equipped kitchens, comfortable lounges, and outdoor spaces for relaxation. Many are situated in tranquil neighbourhoods, making them ideal for families or groups looking for a peaceful getaway. Additionally, there are about 21 cottages available, which offer a cozier vibe with more rustic charm, typically including amenities such as fireplaces and outdoor seating areas. For those seeking a great experience, several cabins can also be found, providing a more secluded retreat amidst nature.
Are there any family house rentals in Oostburg?
In Oostburg, Wisconsin, there is a good selection of family-friendly homes available, with approximately 24 options to choose from. Visitors can find properties in quiet neighbourhoods that often include spacious living areas, fully equipped kitchens for preparing meals, and outdoor spaces superb for children to play. Many homes also come with modern conveniences such as Wi-Fi and ample parking, ensuring a comfortable stay for families.The town is conveniently located near local parks and recreational areas, making it easy for families to enjoy outdoor activities.
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 or hot tubs. This quaint village offers a serene atmosphere, superb for a relaxing getaway. Many of the properties provide amenities such as private pools, hot tubs, and spacious outdoor areas where families or groups can unwind together. Additionally, fully equipped kitchens are common, allowing guests to prepare meals comfortably during their stay.
Are there pet-friendly house rentals in Oostburg?
In Oostburg, there are several pet-friendly house rentals available, making it a welcoming destination for travellers with pets. Many of these rentals come equipped with amenities such as spacious backyards, outdoor patios, and fully stocked kitchens, providing a comfortable stay for both guests and their furry companions.The area offers a quaint small-town atmosphere, with local parks and green spaces nearby, which are great for leisurely walks with pets. Oostburg's proximity to Lake Michigan also allows for outdoor activities, and there are possibilities for exploring scenic trails in the surrounding countryside.
Are there any remote work holiday rentals in Oostburg?
In Oostburg, Wisconsin, there are plenty of options for remote work holiday rentals, with around 78 properties available. Many of these accommodations come equipped with essential amenities for remote workers, including reliable Wi-Fi in the rooms, allowing guests to stay connected while enjoying their getaway.Travellers can expect a variety of property types, ranging from spacious homes to cosy apartments. Many rentals offer comfortable workspaces and inviting living areas, ideal for balancing productivity and relaxation. Additionally, some properties may feature outdoor spaces where you can unwind after a day of work, enhancing the overall experience.Oostburg itself is a charming small town, providing a peaceful environment that is conducive to remote work. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Oostburg?
In Oostburg, popular rental amenities include features that enhance comfort and convenience. Most holiday rentals come equipped with kitchens, allowing guests to prepare their own meals. Many properties also boast decks or patios, great for enjoying the outdoors and soaking in the local scenery. Additionally, a fireplace is a common amenity, providing a cosy atmosphere during cooler months. For those who enjoy cooking or entertaining, rentals often include a blender for preparing smoothies or soups.
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 particularly popular among travellers. This period offers warm weather and a vibrant setting, superb for outdoor activities such as cycling, hiking, and enjoying the local lakes. The temperatures typically range from the mid-teens to low 30s Celsius, making it ideal for exploring the beautiful landscapes and enjoying the charm of this quaint Wisconsin town.July sees a delightful influx of visitors, so you can expect a lively environment filled with community events and activities. It's a fantastic time for families and adventure seekers looking to soak up the sun and participate in local festivals.If you are looking for a more budget-friendly option, November is an excellent time to consider. While it's outside the bustling peak season, you can enjoy the tranquil beauty of Oostburg as it transitions into winter. This month allows for a peaceful retreat, with opportunities for scenic walks and enjoying the crisp autumn air.
What are the top attractions in Oostburg?
In Oostburg, Wisconsin, visitors can enjoy a quaint small-town atmosphere with several attractions that highlight the region's charm. The downtown area features local shops and eateries, providing a taste of the community's hospitality. Just a short distance away, the picturesque Lake Michigan offers opportunities for recreational activities such as fishing, swimming, and hiking along the scenic shores.For those interested in nature, nearby parks like the Oostburg Village Park provide walking trails and picnic areas, great for family outings. Additionally, the area is known for its beautiful rural landscapes, which can be appreciated through various outdoor activities, including cycling and bird watching.
Are all fees included in the Oostburg holiday homes prices shown on Stayz?
Stayz 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.
Are there any Oostburg holiday homes with parking?
Stayz offers a wide selection of holiday homes 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 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.
Are there any discounts for Oostburg holiday homes?
You can find great discounts on holiday homes in Oostburg on Stayz, 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.
Can I change or cancel my Oostburg holiday home booking on Stayz?
To find Oostburg holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Oostburg?
A long-stay holiday home 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising 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 favourites, and build the perfect itinerary together.
How early should I book a Oostburg holiday home?
Book your Oostburg holiday home 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Oostburg?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Oostburg to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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.
Why should I join Stayz as a host?
Joining Stayz 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, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.