Discover a selection of 12 vacation rentals in Oostburg, WI that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including WiFi and air conditioning. Prices start at $170 per night, and houses are popular options for a stay in Oostburg. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Oostburg
Destination guide

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, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Things to do

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:

  • 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)
  • The Bull at Pinehurst Farms Golf Course (6.4 mi / 10.3 km)
  • Port Washington Ghost Walk (16.5 mi / 26.6 km)
Natural features

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-Andrae State Park (3.9 mi / 6.3 km)
  • Harrington Beach State Park (8.5 mi / 13.7 km)
  • Kettle Moraine State Forest (17.6 mi / 28.3 km)
  • James Tellen Woodland Sculpture Garden (6.4 mi / 10.2 km)
  • North Beach (8.5 mi / 13.7 km)
  • Old Plank Road Trail Head (9 mi / 14.5 km)

What are the top vacation rentals in or near Oostburg?

Whatever vacation experience you're seeking, you'll find a rental in or around Oostburg that's a perfect match. Take a peek at these favorites:

  • Make use of amenities including air conditioning and a music library at "Seagull Beach Guest House, Lake Michigan Cottage On Private Beach". Located around 7 miles from Oostburg, this leading option has 1 bedroom and good guest reviews.
  • Another appealing choice is "Newly Remodeled 2 Bed/2bath Townhouse", which is around 6 miles from Oostburg. Offering 2 bedrooms, a heated pool and a dryer, it has everything you need to keep you content and comfortable.

For even more great options, use the search bar at the top of the page to find the perfect Oostburg vacation rental for you.

What are the top-rated vacation rentals for weekend getaways in or near Oostburg?

Get far away from the treadmill of daily life at one of our weekend getaways in or near Oostburg. Whether you want to catch up with friends or spend valued time with your partner, there'll be something to suit your style. Here are some of our most popular options:

  • "Lake Michigan Sand Beach And Wooded Privacy" is around 2 miles east of Oostburg and the perfect place to relax and unwind. You'll enjoy the amenities here, including air conditioning and internet services.
  • Alternatively, toss a few clothes in a small suitcase and enjoy a mini break at "Remodeled Home On Lake Michigan". This popular property is around 9 miles northeast of Oostburg and offers a stovetop and a balcony.

Can I find studio apartments for rent in and around Oostburg?

Yes, you can! If you're hunting down a simple yet stylish stay, you can't go wrong with a studio apartment. These compact properties exude charm and are often located in the center of town. Check out the following options in or near Oostburg:

  • After a day filled with outdoor exploration, enjoy peace, quiet and privacy at "Seagull Beach Guest House, Lake Michigan Cottage On Private Beach". A washing machine and heating are among the handy amenities you'll find here.
  • "Traveling Nurses/caddies/corporate Room For Rent In Upscale Neighborhood" is another top stay, offering all you could need for the ideal Oostburg retreat. Handy amenities here include a TV and an ice maker.

Can I find short term rentals in or near Oostburg?

Whether you're chasing a cozy cottage or a house with enough space for the family, you'll find the perfect place on Vrbo. Sneak in a mini break at one of these favorite picks in or near Oostburg:

  • If you only need to stay a night or two, "A Great Place On A Great Lake" is a good choice. It's close to central Oostburg, so you'll have easy access to all the best attractions.
  • Another excellent option is "Directly On Lake Michigan Last Minute Bookings Welcome". Round up your squad and enjoy a comfortable stay close to the heart of Oostburg.

What are the best romantic weekend getaways in or near Oostburg?

Nothing says "I love you" like planning a romantic weekend together. If you'd like to spend a couple of relaxing nights away with your beloved, we've got some romantic getaways in and around Oostburg that will whisk you off your feet:

  • Put on some relaxing music and kick back together at "Seagull Beach Guest House, Lake Michigan Cottage On Private Beach". Around 7 miles from Oostburg, this property has all you need for a romantic weekend away, including a fireplace and a firepit.
  • Another option where you can enjoy a few wonderful days together is "Newly Remodeled 2 Bed/2bath Townhouse". Located 6 miles from Oostburg, a fireplace and a swimming pool add to the ambiance here.

What are the best large group vacation rentals in or near Oostburg?

Share your vacation and double the fun. Whether you're organizing an epic escape with friends or a big family gathering, there's no shortage of large group vacation rentals in and near Oostburg:

  • A great range of amenities including a kitchen and a beach view make "Large Unique And Artistic Lake Michigan Beach House" a favorite with groups. This retreat has 4 bedrooms and sleeps up to 15 guests. From Oostburg's center, it's around 2 miles away to the east.
  • "River Ridge - Luxurious Getaway" is another fantastic option. It's around 2 miles to the northwest of Oostburg, has 4 bedrooms and sleeps up to 12 guests. A firepit and a kitchen are among the things designed to make your group getaway more comfortable.

What are the best houses for rent with a pool in or near Oostburg?

From games of "atomic whirlpool" to quiet morning dips, a pool promises loads of fun for both kids and adults. Score major brownie points with the family by renting a house with a swimming space in or near Oostburg:

  • Make pool day every day at "Large Unique And Artistic Lake Michigan Beach House". Free toiletries and a barbecue grill are some of the other amenities that help make this place a favorite.
  • Another top-rated option is "6 Bedroom House On 7 Acres". There's loads to love about this vacation home apart from its pool, such as a pool table and a microwave oven.

What are the best large family vacation rentals in or near Oostburg?

The first part of any big family trip is finding the ideal place to stay. Whether you're planning a break with the kids or a big shindig with the relatives, we've got large family vacation rentals in and around Oostburg with enough space to fit everyone. Here are two popular options to try on for size:

  • Make your rendezvous one to remember at "Remodeled Home On Lake Michigan". This pad has 3 bedrooms, can fit up to 7 guests and features many handy amenities, including cable/satellite TV services and childrens activities. You'll find it around 9 miles northeast of Oostburg.
  • "Large Unique And Artistic Lake Michigan Beach House", around 2 miles to the east of central Oostburg, was made for family get-togethers. As many as 15 of your favorite people can fit into this popular property which has 4 bedrooms, a living room, free toiletries and more.

If you're in the mood for visiting some family-friendly attractions while you're in the area, Blue Harbor Resort & Conference Center Water Park promises a fun day out for all.

Can I find family cabin rentals in or near Oostburg?

Escape the hustle and bustle and treat the ones you love to a different type of vacation. Stay in one of these family cabin rentals in or near Oostburg and get the camping experience — but with all the comforts of home!

  • "Pine Dunes Cabin" Near Kohler" - Approximately 3 miles northeast of central Oostburg, this family-friendly escape comes with a stereo and towels.
  • "New Quaint Plymouth Cabin - 1 Mi To Road America" - This property is another family favorite and is around 16 miles northwest of Oostburg. Offering a microwave oven, a kitchen and more, it'll get your group's tick of approval.

For more options, use the search bar at the top of the page and adjust the filters to find the Oostburg vacation rental that's perfect for your needs.

Are there vacation rentals with fire pits in or near Oostburg?

Crackers, chocolate, marshmallows and a campfire are the four ingredients you need to make a finger-licking snack and nice vacation memories. If you love the sound of sitting around a fire pit enjoying s'mores, browse these getaways in or near Oostburg:

  • Reconnect, laugh and sing with your nearest and dearest around the fire at "Private Villa With Pool Near Town". This property offers plenty of other great amenities, such as a water view and a swimming pool.
  • Alternatively, let the dancing flames lull you into a state of peace and relaxation at "Lake Michigan Sand Beach And Wooded Privacy". When you're not socializing around the fire pit, make the most of conveniences like a firepit and a water view.