Oostburg Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Oostburg Vacation Homes

Large Unique & Artistic Lake Michigan Beach House / Awesome Game Room
Relax on the outdoor deck with a comfortable bench and table, surrounded by lush greenery and a serene water view.

Large Unique & Artistic Lake Michigan Beach House / Awesome Game Room

9.6 out of 10, Exceptional, (201)
"The house is beautiful and the location can't be beat! "
Large Unique & Artistic Lake Michigan Beach House / Awesome Game Room
Cozy Corner Cottage- 2 blocks to Lake Michigan. Walk to Deland Park and Beach!
Outdoor dining

Cozy Corner Cottage- 2 blocks to Lake Michigan. Walk to Deland Park and Beach!

10.0 out of 10, Exceptional, (5)
"Very cozy. Appears to be newly remodeled old house. Very charming, very clean. Had everything we needed. One block from Deland park and beach access. Very close to restaurants and shopping. Whole neighborhood was beautiful older homes well kept and flowers everywhere. Enjoyed our stay very much."
Cozy Corner Cottage- 2 blocks to Lake Michigan. Walk to Deland Park and Beach!
Lake Breeze on 11th
Kitchen with sink, gold faucet, and orchids on the counter.

Lake Breeze on 11th

9.6 out of 10, Exceptional, (5)
"Enjoyed staying at the property, we brought our two dogs just a heads up for dog owners. The backyard is not fenced so if you have a runner, it might be hard. Other than that, the house is comfortable, the beds were comfortable, the bathroom was clean, and the kitchen was stocked. Parking was easy and the neighborhood is quiet. Easy location to get to everything in Sheboygan. Dan was easy to get a hold of and the process went very smooth. Just a note, both bedrooms are upstairs and the bathroom...
Lake Breeze on 11th
Super clean amazing location downtown Elkhart Lake
Relax in this stylish living space with a cozy sofa, dining area, and entertainment unit.

Super clean amazing location downtown Elkhart Lake

10.0 out of 10, Exceptional, (13)
"Will stay here again, when in the area, without a doubt."
Super clean amazing location downtown Elkhart Lake
NEW! Charming 3BR/2BA Lake House in the Woods of the desirable Black River area
Enjoy a serene beach experience with gentle waves and a natural tree trunk on the shore.

NEW! Charming 3BR/2BA Lake House in the Woods of the desirable Black River area

9.8 out of 10, Exceptional, (9)
NEW! Charming 3BR/2BA Lake House in the Woods of the desirable Black River area
Oostburg,WI Beach front, Lake Michigan
Enjoy ocean views from the large window, with a table and chairs for dining and a cozy bench for relaxation.

Oostburg,WI Beach front, Lake Michigan

9.8 out of 10, Exceptional, (67)
"Another great visit!"
Oostburg,WI Beach front, Lake Michigan
Family-Friendly House: Walk to Lake Michigan!
Enjoy cooking in this well-equipped kitchen with a gas stove, spacious countertop, and ample storage space.

Family-Friendly House: Walk to Lake Michigan!

9.6 out of 10, Exceptional, (24)
"Very happy with the house we rented, it was very clean, well stocked, and great location. Definitely will recommend!"
Family-Friendly House: Walk to Lake Michigan!
Charming dome house - 4-bedroom house with WiFi and AC in enjoyable Plymouth
Enjoy cooking in this well-equipped kitchen with a refrigerator, oven, and microwave, complemented by white cabinetry and dark flooring.

Charming dome house - 4-bedroom house with WiFi and AC in enjoyable Plymouth

2.0 star property
9.6 out of 10, Exceptional, (7)
"Loved the place but didn’t get to enjoy it as much "
Charming dome house - 4-bedroom house with WiFi and AC in enjoyable Plymouth
Beach and Golf House
Kids can play on the playground's slide, swings, and climbing elements, with a tree providing shade nearby.

Beach and Golf House

10.0 out of 10, Exceptional, (65)
"This was a perfect stay for my group of golfer buddies and the house was as described."
Beach and Golf House
Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!
Enjoy meals at the kitchen island with bar stools, or dine near the sliding glass door offering a view of the ocean.

Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!

9.8 out of 10, Exceptional, (246)
"We really enjoyed our stay. Very clean and easy check in process. Would highly recommend to anyone considering staying here. "
Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!
Lake Michigan Home with gorgeous views, great spot for family or golf retreat
Enjoy cooking in our well-equipped kitchen with a sink, stainless steel range hood, microwave, oven, and coffee maker.

Lake Michigan Home with gorgeous views, great spot for family or golf retreat

10.0 out of 10, Exceptional, (110)
"We had a great girls weekend at the house. We were able to walk to pickleball courts and enjoy a campfire by the lake. "
Lake Michigan Home with gorgeous views, great spot for family or golf retreat
Private Beach on Lake Michigan: Oostburg Home
Relax in a serene outdoor setting with a fire pit, comfortable seating, and a table amidst lush trees and a beach view.

Private Beach on Lake Michigan: Oostburg Home

8.0 out of 10, Very good, (1)
"Adorable lake house with great views. We had an amazing girls weekend."
Private Beach on Lake Michigan: Oostburg Home
Beautiful Lake House on the Shores of Erler Lake.
Enjoy meals in the kitchen with a central island and dining area featuring a table and chairs.

Beautiful Lake House on the Shores of Erler Lake.

9.6 out of 10, Exceptional, (209)
"The home is cozy and spacious. It is in a park so the kids went fishing and walked the paths. It was still cold out so we didn’t use the beautiful beach area. Lake is very clear. I highly recommend staying here. "
Beautiful Lake House on the Shores of Erler Lake.
Grafton Rustic House - 4 min from the lake and Lions Den Nature preserve
Situated in a residential area, this single-story building features a prominent front entrance and a driveway.

Grafton Rustic House - 4 min from the lake and Lions Den Nature preserve

9.8 out of 10, Exceptional, (6)
"Nice house in a good location, would definitely stay there again."
Grafton Rustic House - 4 min from the lake and Lions Den Nature preserve
Beautiful country home (3800 sq ft) on 4 acres with river frontage - 10 beds!
Exterior

Beautiful country home (3800 sq ft) on 4 acres with river frontage - 10 beds!

10.0 out of 10, Exceptional, (78)
"Great place to stay. "
Beautiful country home (3800 sq ft) on 4 acres with river frontage - 10 beds!
New King Park Beach Lookout Deluxe! 3BR Right at Lake!
Enjoy cooking in this well-equipped kitchen with a central island, sink, and stainless steel appliances.

New King Park Beach Lookout Deluxe! 3BR Right at Lake!

2.0 star property
10.0 out of 10, Exceptional, (7)
"It’s a gem—fabulous views of Lake Michigan and sand in your toes just across the street. Light and bright well appointed interior with anything you’ll need to enjoy your stay. Short walk to food and entertainment on the Harbor. Owner is very responsive."
New King Park Beach Lookout Deluxe! 3BR Right at Lake!
Kettle Moraine Lake House, Private Family Friendly Lakehouse Retreat Sleeps 8
Kitchen features a central island with a countertop, surrounded by cabinets and a refrigerator, with pendant lights and a window.

Kettle Moraine Lake House, Private Family Friendly Lakehouse Retreat Sleeps 8

9.4 out of 10, Exceptional, (10)
"Great place, location and communication from the owner."
Kettle Moraine Lake House, Private Family Friendly Lakehouse Retreat Sleeps 8
Riverfront Townhome with GIANT Rec Room and Private Riverfront Deck
Situated by a serene body of water, this building offers a tranquil retreat with beautifully maintained surroundings.

Riverfront Townhome with GIANT Rec Room and Private Riverfront Deck

9.8 out of 10, Exceptional, (31)
"Great option for an overnight, loved that it was dog friendly! "
Riverfront Townhome with GIANT Rec Room and Private Riverfront Deck
On the Water in Sheboygan River Overlook
Welcome to this charming two-story home with a gabled roof and inviting front entrance.

On the Water in Sheboygan River Overlook

10.0 out of 10, Exceptional, (1)
"This unique house was very clean and comfortable. It’s decorated so nice too! Very cool that out front you’re in the city and out the back you’re not. There’s a north woods feel on the river. We enjoyed going to shops and sites in Sheboygan falls and in nearby towns Also close to golf! Enjoyed our stay. Also the host was a very good communicator! "
On the Water in Sheboygan River Overlook
Road America and Golf Retreat
Enjoy meals and relaxation in this kitchen with a spacious layout, central island, and deck access to a serene outdoor space.

Road America and Golf Retreat

10.0 out of 10, Exceptional, (1)
"A wonderful home with lots of sleeping accommodations. Comfortable, clean, and nicely decorated. It worked perfectly for our car race weekend, which included a large crew and family. We would stay here again! "
Road America and Golf Retreat
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Oostburg Hotel Reviews

Quality Inn Sheboygan North I-43

Quality Inn Sheboygan North I-43

10/10 Excellent
"Very nice for what we needed"
Darcy 1-night trip
Posted 2 days ago
Quality Inn Sheboygan North I-43