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Compare 186 Vacation Homes in Oostburg with updated reviews, rates, and availability.

Beautifully restored lake house on the shores of Erler Lake.
9.6 out of 10, Exceptional, (198)
"It was a nice location with plenty to do in the area. "
Beautifully restored lake house on the shores of Erler Lake.
Farmhouse Designed Apt With Entertainment Room
10.0 out of 10, Exceptional, (45)
"Location was excellent and the place had everything we could need. The only downside I can think of was that the AC didn't quite keep up on real hot day. I'd stay here again."
The price is SAR 694
SAR 1,244 total
includes taxes & fees
30 Sep - 1 Oct
Farmhouse Designed Apt With Entertainment Room
4 Bedroom Beachfront Condo - Fantastic Lake View
10.0 out of 10, Exceptional, (59)
"4 of us stayed at this beautiful home while we played Whistling Straits. The location was fabulous and the condo is fantastic. Right on the shore of the lake. Can't recommend it more highly."
4 Bedroom Beachfront Condo - Fantastic Lake View
Elkhart Lake Vacation Rental 3 Mi to Road America!
10.0 out of 10, Exceptional, (5)
"Everything was great"
Elkhart Lake Vacation Rental 3 Mi to Road America!
Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!
9.8 out of 10, Exceptional, (225)
"Older home, very nicely updated. Close to neighbors on both sides, but still very private thanks to tall hedges. Property drops off sharply towards water so be watchful with kids, dogs. Extremely good location -- convenient to town and beaches. Loved our visit and can't wait to come back!!"
Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!
Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city
10.0 out of 10, Exceptional, (7)
"So clean and comfortable. Location can’t be beat! "
The price is SAR 751
SAR 1,695 total
includes taxes & fees
23 Sep - 24 Sep
Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city
The Esker Ridge Chalet, Pristine Elkhart Solitude
10.0 out of 10, Exceptional, (49)
"We love this place! Nice setting in the woods. Peaceful, quiet, and close to town. Jim and Angela are gracious hosts. Couldn’t ask for better. "
The price is SAR 747
SAR 1,017 total
includes taxes & fees
8 Oct - 9 Oct
The Esker Ridge Chalet, Pristine Elkhart Solitude
Fairway Getaway-by Whistling Straits, Golf sim/Theater Room, ZenDen &Poker Room!
10.0 out of 10, Exceptional, (3)
"Our stay was ideal! Not only close to downtown, Kohler-Andrae, and golf course, but our home base was the perfect hangout spot. Clean and spacious, the amenities provided great at home entertainment. The Golf Simulator, Poker Room and Dining Room received a TON of use. Shawn was very responsive and helpful. Would recommend to a friend."
Fairway Getaway-by Whistling Straits, Golf sim/Theater Room, ZenDen &Poker Room!
Updated Sheboygan Home w/ Porch < 1 Mi to Beach
9.8 out of 10, Exceptional, (43)
"This home is one of the larger older Sheboygan homes, with the interior brought up to date with modern conveniences. Wonderfully large rooms, well kept patio area, well stocked, even modern conveniences like air conditioning. The location is best suited to spending time downtown, but it is easy walking distance to the beach and North Pier to enjoy the lake. There is no large formal dining area, so larger groups would need to use the patio or porch. The property keeper was responsive to...
Updated Sheboygan Home w/ Porch < 1 Mi to Beach
Walk to Road America! Lake House on Private Peninsula
10.0 out of 10, Exceptional, (69)
"We've stayed at the house many times and you can't beat the location. It's a beautiful property"
Walk to Road America! Lake House on Private Peninsula
Super clean amazing location downtown Elkhart Lake
10.0 out of 10, Exceptional, (11)
" Our hosts were so accommodating for our week stay in Elkhart Lake. Everything listed on the property was better in person. This location was perfect for our visit to walk down to the lake, walk about town and sample all the wonderful food and festivities. We definitely would recommend and stay again when in Elkhart. LOVE THIS HOME!!!"
Super clean amazing location downtown Elkhart Lake
Spacious Elkhart Lake Home: 3 Mi to Road America!
2.0 star property
Spacious Elkhart Lake Home: 3 Mi to Road America!
Welcome to the "Lake Cottage" where lake Michigan waves are calling
10.0 out of 10, Exceptional, (118)
"We had a great time at the Lake Cottage! The cottage is very clean and well stocked with water, utensils, cooking supplies and snacks. We enjoyed the lake views and walking on the beach just steps away from the Lake Cottage. The hosts, Alan and Linda, give much thought to making our stay very enjoyable and we appreciate all the extras you provide which make our stay relaxing and memorable. I love the outdoor concrete patio for cooking out, but we spend most of the day at the lake side patio...
Welcome to the "Lake Cottage" where lake Michigan waves are calling
Lillibridge Lake Home on Tittle Lake/Long Lake All Season Fun
9.6 out of 10, Exceptional, (123)
"Wow, what a weekend! My wife had an idea to go away to Wisconsin and have a fishing weekend for just the two of us. We looked at ALL of the houses that fit into our price range and distance we wanted to travel...and were on a lake. This property won our lottey. The house was quirky, but awesome. If you are the type of person who needs ultra modern amenities and the best of everything...this house might not be for you. But if you like a place with indescribable personality, a good value,...
Lillibridge Lake Home on Tittle Lake/Long Lake All Season Fun
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
10.0 out of 10, Exceptional, (88)
"This is our third time staying at this location. Every time has been a positive experience. We love the close proximity to state parks and the nice backyard. The only negative was a neighbor who was doing concrete work while we were there. This was only one day thankfully and definitely not something the owners could have controlled. We would definitely stay at this cottage again. "
The price is SAR 563
SAR 673 total
includes taxes & fees
23 Sep - 24 Sep
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
Family-Friendly House: Walk to Lake Michigan!
9.8 out of 10, Exceptional, (12)
"Great little property, well equipped, couldn’t be closer to the Sheboygan harbor. "
Family-Friendly House: Walk to Lake Michigan!
NEW Three bedroom ranch style pet friendly home with a patio & theatre room!
10.0 out of 10, Exceptional, (16)
"We were only here for 2 nights, and the place was great very clean, we only wish our trip was longer."
NEW Three bedroom ranch style pet friendly home with a patio & theatre room!
Oostburg, WI, house on Lake Michigan
9.8 out of 10, Exceptional, (58)
"This cabin is a true gem. It has clearly been loved for generations and it was so nice to spend a week here with my family. The beach is perfection, tons of nice sand and the water is shallow and clear. We heard waves every night throughout the cabin. The kitchen is better stocked than most VRBOs and using the Revere Ware and well-seasoned cast iron pans was a fun cooking treat! The queen bed was comfortable and I usually struggle with rental beds. The twin beds seemed a bit too bouncy for my...
Oostburg, WI, house on Lake Michigan
The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced
10.0 out of 10, Exceptional, (11)
"We wish we could have spent more time at this wonderful house on a quiet street in Sheboygan, but were busy going to the races at Road America. Comfy beds and a well-equipped house. :)"
The price is SAR 488
SAR 1,308 total
includes taxes & fees
23 Oct - 24 Oct
The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced
5 Bedroom Modern House
9.6 out of 10, Exceptional, (9)
"Great location and rooms were very spacious. Plenty of room for our group of 9 and close to blue harbor and DT area. Very cute back patio. Property manager was very responsive. Would stay here again!"
5 Bedroom Modern House
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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.
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Other property types in Oostburg

Fall and Holiday dates still available at Beachdaze!
10.0 out of 10, Exceptional, (120)
"The east view over Lake Michigan is fantastic. The sun on the yard and through the windows in the morning, was great and we enjoyed breakfast looking at the water. The cottage was just the right size for the two of us mostly working remotely. Wi-Fi is excellent. The location is convenient to Sheboygan for dinners and area state parks for a hiking break. A perfect quiet retreat. "
Fall and Holiday dates still available at Beachdaze!
Large Unique & Artistic Lake Michigan Beach House / Awesome Game Room
9.6 out of 10, Exceptional, (178)
"We really enjoyed our stay. The house is beautiful and loved the lake access. Would definitely come back for another visit. "
Large Unique & Artistic Lake Michigan Beach House / Awesome Game Room
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
10.0 out of 10, Exceptional, (88)
"This is our third time staying at this location. Every time has been a positive experience. We love the close proximity to state parks and the nice backyard. The only negative was a neighbor who was doing concrete work while we were there. This was only one day thankfully and definitely not something the owners could have controlled. We would definitely stay at this cottage again. "
The price is SAR 563
SAR 673 total
includes taxes & fees
23 Sep - 24 Sep
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
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.