Holiday Homes in Oostburg

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Check prices for these dates

In two weeks
30 Jan - 1 Feb
In two months
13 Mar - 15 Mar
In three months
10 Apr - 12 Apr
In four months
8 May - 10 May

Our top choices for Oostburg holiday homes

Children’s area

Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.

Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
Oostburg
10.0 out of 10, Exceptional, (119 reviews)
"Lovely place and quiet"
United States
grandma d.
The price is €131
includes taxes & fees
19 Jan - 20 Jan
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
Smart TV

3 Blocks from lake walk to Lake, guest house 1 BDRM full bath 4 min to downtown

3 Blocks from lake walk to Lake, guest house 1 BDRM full bath 4 min to downtown
Sheboygan
10.0 out of 10, Exceptional, (12 reviews)
"Great place to stay and even better hosts’. The house is conveniently located to everything we wanted to explore and was a great place to unwind after a long day. The host was very helpful and made sure we were settled in and having a good time. Would love to come back soon! "
United States
Riley W.
The price is €118
includes taxes & fees
19 Jan - 20 Jan
3 Blocks from lake walk to Lake, guest house 1 BDRM full bath 4 min to downtown
Living area

Cozy 1-bedroom house in Sheboygan walking distance to the lake and downtown.

Cozy 1-bedroom house in Sheboygan walking distance to the lake and downtown.
2.0 star property
Ellis Historical District
9.6 out of 10, Exceptional, (12 reviews)
"A warm and cozy place to stay. Beautifully decorated and friendly hosts. Would stay again anytime we’re in Sheboygan."
United States
Rebecca S.
The price is €136
includes taxes & fees
18 Jan - 19 Jan
Cozy 1-bedroom house in Sheboygan walking distance to the lake and downtown.
Dining

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

Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit
Sheboygan
10.0 out of 10, Exceptional, (6 reviews)
"4 forever friends getaway. Relaxation, eats and drinks with a little antique and thrift shopping"
United States
Stacy P.
The price is €152
includes taxes & fees
19 Jan - 20 Jan
Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit
Smart TV

Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city

Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city
Sheboygan
10.0 out of 10, Exceptional, (22 reviews)
"Wonderfully close to the lake. Sad there was no off street parking."
United States
Lucas T.
The price is €304
includes taxes & fees
18 Jan - 19 Jan
Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city
Fridge, microwave, oven, stovetop

The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced

The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced
Sheboygan
10.0 out of 10, Exceptional, (40 reviews)
"We absolutely loved our stay. Everything was so well stocked and comfortable. Perfect location near the lake. Between the fenced in yard for the dog and the little play area for the kids, it couldn’t have worked out better."
United States
Jean S.
The price is €320
includes taxes & fees
19 Jan - 20 Jan
The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced
Interior

Sheboygan Riverside Condo

Sheboygan Riverside Condo
2.0 star property
Sheboygan
The price is €196
includes taxes & fees
18 Jan - 19 Jan
Sheboygan Riverside Condo
Exterior

Charming 2-bedroom Lake House in West Bend

Charming 2-bedroom Lake House in West Bend
West Bend
10.0 out of 10, Exceptional, (20 reviews)
"This property was gorgeous! Views of Green Lake were stunning. It was all newly renovated and beautifully done. Everything we needed. Hope to get back soon! Highly recommend this beautiful home!"
United States
Kristi R.
The price is €266
includes taxes & fees
19 Jan - 20 Jan
Charming 2-bedroom Lake House in West Bend
Terrace/patio

Beautiful private home hidden in the woods. Can sleep 11 guests

Beautiful private home hidden in the woods. Can sleep 11 guests
Plymouth
10.0 out of 10, Exceptional, (14 reviews)
"Very clean and private property! "
United States
sherine m.
The price is €826
includes taxes & fees
28 Jan - 29 Jan
Beautiful private home hidden in the woods. Can sleep 11 guests
Exterior

The Esker Ridge Chalet, Pristine Elkhart Solitude

The Esker Ridge Chalet, Pristine Elkhart Solitude
Elkhart Lake
10.0 out of 10, Exceptional, (58 reviews)
"Great spot, super close to town (and the always great Off The Rail cafe). Clean and quiet. Used as a base for track time at Road America."
United States
Scott G.
The price is €239
includes taxes & fees
20 Jan - 21 Jan
The Esker Ridge Chalet, Pristine Elkhart Solitude
Fridge, microwave, oven, stovetop

Brand new Modern, 6 bedroom waterfront home on a beautiful Long Lake.

Brand new Modern, 6 bedroom waterfront home on a beautiful Long Lake.
2.0 star property
Campbellsport
The price is €1,148
includes taxes & fees
18 Jan - 19 Jan
Brand new Modern, 6 bedroom waterfront home on a beautiful Long Lake.
Spa

3 Min to Road America, outdoor deck, grill, & fire table

3 Min to Road America, outdoor deck, grill, & fire table
Plymouth
10.0 out of 10, Exceptional, (1 review)
"This place was perfect for our group. We were karting at Road America, and location was a little over a mile from the gate. Newly renovated and very nice. Hosts did lots of little things to add value to our stay. Plenty to do nearby. Kids loved the basement and yard, adults hung out on patio. Would definitely stay here again. "
United States
Matt W.
The price is €682
includes taxes & fees
28 Jan - 29 Jan
3 Min to Road America, outdoor deck, grill, & fire table
Dining

Road America, Elkhart Lake!

Road America, Elkhart Lake!
Elkhart Lake
7.0 out of 10, Good, (2 reviews)
The price is €320
includes taxes & fees
18 Jan - 19 Jan
Road America, Elkhart Lake!
Interior

Home Port Vacation Escape, Fireplace, Walk to Port Eats, Shops, and the lake

Home Port Vacation Escape, Fireplace, Walk to Port Eats, Shops, and the lake
Port Washington
10.0 out of 10, Exceptional, (5 reviews)
"Great property. Lots of updated appliances and amenities. Dave is a highly attentive owner. Would highly recommend this place!"
United States
Jane R.
The price is €482
includes taxes & fees
8 Feb - 9 Feb
Home Port Vacation Escape, Fireplace, Walk to Port Eats, Shops, and the lake
Fridge, microwave, oven, stovetop

Luxury Lake House-4Bed-2Bath-NEW Renovation 2023-Walk to Beach, Dining, & More.

Luxury Lake House-4Bed-2Bath-NEW Renovation 2023-Walk to Beach, Dining, & More.
Sheboygan
10.0 out of 10, Exceptional, (12 reviews)
"Everything was clean and spacious. Had a great time and would definitely stay again! "
United States
Brad T.
The price is €684
includes taxes & fees
18 Jan - 19 Jan
Luxury Lake House-4Bed-2Bath-NEW Renovation 2023-Walk to Beach, Dining, & More.
Interior

Stunning and Completely Remodeled Ranch Home! Walk to Downtown & Marina!

Stunning and Completely Remodeled Ranch Home! Walk to Downtown & Marina!
Port Washington
10.0 out of 10, Exceptional, (24 reviews)
"Beautiful property with tons of places to visit and a luxury feel to the house and yard. "
United States
McKenna S.
Stunning and Completely Remodeled Ranch Home! Walk to Downtown & Marina!
Terrace/patio

Spacious Property with Hot Tub, Jukebox, Sleeps 9

Spacious Property with Hot Tub, Jukebox, Sleeps 9
Cascade
10.0 out of 10, Exceptional, (34 reviews)
"This was my third time staying at this place. Pam is the ultimate host. Her place is always clean and very welcoming. She had all the necessary items to make s'mores. Her place is very family-friendly. I would highly recommend this place to anyone. My family and I are already looking forward to visiting again. "
United States
Roberta V.
The price is €479
includes taxes & fees
26 Jan - 27 Jan
Spacious Property with Hot Tub, Jukebox, Sleeps 9
Property grounds

5 min from Road America. Great yard and plenty of parking

5 min from Road America. Great yard and plenty of parking
Elkhart Lake
10.0 out of 10, Exceptional, (2 reviews)
" We enjoyed our stay very much. The house is lovely, spacious, and clean. The property is quite big and provides an excellent space to walk or room for younger children to play. Several family members enjoyed a walk about after our drive on Saturday. The house was perfect for our group, and the living room was our gathering place for Saturday evening as well as Sunday morning. We cooked our evening meal and our morning breakfast in the kitchen. The only minor issue was that our group had 9...
United States
Paul & Jacqleene M.
The price is €1,061
includes taxes & fees
1 Feb - 2 Feb
5 min from Road America. Great yard and plenty of parking
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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Top Oostburg Hotel Reviews

Watershed Hotel

Watershed Hotel

10/10 Excellent
"Both staff members I met were SO friendly & the small personal touches of the guidebooks and dining options in the rooms added so much! Will definitely return. "
Patricia 1-night trip
Posted 1 day ago
Watershed Hotel

Find out more about Oostburg

Oostburg Holiday Homes information

Number of reviews
379
Accommodation
200 Holiday Homes
Lowest Price
€118
Highest Price
€1,148