Oostburg Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
20 Feb - 22 Feb
In two months
3 Apr - 5 Apr
In three months
1 May - 3 May
In four months
29 May - 31 May

Our top choices for Oostburg holiday rentals

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, (121 reviews)
"Lovely place and quiet"
United States
grandma d.
The price is HK$914
HK$1,129 total
includes taxes & fees
10 Feb - 11 Feb
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
Lobby

Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan
2.5 star property
Downtown Sheboygan
8.6 out of 10, Excellent, (1,019 reviews)
"Great start!! Will be back!"
United States
Venir
The price is HK$870
HK$988 total
includes taxes & fees
16 Feb - 17 Feb
Grandstay Residential Suites Hotel - Sheboygan
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, (13 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 HK$461
HK$1,099 total
includes taxes & fees
16 Feb - 17 Feb
3 Blocks from lake walk to Lake, guest house 1 BDRM full bath 4 min to downtown
Dining

Quaint Blast from the Past - Walk to Lake Michigan, Riverwalk and 8th St Shops!

Quaint Blast from the Past - Walk to Lake Michigan, Riverwalk and 8th St Shops!
Downtown Sheboygan
10.0 out of 10, Exceptional, (11 reviews)
"The flat is gorgeous and in a fantastic location. "
United States
Sarah G.
The price is HK$668
HK$1,858 total
includes taxes & fees
9 Feb - 10 Feb
Quaint Blast from the Past - Walk to Lake Michigan, Riverwalk and 8th St Shops!
3 bedrooms, desk, iron/ironing board, travel cot

Coastal 3-BR Lower Near Lake MI and Downtown Sheboygan

Coastal 3-BR Lower Near Lake MI and Downtown Sheboygan
Sheboygan
9.2 out of 10, Wonderful, (10 reviews)
"Coastal Comfort was very clean, pleasantly decorated and comfortable. It is within driving distance to the lake as well as restaurants in Sheboygan. Perfect stay for the two of us. "
United States
Kim K.
The price is HK$675
HK$1,298 total
includes taxes & fees
8 Feb - 9 Feb
Coastal 3-BR Lower Near Lake MI and Downtown Sheboygan
3 bedrooms, iron/ironing board, travel cot, WiFi

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

Beachy 3-bedroom upper with WiFi and AC minutes from Lake Michigan
Sheboygan
10.0 out of 10, Exceptional, (1 review)
"In town for family celebration. This was a convenient location to my parent’s home! Thanks!"
United States
Shelly E.
The price is HK$633
HK$1,250 total
includes taxes & fees
9 Feb - 10 Feb
Beachy 3-bedroom upper with WiFi and AC minutes from Lake Michigan
Interior

Eclectic 3-BR Lower w King Bed & Pack-n-Play & Fire Pit near Lake MI

Eclectic 3-BR Lower w King Bed & Pack-n-Play & Fire Pit near Lake MI
Sheboygan
10.0 out of 10, Exceptional, (4 reviews)
"Very clean and good location; nice place for our dog; we would definitely stay again if the opportunity presents itself."
United States
Stephanie K.
The price is HK$703
HK$1,330 total
includes taxes & fees
8 Feb - 9 Feb
Eclectic 3-BR Lower w King Bed & Pack-n-Play & Fire Pit near Lake MI
Exterior

Logan Ave Holiday House - Upper

Logan Ave Holiday House - Upper
Sheboygan
9.4 out of 10, Exceptional, (3 reviews)
"We had a great stay here during the boat races. The host was so nice and left us local cheese & beer to welcome us to the house/city. We would definitely stay here again!"
United States
MELISSA C.
The price is HK$703
HK$2,306 total
includes taxes & fees
10 Feb - 11 Feb
Logan Ave Holiday House - Upper
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, (24 reviews)
"Wonderfully close to the lake. Sad there was no off street parking."
United States
Lucas T.
The price is HK$984
HK$2,802 total
includes taxes & fees
7 Feb - 8 Feb
Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city
Exterior

Grace Adventure House, Family/Fido Friendly 2 Bedroom, Sleeps 8, Walk to Port.

Grace Adventure House, Family/Fido Friendly 2 Bedroom, Sleeps 8, Walk to Port.
Port Washington
10.0 out of 10, Exceptional, (26 reviews)
"Easy check in and check out!"
United States
Yvonne V.
The price is HK$818
HK$1,896 total
includes taxes & fees
11 Feb - 12 Feb
Grace Adventure House, Family/Fido Friendly 2 Bedroom, Sleeps 8, Walk to Port.
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.
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 HK$898
HK$1,197 total
includes taxes & fees
6 Feb - 7 Feb
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 HK$802
HK$1,442 total
includes taxes & fees
10 Feb - 11 Feb
Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit
1 bedroom, WiFi

Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan

Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan
Ellis Historical District
9.8 out of 10, Exceptional, (24 reviews)
"Great place! Nice location and very comfortable. "
United States
Jana F.
The price is HK$742
HK$1,020 total
includes taxes & fees
7 Feb - 8 Feb
Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan
Interior

Large Backyard, Walk to Hospital: Sheboygan Abode!

Large Backyard, Walk to Hospital: Sheboygan Abode!
3.0 star property
Sheboygan
The price is HK$1,195
HK$3,199 total
includes taxes & fees
17 Feb - 18 Feb
Large Backyard, Walk to Hospital: Sheboygan Abode!
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 HK$899
HK$2,988 total
includes taxes & fees
9 Feb - 10 Feb
The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced
3 bedrooms, desk, iron/ironing board, travel cot

Sleeps 7{SPACIOUS}Pets Welcome!

Sleeps 7{SPACIOUS}Pets Welcome!
Sheboygan
9.4 out of 10, Exceptional, (3 reviews)
"Great location and amenities. Would definitely book again!"
United States
Elizabeth S.
The price is HK$918
HK$2,701 total
includes taxes & fees
25 Feb - 26 Feb
Sleeps 7{SPACIOUS}Pets Welcome!
Exterior

Be Still & Know, Luxury Apartment with Fireplace. Walk to Port, Lake, and Shops

Be Still & Know, Luxury Apartment with Fireplace. Walk to Port, Lake, and Shops
Port Washington
10.0 out of 10, Exceptional, (39 reviews)
"Beautiful home! Close to the cutest little downtown area and the water. "
United States
Jennifer G.
The price is HK$928
HK$2,171 total
includes taxes & fees
8 Feb - 9 Feb
Be Still & Know, Luxury Apartment with Fireplace. Walk to Port, Lake, and Shops
Exterior

Charming studio apartment - Perfect location for the outdoor explorer

Charming studio apartment - Perfect location for the outdoor explorer
Kewaskum
9.8 out of 10, Exceptional, (8 reviews)
"Perfect location friendly accommodating hosts!"
United States
steven s.
The price is HK$1,181
HK$2,308 total
includes taxes & fees
19 Feb - 20 Feb
Charming studio apartment - Perfect location for the outdoor explorer
TV

The Beach town bungalow

The Beach town bungalow
Sheboygan
The price is HK$797
HK$1,587 total
includes taxes & fees
8 Feb - 9 Feb
The Beach town bungalow
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 HK$6,250
HK$7,533 total
includes taxes & fees
8 Feb - 9 Feb
Beautiful private home hidden in the woods. Can sleep 11 guests
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.
View all properties
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

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

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

10/10 Excellent
"Wayne and Amy went above and beyond. This place is absolutely darling and they were there for anything we needed. Loved it. "
Paige J. 1-night trip
Posted 7 days ago
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.

Find out more about Oostburg

Search for holiday rentals in Oostburg on Expedia! You can easily find your home rentals, villas, holiday apartments in Oostburg using one of the methods below:

  • View our selection of featured holiday rentals in Oostburg
  • Use the map to find apartments and other holiday homes in the Oostburg neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Oostburg while they last

Look no further and take a look at our great range of rental properties in Oostburg!

Frequently asked questions

Can I find holiday rentals in Oostburg?

Yes, there are holiday rentals close to the most popular sights in Oostburg, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Oostburg has to offer?

Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.: This highly rated holiday home rental in Oostburg is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Kick off your shoes and enjoy yourself with a garden and a selection of games. Some other homes for rent in Oostburg include Large Unique & Artistic Lake Michigan Beachfront House with Awesome Game Room and Outdoor Sauna | 6-BR's | Kohler-Andrae.

How many holiday rentals will I find in Oostburg?

With 21 Expedia holiday rentals, you're guaranteed to find just the right place for your Oostburg stay.

What can I see and do in Oostburg?

Lake Michigan and Cedar Grove Hawk Research Station State Natural Area are a couple of scenic spots to enjoy the outdoors, whereas Whispering Pines Amphitheater is one of the cultural attractions. Kohler-Andrae State Park and Oostburg Public Library are other places to visit while you're in town.

What are holiday rentals like in Oostburg?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Oostburg. Holiday rentals offer extras such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from shared hotel lifts and bustling concierge desks while still allowing you to travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for a family trip or a small group gathering.