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Compare 178 Vacation Homes in Oostburg with updated reviews, rates, and availability.

Lillibridge Lake Home on Tittle Lake/Long Lake All Season Fun

9.6 out of 10, Exceptional, (129)
"This home had everything we needed for a relaxing family stay. We played games in front of the fire and exercised our dog in the (surprise!) fenced-in backyard. "
Lillibridge Lake Home on Tittle Lake/Long Lake All Season Fun

Perfect Rating DT Home! Walk to Beach, Eats and More! 5 Min. to Road America!

10.0 out of 10, Exceptional, (71)
"We love staying here and will be back next year!"
Perfect Rating DT Home! Walk to Beach, Eats and More! 5 Min. to Road America!

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

9.8 out of 10, Exceptional, (232)
"Great stay. Great location. Easy communication. "
Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!

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

10.0 out of 10, Exceptional, (19)
"Jessica was very helpful and communicative! Place was just as expected! Place was very clean! "
The price is SAR 451
SAR 1,262 total
includes taxes & fees
6 Jan - 7 January 2025
The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced

Cozy Cape Cod Home

10.0 out of 10, Exceptional, (25)
"This is a wonderful location and place. The neighborhood was alive with little trick or treaters when we got here. The home is adorable. The bedrooms are large and comfortable. The bathroom is beautiful. The kitchen is stocked with coffee!!! "
Cozy Cape Cod Home

Just completed new home focused on luxury, cleanliness, and convenient locatio

10.0 out of 10, Exceptional, (40)
"We were fortunate enough to stay while the leaves were changing for fall and everything in the area was just beautiful. Beds were quite comfortable, and I slept well. Easy check in/out, couldn't ask for a better place to stay."
Just completed new home focused on luxury, cleanliness, and convenient locatio

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

10.0 out of 10, Exceptional, (96)
"We had an amazing girl's weekend at the cottage. The home was immaculate and we loved that it was walking distance to the beach. It was the perfect size for us and it was even decorated for the holidays. We would definitely stay again if we were in the area!"
The price is SAR 451
SAR 555 total
includes taxes & fees
6 Jan - 7 January 2025
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.

Beautiful country home (3800 sq ft) on 4 acres with river frontage - 8 beds!

10.0 out of 10, Exceptional, (72)
"Great place to get away and relax and enjoy fall weather. House has everything you could need for the family. Very clean and well kept. Plenty of entertainment options and just 12 minutes from things to do around the area. Very close for golfers as well. Really enjoyed our time and the home."
Beautiful country home (3800 sq ft) on 4 acres with river frontage - 8 beds!

NEW Three bedroom ranch style pet friendly home with a patio & theatre room!

10.0 out of 10, Exceptional, (25)
"We had a family event and the layout of the house and its location were just right. We loved the home theater and game rooms. The kitchen is well stocked and very functional. The location is quiet. It is outfitted for pets- right down to dog bowls. The hosts are super responsive!"
NEW Three bedroom ranch style pet friendly home with a patio & theatre room!

Dog-Friendly Sheboygan Home - 1 Mi to Town!

9.8 out of 10, Exceptional, (7)
"We just stayed there a few weeks ago and when we left we said we would definitely stay here again! Well equipped, exceptionally clean, and well located. Nice yard in the back for doggies, and the treats were nice! Management was very accommodating and easy to communicate with. Rick Doerr "
Dog-Friendly Sheboygan Home - 1 Mi to Town!

Riverfront Sheboygan Townhome w/ Grill!

10.0 out of 10, Exceptional, (12)
"Super cute, clean, fully stocked condo. Owners thought of everything!!! The beds were comfortable. Would highly recommend staying here"
Riverfront Sheboygan Townhome w/ Grill!

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

10.0 out of 10, Exceptional, (11)
"This is a lovely home in a quiet neighborhood. Everything was very clean and orderly. Lots of space to spread out in the house. The host was very responsive. I highly recommend this place and would stay here again. Top Notch!"
Stunning and Completely Remodeled Ranch Home! Walk to Downtown & Marina!

The Links! - Luxury Golf Retreat with Golf Simulator

The Links! - Luxury Golf Retreat with Golf Simulator

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

9.4 out of 10, Exceptional, (183)
"We rented the house for a family trip. The house is large and has plenty of room for all. The house is in a perfect spot to watch the morning sunrise. It was nice to sit outside and use the fire pit. You can't beat the view at this house. The owner answers questions and is nice. We could recommend staying at this house."
Large Unique & Artistic Lake Michigan Beach House / Awesome Game Room

REMODELED HOME ON LAKE MICHIGAN

10.0 out of 10, Exceptional, (146)
"Great place"
REMODELED HOME ON LAKE MICHIGAN

6 Bedroom house on 7 acres

9.6 out of 10, Exceptional, (25)
"House was perfect for our large group. Lots of space to hang out together, but then plenty of private bedrooms. Especially enjoyed the large firepit and open kitchen."
6 Bedroom house on 7 acres

4 Bedroom Beachfront Condo - Fantastic Lake View

10.0 out of 10, Exceptional, (61)
"Start to finish an excellent experience! "
4 Bedroom Beachfront Condo - Fantastic Lake View

Oostburg,WI Beach front, Lake Michigan

9.8 out of 10, Exceptional, (61)
"I didn’t leave for 4 days except to take long walks with my dog. It was very relaxing and so quiet. This is the fourth year that my dog and I have been here and we will be back again next year! So nice to have a lot of beach to walk on."
Oostburg,WI Beach front, Lake Michigan

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

Historical Lodge in Elkhart Lake with Hot Tub

9.8 out of 10, Exceptional, (6)
"This location was awesome. it exceeded our expectations. had well working games in the basement including pinball machines. The bathroom very clean. hot tub very clean and worked like brand new. I couldn't recommend this place enough! thank you for sharing your home with us!!"
Historical Lodge in Elkhart Lake with Hot Tub
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

Winter dates still available at Beachdaze!

10.0 out of 10, Exceptional, (124)
"We had such a wonderful time! The home was just perfect for the 4 of us- and with unexpected summer weather during a short fall weekend. The views and beach were incredible! It was so comfortable and clean, and had all the necessities and some extras. We look forward to coming back!"
Winter dates still available at Beachdaze!

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

9.4 out of 10, Exceptional, (183)
"We rented the house for a family trip. The house is large and has plenty of room for all. The house is in a perfect spot to watch the morning sunrise. It was nice to sit outside and use the fire pit. You can't beat the view at this house. The owner answers questions and is nice. We could recommend staying at this house."
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, (96)
"We had an amazing girl's weekend at the cottage. The home was immaculate and we loved that it was walking distance to the beach. It was the perfect size for us and it was even decorated for the holidays. We would definitely stay again if we were in the area!"
The price is SAR 451
SAR 555 total
includes taxes & fees
6 Jan - 7 January 2025
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.