Sheboygan County Holiday Rentals

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Top Holiday Rentals Destinations in Sheboygan County

Grandstay Residential Suites Hotel - Sheboygan

2.5 star property
8.6 out of 10, Excellent, (934)
"Loved our stay"
The price is NZ$324
includes taxes & fees
29 June - 30 June
Grandstay Residential Suites Hotel - Sheboygan

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

9.8 out of 10, Exceptional, (241)
"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!

June dates available at SurfDaze!

10.0 out of 10, Exceptional, (103)
"This place was as advertised, the host was quick to answer any questions and provide recommendations. We plan on coming back when the weather is nicer to enjoy the outdoor spaces and the lake "
June dates available at SurfDaze!

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

9.6 out of 10, Exceptional, (194)
"Nice stay with lots to do. Could use a little tlc and upgrades but still it is a nice place to stay."
Large Unique & Artistic Lake Michigan Beach House / Awesome Game Room

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

8.0 out of 10, Very good, (1)
"My fiancé and I stayed here for the motoamerica weekend at road america. Great location if you’re looking for something last minute on the cheaper side. The apartment itself was just as pictured. Perfect for just a one night stay. If I had to complain about something, it would be that the bed was pretty uncomfortable. Other than that, we had a great time. Highly recommend ordering takeout from china star! "
The price is NZ$218
includes taxes & fees
30 June - 1 July
Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan

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

10.0 out of 10, Exceptional, (105)
"We had a group of business owners gather - and this was an ideal place. Lots of room to spread out and connect (and still have our own spaces), beautiful outdoors, and great location! "
Lake Michigan Home with gorgeous views, great spot for family or golf retreat

Private Beach on Lake Michigan: Oostburg Home

Private Beach on Lake Michigan: Oostburg Home

Lake House w/ 6-BR's, Sauna - Kohler-Andrae/Sheboygan

10.0 out of 10, Exceptional, (16)
"We had an amazing stay at this property. It was very clean, big, and had everything we needed. The outdoor area and easy access to the beach was perfect! We would definitely love to come back."
Lake House w/ 6-BR's, Sauna - Kohler-Andrae/Sheboygan

Give Dad a memorable Father’s Day Weekend in Wisconsin!

10.0 out of 10, Exceptional, (80)
"Great location"
Give Dad a memorable Father’s Day Weekend in Wisconsin!

Baronwood Oasis-Indoor Pool/Spa-Arcades-16beds-LUX

Baronwood Oasis-Indoor Pool/Spa-Arcades-16beds-LUX

Perfect Paradise - Lakeview Condo w/ 7 Beds, Jacuzzi, and Balcony

10.0 out of 10, Exceptional, (9)
"This is a great spot in this destination. Walking distance to a great Italian restaurant and the resort with arcade and waterpark."
Perfect Paradise - Lakeview Condo w/ 7 Beds, Jacuzzi, and Balcony

Pelican Point - Private Retreat - just 4 miles to downtown Sheboygan

Pelican Point - Private Retreat - just 4 miles to downtown Sheboygan

Sheboygan Getaway w/ Deck + On-Site Lake Access!

10.0 out of 10, Exceptional, (7)
"Beautiful lake views and slept 5 very comfortably! The decor is beautiful and comfortable and everything was very clean. I would definitely recommend anyone looking for a get away to check this apartment out, you won’t be disappointed!"
Sheboygan Getaway w/ Deck + On-Site Lake Access!

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

10.0 out of 10, Exceptional, (1)
"This listing was Amazing! My family was allowed to come together for a family vacation. We enjoyed proximity to Lake Michigan, easy check-in, amenities (ping pong and bicycles). Place is as advertised and the host is amazing!"
NEW! Charming 3BR/2BA Lake House in the Woods of the desirable Black River area

Victorian Inn Elkhart Lake Wisconsin

4.0 star property
8.0 out of 10, Very good, (2)
"Parking and entrance not lit, trash in refrigerator, volume didn’t work on tv, had to bring in patio furniture to have a place to sit comfortably, not enough outlets around the beds, and needed to ask for Wi-Fi password. Clean, nice shower, well stocked with towels and coffee, good location, host was responsive, nice pool and games area"
Victorian Inn Elkhart Lake Wisconsin

Beach Lake House walking disance to lake Close to Downtown & South Pier 4BR 2BA

9.8 out of 10, Exceptional, (7)
"The host were very accommodating and answered questions."
Beach Lake House walking disance to lake Close to Downtown & South Pier 4BR 2BA

REMODELED HOME ON LAKE MICHIGAN

10.0 out of 10, Exceptional, (151)
"Easy check in, very clean."
REMODELED HOME ON LAKE MICHIGAN

Plymouth Rock Camping Resort

2.0 star property
7.8 out of 10, Good, (32)
"Great friendly place with lots of activities to offer. "
Plymouth Rock Camping Resort

BeachDaze a Lake Michigan Property

10.0 out of 10, Exceptional, (132)
"My husband and I stayed here for a weekend to celebrate my birthday, and as soon as we got there we wanted to extend our stay! This is a wonderfully clean and well cared for home that had everything we needed. The views were amazing, and the fireplace was perfect for a cold March evening. Listening the waves and reading a book were just what we needed for a relaxing weekend. We hadn't left before we started looking into the listing to book our next trip to BeachDaze!"
BeachDaze a Lake Michigan Property

Coastal 3-BR Lower Near Lake MI and Downtown Sheboygan

10.0 out of 10, Exceptional, (1)
"Perfectly positioned! 5 minute drive or 15 minute walk from everything downtown. Quiet and relaxing, wonderful hosts!"
The price is NZ$337
includes taxes & fees
25 June - 26 June
Coastal 3-BR Lower Near Lake MI and Downtown Sheboygan
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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