Sheboygan holiday rentals

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Best Sheboygan vacation rentals

These are the best prices for 10-11 Jun.
Dog-Friendly Sheboygan Home - 1 Mi to Town! - Sheboygan - Living room
Dog-Friendly Sheboygan Home - 1 Mi to Town!
Sheboygan, WI, United States
9.9Wonderful(17)
House
R3 041+
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Pet-Friendly Sheboygan Home, 1 Mi to Lake Michigan - Sheboygan - Living room
Pet-Friendly Sheboygan Home, 1 Mi to Lake Michigan
Sheboygan, WI, United States
9.8Wonderful(13)
House
R6 974+
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Updated Sheboygan Home w/ Porch 1 Mi to Beach - Sheboygan - Balcony
Updated Sheboygan Home w/ Porch 1 Mi to Beach
Sheboygan, WI, United States
9.6Wonderful(23)
House
R5 420+
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Family Home, 1 Block to Lake Michigan Beach! - Sheboygan - Bedroom
Family Home, 1 Block to Lake Michigan Beach!
Sheboygan, WI, United States
9.7Wonderful(16)
House
R7 503+
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Remodeled Home On Lake Michigan - Sheboygan - Living room
Remodeled Home On Lake Michigan
Sheboygan, WI, United States
9.7Wonderful(35)
House
R9 172+
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Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan - Sheboygan - Living room
Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan
Sheboygan, WI, United States
9.6Wonderful(20)
Apartment
R2 165+
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Spacious Home Near Lake MI w Fire Pit - Sheboygan - Bedroom
Spacious Home Near Lake MI w Fire Pit
Sheboygan, WI, United States
9.8Wonderful(14)
House
R6 263+
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Quaint Blast from the Past - Walk to Lake Michigan, Riverwalk and 8th St Shops! - Sheboygan - Bedroom
Quaint Blast from the Past - Walk to Lake Michigan, Riverwalk and 8th St Shops!
Sheboygan, WI, United States
9.8Wonderful(10)
Apartment
R4 875+
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Overlook Oasis - Coastal Haven in Ellis District - Sheboygan - Bedroom
Overlook Oasis - Coastal Haven in Ellis District
Sheboygan, WI, United States
10Wonderful(3)
Apartment
R6 032+
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Coastal 3-Br Lower Near Lake MI And Downtown Sheboygan - Sheboygan - Living room
Coastal 3-Br Lower Near Lake MI And Downtown Sheboygan
Sheboygan, WI, United States
9.7Wonderful(8)
Apartment
R5 503+
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Sheboygan Waterfront 3 Bedroom 2.5 Bathroom Home - Sheboygan - Building
Sheboygan Waterfront 3 Bedroom 2.5 Bathroom Home
Sheboygan, WI, United States
9.7Wonderful(87)
Condo
R7 172+
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Lake Breeze on 11th - Sheboygan - Living room
Lake Breeze on 11th
Sheboygan, WI, United States
9.4Wonderful(11)
House
R3 652+
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Beach front luxury spacious villa ! - Sheboygan - Bedroom
Beach front luxury spacious villa !
Sheboygan, WI, United States
9.8Wonderful(48)
Villa
R10 180+
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Lake Michigan Home with gorgeous views, great spot for family or golf retreat - Sheboygan - Balcony
Lake Michigan Home with gorgeous views, great spot for family or golf retreat
Sheboygan, WI, United States
9.8Wonderful(61)
House
R15 798+
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Luxe Manor With Modern, Elegant Vibes - Sheboygan - Living room
Luxe Manor With Modern, Elegant Vibes
Sheboygan, WI, United States
9.8Wonderful(10)
House
R9 981+
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2 Mi to Dtwn: Studio Suite in Sheboygan - Sheboygan
2 Mi to Dtwn: Studio Suite in Sheboygan
Sheboygan, WI, United States
9.0Wonderful(3)
Apartment
R3 140+
Check availability
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KAYAK's top tips for finding Sheboygan holiday rental deals

  • Holiday rentals in Sheboygan are around 17% cheaper than hotels on average. Search here to compare prices for all accommodation types in Sheboygan.
  • The best holiday rental properties in Sheboygan are Seagull Beach Guest House, Unique Lake Michigan Cottage on private beach (10,0, 99 reviews), Beach front luxury spacious villa ! (9,8, 48), and Lake Michigan Home with gorgeous views, great spot for family or golf retreat (9,8, 61), based on ratings and reviews from real travellers.

FAQs when booking a holiday home in Sheboygan

  • What types of holiday rentals are available in Sheboygan?

    There are loads of different property types that you can make your holiday home in Sheboygan. You’ll find apartments, cabins, condos, cottages, houses, campsites, homestays and villas.

  • Are there any pet-friendly holiday rentals in Sheboygan?

    There are a number of dog and pet-friendly Sheboygan holiday rentals, with around 23% allowing you to bring your pet along with you.

  • How much is a holiday rental in Sheboygan for tonight?

    In the last 72 hours, users have found Sheboygan holiday rentals for tonight for as low as R4 682. Search here for similar prices

  • How much is a holiday rental in Sheboygan for this weekend?

    In the last 72 hours, users have found Sheboygan holiday rentals for this weekend for as low as R3 453 per night. Search here for similar prices

  • How can I find holiday rentals near me in Sheboygan?

    Take a look at our holiday rentals map to find the best holiday rental homes near you.

Where to stay in Sheboygan?

Our map will help you find the perfect place to stay in Sheboygan by showing you the exact location of each holiday rental.

Everything you need to know for your stay in Sheboygan