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Sheboygan Vacation Rentals

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45 rentals in Sheboygan.
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Seagull Beach Guest House, Lake Michigan Cottage On Private Beach

Rental Home
1 bedroom
2 bathrooms
Sleeps 4
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Newly Remodeled 2 Bed/2Bath Townhouse

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
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Lake Michigan home with gorgeous views, great spot for a family or golf retreat

Rental Home
5 bedrooms
3 bathrooms
Sleeps 12
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Directly on Lake Michigan! Last Minute Bookings Welcome!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
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REMODELED HOME ON LAKE MICHIGAN

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
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South Pier Luxury Condo

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Sheboygan Retreat in Black River

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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The River Bed - Condo sleeps 4 on west side

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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Beautiful Pier District Condo!

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
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Beach and Golf House

Rental Home
4 bedrooms
2 bathrooms
Sleeps 9
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Updated Sheboygan Home w/Porch<1 Mi to Beach

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Sheboygan Waterfront 3 Bedroom 2.5 Bathroom Home

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 7
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NEW! Midwest Coastal Gem, Walk to Lake Michigan!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
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NEW! Sheboygan Getaway w/Yard 1Mi to Lake Michigan

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
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BEACHVIEW GETAWAY

Rental Home
5 bedrooms
2 bathrooms
Sleeps 10
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NEW! Pet-Friendly House < 1 Mi to Lake Michigan!

Rental Home
4 bedrooms
1 bathroom
Sleeps 10
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REMODELED HOUSE ON LAKE MICHIGAN

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
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Historic Mansion Right on Lake Michigan!

Rental Home
9 bedrooms
9 bathrooms
Sleeps 25
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NEW! Quiet Apt < 1 Mi to Lake Michigan & Downtown!

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
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2BR, 2BA, Pet-friendly, Lower duplex w/finished basement + large backyard deck!

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 7
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BEACHSIDE GETAWAY

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
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Corporate Travelers

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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BEACHVIEW GETAWA

Rental Home
5 bedrooms
2 bathrooms
Sleeps 10
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Beautiful 3 Bedroom House - Close to Lake Michigan

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Beautiful 3 Bdroom Home - Close to Ryder Cup 2021 PGA Action and Lake Michigan

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
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Spacious & Peaceful Home in the heart of Sheboygan

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
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Private Guest Room 2E - East Room Close to Lake Michigan

Rental Home
1 bedroom
2 bathrooms
Sleeps 2
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REMODELED HOME OVERLOOKING LAKE MICHIGAN

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
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Ryder Cup 6.5 - Kohler 3.5 miles away

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
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Private Guest Room 1W - West Room Close to Lake Michigan

Private Room
1 bedroom
2 bathrooms
Sleeps 2
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Lake Michigan Shore - 160 Feet of lakeshore-Sleeps 12

Rental Home
5 bedrooms
3 bathrooms
Sleeps 12
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Whistling Straights 4 min, Blackwolf Run 7 min, Erin Hills 84 min, 3 Bedroom

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
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Ryder Cup 2021 gem: Modern luxury, close to all

Rental Home
3 bedrooms
4 bathrooms
Sleeps 10
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Ryder Cup 2021 -Country charm and close to everything

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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This House Puts You Right In the Middle of ALL Ryder Cup Action!

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
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Quiet and spacious home, close to downtown, the beach, and fantastic golfing.

Rental Home
4 bedrooms
4 bathrooms
Sleeps 12
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2020 Ryder Cup - Perfect Location includes tickets!

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
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This location is13 minutes from 2020 Ryder cup at Whistling straights. It's 2 b

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
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Ryder Cup 6.5 - Kohler 3.5 miles away

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
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2BR Lower Overlooking Kiwanis Park

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
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The perfect Ryder Cup Rental

Rental Home
5 bedrooms
3 bathrooms
Sleeps 8
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16 MIN FROM RYDERCUP Wooded Retreat

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
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Modern Ranch Home, minutes from Whistling Straits/Kohler/Sheboygan

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Ryder Cup 2021 - Home near Lake Michigan, 6 miles from Whistling Straits

Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
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Perfect location for Ryder Cup!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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