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Sheboygan
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Vacation Rentals and House Rentals in Sheboygan, WI
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Air Conditioning (42)
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Kid friendly (39)
Elder access (8)
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Boat Available (6)
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Distance from
1 mi
45 rentals
in Sheboygan.
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Seagull Beach Guest House, Lake Michigan Cottage On Private Beach
180 reviews
Rental Home
1 bedroom
2 bathrooms
Sleeps 4
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Newly Remodeled 2 Bed/2Bath Townhouse
99 reviews
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
45 reviews
Rental Home
5 bedrooms
3 bathrooms
Sleeps 12
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Directly on Lake Michigan! Last Minute Bookings Welcome!
156 reviews
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
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REMODELED HOME ON LAKE MICHIGAN
124 reviews
Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
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South Pier Luxury Condo
81 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Sheboygan Retreat in Black River
72 reviews
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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The River Bed - Condo sleeps 4 on west side
23 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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Beautiful Pier District Condo!
54 reviews
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
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Beach and Golf House
25 reviews
Rental Home
4 bedrooms
2 bathrooms
Sleeps 9
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Updated Sheboygan Home w/Porch<1 Mi to Beach
23 reviews
Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
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Sheboygan Waterfront 3 Bedroom 2.5 Bathroom Home
23 reviews
Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 7
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NEW! Midwest Coastal Gem, Walk to Lake Michigan!
12 reviews
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
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NEW! Sheboygan Getaway w/Yard 1Mi to Lake Michigan
11 reviews
Rental Home
2 bedrooms
1 bathroom
Sleeps 6
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BEACHVIEW GETAWAY
7 reviews
Rental Home
5 bedrooms
2 bathrooms
Sleeps 10
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NEW! Pet-Friendly House < 1 Mi to Lake Michigan!
5 reviews
Rental Home
4 bedrooms
1 bathroom
Sleeps 10
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REMODELED HOUSE ON LAKE MICHIGAN
2 reviews
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
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Historic Mansion Right on Lake Michigan!
1 review
Rental Home
9 bedrooms
9 bathrooms
Sleeps 25
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NEW! Quiet Apt < 1 Mi to Lake Michigan & Downtown!
5 reviews
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
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2BR, 2BA, Pet-friendly, Lower duplex w/finished basement + large backyard deck!
6 reviews
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 7
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BEACHSIDE GETAWAY
1 review
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
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Corporate Travelers
1 review
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
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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
3 reviews
Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
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Spacious & Peaceful Home in the heart of Sheboygan
4 reviews
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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1
Frequently Asked Questions about Sheboygan
Do any vacation rentals in Sheboygan have a pool?
Yes, here are some popular vacation rentals in Sheboygan that have a pool:\n
\n
Historic Mansion Right on Lake Michigan!
\n
REMODELED HOUSE ON LAKE MICHIGAN
\n
Whistling Straights 4 min, Blackwolf Run 7 min, Erin Hills 84 min, 3 Bedroom
\n
\n
See all vacation rentals with a pool in Sheboygan on Tripadvisor
Do any vacation rentals in Sheboygan have internet access?
Yes, here are some popular vacation rentals in Sheboygan that have internet access:\n
\n
Historic Mansion Right on Lake Michigan!
\n
REMODELED HOUSE ON LAKE MICHIGAN
\n
Whistling Straights 4 min, Blackwolf Run 7 min, Erin Hills 84 min, 3 Bedroom
\n
\n
See all vacation rentals in Sheboygan on Tripadvisor
What are the best pet friendly rentals in Sheboygan?
The best pet friendly rentals in Sheboygan are:\n
\n
Beautiful 3 Bedroom House - Close to Lake Michigan
\n
Private Guest Room 1W - West Room Close to Lake Michigan
\n
Private Guest Room 2E - East Room Close to Lake Michigan
\n
\n
See all pet friendly vacation rentals in Sheboygan on Tripadvisor
What are some great rentals in Sheboygan that are kid friendly?
Some of the most popular kid friendly rentals in Sheboygan are:\n
\n
Historic Mansion Right on Lake Michigan!
\n
REMODELED HOUSE ON LAKE MICHIGAN
\n
Whistling Straights 4 min, Blackwolf Run 7 min, Erin Hills 84 min, 3 Bedroom
\n
\n
See all kid friendly vacation rentals in Sheboygan on Tripadvisor