Best price vacation rentals in Sheboygan, WI, USA • 150 Listings
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Sheboygan, WI, USA Vacation Rentals | 

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5.0 (76)
RIVER RIDGE - LUXURIOUS GETAWAY, LARGE GROUPS ★★★★★
Up to 12 guests
Vrbo$282
Airbnb$373
Average Nightly Rate
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5.0 (1)
NEW! Sheboygan Villa - Steps to Lake Michigan!
Up to 8 guests
Airbnb$173
Average Nightly Rate
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5.0 (15)
Updated Victorian in the Heart of Sheboygan. Beach, Downtown, Golf, Road America
Up to 9 guests
Airbnb$236
Vrbo$274
Average Nightly Rate
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5.0 (5)
Social distance at SunDaze; Close to Sheboygans Downtown, Lakefront, and Harbor!
Up to 6 guests
Vrbo$179
Airbnb$183
Average Nightly Rate
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5.0 (9)
*Good Vibes on the Third Coast*
Up to 6 guests
Airbnb$144
Vrbo$170
Average Nightly Rate
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5.0 (8)
Classic brick charmer close to lake, river, and downtown!
Up to 6 guests
Airbnb$174
Vrbo$244
Average Nightly Rate
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5.0 (122)
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
Up to 6 guests
Airbnb$124
Vrbo$124
Average Nightly Rate

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5.0 (34)
Walk to beach, restaurants, shops! Historic charm with updated amenities
Up to 8 guests
Airbnb$214
Vrbo$214
Average Nightly Rate
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5.0 (130)
BEACHSIDE GETAWAY IN SHEBOYAN
Up to 4 guests
Airbnb$108
Vrbo$134
Average Nightly Rate

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5.0 (10)
BEACHVIEW GETAWAY
Up to 10 guests
Airbnb$200
Vrbo$221
Average Nightly Rate
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5.0 (153)
Cozy Entire Private Lake Michigan Beach Home in Oostburg, WI
Up to 6 guests
Airbnb$295
Vrbo$295
Average Nightly Rate
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5.0 (22)
Farmhouse Designed Apt With Entertainment Room
Up to 6 guests
Airbnb$141
Vrbo$141
Average Nightly Rate
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5.0 (229)
REMODELED HOME ON LAKE MICHIGAN
Up to 7 guests
Vrbo$191
Airbnb$199
Average Nightly Rate
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5.0 (20)
Pet-Friendly Sheboygan Home, 1 Mi to Lake Michigan
Up to 10 guests
Airbnb$269
Vrbo$513
Average Nightly Rate
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4.9 (51)
260 Feet of Sandy Lake Michigan Beachfront
Up to 10 guests
Vrbo$249
Airbnb$294
Average Nightly Rate
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4.9 (32)
Midwest Gem: Family Home Steps to Lake Michigan!
Up to 8 guests
Vrbo$211
Airbnb$225
Average Nightly Rate
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4.9 (100)
Secluded Sanctuary with Beach and Woods
Up to 4 guests
Vrbo$301
Airbnb$303
Average Nightly Rate
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4.9 (47)
Updated Sheboygan Home w/Porch<1 Mi to Beach
Up to 7 guests
Airbnb$200
Vrbo$342
Average Nightly Rate
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4.9 (19)
Sheboygan Getaway w/ Yard: 1 Mi to Lake Michigan
Up to 6 guests
Airbnb$146
Vrbo$292
Average Nightly Rate
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4.7 (21)
Golf and Lake Get-a-Way near Sheboy/Elkhart Lake/Whistling Straits-WINTER RATES!
Up to 6 guests
Airbnb$150
Vrbo$150
Average Nightly Rate
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4.5 (2)
Spectacular Lake Michigan house just steps to the water
Up to 10 guests
Vrbo$1,000
Airbnb$1,250
Average Nightly Rate
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0.0 (0)
ABOVE RYDER CUP I Perfect Location I Spacious I
Up to 12 guests
Airbnb$3,427
Vrbo$3,599
Average Nightly Rate
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0.0 (0)
Sheboygan Marina 2br Upper-AVAILABLE FOR RYDER CUP
Up to 4 guests
Airbnb$127
Vrbo$175
Average Nightly Rate
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0.0 (0)
"Pine Dunes Cabin" near Kohler w/ Lake Michigan Beach Access
Up to 8 guests
Airbnb$355
Vrbo$413
Average Nightly Rate
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5.0 (28)
Close to Lake Michigan and downtown Sheboygan
Up to 8 guests
Airbnb$200
Average Nightly Rate
  1. United States
  2. Wisconsin
  3. Sheboygan Vacation Rental Price Comparison

Compare Airbnb vs. Booking.com vs. Vrbo prices for vacation rentals in Sheboygan, WI, USA

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