Sheboygan Vacation Rentals
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123 rentals in Sheboygan.
COMFY, COZY, and CONVENIENT!!
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Seagull Beach Guest House, Lake Michigan Cottage On Private Beach
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Beach front luxury spacious villa !
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Amazing interior remodel for 7 in quiet safe walkable central neighborhood
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Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!
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Lake Michigan Home with gorgeous views, great spot for family or golf retreat
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Sheboygan Waterfront 3 Bedroom 2.5 Bathroom Home
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2 bed/2 bath Townhouse on a Quiet cul de sac with backyard views and a Hot tub
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Beach and Golf House
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Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city
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Riverfront Townhome with GIANT Rec Room and Private Riverfront Deck
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Conveniently located in beautiful Sheboygan!
Rental Home
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Cozy 2 bd home, minutes from lake Michigan
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Cute Quiet Neighborhood Hideway
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3 Bedroom lower unit -Brand New Remodel
Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Just 75 steps from the sand and shore of Lake Michigan!
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Cottage in the Woods walk to Lake Michigan!
Rental Home
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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2BR Duplex Lower Overlooking Kiwanis Park
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2BR Spacious Upper, Overlooking Kiwanis Park, Close to Everything!
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3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Logan Ave Holiday House - Upper
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Classic brick charmer close to lake, river, and downtown!
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Luxurious artistic 2 bed - 2 bath Condo; feel like living by the Coast!
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2BR, 1.5BA, Pet-friendly, Lower duplex w/finished basement + large backyard!
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Beach House on the shores of Lake Michigan Near downtown Sheboygan
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3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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The Cottage at Beachfront Lane!
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Beautiful 3BR Home Near Lake MI
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3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Downtown Sheboygan Apartment w/ Private Deck!
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Modern Ranch Home, minutes from Whistling Straits/Kohler/Sheboygan
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Top Floor Condo With Lake Michigan Views Throughout!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Family-Friendly House: Walk to Lake Michigan!
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Family Home, 1 Block to Lake Michigan Beach!
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Good Vibes on the Third Coast
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Centrally located house minutes away from the lake, golfing, & Road America.
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Lovely classic 2 blocks from Lake Michigan
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Modern Cabin, private wooded lot with lake access
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Lake Orchard Farm Cottage
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The perfect Ryder Cup Rental
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5 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Wander Back Inn to Sheboygan
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Sheboygan Home w/ Views of Lake & Lighthouse!
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Malibu of the Midwest Condo steps from the Lake
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LUXE Manor with Modern, Elegant Vibes
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*NEW* Beautiful & Convenient!
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Cozy and private 3 bedroom unit located a few blocks from downtown Sheboygan.
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'Beautiful Day Getaway' - Lake Michigan Views
Condo/Apartment
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Riverwalk Retreat - Overlooking Sheboygan River!
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BEACHSIDE GETAWAY IN SHEBOYGAN
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LUX Uptown Escape - The Trester
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New King Park Beach Lookout Deluxe! 3BR Right at Lake!
Rental Home
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Remodeled Cape Cod within steps of Lake Michigan
Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Lovely Lake Lookout - Steps to Lake Michigan!
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Showing results 1-50 of 123
Frequently Asked Questions about Sheboygan
- Yes, here are some popular vacation rentals in Sheboygan that have a pool:
- COMFY, COZY, and CONVENIENT!!
- Seagull Beach Guest House, Lake Michigan Cottage On Private Beach
- Beach front luxury spacious villa !
- Yes, here are some popular vacation rentals in Sheboygan that have internet access:
- COMFY, COZY, and CONVENIENT!!
- Seagull Beach Guest House, Lake Michigan Cottage On Private Beach
- Beach front luxury spacious villa !
- The best pet friendly rentals in Sheboygan are:
- Amazing interior remodel for 7 in quiet safe walkable central neighborhood
- Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!
- 2 bed/2 bath Townhouse on a Quiet cul de sac with backyard views and a Hot tub
- Some of the most popular kid friendly rentals in Sheboygan are:
- COMFY, COZY, and CONVENIENT!!
- Seagull Beach Guest House, Lake Michigan Cottage On Private Beach
- Beach front luxury spacious villa !
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