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Sheboygan House Rentals

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    Don't let other travellers get your favourite Sheboygan area holiday rental. You're so close to securing your perfect getaway. Book today.
    13 Matching Rentals in the Sheboygan AreaView all 18 rentals
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    Lake Shore House on Lake Michigan! Dog Friendly!1 / 7
    (15)Excellent
    Sheboygan
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Lake Michigan by Whistling Straits1 / 17
    (1)Excellent
    Sheboygan
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    REMODELED HOUSE ON LAKE MICHIGAN1 / 18
    (2)Very good
    Sheboygan
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Sheboygan
    2 Bedrooms, 1 Bathroom, Sleeps 9 Quick View
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    Amenities & Details
    • Patio
    • Grill
    • Waterfront
    • Washer
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to the gorgeous bluffs of Sheboygan's Lake Michigan waterfront! Our lakefront home is perfect for a romantic getaway, girls weekend, golf trip, or fun family vacation year round. Close to town, shops, bars & restaurants! Our eastern facing, sun-filled lake house with picture windows is...
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    Location Information
    Sheboygan, Wisconsin 53081
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 9
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    Sheboygan
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Air Conditioning
    • Private Garden
    • Parking
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 2200 sq ft cozy house is perfectly located within minutes from Lake Michigan,Road America,Memorial hospital, and three highly rated golf courses (Whistling Straits 6 miles 10 min drive, Blackwolf Run 5.9 miles 13 min drive, and the The Bull 9 miles 15 min drive). Downtown Sheboygan is a 5...
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    Sheboygan, Wisconsin 53083
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Sheboygan
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    3 Bedrooms and 1.5 Baths in this two story brick home. Located about one mile south of downtown Sheboygan on a bluff overlooking the beautiful Lake Michigan. Just enter Sheboygan, WI 53081 in any search engine and you can easily figure out how far things are away. There is no direct access to the...
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    Sheboygan, Wisconsin 53081
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Sheboygan
    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Private Garden
    • Wi-Fi
    • Parking
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a beautifully, remodelled 4-bedroom home. It is close to Sheboygan's best restaurants and less than a 3 minutes drive from Lake Michigan, Kohler Resort & Spa and Blue Harbor Resort. The master bedroom is an en suite with a dual access bathroom and a queen sized bed. On the upper floor is...
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    Location Information
    Sheboygan, Wisconsin 53081
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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    The following rentals are within 30 kilometres of Sheboygan.
    Aspen House - Private, peaceful country home near Elkhart Lake1 / 32
    (11)Excellent
    Elkhart Lake
    3 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Parking
    • Wi-Fi
    • Grill
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Private Garden
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 August 2017
    We loved this house. Inside the house is beautiful and well appointed, everything one could need. We really enjoyed the quiet and the beautiful view out of each window. Nothing...
    Reviewed 2 August 2017
    We've been traveling to Elkhart Lake for years. The condo we used to rent was sold, so we had to find new accommodations.The pictures looked good on Trip Advisor. Everything...
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    About this property
    Get away from it all in my quiet and very private country home near Elkhart Lake, WI. You'll be minutes away from Road America, the scenic Kettle Moraine State Forest, the Sheboygan Marsh and lookout tower, a public beach, three world famous golf courses (two PGA Women's Open tournaments were held...
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    Elkhart Lake, Wisconsin 53020
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 5
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    Glenbeulah
    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    4 Bedroom, 2 Bathroom, Sleeps 7 Make yourself comfortable in this large Victorian home! It has four spacious bedrooms with two full baths and is the ultimate family retreat or vacation getaway with a group of friends. Master has a king size bed, other bedrooms consist of a queen size beds, and...
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    Glenbeulah, Wisconsin 53023
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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    Oostburg
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Aunt Dot’s accommodates 6 overnight guests, and is charming by all accounts. It feels restful the minute you walk in the door. There are 3 bedrooms, 2 baths, a kitchen ready to use, and a living room with a beautiful stone fireplace, well-stocked bookshelves and a picture window overlooking Lake...
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    Location Information
    Oostburg, Wisconsin 53070
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    RESToration House1 / 12
    (1)Very good
    Cleveland
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Grill
    • Waterfront
    • Parking
    • Private Garden
    • DVD Player
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy this beautiful location near Beautiful Lake Michigan. 3/4 mile walk or bike to the Lake. Bikes for use available. House is loacted 5 minutes from Whistling straits, great place to stay for PGA tour! Other nearby attractions: Destination Kohler- 18minutes Lambeau Field (Home of Green Bay...
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    Location Information
    Cleveland, Wisconsin 53015
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Elkhart Lake
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Balcony
    • Terrace
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Looking for an incredible lake adventure in the Badger State? Experience the beauty of Wisconsin by staying at this Elkhart Lake Townhouse that offers 3-bedrooms, 1.5-bathrooms, and enough room to comfortably sleep 8 guests! Located a block from the beach and full of modern amenities including...
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    Location Information
    Elkhart Lake, Wisconsin 53020
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Oostburg
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • Patio
    • Cable/satellite TV
    • Grill
    • Parking
    • Wi-Fi
    • DVD Player
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the breathtaking sunrises and awe-inspiring views of Lake Michigan from our year-round home. Our private and quiet setting is a relaxing getaway for two or a great family vacation. Our architecturally designed mid century year-round home has breathtaking views of the lake from every room from...
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    Location Information
    Oostburg, Wisconsin 53070
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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