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Quaint Blast from the Past - walk to lake/8th st

Renovated 1930's home located in the historic downtown district within walking distance of breathtaking views of Lake Michigan, trails, parks, shopping, dining, Kohler Art Museum, Children's Museum and more! You will enjoy the 1200 square foot, two bedroom renovated upper unit of this historic home. Great care was taken to keep the old world charm. We know you will enjoy our "Blast from the Past" as you play records, tapes, and cd's. Send inquiry on big discounts on stays ore than 2 days!

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Family Friendly Riverfront Escape|HUGE Game Room

Welcome to The WAVE – your ideal family friendly retreat nestled along the scenic Sheboygan River, just minutes from the beaches of Lake Michigan. As you step into The WAVE, you'll be greeted by a tastefully designed interior featuring LUX furnishings that exude both style and coziness. The accommodations include a King Suite with a riverfront balcony and a Guest Room with 2 queen beds. Entertainment is taken to a whole new level with our 500 sq ft game room with a 130-inch projection screen.

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Modern Home Just 5 Minutes from Whistling Straits

My home is just minutes from Whistling Straits Golf, Road America, Lake Michigan, Parks, Hiking, Biking, Snowshoeing, and Cross Country Skiing. You’ll love my place as it's newly remodeled, modern & cozy. The kitchen and living areas have high ceilings, sky lights & new furniture. The large outdoor living area is perfect for social time. My favorite is the heated bathroom floors. My place is perfect for golfers, wedding groups, couples, business travelers, and families (with kids & dogs).

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Soak up the country vibe this summer in Waldo

Fully remodeled ranch house, that is nestled in the country, with over 2 plus acres of backyard with beautiful views of sunsets. Settled between Green Bay and Milwaukee, less than 20 miles to local attractions such as: Soul Winery, Parnell tower, Tiki Beach Resort, Road America, Kettle Moraine State Forest, Elkhart Lake, Harrington State Park, and Kohler Andrae State Park, and many local great supper clubs to get a bite to eat. Enjoy the country living vibe to reset from everyday life!

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Home Away From Home-One Block From Lake Michigan!

Amazing location close to all things beautiful in this spacious centrally-located pet friendly home. YouTube “Sheboygan AirBnb” to watch a thorough walkthrough! Walking distance from the beach, parks, downtown 8th street, also many golf courses nearby including Whistling Straights, multiple boat ramps, 16 miles from Road America, and so much more! Multiple room configurations available, pet friendly, fully fenced back yard, lots of parking, driveway should be able to fit most boats.

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Quiet Country Charm

Cozy barn loft with rustic charm. This newly renovated private loft sleeps 4 with the possibility of 1 or 2 more if you don’t mind sleeping on an air mattress. This room includes a bathroom with shower and small efficiency kitchen with microwave, coffee maker, and small refrigerator. The futon pulls out to a double bed. This relaxing local comes complete with barnyard animals for an authentic Wisconsin experience! You won’t forget the peaceful surroundings of this rustic destination.

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Coastal Vibe Near Lake MI & Downtown w/ Pack'nPlay

Welcome to the Coastal Comfort! Comfort: noun - a state of physical ease and freedom from pain or constraint Come in and unwind at our coastal 3 bedroom home near Downtown Sheboygan, Lake Michigan, Whistling Straits and Kohler/Andrae State Park. You can enjoy an evening at home with all your favorite streaming services, or head out to discover some of Sheboygan’s many hidden gems. If this unit is booked for your dates, send me a message to ask about our other available listings.

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Lovely modern two bedroom home with fire pit

Newly renovated two bedroom home just a mile from the beach and five star restaurants. Enjoy a game of golf at world class Whistling Straight. Car enthusiasts will love Elkhart Lake Road America. Salmon fishing the Great Lake Michigan or just have a relaxing time around the fire pit. There is a laundry with washer/dryer, steamer and folding table. Dogs under 30 pounds. No cats sorry. No smoking in the house. Ample street parking at the front door. Fire pit in back yard.

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Lake Michigan Beach Home by Frank Lloyd Wright pro

Beautiful view and sand beach on Lake Michigan completely private surrounded by mature white pine trees and cedar trees. The spacious home is fully equipped with an "eat in" kitchen, dining room and living room entertainment space, den with see thru log fired fireplace, screened in porch to accommodate additional eating space, large outdoor deck with grill and fire pit. A canoe and row boat are available for the boating enthusiast, with life jackets and other floating devices.

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Sheboygan Surf House "Jetties"

Located just 24 steps above Wisconsin's first Surf Shop, EOS Surf. Our Urban living oasis is a fully equipped studio apartment conveniently located in the heart of downtown, just steps from bars and restaurants and only blocks to Lake Michigan South Pier and Blue Harbor. Whether you are here for adventure sports like Surfing on the Great Lake, Kite boarding, charter fishing, a Wedding or leisure time SSH is perfect for you. Support Dog friendly

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Carriage House Sheboygan, Lake Mich beach access!

The Carriage House is the perfect getaway. Located in a beautiful historic neighborhood with Lake Michigan public beach access across the street, 100 yards away. Ideal for a family of four or an individual in town for business. Amenities have been thoughtfully placed to create the most comfortable and convenient stay for guests. We pride ourselves on ensuring you enjoy your stay with us and guarantee you'll love the neighborhood!

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The Blue Cobb House

My place is close to 20 minutes south of Elkhart Lake and Road America. You’ll love my place because of the outdoors space, the comfy bed, and the kitchen. My place is good for couples, solo adventurers, and business travelers. The Blue Cobb House is about 15 minutes from Kohler-Andrae State Park and 30 minutes from Harrington Beach State Park. The Kettle Moraine area is just to our west and it is filled with hiking trails.

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Sleeps 7{SPACIOUS}Pets Welcome!

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The Suncatcher -Steps from Lake - Fenced Yard

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The perfect location!

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Good VIBES on the Third Coast*CLOSE to Everything!

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3-Bedroom House with Attached Garage

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Beautiful Home Near Lake Michigan & Downtown

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Wake on the Lake - Minutes to Whistling Straights

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Private 3 bd country home 2 miles N of Kohler WI

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Resort Condo on Elkhart Lake

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Breezy Acre...Relaxing small family get a way.

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Country Cottage Indoor heated pool/Hot tub

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Stay in the heart of Elkhart Lake at Victorian Inn Resort

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The Queen Victoria Two Queen Suite

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First Floor Queen with Single Pull-out

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Resort Life 2 Queen Suite

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The Garden | Sheboygan 2 Br/1Ba, Pet Friendly

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North 7th Place - Entire Unit- 2 bedrooms

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Ellis District Urban Lake Condo

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Summer is Coming! Book BeachDaze Today!

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Vintage Sheboygan

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Bruno’s Riverside Pad

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Character filled 3 Bedroom Carriage House

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Modern Country Retreat

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