Home Vacation Home Rentals By Owner In Sheboygan, WI

Showing 60 Of 63 Vacation Rentals
Slider Thumb
Exceptional(6)

$1165.78

/ Nightly
Private Vacation Home

Lakeview Farm | Beach · Hot Tub · Theater · Views

Sheboygan, Wisconsin, United States

Lakeview Farm · 6BR · Sleeps 14brbr Private Lake Michigan beach—your private oasisbr Theater w/ laser projector, surround sound & reclinersbr Arcade: Golden Tee, bumper pool, foosball, PS5 + morebr Hot tub, fireplaces, screened porch, & wet barbr 6 bedrooms + nursery · 5 baths · perfect for familiesbr Chef’s kitchen, wildflower meadow, and epic lake viewsbrbrBook your lakefront escape with Wisconsin Getaways! brbrWelcome to Lakeview Farm brbrPrivate Beach • Movie Theater • Hot Tub • 5,500 sq ft Luxury Lakefront EscapebrbrbrJust 2 miles from iconic Whistling Straits and perched directly on Lake Michigan, Lakeview Farm is a brand-new luxury home that redefines the lakeside getaway. This one-of-a-kind 5,500 sq ft masterpiece offers private beach access, a private movie theater, stunning water views from nearly every room, and high-end finishes throughout. Whether you`re planning a golf weekend, a family vacation, or a peaceful escape into nature—Lakeview Farm delivers a five-star experience like no other.brbr ️ Bedrooms & Sleeping Arrangements (Sleeps 14)brbrThis home is perfect for large families or groups, with 6 total bedrooms across the main home and a private mother-in-law suite.brbrMain House BedroomsbrbrBedroom 1 (Main Floor): King bed, ensuite bathroom with soaking tub & walk-in showerbrbrNursery Room: Crib for little ones brbrBedroom 2 (Upper Level): Queen bed with ensuite bathroom (shower/tub combo)brbrBedroom 3 (Upper Level): Queen bed with Jack-and-Jill bathroom (shared)brbrBedroom 4 (Upper Level): Two twin beds, shares bathroom with Bedroom 3brbrBedroom 5 (Lower Level): Two twin bunk beds (4 beds total), near full bathroom with tub/showerbrbrbrDetached Mother-in-Law Suite (accessed through the garage)brbrBedroom 6: Queen bed, private ensuite, kitchenette, and deck with lake views brbrFresh linens, plush bedding, and quality mattresses ensure everyone sleeps in comfort.brbrbr ️ Living, Kitchen & Dining SpacesbrbrWalk in and be greeted by panoramic Lake Michigan views across the open living room, dining area, and chef’s kitchen:brbrFully equipped kitchen with high-end appliances and massive islandbrbrDining space with seating for the whole groupbrbrLiving room with large windows and cozy furnishingsbrbrSunroom with a huge gas fireplace and views over the wildflower meadow and lakebrbrScreened-in porch for morning coffee or evening winebrbrbr Entertainment GalorebrbrThe lower level is a full entertainment zone designed for fun:brbrWet bar for mixing your favorite drinks brbrPrivate movie theater with professional laser projector, surround sound, and theater seating brbrGame room featuring:brbrTornado Foosball tablebrbrClassic bumper poolbrbrCommercial Golden TeebrbrStand-up arcade with 1,000+ gamesbrbrPlayStation 5 gaming setupbrbrbr Outdoor ExperiencebrbrA major investment in excavation work means you get your own private beach, with no homes in sight. Spend the day listening to the waves, walking the shoreline, or dipping your toes into Lake Michigan.brbrPrivate trail down to the beachbrbrWeber Genesis propane grill for cookoutsbrbrBrand new hot tub with a lake view brbrDecks with seating, screened porch, and outdoor dining spacebrbrWildflower meadow in the front for seasonal color brbrbr Prime Locationbrbr2 miles to Whistling Straits Golf Course ⛳brbr11 miles to the Village of Kohler for dining, spa, and shopsbrbr17 miles to Road America brbrOn scenic Lakeshore Drive, offering beautiful drives year-roundbrbrbr A Note on LandscapingbrbrAs this is a brand new construction, landscaping was completed in June 2025. The lawn has been freshly seeded and will be fully green by September. All amenities, including the beach, hot tub, and decks, are fully accessible and ready for your stay.brbrLakeview Farm is not just a place to stay—it’s a place to make memories. With space, style, and solitude, this one-of-a-kind home is your basecamp for everything Sheboygan County has to offer. brbr Important — Guest Verification Required After BookingbrbrTo ensure a smooth and secure stay, all reservations complete a quick post-booking verification directly with Wisconsin Getaways. This secure step is completed outside of the platform and includes:brbr Providing a valid driver’s license or government-issued ID for the primary guestbr✍️ Signing our standard rental agreement directly with the HostbrbrThese items simply reaffirm the house rules shown here and do not override Airbnb or Vrbo’s Terms. Once completed, you’ll receive your arrival instructions—property address, parking details, and door codes—typically two weeks before check-in.brbr Quiet Community SettingbrbrMany of our homes are located in peaceful lakefront and residential neighborhoods. Guests love the tranquility, and we ask everyone to be mindful of neighbors and keep outdoor noise low, especially in the evenings. This helps maintain the relaxing atmosphere our properties are known for.brbr House Standards (Must Be Followed)brbrTo keep our homes and communities in excellent condition, the following expectations are firmly enforced:brbr Stay within posted occupancy limitsbr Maintain respectful noise levelsbr No external speakers or outdoor music of any kindbr No unauthorized gatherings or eventsbr No indoor smoking ($600 violation)br Guests may bring a total of up to 6 vehicles. When a garage is available, it must be used to help limit the number of cars in the driveway. Absolutely no street parking is allowed at any time.brbrThese guidelines ensure every guest enjoys the high-quality, peaceful experience Wisconsin Getaways is known for.brbrIn alignment with our ongoing commitment to guest safety and comfort, this property has been inspected and approved as a lodging establishment by the Wisconsin Department of Agriculture, Trade and Consumer Protection. brbrFollow @WisconsinGetaways for updates, specials, and new property launches.br Important — Guest Verification Required After BookingbrbrTo ensure a smooth and secure stay, all reservations complete a quick post-booking verification directly with Wisconsin Getaways. This secure step is completed outside of the platform and includes:brbr Providing a valid driver’s license or government-issued ID for the primary guestbr✍️ Signing our standard rental agreement directly with the HostbrbrThese items simply reaffirm the house rules shown here and do not override Airbnb or Vrbo’s Terms. Once completed, you’ll receive your arrival instructions—property address, parking details, and door codes—typically two weeks before check-in.brbr Quiet Community SettingbrbrMany of our homes are located in peaceful lakefront and residential neighborhoods. Guests love the tranquility, and we ask everyone to be mindful of neighbors and keep outdoor noise low, especially in the evenings. This helps maintain the relaxing atmosphere our properties are known for.brbr House Standards (Must Be Followed)brbrTo keep our homes and communities in excellent condition, the following expectations are firmly enforced:brbr Stay within posted occupancy limits (including visitors)br Maintain respectful noise levels (neighbors should not hear yelling or cursing at any time)br No outdoor speakers or amplified music (leave your speakers at home)br No unauthorized gatherings or eventsbr No indoor smoking ($600 violation)br Guests may bring a total of up to 6 vehicles. When a garage is available, it must be used to help limit the number of cars in the driveway. Absolutely no street parking is allowed at any time.brbrThese guidelines ensure every guest enjoys the high-quality, peaceful experience Wisconsin Getaways is known for.
Bed 6

Bed

Bath 5

Bath

Sleep 14

Sleeps

Slider Thumb
Exceptional(16)

$408.58

/ Nightly
Private Vacation Home

Spacious Sheboygan Home w/ Grill & Fire Pit!

Sheboygan, Wisconsin, United States

Escape the mundane and discover Lake Michigan bliss at this 5-bedroom, 3-bathroom Sheboygan vacation rental! Start your mornings off by sipping coffee and enjoying a meal made in the full kitchen, then venture out to explore downtown’s eateries, take in the scenic views from nearby lighthouses, or hit the links at Whistling Straits Golf Course. Come evening, return home to fire up the grill and recount the day’s memories beside the wood-burning stove. Adventure for all is just around the corner!brbr-- THE PROPERTY --brbrNear Whistling Straits Golf Course | Pet Friendly w/ Fee | Charcoal Grill | 3,800 Sq FtbrbrPerfect for golfers, Great Lakes lovers, and groups of friends, this Sheboygan home has everything you need for a blissful Wisconsin getaway!brbrBedroom 1: King Bed | Bedroom 2: Queen Bed, Full Sleeper Sofa | Bedroom 3: Queen Bed | Bedroom 4: Queen Bed | Bedroom 5: Queen Bed | Office: Twin/Full Bunk BedbrbrINDOOR LIVING: Smart TVs, DVD player, stereo, wood-burning stove, ceiling fans, board games, arcade game, gym equipment, high chair, breakfast bar brOUTDOOR LIVING: Screened-in porches, fire pit, outdoor seating areasbrKITCHEN: Fully equipped, stainless steel appliances, drip coffee maker, Crockpot, microwave, toaster, blender, ice maker, water filter, dishware/flatware, spices, basic cooking essentialsbrGENERAL: Free WiFi, central heating, window A/C units, washer/dryer, laundry detergent, iron/ironing board, towels/linens, hair dryers, complimentary toiletries, trash bags/paper towels brFAQ: Step-free access, pet fee (paid pre-trip)brPARKING: Driveway (7 vehicles), RV/trailer parking availablebrADDT’L ACCOMMODATIONS: An additional 4-bedroom property for 8 guests is available nearby with a separate nightly rate. If you would like to reserve both rentals, please inquire for more information prior to bookingbrbr-- THE LOCATION --brbrFAMILY FUN: Above & Beyond Children’s Museum (5.4 miles), John Michael Kohler Arts Center (5.7 miles), Bookworm Gardens (7.4 miles), Kohler Design Center (7.5 miles), Road America (13.7 miles), Sheboygan Marsh Tower (16.4 miles), Lambeau Field (58.1 miles)brOUTDOOR REC: Quarry Beach Adventure Park and Water Sports (4.3 miles), Vollrath Park (5.1 miles), Deland Park (6.1 miles), Sheboygan Breakwater Lighthouse (6.1 miles), Breaker Bay Water Park (6.7 miles), Kohler Park Dunes State Natural Area (11.6 miles), Kohler-Andrae State Park (11.7 miles) brGOLF COURSES: Whistling Straits Golf Course (1.8 miles), Black Wolf Run Golf Course (8.6 miles), The Bull at Pinehurst Farms Golf Course (11.0 miles)brEVENTS: Ryder Cup - Whistling Straits Golf Course (September), Democratic National Convention - Milwaukee (August)brDINING & SHOPPING: Craft30 (5.0 miles), 3 Sheeps Brewing Company (3.9 miles), Downtown Sheboygan (5.5 miles), Downtown Kohler (7.8 miles), Downtown Milwaukee (61.6 miles)brAIRPORT: General Mitchell International Airport (69.4 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- Pet friendly w/ $50 fee (+ fees & taxes, 3 max)br- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-in
Bed 5

Bed

Bath 3

Bath

Sleep 10

Sleeps

Slider Thumb
Exceptional(6)

$294.0

/ Nightly
Private Vacation Home

Steps from Lake Michigan: North Point Place

Sheboygan, Wisconsin, United States

Conveniently located for adventure and relaxation along the lakeshore and beyond, this historic home is steps away from Lake Michigan, ½ mile from North Beach, and less than 2 miles from Sheboygan’s Riverfront and Marina. Take advantage of the many activities our Great Lake has to offer. Or enjoy a beverage on the porch, hear the waves, catch a sunrise, and watch the world go by and spend some quality time with family and friends in the back yard or comfortable living spaces. brbrBuilt in 1925 and located in the historic North Point Neighborhood, this two-story, four-bedroom, one bath home is locally owned and newly renovated throughout. Three bedrooms are located on the second floor and feature queen beds. The office is located on the main floor and has a single bed. The spotless bathroom is located upstairs on the second floor and has been upgraded with a new shower/tub and fixtures. The fully stocked kitchen has been updated with new appliances. This home has contemporary furnishings and modern conveniences such as Wi-Fi, central air conditioning, and Smart TVs, yet retains its old-world charm with gorgeous hardwood floors, original woodwork, unique walk-in closets, and a formal dining room complete with a chandelier and tin ceiling. Lots of windows give this old beauty a light and airy feeling. brbrFeeling adventurous Lake Michigan has a lot to offer such as surfing, sailing, swimming, diving, paddle boarding, kayaking, or fishing. How about a leisurely stroll or bike ride along Sheboygan’s beautiful Lakefront Trail Finish the day with a bonfire on the beach. All this and more right outside your door. brbrIf you’re looking to explore beyond the lake, you’re only 1 block from Vollrath Park where you can enjoy pickleball, tennis, frisbee golf, basketball, and sledding, 1 mile from downtown shops, restaurants, pubs, and museums, a 15-minute drive to championship-caliber golfing at Whistling Straits and Black Wolf Run, a 10 to 20-minute drive to hiking, mountain biking, cross-country skiing, and snowshoeing at Kohler-Andrea State Park, Evergreen Park and Maywood Environmental Park, a 20-minute drive to racing events at Road America, and a 1-hour drive to Milwaukee or Green Bay. The area has something for everyone, and North Point Place can be your perfect home base.
Bed 3

Bed

Bath 1

Bath

Sleep 7

Sleeps

Slider Thumb
Exceptional(14)

$169.49

/ Nightly
Private Vacation Home

Lake Breeze on 11th

Sheboygan, Wisconsin, United States

Sheboygan has lots to offer & our place is perfect for your homebase. The lakefront, Sunrise, End, & Vollrath park are just 7 blocks away. The historic downtown, area golf courses, Road America, & Kohler are all a short drive away. Come stay at this large, vibrant, comfy 2 bedroom home. Tastefully furnished with a bright, warm, beach like feel. The home is stocked with amenities to make your stay memorable, including an eclectic DVD’s, plenty of board games & record player. Come make memories!brbrComfy, cozy yet spacious rooms with tasteful furnishings and lots of closets. Light, bright, clean, & safe. This is a nice quiet street only 7 blocks from Lake Michigan & Sunrise Park. End Park with its aquatic splash pad is only 2 blocks away (kiddos dream ). brbrThere are 2 spacious bedrooms upstairs. The master has a king-sized bed, a lovely upper porch, & 2 enormous walk-in closets. Watch the winter sunrise from your pillow in the east bedroom, in the summer its enveloped in privacy by the large trees in the front of the house. This room has a queen size bed with lots of fluffy blankets. Both rooms have new mattresses and high-quality cotton sheets. Upstairs has a nice toy room to keep the kiddos happy and occupied, giving mom and dad a chance to enjoy each other .brbrThe first floor has a generous, light filled living room with a 55 TV, high speed internet/Wi-Fi included. Living room includes 2 different pull out sleeping options. Right out the front door is a front porch with a 2-seat glider to rock while you watch the world go by. Plenty of friendly people walk & may stop to say hello. The dining room has an impressive chandelier over a large dining table with 5 chairs. There is a well-equipped kitchen, with a coffee maker, high-quality stainless-steel pots and pans, a full-sized glass-top electric stove. The west facing bedroom has a second floor walkout balcony with cast aluminum patio set. There is central heat and central air in 1100 square foot home. Outside is a cute little semiprivate yard with outdoor seating. This home is located just 7 blocks from the beautiful shores of Lake Michigan.brbrYou will also be close to many restaurants, 3 Sheep's Brewery, Evergreen Park, the Quarry, there are plenty of shops, art, entertainment, and activities indoors and outdoors. Sheboygan has many bike trails, frisbee golf, sun rises at North Point, walk to the light house or take it all in at Bar 43 at the Sheboygan Marina. We can accommodate you.brbrPerfect spot for NFL Draft, Lambeau Field, Road America Races, PGA golf events and Wisconsin Fun!
Bed 2

Bed

Bath 1

Bath

Sleep 7

Sleeps

Slider Thumb
Exceptional(51)

$269.92

/ Nightly
Private Vacation Home

Updated Sheboygan Home w/ Porch < 1 Mi to Beach

Sheboygan, Wisconsin, United States

Discover contemporary comfort right beside Lake Michigan’s coast with a trip to this 3-bedroom, 2-bathroom Sheboygan vacation rental! The recently remodeled home boasts a brick fireplace, a fully equipped kitchen, and a spacious deck to enjoy! When you’re not relaxing at home, you can take a breezy walk down to the lakefront beach. With an abundance of unique local shops, eateries, and museums nearby, plus frequent festivals and farmers markets in the area, there’s entertainment for everyone!brbr-- THE PROPERTY --brbr1,400 Sq Ft | Brick Fireplace | Private Covered Porch | 0.7 Mi to Deland ParkbrbrBedroom 1: Queen Bed | Bedroom 2: Queen Bed | Bedroom 3: Twin/Full Bunk BedbrbrOUTDOOR LIVING (shared): Patio w/ seating, gas grill (propane provided), fenced-in yardbrINDOOR LIVING: Flat-screen TV, clawfoot soaker tub, rain-head shower, ceiling fans, 10-foot ceilings, hardwood floorsbrKITCHEN: Stainless steel appliances, granite countertops, cooking basics, dishware/flatware, dishwasher, stove/oven, refrigerator, microwave, drip coffee maker, toaster, ice makerbrGENERAL: Free WiFi, linens/towels, washer/dryer, complimentary toiletries, central air conditioning & heating, iron/board, clothes hangers, hair dryer, trash bags/paper towelsbrFAQ: Stairs required to access, 2 exterior security cameras (outward facing), quiet hours (10:00 PM-8:00 AM)brPARKING: Driveway (1 vehicle), free street parkingbrADDT’L ACCOMMODATIONS: Two additional properties are available on-site, each with separate nightly rates: two 1-bedroom units for 2 guests each. If you would like to reserve multiple rentals, please inquire for more information prior to bookingbrbr-- THE LOCATION --brbrFAMILY ACTIVITIES: Above & Beyond Children’s Museum (0.3 miles), John Michael Kohler Arts Center (0.5 miles), Breaker Bay Water Park (2 miles), Bookworm Gardens (3 miles), Kohler Design Center (5 miles), Road America (17 miles), Sheboygan Marsh Tower (20 miles), Lambeau Field (64 miles)brOPT OUTSIDE: Deland Park (Lake Michigan, 0.7 miles), Sheboygan Breakwater Lighthouse (0.8 miles), Vollrath Park (0.9 miles), South Side Municipal Beach (2 miles), Quarry Beach Adventure Park and Water Sports (3 miles), Kohler Park Dunes State Natural Area (7 miles), Kohler-Andrae State Park (7 miles)brHIT THE FAIRWAYS: Blackwolf Run Golf Course (5 miles), Whistling Straits Golf Course (7 miles), The Bull at Pinehurst Farms Golf Course (8 miles)brEVENTS: Ryder Cup - Whistling Straits Golf Course (September, 7 miles), Democratic National Convention - Milwaukee (August, ~ 60 miles, location varies)brFOOD & SHOPS: Downtown Sheboygan (0.1 miles), Craft30 (0.3 miles), 3 Sheeps Brewing Company (2 miles), Downtown Kohler (5 miles), Downtown Milwaukee (59 miles)brAIRPORT: General Mitchell International Airport (66 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: Your safety matters. This property features 2 exterior security cameras. Camera 1 is located at the front of the house, facing the front porch and yard. Camera 2 is located at the side of the house facing the walkway. They do not look into any interior spaces. The cameras record video and sound when activated by motionbr- NOTE: There are other bookable vacation rentals on-site with some shared amenities; other travelers may be present during your staybr- NOTE: The property requires stairs to accessbr- NOTE: Please observe quiet hours from 10:00 PM to 8:00 AM
Bed 3

Bed

Bath 2

Bath

Sleep 7

Sleeps

Slider Thumb
Exceptional(37)

$1276.88

/ Nightly
Private Vacation Home

Luxury Home Historic location 4BR-3 FullBath- Walk 3 min beach, 10 to downtown

Sheboygan, Wisconsin, United States

✿ Welcome to Lakeside Legacy House, located in the historic district of Sheboygan. brbrThis spacious luxury home sits so close to Lake Michigan that, when the windows are open, you can feel the lake breezes and hear the waves crashing! Just minutes from the beach and centrally located to restaurants, shopping, golf, and other local attractions, the home offers the perfect blend of relaxation and convenience. brbrBeautifully appointed with 4 bedrooms and 3 full bathrooms. Lakeside Legacy comfortably sleeps 9 and is perfect for families or groups. brbr♦︎WALK OR BIKE TO LOCAL FAVORITESbrbr• 3-minute walk to Deland Park beachbr• 3-minute bike ride to the farmer's marketbr• 4-minute bike ride to the YMCAbr• 5-minute walk the Sheboygan Yacht Clubbr• 10-minute walk to downtown shops and restaurantsbr• 10-minute walk to Citi Green to hear music in the parkbr• 14-min walk to the John Michael Kohler Arts Centerbr• 25-min walk to the North Pier and Lighthousebrbr♦︎ SHORT DRIVE TO AREA ATTRACTIONSbrbr• Several world-class golf courses - 14 minutesbr• Kohler-Andrea State Park - 15 minutesbr• Road America - 25 minutesbr• Elkhart Lake - 30 minutesbrbr☗ THE HOMEbrbr☀︎ SUNROOM + LIVING SPACESbrbrFilled with natural light and surrounded by windows, the sunroom is the perfect place to relax after a day at the beach or golf course. The oversized sectional offers deep, comfortable seating ideal for gathering with family and friends.brbrA separate living room provides an additional space to unwind, with large TVs in both rooms for entertainment and streaming.brbr☀︎ KITCHEN + PANTRYbrbrThe spacious chef’s kitchen features premium appliances, quartz countertops, and everything needed to prepare meals at home or pack a picnic for the beach.brbrAdjacent to the kitchen is a newly renovated walk-in pantry and laundry area with plenty of storage for extended stays. Guests also have access to additional small appliances, a coffee station with Keurig and drip coffee maker, and family-friendly dining essentials.brbrHigh chair provided.br br☀︎ DINING ROOMbrbrThe open-concept dining room is anchored by a cozy fireplace and comfortably seats 8–10 guests, making it ideal for shared meals, conversation, and gathering together.brbr☀︎ BEDROOMS | SLEEPS 9brbrAll four bedrooms feature new furnishings, luxury bedding, premium mattresses, organic linens, ceiling fans, and TVs.brbr• Main level king bedroom with nearby full bathroombr• Upper-level primary king suite with spa-inspired en suite bathroombr• Upper-level king bedroom with shared bathroombr• Upper-level queen bedroom with XL twin trundle and shared bathroombrbrPack ’n Play provided.brbrbr☀︎ BATHROOMS | 3 FULL BATHSbrbrAll bathrooms are beautifully updated with thoughtful finishes and amenities.brbr• Main-level fully renovated bathroom with anti-fog LED mirrorbr• Upper-level primary en suite featuring a Kohler infinity-edge soaking tub and spa showerbr• Upper-level renovated shared bathroom with anti-fog LED mirrorbrbrbr☀︎ WORKSPACE +OFFICEbrbrPerfect for remote work or extended stays, the home includes two dedicated workspaces with desks and office chairs, along with an additional monitor and wireless printer for guest use.brbr☀︎ FAMILY-FRIENDLY AMENITIESbrbrFamilies traveling with children will appreciate the selection of toys, books, games, and kid-friendly essentials available throughout the home.brbr☀︎ BACKYARD + OUTDOOR LIVINGbrbrThe backyard is fully enclosed with historic cast iron fencing and designed for relaxing outdoor gatherings.brbrEnjoy:br• A shaded louvered pergolabr• Outdoor dining for 8–10 guestsbr• Fire table with seating for 4, and ambient string lightingbr• Gas grill for outdoor cookingbrbrBeach towels, floats, coolers, beach chairs, toys, and additional beach gear are all provided for guest use.brbr☀︎ GARAGE + FREE EV CHARGINGbrbrThe home offers ample parking in the garage, driveway, and on the street.brbrGuests also enjoy complimentary use of the hardwired 50-amp ChargePoint EV charger located inside the garage — no apps or activation required.brbrFor exploring Sheboygan, guests have access to:br• 4 bikes with baskets and locksbr• 2 sets of Pickleball equipment (8 racquets)br• Cornhole and additional outdoor gamesbrbr★ HOUSE DETAILSbrbr• Primary guest booking the property must be at least 25 years old and remain onsite during the staybr• No pets allowedbr• No parties or events permittedbr• Maximum of 4 additional visitors not included on reservation without prior approvalbr• No smoking or vaping permitted anywhere on the propertybr• Professionally cleaned with hospital-grade cleaning supplies
Bed 4

Bed

Bath 3

Bath

Sleep 9

Sleeps

Slider Thumb
Exceptional(84)

$2606.38

/ Nightly
Private Vacation Home

Summer plans Beat the crowds and get the dates you want!

Sheboygan, Wisconsin, United States

The 10,000 square foot Castino Lakeview Mansion sits high atop a bluff with uninterrupted breathtaking views of Lake Michigan, complete with the lighthouse, hearty surfers, sailboats and sunrises. Just steps down the hillside stairs and across a grassy stretch lie an expansive beach and park, with sand volleyball nets and a playground, public restrooms in case you don't want to run back to the house, and tennis and pickleball courts on the next block. The area also hosts a variety of local festivals. Fireworks displays can be viewed from the veranda--best seat in town! brbrThe house combines the feel of yesteryear's opulence with all the modern amenities. “Vintage Living, Modern Luxury,” as described in a recent novel. The home was built in 1912 by coal and shipping baron JP Reiss on the Great Lakes, who spared no expense. The features include mahogany trim, barreled dining room ceiling, and ornamental plasters, along with iron, stone and brickwork. It wouldn't be right to have such a classy home sit stark and devoid of hominess, so despite the risk of breakage (we’re very lenient on returning damage deposits--things happen) the house is fully furnished according to the feel of its heyday, with ample decorations for your viewing and using pleasure. Surprisingly, the historical decorative items are much safer from little hands than one would think at first glance since most are out of reach on mantles or hung on walls. However, you’re welcome to temporarily move things to other locations if it makes you breathe easier (as long as you return things to their original places). If you’re a minimalist, this is definitely not how you’ve decorated your home, but why not enjoy the Downton Abbey feel temporarily for a change of pace Want a classy formal dinner in the elegant dining room Our wedding crystal and china are there to enhance the experience. Feel like having a spot of tea in the parlor Focus on the grand piano and ignore the big screen TV. We truly want you to make yourselves at home and fully enjoy the experience. Basically anything that’s within easy access is fair game for usage. brbrThere are 10 bedrooms in the main house, including a bunk room for the kiddos, plus a sleeper sofa in the third floor ballroom family suite. The house can comfortably sleep a combination of children and adults up to a total of 24.* If you're all all-adult group, the limit is 16 for optimal comfort. The coach house apartment, available for rent separately, can be booked in conjunction with the main house. (There are two additional bedrooms in the coach house, which also includes a full bath, kitchenette and small family room area.) br*1. There’s a small bedroom next to the powder room on the main floor next to the powder room for those not fond of or unable to navigate steps. 2, 3, 4, 5, 6. The five bedrooms on the second floor each have their own bathroom, 2 with fireplaces and 4 with lake views. The third floor has bedrooms 7, 8, 9 and 10. The Ballroom family suite has a small kitchenette, king bed, toddler bed, sleeper sofa, crib and bassinet plus its own bathroom. Crow’s Nest has a king bed and shares a hall bath with the 2 kid-oriented bedrooms—Stowaway corner (small room with 2 twin beds and a sitting area with desk and closet) and Matey’s Quarters which has a trundle bunkbed—full mattress on top, full mattress on the bottom, pull-out full trundle and a twin bed plus 2 dressers and a closet.brThe main house has 9 bathrooms, 10 bedrooms, 11 fireplaces, 11 flat screen TV's (3 of them 50 screens), Wi-Fi and 2 outdoor patio fire tables. The veranda is our favorite “room” of the house, with seating for plenty and outdoor gas heaters that make it useable virtually year-round (blankies provided). Great place for storm watching if you’re lucky enough to catch one. There’s also a brick patio at the southeast corner of the property, ideal for people watching and lake viewing. Not recommended for storm watching, however, as there’s no overhead covering. There is a fully stocked kitchen (plus adjoining utility pantry with an additional full-sized frig) which includes a double oven, micro, and every serving item, bowl, cookie sheet, etc you could possibly need. There’s a kitchenette on the third floor with micro and small frig and a mini fridge in the lower level tavern if needed for overflow, and a full sized frig in the coach house if you book that as well. For outdoor cooking, there’s nothing like flipping burgers or grilling steaks on a giant gas grill on the veranda while overlooking Lake Michigan, the beach and the lighthouse on the point.brPlenty of space for your food and libations—plus your guests. Opportunities for large parties and work retreats are available (contact owner for event parameters and special events pricing).brbrThe lower level is a playground for young and old, including a full mahogany bar complete with karaoke, foosball, ping pong, billiards, piano, plus laundry facilities in the back area. There's no need to ever leave the house, the grounds nor the beach. All types of fun and relaxation can be had on-site year round.br brBut Sheboygan has plenty to offer if you want to venture out. Sheboygan has been selected as the Number One Place to Raise a Family in America by Bloomberg's Business Week and Reader's Digest. From 4 star restaurants and a live performing arts theater (Weill) to Bookworm Gardens and an awesome children's museum, there's plenty for everyone. Dads can be on duty while moms stroll and shop the main street, or head over to the boutiques on the river walk while the kids play in the indoor water park at a nearby resort. The adults on duty can sip on adult beverages while the kids play Marco Polo in the pool and video games in the game room. Nearby nature sanctuaries and trails are great for the whole family as well, including a quarry for swimming and paddle boating.brAnd don’t forget to visit the top-ranked golf courses that surround Sheboygan. Sheboygan is also known as the 'Malibu of the Midwest,' and Surf Sheboygan is an appropriate motto! Wind surfing, yolo boarding, kite surfing, motor boating, sailing, charter fishing and good old fashioned swimming are great ways to take advantage of Mother Nature's gifts. Want to go exploring by water We have 3 kayaks available for your use, along with lifejackets (you’re strongly encouraged to bring your own to guarantee perfect fit and ample inventory). The spacious beach is usually fairly wide open, even on the best summer days. Three blocks south on the lakefront is an exceptional YMCA, and a mile down on the lakefront is the aforementioned indoor water park with day passes available year round. Near the water park is a row of boutiques, and across the way is the river walk, with restaurants/bars, shops and fishermen (and their catches) galore. brbrHeading west from the mansion is the quaint yet full-service town of Sheboygan. The Weill Performing Arts Center, the Kohler Art Center and the fabulous Above and Beyond children's museum (including a new adjacent half a million dollar playground) are just a brisk walk away. Plenty of fine dining options as well as pub grub are also within walking distance and certainly within biking distance. We have 10 bikes on the premises for your use, with additional bikes available through local rental shops if our fleet isn’t enough. Again, although we have a smattering of bike helmets to choose from, we strongly suggest you bring your own to guarantee quantity and size to make for safe outings. Hiking at the Kohler Andrae State Park is another active endeavor, along with cross country skiing on the trails in town or at the Kettle Moraine State Park Trails. Evergreen Park and the reservoir are also appealing outings. Biking and hiking trails weave throughout the area.brbrIf GOLF is your thing, this is the place for you! Our location is extremely convenient for accessing world class golf, including The American Club at Kohler, The Bull and Whistling Straits. brRoad America Racing in Elkhart Lake is nearby. Witness racetrack tailgating at its finest. And the list goes on! brThe bottom line is that there is plenty to do, with a welcoming, classy yet charming and relaxing home to return to at night. You can throw burgers on the grill, order out for pizza, or hire that local chef we mentioned to cater your meals for the ultimate in relaxation.brbrThere's something for everyone--from swimming in Lake Michigan to golf, from spas to sports! You'll feel like royalty, as well as right at home at the mansion. Come enjoy this unique get-away with family, on a corporate retreat, a biking or charter fishing weekend, for a wedding to remember (max of 100 on site. Ask about wedding package details and special event fees for groups over 50). Or come in groups of 4 to get in a few rounds with your golfing buddies--the possibilities are endless!brbrPeak season has a 4 night minimum. This encompasses the time span from Memorial Weekend through the end of October. Four night stays typically entail arriving on Wednesday and checking out on Sunday, Week-long bookings are from Friday to Friday or Sun-Sun. Arrival or departure on a Saturday does not work as it cuts a weekend in half and makes it less desirable to other groups. If you are hoping for a shorter stay during the off-season, just ask and we can probably work something out. Weekday stays are also negotiable in price and duration.brJust know that once you get there it’s hard to leave, and you might just wish you’d scheduled a longer visit!brbrNo matter what the occasion or the length of your stay, we hope you’ll grace us with your presence. You won’t regret choosing this unique venue for whatever type of get-away you have up your sleeve.
Bed 10

Bed

Bath 7

Bath

Sleep 24

Sleeps

Slider Thumb
Exceptional(7)

$267.18

/ Nightly
Private Vacation Home

Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit

Sheboygan, Wisconsin, United States

Welcome to the Relax ‘n Retreat!brbrRetreat: noun - a quiet or secluded place in which one can rest and relaxbrbrUnwind at our mid-century-modern 3 bedroom home near Lake Michigan, Whistling Straits and Kohler/Andrae State Park. You can enjoy an evening around the fire pit, or if you don’t feel like staying in, head out to discover some of Sheboygan’s many hidden gems.brbrIf this unit is booked for your dates, send me a message to ask about our other available listings.brbrUnplug and relax in this roomy home with an eclectic Mid-Century Modern vibe. brbrYou will find all the comforts of home in the fully equipped kitchen, with staples like sugar and basic spices provided. In the morning, you can enjoy a complimentary cup of coffee on the front porch, or under the pear tree out back.brbrHelp yourself to whatever fruit is in season in the backyard, whether it’s black raspberries or blackberries, or pears from the tree. While in the fully fenced backyard, you will find plenty of room for your 4-legged family members to run around and stretch their legs. brbrThere is a bedroom with a queen-size bed conveniently located on the first floor, with an additional bedroom with a queen-size bed upstairs, as well as a bedroom with two twin-size beds. If you pass through the upstairs queen-size bedroom, you’ll find a bonus room that is perfrect as an office or infant room. We provide a pack-n-play and highchair as well for your convenience.brbrIf the weather during your visit doesn’t allow for outdoor activities, no need to fret! Challenge your family to a foosball tournament in the game room. In the living room, you’ll find a smart TV equipped with Roku. Login to Netflix, HULU, Amazon Prime, Disney+ or your favorite streaming service, and settle in to chill on the couch with a complimentary bag of popcorn provided in the snack basket. If books and games are more your speed, you’ll find them along with puzzles in the office area upstairs.brbrTowels are located in the cupboard just outside the bathroom. You’ll also find shampoo, conditioner, body wash, dish soap, dishwasher tabs and other essentials. You'll also find a box fan in the coat closet for extra air flow, or in case you prefer some ambient noise for sleeping.brbrYou will have access to the whole place. The entryway door is a keyless touchpad, so you can self check-in at your leisure. We will send a custom door code within 24 hours of your arrival. Feel free to call or text if you have any questions.brbrI am available for any questions, concerns, or recommendations throughout your stay. I count it an honor that you choose to make this home a part of your visit to Sheboygan, and strive to provide an excellent experience for each and every guest.
Bed 3

Bed

Bath 1

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(24)

$157.11

/ Nightly
Private Vacation Home

Dog-Friendly Sheboygan Home - 1 Mi to Town!

Sheboygan, Wisconsin, United States

Experience the best of Sheboygan with your loved one from this 1-bed, 1-bath vacation rental! This newly renovated home offers 2 Smart TVs, a fully stocked kitchen, and access to the area’s top sites. Take a peaceful morning stroll through Kiwanis Park or Bookworm Gardens, then head to South Shore Beach and make a splash in Lake Michigan! For the golfers, tee off at Whistling Straits Golf Course. After your outdoor leisure, grab a bite at the homeowner’s Scenic Bar & Restaurant. It’s up to you!brbr-- THE PROPERTY --brbrConvenient Location | WFH Friendly | Fully Renovated | Patio w/ Furniture & Gas GrillbrbrBedroom: Queen Bed | Additional Sleeping: Extendable Sofa w/ Bedding, Pack 'n PlaybrbrINDOOR LIVING: 2 Smart TVs, dining table, laptop workspace w/ printer, Amazon Echos, high chairbrKITCHEN: Refrigerator, stove/oven, dishwasher, dishware/flatware, cooking basics, Ninja drip coffee maker, electric coffee grinder, microwave, toasterbrGENERAL: Free WiFi, window A/C unit, central heating, linens/towels, trash bags, paper towels, complimentary toiletriesbrFAQ: Pet fee (paid pre-trip)brACCESSIBILITY: Single-story home, 2 steps to enterbrPARKING: Reserved area (2 vehicles)brbr-- THE LOCATION --brbrOUTDOOR ADVENTURE: Kiwanis Park (0.8 miles), Bookworm Gardens (2 miles), Maywood (4 miles), Kohler-Andrae State Park (6 miles), Whistling Straits Golf Course (8 miles)brON THE WATER: Blue Harbor Resort (1 mile), South Shore Beach (1 mile), Deland Park (2 miles), Harbor Centre Marina (2 miles)brTHINGS TO DO & SEE: Scenic Bar & Restaurant (236 feet), John Michael Kohler Arts Center (1 mile), Above & Beyond Children's Museum (2 miles), Kohler Design Center (3 miles), Odyssey Fun Center (6 miles), Elkhart Lake's Road America (18 miles)brAIRPORT: General Mitchell International Airport (61 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- Pet friendly with a $75 fee (+ fees & taxes; dogs only, 2 max)br- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: This single-story home requires 2 steps to enter
Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps

Slider Thumb

$322.91

/ Nightly
Private Vacation Home

Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!

Sheboygan, Wisconsin, United States

Kohler Design Center Rentals, Kohler Andrae State Park Rentals, Whistling Straits Rentals Blue Harbor Rentals, Road America Rentals, Kohler Art Center Rentals, Black Wolf Run Rentals, Lake Michigan Fishing Charters Rentals, Green Bay Packer Rentals, Door County Rentals, Honeymoon Rentals, Women's Weekend Rentals, Lake Michigan Sunrise Rentals, Saugatuck, Michigan Rentals, New Buffalo, Michigan Rentals, Premier Host VRBO Sheboygan Wisconsin Rentals, Best VRBO Rentals, Dog friendly rentals, Handicapped Accessible RentalsbrbrOur check in time is 1 PM, check out time is 10 AM. brbrPlease note: We are dog friendly. Each dog is $25.00 per dog per night. The check out feature does not charge for a second dog. We can resolve this after booking. Thank-you!brbrThe mobile app incorrectly states 11 AM check out and 2 PM check in. Please be advised we operate under the 1 PM check in and 10 AM check out times.brbrLake Shore House is a fully equipped vacation rental on Lake Michigan. Beautiful unobstructed lake views on one of America’s Great Lakes, offers a relaxing mid-week, weekend, or week retreat. Since 2007 we have hosted hundreds of guests at Lake Shore House, providing them with ambience, cleanliness, and an easy reservation and access procedure. We are open 365 days a year. Guests come from Europe and all 50 states to enjoy the lake. In summer they enjoy the beach and tranquility, fall the autumnal colors and privacy, winter the frozen lake and winter activities and spring to cure cabin fever with a fresh getaway. The sunrise and moonrise shimmering across the lake have brought special memories to guests and families throughout the year and are reflected in the Lake Shore House visitor’s log.brbrNot your typical cookie-cutter destination, Lake Shore House offers privacy in a single-family home that features central air-conditioning, hardwood floors, laundry, wood-burning stove, one-car garage, expansive deck, updated kitchen and bathes. Sleeping accommodations for six, two second floor bedrooms with skylights and ceiling fans, one with a king size bed and a balcony overlooking the Lake, the other featuring a queen size bed, plus a queen sleeper sofa in the living room with abundant natural light from three directions. The main floor ceramic tile bath has a full-size tub with shower and pedestal sink. The lower level features a half-bath, laundry and a twin rollaway bed.brbrIf you are a couple, single, family, multi-generational, girl’s getaway or other guest, we have hosted just about every type and lifestyle of guest. We embrace diversity. We are dog friendly and have had just about every breed of dog. If you would like to bring yours, tell us something about them, we rarely turn well groomed and behaved dogs away.brbrAs your host, I am equipped to handle last-minute bookings.brbrExterior Maintenance: Like all accommodation providers, exterior maintenance (lawn mowing, weeding, pruning and snow shoveling) needs to be addressed occasionally during your stay at Lake Shore House. We attempt to limit these activities and arrange to accomplish them to 60 minutes prior to check out time (10 AM). Sometimes you might see me as the owner, or a person contracted to perform exterior routine maintenance on the property at other times as well.
Bed 2

Bed

Bath 1

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(7)

$392.56

/ Nightly
Private Vacation Home

Huron Ave · Spacious & Peaceful Home in the heart of Sheboygan

Sheboygan, Wisconsin, United States

Come stay at a beautiful home close to Lake Michigan and downtown Sheboygan! Located in a quiet neighborhood, and two blocks away from downtown restaurants, coffee shops, and nightlife. Within minutes of world class Kohler golf courses, such as Whistling Straights, and the resort town of Elkhart Lake, WI, home of Road America! Additionally, Sheboygan and this property are positioned within an hour of both Milwaukee and Green Bay. We look forward to sharing this beautiful home with you!brbrThis rental is a three bedroom home with private parking in the back and a fenced-in back yard! A queen size and full size bed are located on the second floor, while a twin size bed is conveniently located on the first floor. Both bedrooms on the second floor are equipped with ample closet space, and dressers for your convenience. There are two fully stocked bathrooms located in the home; a half bath on the first level and a full bathroom located on the second floor. We also have a Washer and Dyer available for you to use as needed! Additionally, enjoy a comfy living room, beautiful dinning room, and spacious kitchen, stocked with all the cooking basics for you to use at your leisure.brbrWe primarily do self check-ins and check-outs for the convenience of our guests. However we are available for a personal check-in if requested. Feel free to contact us by phone, email, or through Air BnB throughout your stay with any additional questions you may have during your stay.brbrLocated within a block of Holy Name church, and within walking distance of many other churches located throughout downtown Sheboygan, our home is the perfect spot to stay during wedding weekends! Additionally, we are within walking distance of many cocktail bars, restaurants, and coffee shops. Take a 2-3 minute drive and enjoy beautiful North Beach, on the shores of stunning Lake Michigan!
Bed 3

Bed

Bath 1

Bath

Sleep 5

Sleeps

Slider Thumb

$273.57

/ Nightly
Private Vacation Home

Large Backyard, Walk to Hospital: Sheboygan Abode!

Sheboygan, Wisconsin, United States

Mid-Term Stays & Travel Nurses Welcome | Near Fishing & Golf | WFH FriendlybrbrWhether you're here for work or play, you'll find a peaceful setting for your stay at this Sheboygan vacation rental! With easy access to Aurora Medical Center, Lake Michigan, and I-43, this 2-bedroom, 1-bath home is ideal for traveling healthcare workers, families, and nature lovers alike. After a long shift or fishing tournament, have dinner on the deck and roast marshmallows by the fire. Your next getaway awaits!brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 queen bedbr- Bedroom 2: 3 twin bedsbr- Living Room: 1 queen sleeper sofabr- Additional Sleeping: 1 Pack 'n PlaybrbrOUTDOOR LIVINGbr- Private yardbr- Wood-burning fire pit, gas fire pitbr- Deck w/ dining area, electric grillbr- Outdoor lounge areabrbrINDOOR LIVINGbr- Smart TVsbr- Laptop-friendly workspacebr- Dining tablebr- Children’s wagon & strollerbrbrKITCHENbr- Refrigerator, stove/oven, dishwasherbr- Keurig coffee maker, toaster, rice cookerbr- Cooking basics, dishware & flatwarebr- Ice maker, trash bags/paper towelsbr- Air fryerbrbrGENERALbr- Central heating & A/Cbr- Washer/dryer, laundry detergent, iron/boardbr- Linens/towels, complimentary toiletries, hair dryerbr- Free WiFibrbrFAQbr- 1 exterior security camera (facing out)br- Basement not available for guest usebrbrACCESSIBILITYbr- Single-story home, exterior stairs to enterbrbrPARKINGbr- Garage (1 vehicle)br- Driveway (2 vehicles)br- Free street parking (first-come, first-served)brbr-- THE LOCATION --brbr- Quiet neighborhood near parks, shopping, dining & HSHS St. Nicholas Hospitalbr- 2 miles to downtown Sheboygan & Lake Michiganbr- 3 miles to UW-Green Bay Sheboygan Campus, Bookworm Gardens, & 8th Street Boat Launchbr- 5-8 miles to golf courses: Blackwolf Run, The Bull at Pinehurst Farms, Whistling Straitsbr- 56 miles to downtown Milwaukeebr- 65 miles to Milwaukee Mitchell Int'l Airportbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This single-story home requires exterior stairs to enterbr- The basement is not available for guest usebr- Your safety matters. This property features 1 exterior security camera located on the front door, facing the front outdoor entry. It does not look into any interior spaces. The camera actively records video and sound while guests are in residence
Bed 2

Bed

Bath 1

Bath

Sleep 7

Sleeps

Slider Thumb
Exceptional(93)

$292.26

/ Nightly
Private Vacation Home

Sheboygan Retreat in Black River

Sheboygan, Wisconsin, United States

Only an hour drive north of Milwaukee and south of Green Bay. Experience all Sheboygan County has to offer. Kohler golf courses, biking and hiking, charter fishing, a variety of restaurants just to name a few of the many adventures available.brbrThis quaint 3 bedroom, 1.75 baths home is located on a quiet, partially wooded lot near a park for children to play. Enjoy a quick walk to beautiful Lake Michigan for an early morning sunrise on the beach. Cool summer breezes carry through open bedroom windows from the lake.brbrEnjoy stunning sunsets from the terraced back deck while sipping refreshing beverages with family and friends. There is plenty of room to lounge, inside and out. brbrA gas grill and a kitchen full of cookware provide all you need to prepare your own meals (some spices available). It is a short drive to town for a famous Wisconsin local Friday Fish Fry or a quick walk to the neighborhood restaurant. Chase the chill away evenings with a natural wood fireplace while watching a movie or just enjoy the peace and quiet with a good book. Gaze through the over-sized living room window and catch the deer and wildlife. brbrPerfect for a family vacation or just a relaxing weekend, this home is a welcoming comfortable retreat.brbrThe home is available for longer term rentals during the winter season and will be available again for weekend/weekly rentals beginning in May, 2017. brbrKeywords: House, Cabin, Cottage, Secluded, Quiet, Quaint, Family Friendly, Lake Michigan, Woods, Blackwolf Run, Whistling Straits, Kohler-Andrea State Park,
Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps

Home Most popular vacation rentals in Sheboygan