Family-friendly vacation rentals in Manitowoc

All Natural Aquamarine Cottage

All Natural Aquamarine Cottage is tucked away on its own private acreage, at the edge of the charming town of Two Rivers. Private and quiet, this is your own world, where you can relax inside or outdoors. Listen to the songbirds, stroll through the trees, or just enjoy a leisurely late morning in bed. We use natural, fair trade, unscented and organic products whenever possible, including all cotton and feather/down linens and bedding. We provide cooking utensils, dishes and linens. Welcome!

Beach Haven, on Lake Michigan.

Incredible view of Lake Michigan from every room. Public beach across the street. No other place like this. Spectacular sunrises. Spacious living room and dining room, smart TV, kitchen and half bath on first floor. Three bedrooms and full bath on second floor. Pinball machine and music collection in basement. Bike paths, quaint downtown, restaurants within blocks. Easy drive to Lambeau Field, Whistling Straights, and Door County. Awaken to the sound of surf and gulls. Relax at Beach Haven.

Neighborhood home in Manitowoc

Guests must check-in in person. 4 bedroom ranch home with deck and backyard in a pleasant neighborhood with sidewalks. 3 full bathrooms, one with an oversized jacuzzi tub. Large entertaining areas both on the main floor and the fully finished basement with wet bar, wine cellar and waterfall feature. There’s two fireplaces and an outdoor fire pit. This house is not suitable for children between the ages of 2 and 12. No internet. Easy access to I-43 approximately 25 miles to Green Bay or Kohler.

House Near the Lake

Get out and enjoy nature, then return to a quiet mix of modern and retro in this family home only a block away from Lake Michigan. There are three parks and two beaches within a mile, as well as Terry Andrae State Park about 10 minutes away. If the outdoors aren't your thing, downtown Sheboygan hosts the Kohler Art Center, The Weil Center, Blue Harbor, and the Children's Museum, with Road America only 30 minutes away. Located between Milwaukee and Green Bay, this home has all the conveniences.

Private Oasis~Point Beach State Park~Lake Michigan

This home was recently under an extensive makeover and now has newly refinished hardwood floors throughout, new bathroom, completely renovated sunroom to enjoy all the morning glory with your favorite coffee or tea in hand. The home features 2 bedrooms, 1 bath, spacious kitchen and living room as well as the beautifully renovated sunroom out back. After exploring the many hiking trails in the area, you can enjoy cooking out on the gas grill & enjoy a campfire to complete your outdoor retreat.

Sheboygan Surf House - North Point

This super spacious studio apartment is the largest of our 3 spaces, located above Wisconsin's first Surf shop which is located in the heart of Sheboygan's Downtown District. Located directly next to bars , shopping and widely known restaurants like Tratoria Stephanos, Feild to Fork and IL Ritrovo, make walking everywhere easy. Whether you are here for beach days, a little get away or a wedding we are close to it all. Blue Harbor Resort, River front and the shores of Lake Michigan are close.

HOT TUB~KingBed~PoolTable-PokerTable-BatmanMovieRm

Gather your loved ones in a small neighborhood just beyond Manitowoc city limits. Convenient access to Manitowoc and nearby towns. Just minutes to I-43, making trips to Whistling Straits or Green Bay (20–30 mins) a breeze. Enjoy the perfect blend of privacy & ease. The home’s layout is ideal for traveling professionals & families, with three bedrooms each paired with own full bath~Everyone gets their own space. Infant and toddler gear is available upon request for added comfort for children.

Cate's Place | cozy home near lake + trails

Super cozy home, centrally located for easy commute to wherever the day takes you. Our small town has lots of fun summer events for the family. Just a quick drive or bike ride to anywhere in the city, including Sepia Chapel. We have multiple beaches, some quiet and semi-secluded or others (like top-rated Neshotah) with lots of activity. WONDERFUL trails such as the Ice Age and Mariners. Nearby rivers for kayaking or fishing. Great hub for day trips to Door County, Green Bay, Manitowoc, etc.

Cozy Guest House with Lake views.

Our remodeled two bedroom Guest House is adjacent to our Cottage and offers beautiful lake views. Access to Lake Winnebago available at near by boat launches. Centrally located to many of Wisconsin's best attractions. Less than 1 hour from Milwaukee, Madison, Green Bay, Close to Oshkosh (EAA) and Elkhart Lake. Includes 2 bedrooms, with plush king and queen beds, 1 full bathroom, and a fully stocked newly remodeled kitchen. Perfect getaway for some R&R with family or friends.

Cozy Sheboygan Upper

We began caring for this home and property in 2018, and this 1870's home needed some love. We have been steadily remodeling since we moved in and it's starting to feel pretty great. We're excited to share it and the neighborhood with you. We are two blocks west of North Beach/Deland Park, 4 blocks to the river front boardwalk, home to many restaurants, cafe's, and shops. We are also four quick blocks to downtown which hosts many more restaurants, shops, museums and parks.

Lakeshore Bungalow Boutique

Newly remodeled upstairs 2 bedroom, very spacious apartment. Shaby sheek style downtown very cute home away from home. Just minutes from beautiful biking and walking trails and beaches along the beautiful shores of Lake Michigan. Walking distance to restaurants, pubs, wine bar, museums, beaches, shopping, grocery store, bakerie, zoo, car ferry, gym's, coffee shops, library. Beautiful lake Michigan Marina and Light House, Manitowoc is a very cute and quaint small town.

King Bed Near Lake w/ Fire Pit & Pack N Play

Welcome to the Getaway! Getaway: noun - an act or instance of getting away; a place suitable for a vacation You will unwind in this peaceful 3 bedroom lower unit 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. If this unit is booked for your dates, send me a message to ask about our other available listings.