Holiday rentals with outdoor seating 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.

Modern Lower Apt - One block to the Lake

Part 1 of 2 Amazing AirBnB apartments in this ideally located duplex. *Disclaimer - this apartment offers a true lower level living experience. You may notice some noise, including foot traffic, from your amazing upstairs Airbnb neighbors. But.. with all the great restaurants, golf, fishing, and the beach nearby you won’t even have the time to hear it! Located only 1 block from the beach on Lake Michigan - you’ll find relaxation and a great time here at the heart of Sheboygan’s Shoreline.

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.

LUX Downtown Escape | Outdoor Movie Screen

Welcome to our beautiful 2-bedroom historic home in Downtown Sheboygan! This charming and well-appointed residence offers a comfortable and stylish stay for your visit to the area. From the Chef’s kitchen, comfortable living room, and peaceful backyard, to its prime location within walking distance of Sheboygan's vibrant nightlife, theater, and restaurants, you'll have everything you need right at your doorstep. The home is also just a few blocks from Lake Michigan's beautiful beaches.

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.

The Smiling Bear Cabin | lake views, large yard!

Charming cabin just across the street from Lake Michigan, with stunning views from nearly every room. Centrally located between Two Rivers and Manitowoc, with easy access to scenic trails, kayaking, and fishing. Lots of family-friendly events happening around us all summer long. Perfect base for day trips to Door County, Green Bay, and Sheboygan. A relaxing retreat with nature, adventure, and convenience at your doorstep. Feel free to reach out with any questions! <3

Charming 1870s Downtown Loft

Like your favorite cup of coffee, this sunlit haven energizes and comforts. Just steps from downtown's vibrant pulse, this thoughtfully restored 1870s duplex is crafted for connection, creativity, and relaxation. Work under high ceilings bathed in natural light, or gather with friends in the spacious, open kitchen and dining area. Modern amenities ensure a home-like experience in a space that seamlessly combines the warmth of history with the ease of modern living.