Family-friendly holiday 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!

Kitchen · Family · Location

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.

Indoor spaces · Family · Backyard

Top Guest favourite

Guest favourite

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.

Indoor spaces · Family · Outdoor spaces

Top Guest favourite

Guest favourite

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.

Family · Kitchen · Biking

Stay in a Real Castle on a Vineyard

Stay at one of the most Wishlisted Airbnbs in the world — a castle on a vineyard. Featured in Men’s Journal and on the cover of Haven magazine, The Castle Vineyard is a 20-acre estate built for unforgettable stays. 🍇 Vineyard estate with spa, sauna & wildlife views 🎬 Theater, arcade, PS5 & golf simulator 🍽️ Chef’s kitchen with Viking appliances 🔥 Fire pit, patio & hot tub 🏰 “Felt like royalty… every detail was magical.” 🎉 Entire estate is yours. Ask about our exclusive Tasting Room.

Family · Indoor spaces · Wi-Fi

Top Guest favourite

Guest favourite

Artisan getaway biking, hiking, hot tub, 3 bedroom

The Hummingbird Retreat is the ideal getaway for family and friends and the outdoor enthusiasts. Located in the center of the 2,800-acre Point Beach State Forest, you’ll enjoy miles of biking and hiking trails. I'm also host to many beautiful different species of birds that are native to this area. You can watch them in their natural habitat all around the property. The outdoor whirlpool is there to enjoy and soak those tired muscles! I promise, you won't be disappointed with your cozy stay!

Indoor spaces · Kitchen · Hot tub

River House, 1710 East St, Two Rivers

Located directly on the East Twin River & 3 blocks from Neshotah beach, Lake Michigan. Food, drinks & shopping walkable. Newly renovated riverfront property with upgrades, new appliances, smart tvs, WiFi, and 2 custom showers. Plenty of paved parking, riverfront dock for fishing and biking/hiking trails are a walk away. The property is 90 minutes from Milwaukee, 25 miles from Whistling Straits, as well as the Oshkosh EAA & only 40 miles from the 2025 NFL Draft at Lambeau Field, Green Bay.

Indoor spaces · Kitchen · Hospitality

Top Guest favourite

Guest favourite

HOT TUB~KingBed~PoolTable~PokerTable-BatmanMovieRM

🏡 Gather your loved ones in a quiet neighborhood just outside the Manitowoc city. Located for both privacy and convenience. Enjoy quick access to town and minutes to I-43, making trips to Whistling Straits or Green Bay (20–30 minutes) an easy drive. Homes layout is ideal for traveling professionals and families alike. With 3 bedrooms, each featuring its own bathroom, everyone can enjoy their own private space. Toddler gear is also available to help make your trip with littles comfortable

Indoor spaces · Family · Outdoor spaces

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.

Indoor spaces · Family · Nearby

Top Guest favourite

Guest favourite

Lakeshore Bungalow

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.

Family · Indoor spaces · Wi-Fi

Neshotah Beach Getaway

Relaxing Getaway close to everything! Our inviting little home is the perfect place for your family. Enjoy day trips to the beach, hiking in Point Beach State Forest or Maribel Caves, golfing at Whistling Straits Golf Course, visit Door County, or travel to Lambeau Field. A quaint and cozy 900 square feet that includes all the comforts of home. Enjoy a short two block walk to the beach, bikes provided for trails, or hideaway in the fenced in backyard and just relax!

Kitchen · Family · Nearby

Top Guest favourite

Guest favourite

The Suncatcher -Steps from Lake - Fenced Yard

Welcome to the Suncatcher. Our cozy and bright Midwest retreat just a block away from Lake Michigan . Step into our lovingly remodeled 1930's home where modern comfort meets timeless charm. As you enter you will be greeted by the inviting warmth of exposed brick walls and abundance of natural light that fill every corner. With three bedrooms and two bathrooms, our spacious retreat is perfect for families, friends, or golf enthusiasts seeking a relaxing getaway.

Kitchen · Family · Hiking