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!

The LODGE in Elkhart Lake. —-Hot Tub & Arcade—-

Rustic modern home w/ hot tub, arcade & fireplace right on the edge of Elkhart Lake. Road America, great golf, The Ice Age Trail, & the Kettle Moraine are all at your doorstep. This cozy home is 4 blocks from the downtown of Elkhart lake. Yet it still has an acre to explore & enjoy nature. Only 4 miles from Road America. 2 bedroom w/ 2 extra sofa sleepers & 2 baths. Perfect for racers or romantic getaways. The arcade/Pinball room has over 10 games. Perfect base camp. We got your bases covered

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.

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.

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.

hot tub and sauna on 5 private acres

Looking for a peaceful retreat? Experience 5 acres of tranquil, private woodland paradise. Cool nights are perfect for warming up in the hot tub or infrared sauna which overlook the meadow. Explore hiking trails and lakes that the scenic Kettle Moraine has to offer. Grill a delicious meal and later craft perfect s’mores by campfire as the crickets sing. Unwind at SoLu winery, just a minute down the road. Near Road America, Kettle Moraine State Forest, and Dundee. Your getaway awaits!

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.

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!

Lake Michigan Private Beach Ice Age Trail Getaway

Private sand beach on Lake Michigan with no bluff. Balcony running length of house facing lake with Adirondack chairs. Refreshing summer or cozy winter getaway. 94 mi to Milwaukee, 26 to Whistling Straits via Lake Shore drive, 40 to Green Bay, 52 to Sturgeon Bay/Door County. Steps from entrance to 10 mile stretch of Ice Age Trail in the Point Beach State Forest, easy and close access to Mariner and Rawley bike trails.

Still Bend/Frank Lloyd Wright's Schwartz House

Featured on Netflix's THE WORLDS MOST AMAZING VACATION RENTALS Season 2, ep. 1. Still Bend/Bernard Schwartz House is Frank Lloyd Wright's built version of his Life Magazine "Dream House" design from 1938. The house is located on the East Twin River about a mile from Lake Michigan. Beds: The three bedrooms upstairs have double beds and the Master bedroom has a queen size bed.

•DRIFTWooD HAVEN• | hot tub |

This newly constructed contemporary cottage is both steps from Lake Michigan & Point Beach State Park! Featuring a beautiful open concept living space with wood burning fireplace! This modern minimalistic style cottage is tastefully decorated with local artists work throughout along with many amenities. ***pet fee applies***