Family-friendly holiday rentals in Two Rivers

Cedar Soaking Hot Tub ~ King BED ~ No Cleaning Fee

🤩No Cleaning Fees added to end cost! 🌟Licensed by County. Welcome to Sandy Bay LakeHouse. 🌊 Listen to the waves of Lake MI~2 blocks away~in this newly built 2BR/1BA home (2023). The home is conveniently located within walking distance of Neshotah Beach/Park (2 blocks). Ice Age Trail access directly across street ~ Walsh Field across street. Outdoor Cedar Soaking Hot Tub, along with Lava Firetop table & quality outdoor furniture ensures your time at Sandy Bay Lake House is relaxing & memorable

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.

Coastal Comfort Near Lake MI & Downtown

Welcome to the Coastal Comfort! Comfort: noun - a state of physical ease and freedom from pain or constraint Come in and unwind at our coastal 3 bedroom lower unit home near Downtown Sheboygan, Lake Michigan, Whistling Straits and Kohler/Andrae State Park. You can enjoy an evening at home with all your favorite streaming services, or 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.

Cate’s Place | calm + cozy retreat near lake, etc.

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 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.

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!

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.

Sheboygan Surf House - The Elbow

Located just 24 steps above Wisconsin's first Surf Shop, EOS Surf. Our Urban living oasis is a studio and a half that is conveniently located in the heart of downtown, just steps from renown bars and restaurants and only blocks to Lake Michigan, The Sheboygan River, South Pier and Blue Harbor. Whether you are here for adventure sports like Surfing on the Great Lake or leisure time SSH is perfect for you.

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 Cottage ~

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***