Holiday rentals in Manitowoc County

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Top-rated holiday rentals in Manitowoc County

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A cozy outdoor space is highlighted by a Cedar soaking hot tub and a Lava Rock fire table, both surrounded by quality patio furniture. Soft lighting from overhead strands creates a relaxing atmosphere, while a ceiling fan circulates air to enhance comfort.
Cottage in Two Rivers
4.99 out of 5 average rating, 128 reviews

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

Top guest favourite
Castle in Cleveland
4.99 out of 5 average rating, 166 reviews

Castle Vineyard | Luxe Spa • Golf Sim • Theater

Stay at one of the most Wishlisted Airbnbs in the world. Featured in Men’s Journal and on the cover of Haven magazine, The Castle Vineyard is a world-class destination 🍇 20-acre estate w/ vineyard, spa, & sauna 🎬 Private theater, arcade, PS5 & golf simulator 🍽️ Chef’s kitchen w/ Viking appliances 🔥 Fire pit, patio, hot tub, wildlife views 🏰 "Felt like royalty... every detail was magical" 🎉 Entire property is yours— guests may inquire about our exclusive Tasting Room for special events

Top guest favourite
A spacious living room features a stone fireplace and large windows allowing natural light. Comfortable seating arrangements include plush chairs and a patterned area rug, creating a cozy atmosphere. Wood accents and soft colors enhance the open feel of the space.
Home in Two Rivers
4.95 out of 5 average rating, 308 reviews

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.

Top guest favourite
Home in Two Rivers
4.83 out of 5 average rating, 48 reviews

Charming Retreat by Lake Michigan! Jessie Street

Welcome to our cozy two-bedroom, one-bathroom home in beautiful Two Rivers, WI! Whether you're here to explore the natural beauty of Lake Michigan or just enjoy a relaxing getaway, we hope you'll feel right at home. Our place is perfect for a peaceful retreat, with a fully equipped kitchen, comfy living spaces, all within walking distance from the stunning lakefront. Stroll the Mariner's Trail, enjoy the Woodland Dunes, or simply unwind and enjoy the quiet charm of Two Rivers.

Top guest favourite
The exterior of a two-story home is shown, featuring a gray facade with black shutters. A set of stairs leads to a front porch decorated with potted plants. Colorful flags add a welcoming touch, while a driveway and well-maintained landscaping are positioned in front.
Flat in Manitowoc
4.93 out of 5 average rating, 162 reviews

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.

Guest favourite
A spacious yard is featured, adorned with colorful seating arranged around a firepit. The cabin's red exterior and large deck are visible in the background, with trees and open areas enhancing the outdoor setting.
Home in Two Rivers
4.9 out of 5 average rating, 153 reviews

Smiling Bear Cabin | spacious retreat w/ lake view

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

Guest favourite
An outdoor deck area features a glass-top dining table surrounded by four mesh chairs. A large umbrella provides shade, while a decorative rug adds texture to the space. Lush greenery and a privacy screen create a serene environment for relaxation or outdoor meals.
Home in Two Rivers
4.95 out of 5 average rating, 106 reviews

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!

Top guest favourite
A modern single-story home features a light gray exterior with a striking yellow front door. Large windows provide abundant natural light, while a well-maintained lawn is complemented by colorful flower beds. Skylights on the roof enhance the home's contemporary design.
Home in Cleveland
4.95 out of 5 average rating, 155 reviews

Guest Favorite | Super Host + Clean & Modern Stay!

Unwind in this modern retreat just minutes from Whistling Straits Golf, Road America, Lake Michigan, and year-round outdoor adventures. The bright, open living spaces feature high ceilings, skylights, and stylish furnishings, with thoughtful comforts like heated bathroom floors. Enjoy the spacious outdoor living area for relaxing after a day out. Ideal for golfers, couples, families, wedding groups, business travelers, and traveling nurses.

Superhost
A historic brick schoolhouse stands outside, featuring a wooden deck with a railing. Large windows allow natural light to enter. The surrounding area consists of grassy patches and small evergreen shrubs, with trees in the background suggesting a rural setting.
Home in Mishicot
4.82 out of 5 average rating, 150 reviews

Quiet Country School House

School house built in 1919 and renovated to a home in 1999. An original library, hardwood floors, and tin ceiling. Centrally located to Green Bay, Two Rivers, Manitowoc, and only an hour to Door county. There is a free boat launch for Lake Michigan ten miles east. Maribel Caves is just a short drive. Lambeau Field is only 27 miles away. The schoolhouse is pretty secluded. If you just want to sit around a fire and relax.

Top guest favourite
The exterior of a modern architectural home is illuminated against a twilight sky. Surrounding trees are visible, and outdoor seating is arranged along a spacious porch, inviting relaxation in a serene setting.
Home in Two Rivers
4.94 out of 5 average rating, 378 reviews

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.

Top guest favourite
A cozy sitting area is highlighted by a gentle glow from a nearby lamp, featuring a soft gray couch and a matching rocking chair. A round mirror reflects the light and a small table holds a book and decorative items, while the kitchen is visible in the background.
Home in Manitowoc
4.94 out of 5 average rating, 54 reviews

Upper Lake Boulevard Retreat

Enjoy a stylish experience at this centrally-located home. New renovation upper duplex with new furniture and stylish decorations. You will enjoy this central location, close to parks, lake, businesses and a quick drive to GreenBay. Private fenced in backyard with beautiful deck overlooking the quaint fire pit. Everything you need for a relaxing stay.

Top guest favourite
The cottage exterior showcases modern architectural lines with a combination of dark wood and brick. A covered porch features a seating area, while large windows allow views into the warm-lit interior. Surrounding greenery adds a natural touch to the serene environment.
Cottage in Two Rivers
4.99 out of 5 average rating, 338 reviews

~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***

Popular amenities for Manitowoc County holiday rentals