Holiday rentals in Ozaukee County

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Top-rated holiday rentals in Ozaukee County

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

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Top guest favourite
A cozy living area features a large brown sectional sofa adorned with patterned cushions. Windows allow natural light to flood in, showcasing views of the outdoors. A round wall clock hangs above, and a small wooden bench complements the inviting space.
Flat in Cedarburg
5.0 out of 5 average rating, 100 reviews

Perfect Balance in Cedarburg Gem

This spacious, private studio apartment offers a perfect blend of serenity and activity. Situated at the back of a 1.25 acre lot, beyond the lovely 1862 stone farmhouse it overlooks, the carriage house is a peaceful getaway -- minutes from all that bustling historic Cedarburg has to offer. Just .4 mile from the OZA Fairgrounds and .8 mile to downtown shops and restaurants, it's a quick drive or an easy walk to many amenities. Relax on the balcony before or after a day of fun sightseeing. Cheers!

Top guest favourite
A two-family home is displayed, featuring a mix of siding and vibrant red vines cascading over its exterior. The front porch is visible, leading to the entrance, while flowers bloom along the base, adding a touch of color to the surroundings.
Townhouse in Port Washington
4.92 out of 5 average rating, 202 reviews

Near Lakefront and Downtown

Steps from picturesque downtown Port Washington and all the amenities available. Close to the action, but not too close. Restaurants, bars, shopping, the lakefront and marina, charter fishing, beaches, festivals, winery, brewery, beer garden, etc. are just a few of the things available to you in this quaint town which has been called the Cape Cod of the Midwest. Enjoy the entire lower level of this lovingly restored two-family home. Close driving distance to other historic areas like Cedarburg.

Top guest favourite
A welcome booklet and guest book are displayed on a wooden table. The booklet features a clean design with the text 'Silvers Four Six Six Welcome' printed on the cover. The guest book is smaller and includes a similar design theme, both inviting guests to share their experiences.
Flat in Port Washington
4.98 out of 5 average rating, 135 reviews

Silvers Four-Six-Six *A home away from home*

A lower flat in walking distance from downtown Port Washington's restaurants, pubs and summertime live music events. Walk and enjoy Lake Michigan's beaches, pier, and parks. A half block off of the interurban bike and running trail. Spacious apartment boasting a light, fresh, clean and airy feel. Plenty of room to help you feel at home. There is off road parking and a fenced in yard to park bikes or motorcycles. A garage is also available upon request. A perfect place to find comfort.

Top guest favourite
A cozy bedroom features a spacious bed with a deep blue coverlet, accented by a floral-patterned wallpaper. Bedside tables with lamps provide soft lighting. A 32" smart TV is mounted on the wall, with curtains drawn aside to allow natural light.
Flat in Port Washington
5.0 out of 5 average rating, 30 reviews

Cute Downtown Apartment *Cleaning fee included

Welcome to Port Washington! Your family and friends will be close to everything when you stay at this centrally-located 2 bedroom apartment style rental. We are just steps away from many great restaurants, shops, parks, and marina. Enjoy views of Lake Michigan from your 2nd floor private balcony and 3rd floor living space. Come and enjoy everything Port Washington has to offer! Port Washington is also just a short drive to events and attractions found in Milwaukee, Sheboygan, and Kohler.

Top guest favourite
A comfortable living space is presented, featuring a cozy sofa with decorative cushions. A glass table with three small potted plants sits in the foreground. Natural light enters through the large windows, framing a view of the greenery outside.
Loft in Port Washington
4.99 out of 5 average rating, 196 reviews

Cozy Carriage House Loft – Walk to Lake & Downtown

Relax in this cozy Carriage House Loft, tucked in the heart of historic Port Washington. Just a mile from Lake Michigan, sandy beaches, the iconic lighthouse, marina, and the charming downtown with local dining, coffee shops, and boutique shopping. This private retreat has its own entrance and is set in a quiet neighborhood, giving you the ideal mix of seclusion and accessibility. You’re only a 30-minute drive to downtown Milwaukee, and a scenic 30 miles south of Sheboygan and Kohler.

Top guest favourite
The exterior of a two-story home is shown, featuring a beige facade with white trim. A red door adds a pop of color, and flower boxes are mounted under the front windows. In the background, a clock tower is visible, indicating proximity to local attractions.
Flat in Port Washington
4.98 out of 5 average rating, 223 reviews

Inn on Billy Goat Hill

Come enjoy our upper 2-bedroom apartment in charming Port Washington filled with personal, welcoming touches. We live in a quiet neighborhood on Billy Goat Hill, which overlooks the downtown. The location is very walkable and close to fishing, swimming, boating, biking, shops, pubs, farmers' market, homemade ice cream , and historical sites of interest. We live downstairs and often will be here if you have any needs or concerns, but are very conscious of your desire for privacy.

Guest favourite
A welcoming living area features large windows allowing natural light to fill the space. An ornate armchair and a plush ottoman provide comfortable seating. A vintage-style coffee table sits in the center, complemented by a cozy couch. Wooden trim enhances the charming atmosphere.
Flat in Cedarburg
5.0 out of 5 average rating, 8 reviews

The Crooked Chimney Lower Flat

You will love the charm of this early 1900's home. The lower unit of this single family home turned duplex has so much charm with it's original woodwork. It's location can't be beat! Just 1 block from downtown Cedarburg where you will find an abundance of shops and eateries. Come to participate in one of Cedarburg's many events that take place throughout the year. Enjoy your morning cup of coffee in the back yard and listen to the river that flows just across the side street.

Top guest favourite
A spacious yard is surrounded by greenery, featuring four red Adirondack chairs arranged around a fire pit. The cabin, with large windows, includes a screened-in porch that provides a shaded area. A stack of firewood is visible nearby.
Cabin in Port Washington
5.0 out of 5 average rating, 50 reviews

Modern Cabin in Port Washington!

Newly constructed in 2023, this "up north" style cabin is within walking distance of charming downtown Port Washington and its beautiful Lake Michigan frontage! It offers incredible privacy, abundant natural light, a covered patio, and screened-in back porch! This is the perfect space for peaceful relaxation with family and friends as well as a great fit for remote workers. Complimentary firewood supplies a cozy wood stove as well as a backyard fire pit!

Top guest favourite
A serene dining area features a wooden table surrounded by black chairs. Large windows provide expansive views of Lake Michigan and the shoreline beyond. Natural light fills the space, complemented by minimalist pendant lighting above the table.
Home in Belgium
5.0 out of 5 average rating, 83 reviews

The Asher - Designer Retreat on Private Beach

Perched on 200 feet of private Lake Michigan shoreline, the Asher is a luxury retreat created by design and hospitality firm, Vose. Featured in the book, "Back to the Woods," Unique Stays of WI and MN, the Asher offers guests a contemporary open concept layout, stunning Lake Michigan views, a wide sandy beach accessed directly from the house, a lakeside hot tub, multiple fireplaces, and chefs' kitchen.

Guest favourite
The guest house exterior features classic brick architecture with a welcoming front porch adorned with potted pumpkins. A sign indicating 'The Shinery Guest House' is prominently displayed. Autumn foliage partially frames the scene, adding a seasonal touch to the inviting streetscape.
Guest suite in Cedarburg
4.83 out of 5 average rating, 337 reviews

A Great Stay in A Great City

The guest house has a private entrance, parking in back and is directly in the middle of one of the Midwest’s most beautiful cities. Historic Cedarburg has several coffee shops, candy stores and unique blend of boutiques, shops and restaurants. The AIRBNB is located just above the quaint shop The Shinery at W63N678 Washington Avenue right in the center of Downtown!

Top guest favourite
A comfortable leather sofa with patterned cushions is positioned in the living area. A wooden cabinet with glass doors displays decorative items. The room features a colorful area rug and walls that are partially adorned with wooden accents, contributing to a cozy ambiance.
Flat in Port Washington
4.93 out of 5 average rating, 326 reviews

Homeport

The apartment is a remodeled former "Summer Kitchen" in the lower level of our cream city brick home. We are located in the heart of downtown next to the marina, close to parks, steps away from restaurants, coffee shops & bars. Lake Michigan is just outside the door! We invite couples, solo adventurers, and business travelers for short and long-term stays.

Superhost
An open-concept living area is showcased, featuring modern furnishings and large windows that invite natural light. A comfortable sofa and a round dining table are visible, with a view of the outdoor greenery. A sleek television mounted on the wall creates a focal point.
Townhouse in Thiensville
5.0 out of 5 average rating, 4 reviews

500 House - Unit B

Welcome to a thoughtfully designed modern retreat in the heart of Thiensville. This stylish unit offers a seamless open-concept layout with a private patio, ideal for both relaxation and connection. Whether you're traveling solo, as a couple, or with a group, the space blends privacy with shared community areas perfect for any type of stay.

Popular amenities for Ozaukee County holiday rentals