Apartment holiday rentals in Port Washington

Beautiful Port home short walk to town and lake

Enjoy Grace Guest house and the sights and sounds of Port Washington at our bright turn of the century duplex. Your private upstairs unit has 1.5 baths, a full kitchen and 3 bedrooms. Freshly renovated, our 1890 home is sure to charm with its many original features and large modern bathrooms and kitchen. Your second floor private walk-out deck is a great place to enjoy a morning coffee or cocktail and take in the Lake View. Port Washington’s shops and restaurants are a quick 4 minute walk.

The Hemingway on Church - It Tolls For Thee

"Kristine's property has all the charm of a modern day Mayberry" -Michael This 1906 historic home is nestled in the heart of the equally historic "Village of Kohler." Completely remodeled in 2019 adding Kohler spa amenities and modern touches to its original charm. Mixing modern & antique furniture finds like the Hemingway Sideboard (which inspired the literary theme) make this historic hideaway a true Kohler destination. "You cannot get a better location in Kohler than this house!" -Dennis

Picturesque Port Washington-HomePort LLC

The apartment is the lower level of our home in picturesque Port Washington. Quiet neighborhood, close to parks and close to bike path. There is 1 parking space and a separate entrance in the back of the house. There is a double futon in living area, bedroom has a queen size bed and newly renovated bathroom with a large shower. We are located 2 miles west of downtown Port which has many quaint shops, restaurants and a marina offering many opportunities for outdoor recreation and relaxation.

Lighthouse View -a real gem on Sweet Cake Hill

Enjoy the view of the Port Washington Lighthouse, Marina, and Lake Michigan from your private 1 queen bedroom (plus 2 futons in Living room) upper bungalow apartment. Our house was built in 1900 it has older architectural features. Please look at all the pictures. Private entrance, bathroom, and kitchen with range and refrigerator. Living room has plenty of seating and smart TV. Two block walk to the downtown with 17 restaurants and pubs within walking distance. Only 3 blocks to the marina!

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.

Local Landmark CF / Coffeehouse / Kettle Moraine

One-of-three suites located above a local landmark. The iconic Coffee Corner Bistro (est 1999), is steps from the Wisconsin 9/11 Memorial & Eisenbahn Bike Trail, and is considered the "Gateway to the Kettle Moraine". West Bend - 5 minutes, Foundry 45 - 3 minutes, Lomira - 15 minutes. Enjoy relaxing in this spacious, stylish upper flat in a beautiful turn-of-the-century building. Google... “Kewaskum somewhere I just feel at home” and check out CBS 58 story on our historic Coffeehouse

Beautiful Bay View MKE Flat - w/parking!

This is a bright, sunny apartment on the upper level of a sweet little 1870's "Polish Flat" in the heart of Bay View, one of the city's most desirable neighborhoods! We are just steps away from some of Milwaukee's best restaurants, bars, taprooms, boutiques and coffee shops. The space features an efficiency kitchenette, living room, beautiful bedroom and renovated bathroom with walk-in shower! Close to East Side, Walker’s Point, Historic Third Ward, Summerfest, Mitchell Park and the airport.

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.

Grace Adventure House, Family Friendly, Sleeps 8

Welcome to Grace Adventure House – your ultimate family-and-dog-friendly vacation rental in charming Port Washington, Wisconsin, where every stay feels like a magical holiday celebration! Just 4 blocks from sparkling Lake Michigan and vibrant downtown Port Washington, this beautifully restored 1865 Cream City Brick historic home is your peaceful, luxurious escape. Think storybook vibes meets modern comfort – the perfect Lake Michigan getaway for families, couples, and kids alike.

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.

The Blue Cobb House

My place is close to 20 minutes south of Elkhart Lake and Road America. You’ll love my place because of the outdoors space, the comfy bed, and the kitchen. My place is good for couples, solo adventurers, and business travelers. The Blue Cobb House is about 15 minutes from Kohler-Andrae State Park and 30 minutes from Harrington Beach State Park. The Kettle Moraine area is just to our west and it is filled with hiking trails.

King Bed Retreat with MKE Views + Parking

Practical conveniences are included to make your stay seamless. Included off-site parking is available nearby, and detailed instructions will be provided before your arrival. High-speed WiFi, secure floors through fob access, and self check-in ensure the experience is smooth and stress-free. The building itself reflects Milwaukee’s industrial roots while offering the safety and comfort that modern travelers expect.