
Vacation rentals in Port Washington
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Top-rated vacation rentals in Port Washington
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Elkhart A-Frame, Wooded Retreat near Road America
The Elkhart A-Frame is an ideal location for the adventure seeker who wants a unique and private experience that is still close to all the action. The home sits on a wooded three-acre private retreat only about a mile from the village of Elkhart Lake, Road America, and Golf Courses. This unique cabin was built in the 1970's but has been recently renovated with a fun Scandinavian modern flair. It has all the amenities for a memorable vacation stay that provides plenty of epic photo opportunities.

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.

Historic downtown upstairs 2-bedroom rental unit
This apartment is located in the heart of downtown Port Washington with easy access to adorable shops, delicious restaurants, and the beautiful lakefront. It may be a small town but there are plenty of things to do. Rent a bike. Take a walk to the lighthouse. Get ice cream with the family. Or even take a thirty minute drive to Milwaukee. This historic unit sits above a hair salon that I have owned for the past 27 years. I've raised my three children in this cute town and would love to share it.

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.

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.

Helena House Port Washington, Lake Michigan View
The Helena House is a charming renovated 1913 Bungalow that features 2 main level bedrooms & bath with a handicap accessible shower, and fully furnished kitchen. The second level is a new spacious master ensuite. Relax on the front porch as you enjoy a view of Lake Michigan. Our home is a couple minute walk to the lake, downtown, restaurants, and shopping. A short 30-minute drive to downtown Milwaukee and 30 miles south of Kohler. The Interurban Trail is easily accessible from our location.

LUX Downtown Escape | Outdoor Movie Screen
Welcome to our beautiful 2-bedroom historic home in Downtown Sheboygan! This charming and well-appointed residence offers a comfortable and stylish stay for your visit to the area. From the Chef’s kitchen, comfortable living room, and peaceful backyard, to its prime location within walking distance of Sheboygan's vibrant nightlife, theater, and restaurants, you'll have everything you need right at your doorstep. The home is also just a few blocks from Lake Michigan's beautiful beaches.

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.

The Loft @ The Butler Place. 1846 homestead.
The Loft at the Butler Place is a beautiful, quiet retreat set in the rural suburb of Sussex, just 30 minutes west of Milwaukee. The home is the 1846 homestead of the William Butler family, making the home older than the State of Wisconsin! The 2019 remodel of the Loft is in sophisticated farmhouse style and pays tribute to the history of the home in its furnishings, up cycled pieces, and beautiful setting. "Broken becomes blessed" both tells and compells as an invitation to all.

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.
Popular amenities for Port Washington vacation rentals
Other great vacation rentals in Port Washington

Charming Historic Lower Unit King/Queen Sleeps 6

Custom Home w/ Lake Views & Cozy Fireplace

High Street Haven

NEW Riverfront Loft - Fantastic location

Lake Breeze Home - Downtown Port Washington

The Asher - Designer Retreat on Private Beach

Perfect Balance in Cedarburg Gem

Parkside Studio Apartment
When is the best time to visit Port Washington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $185 CAD | $180 CAD | $185 CAD | $203 CAD | $215 CAD | $222 CAD | $218 CAD | $214 CAD | $204 CAD | $188 CAD | $178 CAD | $169 CAD |
| Avg. temp | -4 °C | -3 °C | 3 °C | 8 °C | 14 °C | 20 °C | 23 °C | 22 °C | 18 °C | 12 °C | 5 °C | -1 °C |
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Port Washington?
Yes! Work meets play with ease at over 30 vacation rentals in Port Washington featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Port Washington?
Four-legged friends are welcome in Port Washington. Choose from more than 10 vacation rentals for guests traveling with pets.
Are there family-friendly apartment rentals in Port Washington?
Port Washington has more than 10 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do apartment rentals in Port Washington have wifi?
Absolutely! We offer over 20 apartment rentals with wifi in Port Washington. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Port Washington have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Port Washington. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in boutique hotel rentals in Port Washington?
Experience the best of Port Washington with our boutique hotel rentals, starting at about $150 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Quick stats about vacation rentals in Port Washington

Total vacation rentals
Explore 50 vacation rentals in Port Washington

Nightly prices starting at
Port Washington vacation rentals start at $41 CAD per night before taxes and fees

Verified guest reviews
Over 3,850 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
50 of Port Washington vacation rentals include wifi access

Popular amenities for guests
Guests love Gym, BBQ grill, and Laptop-friendly workspace across Port Washington rentals

4.9 Average rating
Port Washington stays are highly rated by guests—averaging 4.9 out of 5!
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