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Holiday houses in Port Washington

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Top-rated holiday rentals in Port Washington

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

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Top Guest favourite
A serene lakeshore scene is captured at sunset, with the sun dipping below the horizon, casting warm hues across the sky. Gentle waves are visible in the foreground, while smooth stones line the water's edge.
Guesthouse in Oostburg
4.91 out of 5 average rating, 398 reviews

Beach House

This guesthouse is detached from the main house, comes with garage parking and has all the amenities you need including a wood-burning fire place! Towels, bath tissue, soaps & travel items. AC Window Unit. Kitchen includes pots/pans, dishes, mugs/glasses, coffee pot, toaster & microwave. Paper goods. New appliances/new water heater in 2020. Stairs to the apartment are on the northeast corner of the garage. The beach is steps away with a fire pit, boat house lounge, kayaks, beach toys & bicycles.

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, 188 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 spacious dining area features a large wooden table surrounded by eight wooden chairs. A decorative chandelier hangs overhead, while a vibrant painting and ornate mirror enhance the ambiance. A decorative area rug covers the floor, and a vintage radiator is visible in the background.
Apartment in Port Washington
4.96 out of 5 average rating, 335 reviews

Grace Adventure House, Family Friendly, Sleeps 8

A warm Wisconsin Winter Welcome awaits you at Grace Adventure House where every day feels like a holiday, and every night, a celebration! Bring the whole crew (even Fido) to our historic 1865 Cream City Brick, sunlit two-bedroom upper flat, nestled just 4 blocks from the mesmerizing shores of Lake Michigan. Here, you'll find your escape from the hustle and bustle, stepping into a world where history whispers stories, warmth wraps around you like a cozy blanket, and charm invites you to unwind.

Top Guest favourite
A welcoming home exterior is shown with a well-maintained lawn and colorful flowerbeds. The facade features a combination of stone and siding, with large windows that allow ample natural light, and a covered entrance adds to the appeal.
Apartment in Port Washington
4.96 out of 5 average rating, 152 reviews

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.

Top Guest favourite
A historic cottage is set amidst lush greenery, featuring a mix of stone and siding on the exterior. A gravel driveway leads to the entrance, surrounded by well-maintained landscaping and mature trees that provide a tranquil atmosphere.
Home in Mequon
4.98 out of 5 average rating, 148 reviews

Pet-Friendly 1850 Estate, 8 Min to Cedarburg

A shared 5-acre family estate in Mequon, part of the historic Jahn Farmstead, built in the mid-1800s and listed on the National Register of Historic Places. This restored cottage blends 19th century charm with modern comforts like a full kitchen and gas fireplace. The estate includes our family home, this 3-bed cottage, and a 1-bed guesthouse. 8 minutes from Historic Downtown Cedarburg, 30 minutes from Milwaukee, 90 minutes from Chicago. Close enough to everything, far enough to truly unwind.

Guest favourite
The kitchen features a granite countertop with a stainless steel sink, complemented by white cabinetry and a decorative rug. Shelves display colorful dishware, and a doorway leads to the adjoining living spaces.
Apartment in Port Washington
4.89 out of 5 average rating, 165 reviews

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!

Top Guest favourite
A book titled 'Silvers' with the subtitle 'Guests Four Six Four' is displayed against a tan textured background. The phrase 'try something new, you may like it' is printed below the book in a casual font.
Apartment in Port Washington
4.95 out of 5 average rating, 312 reviews

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

An upper 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 when making your reservation.

Top Guest favourite
The exterior of the bungalow is showcased, featuring multiple large windows and a front porch adorned with flowering plants. A well-maintained lawn surrounds the home, while trees provide greenery, enhancing the overall inviting appearance of the property.
Bungalow in Port Washington
4.97 out of 5 average rating, 159 reviews

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.

Top Guest favourite
Cabin in Cascade
5 out of 5 average rating, 241 reviews

sauna and hot tub on 5 private acres

Looking for a peaceful retreat? Experience 5 acres of tranquil, private woodland paradise. Cool nights are perfect for warming up in the hot tub or infrared sauna which overlook the meadow. Explore hiking trails and lakes that the scenic Kettle Moraine has to offer. Grill a delicious meal and later craft perfect s’mores by campfire as the crickets sing. Unwind at SoLu winery, just a minute down the road. Near Road America, Kettle Moraine State Forest, and Dundee. Your getaway awaits!

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.
Apartment in Port Washington
4.98 out of 5 average rating, 209 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.

Top Guest favourite
A spacious guest home is set against a backdrop of tall trees, positioned near a sandy beach. The exterior features a covered porch and two lounge chairs, inviting relaxation while enjoying the serene landscape.
Home in Oostburg
4.96 out of 5 average rating, 206 reviews

Shamba on the Lake, Oostburg, WI

Large guest home, in a rustic setting, on a peaceful 2-acre wooded lot (only 5 homes on private road) on Lake Michigan. Large private beach off of the deck. Magnificent panoramic view of Lake Michigan. Amazing sunrises, serene twilights, and magical star-studded night skies. A mile from I 43, 40 minutes from downtown Milwaukee, 20 mins from Kohler golf courses, 30 mins. from Road America, close to grocery stores, fine dining , and nearby attractions and activities.

Guest favourite
An open-concept living space features a modern kitchen with a large island and stainless steel sink, complemented by pendant lighting. A comfortable seating area with a light-colored sofa and large windows invites natural light, while a dining area with white chairs is visible in the background.
Home in Mequon
4.89 out of 5 average rating, 205 reviews

Mequon Ranch Experience

Escape to our stunning vacation home in Mequon, WI for a peaceful group getaway. Completely renovated and fully furnished, our home comfortably accommodates up to 8 guests. Enjoy complete privacy on our one-acre lot, and relax on the patio, grill up a delicious meal, or gather around the fire pit. Only blocks away from the Milwaukee River and minutes to downtown Mequon, our home offers easy access to nearby attractions. Book now for an unforgettable stay!.

Popular amenities for Port Washington holiday rentals

When is the best time to visit Port Washington?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$228 NZD$222 NZD$228 NZD$250 NZD$266 NZD$274 NZD$269 NZD$264 NZD$252 NZD$252 NZD$259 NZD$257 NZD
Avg. temp-4°C-3°C3°C8°C14°C20°C23°C22°C18°C12°C5°C-1°C

Frequently Asked Questions

  • 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 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 family-friendly vacation rentals in Port Washington?

    Port Washington has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in apartment rentals in Port Washington?

    Experience the best of Port Washington with our apartment rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • 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.

  • Do house rentals in Port Washington have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Port Washington. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Port Washington

  • Total holiday rentals

    Explore 50 holiday rentals in Port Washington

  • Nightly prices starting at

    Port Washington holiday rentals start at $135 NZD per night before taxes and fees

  • Verified guest reviews

    Over 4,100 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Port Washington holiday rentals include Wi-Fi 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!