Vacation rentals in Port Washington

4.91 out of 5 average rating, 338 reviews

A wooden deck provides a serene view of the sandy beach and calm lake waters. Adirondack chairs face the shoreline, with natural boulders surrounding the water's edge. Lush greenery is visible along the side, complementing the open blue sky above.

Guesthouse in Oostburg

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.

4.99 out of 5 average rating, 274 reviews

Cabin in Elkhart Lake

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.

Townhouse in Port Washington

The bathroom features a modern shower with tiled walls and a glass door. A compact vanity with a sink is accompanied by storage and a mirror. Soft towels hang neatly on the racks, and a small decorative basket adds organization to the space.

4.92 out of 5 average rating, 158 reviews

Steps Away From the 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.

4.97 out of 5 average rating, 185 reviews

Barn in Cedarburg

Big Red Barn with a basketball court

A beautifully transformed dairybarn turned into a rustic Lodge with all the accommodations. Enjoy a full kitchen and bar filled with a gas fireplace, dart board and pool table. Head upstairs to the basketball court and onto a wraparound deck that over looks acres of wetlands with wildlife A birdwatchers paradise. If you need to detox we have a wood-burning sauna with all the wood and kindling for you to enjoy. We are located 2miles outside historic Cedarburg Wi and 25 minutes north of Milwaukee.

A dining area features a round wooden table accompanied by four chairs. Natural light fills the space through windows. A patterned rug is placed on the polished wooden floor. A globe and a vase of flowers enhance the atmosphere, alongside a small side table with decorative items.

5 out of 5 average rating, 239 reviews

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.

A screened porch features a gas firepit situated on a patterned rug. Two cushioned chairs and a small table are arranged around the firepit, providing a cozy setting. Soft candlelight adds a gentle glow, while greenery is visible through the screens.

4.96 out of 5 average rating, 130 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.

A coffee station is set up on a granite countertop, featuring a single-serve coffee maker and a selection of coffee pods in a display holder. A decorative tin labeled "Lemon Zest" is seen nearby, along with a small sign offering complimentary coffee. Natural light enters through a window.

4.91 out of 5 average rating, 143 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!

A small outdoor seating area is presented with a cushioned bench adorned with a sunflower pillow. A woven basket and a metal side table are positioned nearby. Inspirational signs are displayed on the wall, enhancing the inviting atmosphere.

4.97 out of 5 average rating, 100 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.

Bungalow in Port Washington

A hallway features wooden accents and a dark door, leading to another room. A round area rug with intricate patterns is positioned on the hardwood floor, adding texture to the space. Art is framed and mounted on the wall to the left.

4.97 out of 5 average rating, 139 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.

4.96 out of 5 average rating, 327 reviews

Grace Adventure House, walk to Port, Shops, Beach

Unleash Your Inner Explorer at Our Charming Cream City Brick Haven! Bring the whole crew - yes, even Fido! - to our delightful, 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. A sanctuary of serenity and fun where every moment is a memory in the making.

5 out of 5 average rating, 146 reviews

The cabin's exterior features a modern design with a dark green facade and a sloped metal roof. Large windows reflect the surrounding greenery, while a gravel pathway leads to the entrance, framed by vibrant foliage and a landscaped yard.

Cabin in Cascade

hot tub and sauna on 5 private acres

Need 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 inspired getaway awaits!

4.99 out of 5 average rating, 170 reviews

Loft in Port Washington

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.

Vacation rentals for every style

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Popular amenities for Port Washington vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Port Washington

5 out of 5 average rating, 83 reviews

A private deck features a round dining table with four striped chairs, complemented by an umbrella for shade. French doors provide access to the interior space, while a wooden storage box is positioned nearby, all set against a warm, red-painted exterior.

Guesthouse in West Bend

Wilderness Retreat*Private Deck*Gazebo*Fireplace

JonathanRating, 5 stars3 weeks ago

Our stay at Don and Betsy’s place was nothing short of exceptional.From the moment we arrived, we felt warmly welcomed and completely at home. The property was immaculate-and properly maintained, thoroughly decorated, and stocked with every comfort we could possibly need. Don and Betsy were the perfect hosts: friendly, responsive, and full of recommendations if needed. It’s clear they genuinely care about providing an amazing guest experience. The peaceful surroundings, cozy touches, and attention to detail made this one of the best Airbnb stays we ever had. If you’re looking for a quiet, comfortable, and memorable getaway in Wisconsin, look no further. We’re already planning our next trip!! Thank you again! Jonathan and Lisa

5 out of 5 average rating, 34 reviews

Home in Oostburg

Lakefront Blue Dune Cottage on Lake Michigan.

Katie Rating, 5 stars8 months ago

I can't say enough about this beautiful lake house! Greta is one of the finest hosts that I've ever come across. Timely information, quick responses, and there are so many extras!! So many toiletries, pantry, and fridge items for your comfort and convenience. We visited in October, so didn't need them, but a caddy by the rear door with suntan lotion and beach towels. Just an extremely considerate person. We enjoyed our stay very much and would love to return in the future.

Superhost

The exterior of the house is illuminated at night, showcasing a welcoming ambiance. A brick pathway leads to the entrance, framed by a well-kept lawn. Large windows reveal warm light from the interior, and a balcony is visible above the entrance.

Cottage in Random Lake

4.84 out of 5 average rating, 69 reviews

Private 3 bedroom lake house

JosephRating, 5 stars1 week ago

Very nice place and location. Property was as described. Great place for entertaining. Thank you.

4.95 out of 5 average rating, 94 reviews

Cabin in Random Lake

The Random Cabin (On Random Lake)

CathyRating, 5 stars3 weeks ago

It was a nice place, beautiful scenery, close to towns I need to go. The only thing was his neighbor was,asking questions, that he did not need to.

A fire pit is featured at the center of a wooden table, surrounded by dark volcanic rocks. Flames dance above the fire ring, creating a warm glow. Two chairs are positioned nearby, offering a cozy spot for gathering outdoors.

5 out of 5 average rating, 15 reviews

Mariner's Point Carriage House

RaeganRating, 5 stars1 day ago

Absolutely loved staying at Lori’s place and will definitely stay again. Perfect location, beautiful views and convenient to shopping and restaurants.

5 out of 5 average rating, 9 reviews

A private pier extends into the calm waters, lined with colorful kayaks and paddleboards. The spacious lawn offers picnic tables and a view of the lakehouse's modern exterior, framed by lush greenery and tall trees under a clear blue sky.

Cottage in Random Lake

Cozy Lakefront Escape: Ideal Seasonal Getaway

CheyanneRating, 5 stars5 months ago

Such a beautiful and peaceful place. Host is very friendly and responsive. First time I’ve woken up feeling well rested in a minute, beds really helped any of our back issues. Main parking spots might not be available at first due to people parking there for ice fishing on the lake but plenty of street parking. If staying in the winter, run the water for a moment to run through any sediment in the pipes. (Not a house problem, just winter in Wisconsin.) :)

4.95 out of 5 average rating, 59 reviews

The exterior of a two-story building is displayed, showcasing a well-maintained above-garage apartment with a staircase leading to the entrance. The garage doors feature a wooden finish, while the roof is covered with dark shingles under a clear blue sky.

Guest suite in Waldo

Above Garage Apartment w/ Private Beach

JennyRating, 5 stars1 day ago

Dustin’s place is a great space for couples. It is very clean and well equipped. He was very accommodating when I messaged him well after our arrival that we needed a place to charge our E-bikes. Dustin’s place was exactly what we needed and will rebook the next time we’re in the area. Highly recommend!