Apartment vacation rentals in Port Washington

4.99 out of 5 average rating, 111 reviews

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.

Apartment in Cedarburg

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!

LocationValueTV

4.97 out of 5 average rating, 401 reviews

A calming bedroom features a dark wooden headboard with a collection of textured pillows in various colors placed on a neatly made bed. A bedside table holds a lamp, with a small photo frame beside a potted plant, providing a touch of greenery.

Apartment in Cedarburg

Prime location in the heart of it all

We anticipate your needs. Prime location in Historic Cedarburg on Washington Ave in the heart of it all in a 2br apartment w/NO CLEANING FEE(short to do list @ checkout).Guests get special attention that they deserve in a stylish calm space, above a 3 car garage accessed by stairs set back off of the street for a quiet timeout. So much to do & see or simply take a walk/picnic in the park. Just steps to shops, restaurants, wineries, & breweries. Close to bike/hike trails, golf, museums, parks...

LocationFamilyLayout

The front exterior of the duplex showcases a charming farmhouse style with light grey siding and white trim. Two levels of porches with railings are complemented by doorways in vibrant turquoise. Flower baskets hang from the porch beams, and a garden with greenery enhances the inviting atmosphere.

5.0 out of 5 average rating, 272 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.

ValueFamilyKitchen

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.

4.89 out of 5 average rating, 180 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!

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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.

4.98 out of 5 average rating, 140 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.

ValueLocationCheck-in

4.98 out of 5 average rating, 129 reviews

A two-story brick building houses a coffee shop on the ground floor, featuring large windows flanked by a striped awning. The entrance is highlighted by a sign that announces it as Kettle Moraine's Favorite Espresso Bar. A welcoming atmosphere is created by its corner placement and outdoor seating area.

Apartment in Kewaskum

Local Landmark CF / Artisan Coffeehouse

Wake up to the aroma of fresh coffee, stroll downstairs for breakfast, then spend the afternoon hiking the Kettle Moraine before returning to a luxurious bed. The iconic Coffee Corner Bistro (Est 1999) is steps from the Wisconsin 9/11 Memorial & Eisenbahn Bike Trail, and is the "Gateway to the Kettle Moraine" Proudly recognized by the Fond du Lac Reporter Travel Section in its June 13, 2026 feature: "Top Airbnb Stays Near Fond du Lac" Google CBS 58 story on our historical Coffeehouse.

ValueFamilyCondition

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.

4.98 out of 5 average rating, 228 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.

LocationValueDecor

A comfortable living area features a sectional sofa in a soft grey hue, a rustic wooden coffee table, and natural light streaming through large windows. Unique décor includes a vintage style chair and a wall-mounted shelf with plants and books.

4.93 out of 5 average rating, 594 reviews

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.

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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.

4.96 out of 5 average rating, 344 reviews

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. Just 4 blocks from sparkling Lake Michigan and vibrant downtown Port Washington, this beautifully restored 1865 Cream City Brick upstairs apartment is your peaceful, luxurious escape. Think storybook vibes meets modern comfort – the perfect Lake Michigan getaway for families, couples, and kids alike.

FamilyValueLong stay

4.98 out of 5 average rating, 323 reviews

A quaint living space features an antique-style fireplace made of dark wood, with a circular mirror above it. A flat-screen television is mounted on the wall opposite a small table and a suitcase rests on the hardwood floor, accompanied by a decorative flower arrangement.

Apartment in Waldo

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.

LocationFamilyLong stay

Apartment in Campbellsport

A dining area is showcased, featuring a wooden table set with two plates. A vase with flowers sits at the center. Large windows frame the view of verdant trees, allowing natural light to fill the space.

GGG Spacious Log Cabin apartment on the IAT

With 10-11’ ceilings and 1000 sf, this sunny apartment is the second floor of an 1860’s log cabin. Completely updated with new floors, paint, fixtures and more, it’s a perfect retreat from the city. Explore the adjoining 500 acres of state forest, with public lake and boat launch across the street for fishing and paddling. The adjacent trail leads right the Parnell Segment of the Ice Age trail and Mauthe Lake State Park.

ValueLocationSolo travel

4.97 out of 5 average rating, 114 reviews

Superhost

4.91 out of 5 average rating, 342 reviews

Modern Luxury 1BR Apt with Rooftop+Gym+Parking

Experience Milwaukee like a VIP! This luxury one-bedroom apartment offers the ultimate convenience with direct access to the Fiserv Forum through the building's enclosed skywalk. Whether you're in town for a game, a concert, or simply to explore, you'll love taking in the skyline views from the rooftop patio, working up a sweat in the fitness center, or relaxing in your sleek and comfortable private space.

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Popular amenities for Port Washington apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

A well-lit living area features a neutral-colored sofa adorned with a soft throw. A glass coffee table sits on a patterned rug, complemented by a wicker basket. Natural light filters through the window, illuminating the space and the nearby armchair.

4.98 out of 5 average rating, 218 reviews

Lovely modern two bedroom home with fire pit

ValueLocationBreakfast

4.96 out of 5 average rating, 232 reviews

A welcoming living area features a dark leather sofa and loveseat, complemented by a wood coffee table atop a plush area rug. Natural light enters through two windows, enhancing the space's warmth. Artwork is displayed on the wall, adding a touch of character.

Apartment in West Allis

Clean 2 bedroom/1 bath close to everything!

LocationValueHeating

The exterior of a historical mansion is displayed, featuring intricate architectural details and multiple levels. Large windows and black front doors offer an inviting entrance. A grassy area with small shrubs lines the front, providing a well-maintained appearance against a cloudy sky.

4.91 out of 5 average rating, 781 reviews

Historic Lower East Side Apartment with Lake Views

FamilyLocationIndoor spaces

4.94 out of 5 average rating, 445 reviews

A bright living area showcases a comfortable seating arrangement with decorative cushions. Potted plants add greenery, and light streams in through the large windows. Artwork adorns the walls, while a mix of textures is provided by the rugs and furnishings.

Apartment in Bay View

Bay View MKE Hideaway - with Parking!

FamilyValueWalkability

5.0 out of 5 average rating, 227 reviews

A neatly arranged countertop displays a candle labeled 'Blush Floral' alongside a clear vase filled with fresh red roses. A sleek soap dispenser, marked 'Church Street Hand Soap,' sits prominently, enhancing the serene ambiance of the space.

Apartment in Kohler

Church Street Romance & Retreats-Village of Kohler

ValueLocationBiking

Apartment in Lower East Side

Modern Brady St Apt, 3 Private Baths, Free Parking

LocationValueAccuracy

4.95 out of 5 average rating, 139 reviews

Apartment in Walker's Point

The bright living area features tall, arched windows allowing natural light to fill the space. A spacious sectional sofa is adorned with various textured throw pillows, while a colorful area rug anchors a wooden coffee table. Decorative plants and wall art enhance the airy atmosphere.

Cozy Walkers Point 1BR w/ City View & Free Parking

LocationFamilyKitchen

4.97 out of 5 average rating, 246 reviews

4.86 out of 5 average rating, 319 reviews

A spacious back yard overlooks Lake Michigan, featuring a manicured lawn and five comfortable seating options. Sailboats are visible on the water, with a breakwater in the distance. The serene setting is framed by lush greenery, inviting relaxation and enjoyment of the scenic view.

Apartment in Bay View

Lakeside Beauty

FamilyLocationHospitality

Private apartment rentals

4.82 out of 5 average rating, 184 reviews

A spacious living room features a large gray sectional sofa, an armchair in burgundy, and a dark wood TV stand with a flat-screen television. Natural light enters through the window, complemented by light-filtering shades. A neutral wall displays a framed cityscape artwork.

Apartment in Riverwest

Mid-century Lower in Riverwest

LocationFamilyCheck-in

4.87 out of 5 average rating, 395 reviews

A spacious bed is dressed in neutral linens, complemented by a decorative striped blanket and a pillow with 'relax' text. A wooden bedside table with a lamp rests nearby, and wall art is mounted above the bed, enhancing the room's inviting ambiance.

Apartment in Wauwatosa

Tosa Village Studio Apartment

ValueLocationLong stay

A well-lit bedroom features a spacious bed with a dark headboard and light bedding. Two bedside lamps illuminate the room, complemented by natural light from the two windows. A wall-mounted television adds functionality, while a piece of art decorates one wall, enhancing the inviting ambiance.

4.99 out of 5 average rating, 275 reviews

Modern Upstairs Apt - Steps from Lake Michigan

FamilyValueAmenities

A cozy living area is highlighted by a light-colored sofa and a circular coffee table at the center. Two windows allow natural light to fill the space, illuminating a decorative rug. A mirror enhances the sense of openness, while potted plants and stylish furniture add softness.

4.98 out of 5 average rating, 107 reviews

Spotless, Walkable- Downtown, Fiserv Forum

LocationFamilyPets

Superhost

A living area features a wooden futon adorned with colorful cushions, accompanied by a striped armchair. A flat-screen TV is positioned on a dark wood desk. Natural light filters through the window, highlighting the hardwood floor and a textured area rug in multiple colors.

4.88 out of 5 average rating, 193 reviews

MKE Bungalow, Driveway Parking, Long-Stays Welcome

ValueFamilySleep quality

4.93 out of 5 average rating, 107 reviews

A charming upper unit of a bungalow is surrounded by lush green trees and well-maintained landscaping. The exterior features a combination of brick and stone, with decorative patriotic bunting adorning the porch. A pathway leads to the entrance, framed by vibrant foliage.

Apartment in Riverwest

Charming Bungalow Unit Just North of Downtown Milw

FamilyLocationCheckout

A compact kitchen area showcases modern cabinetry and essential appliances, including a refrigerator and a stove. A small counter with two stools provides a space for dining or working, accented by natural light filtering through a window. Decorative elements enhance the inviting atmosphere.

4.84 out of 5 average rating, 261 reviews

Sheboygan Surf House - Jetties

LocationFamilyAccuracy

A fully equipped kitchen is featured, showcasing dark wooden cabinetry and stainless steel appliances. A round wooden dining table with four matching chairs is positioned nearby. Natural light filters through a window adorned with light curtains, illuminating the warm tones of the flooring.

4.84 out of 5 average rating, 100 reviews

Fully Loaded and Clean! King

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Apartment rentals with a hot tub

Apartment in South Milwaukee

A charming outdoor seating area is featured, with two wicker chairs and a small table adorned with vibrant flowers. A large green umbrella provides shade over the space, while decorative elements add character to the inviting layout.

Music themed couples getaway hot tub walking paths

LocationFamilySleep quality

5.0 out of 5 average rating, 81 reviews

Apartment in Oshkosh

Luxury Lakefront Studio | EAA | Downtown | GYM

LocationSleep qualityHospitality

5.0 out of 5 average rating, 3 reviews

Apartment in Elkhart Lake

A living room featuring large windows that provide views of the surrounding landscape. A patterned armchair invites relaxation alongside a small side table. A white fireplace serves as a focal point, with a stylish arrangement of decorative items above it. A soft area rug covers the hardwood floor.

Resort Condo on Elkhart Lake

FamilyLocationBeach

5.0 out of 5 average rating, 12 reviews

A cozy room features an original brick wall, a queen-size sleep number bed, and a small dining area with a wooden table and chairs. A double whirlpool tub is positioned nearby, with a private bathroom visible. A flat-screen TV is mounted on the wall.

4.85 out of 5 average rating, 34 reviews

Helene's room

ValueFamilyWalkability

A partially open gray door is visible, with the letter 'A' attached to it. A glimpse of a cozy room is seen in the background, featuring a circular rug, a table with a lamp, and a comfortable seating area, illuminated by ceiling lights.

Apartment in Mayville

Vintage chic+EAA+Horicon Marsh

Location! Inground pool! Multi-month only.

A spacious lobby area is highlighted by wooden paneling and stylish lighting fixtures. Comfortable seating is arranged in a large sectional, and a long, modern table accompanied by chairs offers a place for gatherings. Intricate patterned flooring adds character to the space.