Vacation rentals in Milwaukee County

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Top-rated vacation rentals in Milwaukee County

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

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Top guest favorite
Home in Milwaukee
4.95 out of 5 average rating, 114 reviews

Brew City Inn with Hot Tub | Summerfest House

Welcome to another property by “GNRHomes”! Make some memories at this luxurious, unique and family-friendly residential home on a quiet street. Newly renovated 1900’s home with both historic charm and modern luxury. Walkable to many major bars and restaurants. A few minutes to most popular MKE attractions, DM for more info. By booking this home you have access to the entire space and private hot tub with an garage oasis. Great central location to discover all that Milwaukee has to offer.

Guest favorite
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
4.86 out of 5 average rating, 318 reviews

Lakeside Beauty

Stunning lower duplex on Lake Michigan in beautiful Bay View WI. Exceptionally large 2 bedroom unit boasts back yard overlooking Lake Michigan with fire pit for cozy evening fires. Unit is a mix of new and classic vintage. Walking distance to South Shore Yacht Club, South Shore Terrace Beer Garden, Award Winning restaurants, a unique European grocery store, and the second largest Farmer's Market in the state. Seven minutes to downtown Milwaukee. Owner lives upstairs. Two bikes available.

Guest favorite
A cozy living space features a floral-patterned couch accompanied by a wooden coffee table. The walls are adorned with warm wood paneling, complemented by soft lighting from a wall sconce. Greenery is present with potted plants, adding a touch of nature to the space.
Home in Oak Creek
4.87 out of 5 average rating, 112 reviews

Spacious Ranch Home Oak Creek close to Airport

Chalet style ranch home is fully furnished and offers 2400 square feet of private usable space. The 3 bedrooms, living room, dining room, family room, 1 1/2 bathrooms, kitchen, and kitchen table area are all located on one floor. You will love waking up in the morning in this quiet suburban neighborhood and looking out the many windows at the park across the street. Close to the heart of Oak Creek Drexel Town Square, 4.6 miles from the airport, & 15 minutes from Downtown Milwaukee.

Superhost
A comfortable living room is showcased, featuring a soft gray sectional couch and two blue accent chairs. A coffee table sits centrally on a decorative area rug. Natural light enters through large windows adorned with light drapes, framing a view of the exterior.
Apartment in Milwaukee
4.89 out of 5 average rating, 122 reviews

MKE 2BR Flat+PKG|5M to Brewers |15M to Airport

Don't gamble on your stay—choose certainty with Painted Porch Stays, locally-owned haven committed to exceptional hospitality. This space accommodates up to 6 & offers a plethora of thoughtful amenities like snacks, dog treats, and a fully-stocked kitchen, stellar bathroom setup, and productive space w/ desks in each room. Minutes from MKE's top attractions and with parking, exploring is effortless. Experience our attention to detail and local charm for a truly memorable visit.

Top guest favorite
Guest suite in South Milwaukee
4.99 out of 5 average rating, 103 reviews

Historic Hawthorne House

Nestled just steps from Grant Park Beach & Lake Michigan, the scenic Seven Bridges Trail, and the lush Grant Park Golf Course, this unique rental offers a blend of history, charm and comfort. Only a 10 minute drive to Mitchell International Airport and an easy 20 min drive to downtown Milwaukee. Whether you're here to unwind in nature, explore the local parks, enjoy a peaceful lakeside stay, or enjoy the best that Milwaukee has to offer this home has everything you need.

Top guest favorite
A well-equipped kitchen features white cabinetry, stainless steel appliances, and green tile backsplash. The space is illuminated with recessed lighting and includes a dining area with a wood table. An open doorway leads to another room, enhancing the overall flow of the layout.
Home in Shorewood
4.93 out of 5 average rating, 160 reviews

Shorewood house - near shops w/ WiFi & parking

Just down the road from Lake Michigan, this charming duplex upper is the perfect space for a relaxing getaway. After a day of shopping, eating good food, and exploring Milwaukee, look forward to kicking back in the cozy living room, or on the patio. This duplex has 2 bedrooms; a King bed master, and one bedroom with two Twins. There is one charming bathroom with a bathtub. Well stocked kitchen, and plenty of backyard space. The lower tenant is respectful of guests.

Top guest favorite
A bright living area showcases a cozy blue sofa adorned with patterned cushion covers. A round area rug is centered on the hardwood floor, with a plush orange armchair positioned nearby. Floor-to-ceiling curtains frame the window, creating a warm ambiance.
Home in Bay View
4.95 out of 5 average rating, 183 reviews

Swan City Cozy Boho in Bay View

Welcome to Swan City located in the heart of Bay View. With beautiful hardwood floors and a cozy boho-inspired decor, our space is designed to make you feel right at home from the moment you arrive. Centrally located, we are within walking distance of several restaurants, bars, and co-ops. This community is known for its lively atmosphere and friendly locals, and there's always something exciting to see, or an event to attend in the neighborhood.

Guest favorite
A sturdy entrance door with multiple glass panels is framed by textured stone walls. The door features a decorative wreath adorned with sunflowers and autumn accents, creating a welcoming entry point.
Apartment in Shorewood
4.85 out of 5 average rating, 127 reviews

English Tudor -Floor 3 Suite blocks from the beach

Total 4 beds - 2 Queen, 1 twin, 1 full Floor 3 is a private, peaceful, comfortable suite. Newly tiled bathroom and renovations throughout. Comfortably Sleeps 6 beds (2 queen, 1 double, 1 twin. There is 1 full bathroom. I have a cat that goes in the lower level stairway to access their restroom in the basement. But they do not go in the 3-floor unit. I also have 2 lovely dogs you may see when coming in.

Guest favorite
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.
Apartment in Milwaukee
4.91 out of 5 average rating, 777 reviews

Historic Lower East Side Apartment with Lake Views

This is one unit in a historical mansion with lake views! Layout is shotgun, open concept with a SMALL functional kitchen. Definitely gives off a pied-à-terre vibe. You have direct access to the back patio and a dedicated parking space around the corner. This unit is in the heart of the lower east side- close to the art museum, cathedral square, Brady st, 3rd ward, as well as the best restaurants and bars in MKE .

Superhost
Apartment in Milwaukee
4.91 out of 5 average rating, 341 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.

Top guest favorite
Apartment in Lower East Side
4.95 out of 5 average rating, 139 reviews

Modern Brady St Apt, 3 Private Baths, Free Parking

Brand-new, architecturally designed modern retreat steps from vibrant Brady Street, Milwaukee. This luxury home features sleek finishes, built-in Bluetooth audio, 3 master suites, a private patio, and 2 free on-site parking spaces. Comfortably sleeps 9 guests, offering easy access to city life, dining, shopping, and lakefront activities. Perfect for an upscale urban escape.

Guest favorite
A well-appointed living area features a black leather sofa facing a rustic coffee table made of reclaimed wood. A large mirror and artwork adorn the walls, while a mounted animal head adds character. Plants are placed on the table and around the space, enhancing the room's ambiance.
Apartment in Bay View
4.97 out of 5 average rating, 319 reviews

Beautiful Bayview 2 Story Loft w/Skylights, Wetbar

Beautiful huge 2 story Bayview Loft with skylights - best location in Milwaukee right next to South Shore Park includes wet bar and two living spaces with huge master suite. Vintage antique styling meets modern amenities with Memory-Foam mattresses, toilets with heated seats and bidets, Reverse Osmosis drinking water system, Nespresso coffee maker, natural gas fireplace.

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