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Milwaukee vacation rentals

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Top-rated vacation rentals in Milwaukee

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

SUPERHOST
  1. Entire rental unit
  2. Milwaukee
Flexhome Brewery District M2 - Fiserv+Gym+Parking

This Flexhome is situated in one of Milwaukee's most historic buildings, the old Pabst malt house. Architectural features include original Cream City brick, exposed beams, arched windows, and city skyline views. The building is fully loaded with amenities including a fitness center, theater, work/study booths, and a game lounge with darts, pool, and bags (otherwise known as cornhole).

SUPERHOST
  1. Entire rental unit
  2. Milwaukee
Flexhome East Side Studio ES1 - UWM+Rooftop+Lounge

Enjoy skyline views from the rooftop patio, work up a sweat in the fitness center, or take a bike ride along the Oak Leaf Trail - the options here are endless.

SUPERHOST
  1. Entire rental unit
  2. Lower East Side
Flexhome East Side Vintage Studio F1 Brady+Balcony

With quick access to Brady St, the beach, and Downtown Milwaukee, this home is ideally located for first-timers discovering the city and for regulars enjoying their favorite spots.

Vacation rentals for every style

Get the amount of space that is right for you

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Milwaukee beach vacation rentals

SUPERHOST
  1. Entire rental unit
  2. Cedarburg
CEDAR CREEK APARTMENT UPPER DUPLEX +30 DAYS
  1. Entire home
  2. Milwaukee
Budget Guest House #1. Private & Free Parking
SUPERHOST
  1. Entire home
  2. Hubertus
Bark Lake, Entire Home, Private Lake Frontage 50ft
SUPERHOST
  1. Camper/RV
  2. Bay View
70s City Glamping RV By Lake, Unique Boho Retreat
SUPERHOST
  1. Entire home
  2. Racine
Fisherman's Net Beachouse
SUPERHOST
  1. Entire townhouse
  2. Bay View
Charming Vintage Farmhouse 3 Bedroom Oasis
SUPERHOST
  1. Entire bungalow
  2. Bay View
Bay View, Private, Sunny, Garden, Bungalow
  1. Entire home
  2. Glendale
Riverfront Retreat ~ 4 Mi to Downtown Milwaukee!
SUPERHOST
  1. Entire home
  2. Racine
Root River Home - Waterfront property - Sleeps 8+
SUPERHOST
  1. Boat
  2. Racine
Vessel: "Me Time" - 28 Carver @ Reef Point W1-19
SUPERHOST
  1. Entire rental unit
  2. Shorewood
English Tudor - Upper Flat blocks from the beach
SUPERHOST
  1. Entire home
  2. Wind Lake
Sandy Bottoms

Downtown Milwaukee vacation rentals

SUPERHOST
  1. Private room
  2. Saint Francis
Ginkgo House - Traditional arts & crafts home
SUPERHOST
  1. Private room
  2. Bay View
The Barr House in Bayview
SUPERHOST
  1. Entire rental unit
  2. Lower East Side
Unique Eastside Apartment with Garage Parking
  1. Private room
  2. Milwaukee
Cozy Private Rooms available in Milwaukee - Rm3
SUPERHOST
  1. Entire rental unit
  2. Milwaukee
Flexhome 2-Story Townhome M7 - Fiserv+Gym+Parking
  1. Private room
  2. Milwaukee
The Fortress - Room 5
SUPERHOST
  1. Entire guest suite
  2. West Allis
Modern upper duplex. Travel RN+ business travelers
  1. Entire condo
  2. Milwaukee
Better than an extended stay 8503
SUPERHOST
  1. Private room
  2. Riverwest
Boho-chic Riverwest loft minutes from downtown MKE
SUPERHOST
  1. Private room
  2. Milwaukee
2-15 min from everywhere....Central Location!
  1. Entire condo
  2. Milwaukee
Corporate monthly short term home sweet home 8545
  1. Private room
  2. Milwaukee
Cozy Private Rooms available in Milwaukee - Rm5

Milwaukee fishing vacation rentals

  1. Entire rental unit
  2. Milwaukee
Milwaukee's Prize #205 -Fiserv, Riverside Theatre★
  1. Entire rental unit
  2. Lower East Side
Explore It, Live it! Spacious 1 bdm apartment
SUPERHOST
  1. Entire rental unit
  2. Lower East Side
Cute & Quaint Studio near Brady St | Free parking
  1. Entire rental unit
  2. Juneau Town
Downtown Studio Apartment #407
SUPERHOST
  1. Entire rental unit
  2. Bay View
Bay View Historic Home-1/2 block from Lake
  1. Entire rental unit
  2. Lower East Side
Farwell 207 - East Side Milwaukee
  1. Entire townhouse
  2. Bay View
Vintage Bay View - Big Backyard, Big 1 Bedroom
  1. Entire rental unit
  2. Bay View
Zen Basement Space In Bay View by Lake Michigan
  1. Entire rental unit
  2. Milwaukee
Newport House -Walk to UWM- vintage upper+garage
  1. Entire rental unit
  2. Lower East Side
Cozy Downtown Studio!
SUPERHOST
  1. Entire rental unit
  2. Bay View
The LuLu Nest: Bay View Studio, 5 min to downtown!
SUPERHOST
  1. Entire rental unit
  2. Milwaukee
Flexhome East Side Studio ES2 - UWM+Rooftop+Lounge

Your guide to Milwaukee

All About Milwaukee

Milwaukee, Wisconsin’s largest urban area, is a vibrant Great Lakes city that retains its industrial past while pouring energy and investment into the cultural life of its distinctive neighborhoods, its charming downtown with late 19th-century buildings, and its waterfront district with views of Lake Michigan. Three rivers — the Milwaukee, the Kinnickinnic, and the Menomonee — pass through town, and you can kayak and canoe along the urban river trails. During the summer, enjoy a swim in the crisp Lake Michigan water at Bradford Beach.

The Old World Third Street Historic District is the best place to immerse yourself in Milwaukee’s German roots. You’ll want to come hungry to this area of town, home to restaurants serving Bavarian favorites like wiener schnitzel and bratwurst. The Milwaukee Public Market is an indoor marketplace with 20 local vendors selling craft cheeses, fresh seafood, and prepared foods. Just outside the city center, you can spend hours wandering through the historic neighborhoods of the Lower East Side or Murray Hill, admiring the Victorian homes.


How do I get around Milwaukee?

The closest airport is Milwaukee Mitchell International Airport (MKE), just a 10-minute drive from the city center. From there you can easily take a cab, ride-hailing service, or a shuttle to your vacation rental in Milwaukee. A public bus route also connects the airport to the center of town; the ride takes around 30 minutes. Getting around downtown is easy, as many destinations are within walking distance of one another. You can also take the Hop Streetcar or the extensive bus system to get around town, or take advantage of the city’s bike-sharing system and explore on two wheels. If you plan on visiting other parts of Wisconsin, it may be a good idea to rent a car at the airport.


When is the best time to stay in a vacation rental in Milwaukee?

Milwaukee experiences extreme weather conditions, and although the temperature changes drastically throughout the year, there is plenty to do indoors and outside, making it a great year-round destination. The summer is a perfect time to visit Milwaukee’s beautiful waterfront, as the longer days are hot and, in late July through early September, humid. Spring in Wisconsin moves from melting snow and slush to wildflowers around April, and from late September through the end of November, you’ll see the city splashed with the colors of autumn leaves. Winters are cold, with freezing winds coming off the lake, so make sure you bring warm outerwear. You’ll want to browse museums then, try German beers along the Old World Third Street Historic District, or even test out your cross-country skis in the outlying parks.


What are the top things to do in Milwaukee?

Milwaukee Public Museum

This museum of natural and human history has three floors filled with more than 4 million artifacts, making it the largest museum in Wisconsin. Experience interactive exhibits where you can walk in the footsteps of dinosaurs, stroll through the streets of Old Milwaukee, check out a recreated European village, or learn about the ancient crossroads of Europe, Africa, and Asia. You can also visit the planetarium.

Milwaukee RiverWalk

Once a thriving industrial area, the banks of the Milwaukee River are now home to a pedestrian path lined with bars, restaurants, and gardens. Starting at the historic Pierhead Lighthouse, the Milwaukee RiverWalk stretches an impressive 20 blocks through downtown. During the warmer months, the restaurant patios along the boardwalk hum with diners.

National Bobblehead Hall of Fame and Museum

Home to more than 6,500 bobbleheads that date back decades, the National Bobblehead Hall of Fame and Museum is one of the city’s quirkiest attractions. Search for bobbleheads of your favorite baseball players, actors, cartoon characters, and politicians. You can also learn about the history of bobbleheads and how they are made.