
Vacation rentals in Milwaukee
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Top-rated vacation rentals in Milwaukee
Guests agree: these stays are highly rated for location, cleanliness, and more.

Exhale, rest
Exhale. The perfect combination. This home is right in the village of Menomonee Falls with great shopping and restaurants within walking distance. Close to the highway, it’s also a mere half an hour to anything Milwaukee so games, museums, festivals are all also at your fingertips. At the end of dead end road with views of the river, access to trails, and a secluded deck and fire pit, there is definitely also a rural feel. This location has it all. Go out, live life, come back, exhale and rest.

Bay View MKE Hideaway - with Parking!
Cozy, inviting, one bedroom apartment in the heart of Bayview, literally steps away from some of Milwaukee's best restaurants, bars and shops! One of two Airbnb guest spaces in our house, this downstairs apartment is our home base when we're in Milwaukee, and we love sharing it with guests when we’re on the road! We are within five minutes of Summerfest grounds and East Side & Historic Third Ward districts, and within 10 minutes of the airport, downtown, Marquette University, and Miller Park.

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.

Vintage Bay View - Big Backyard, Big 1 Bedroom
Welcome to your Milwaukee getaway! Located in the Bay View area, you're walking distance from the best farm-to-table restaurants, music venues, art fairs, and craft beer in the city. Not only that, but Lake Michigan's beaches, Miller Park, and downtown are a short drive away. The location is ideal. The place was created with a 70's midwestern feel, with wood-paneled furniture pieces and mod design. It also boasts a giant kitchen and backyard with grill. We can't wait for you to visit!

Third Ward - High End 1 Bedroom up to 6 + Parking
This is a top of the line one bedroom 1000+ sq foot condo in the heart of the Artistic and Posh Third Ward. There are only 31 units in the Atelier building. The space is immaculate and decorated with high end furnishings. This place is perfect for solo business executive in town for a short few weeks (or months) or up to a family of 4 to 6 that wants to experience all of what downtown offers. This building is next to local restaurants, The Hop Street Car, and the Public Market.

Tosa Village Studio Apartment
Tosa Village Studio. (Wauwatosa is the first suburb west of Milwaukee). Walk to the Village and explore the boutique shops, restaurants and bars. Enjoy summer concerts in Hart Park. Miller Park (Milwaukee County Stadium - Home of the Brewers) only 3.5 miles away. Close to the Medical Complex, Froedert and Children's Hospitals. 6.5 miles to the Fiserv Forum (Home of the Milwaukee Bucks). Six miles to downtown Milwaukee. Enjoy Summerfest at the Lake Michigan shore.

Charming 1BR Loft • Parking + Walkable Location
Welcome to your stylish Milwaukee retreat! This 1BR loft blends historic Cream City charm with modern comfort. Soaring 15-ft ceilings, exposed brick, and oversized windows create a bright, open space. Enjoy a spacious king bed, fully stocked kitchen, and free off-street parking — rare in this neighborhood. Walk to the Third Ward, Walker’s Point, and Milwaukee’s best restaurants, breweries, shops, and the vibrant riverfront. Perfect for both work and play.

Our Cozy Bay View Bungalow Getaway
Our relaxing, clean, fully equipped Bay View bungalow delivers a perfect getaway. We are equipped with 1g wifi, 4K smart TV, dimmers, and a washer/dryer. Tastefully decorated, uncomplicated, and comfortable. There are cozy coffee shops, restaurants, and local bars just a few blocks from the house. The Bay View Dog Park is one block away. We have parking for two cars. We follow an Enhanced Cleaning Protocol, and are 100% smoke free without exception.

The Little Gray House
Time to plan your fall and winter getaways! Stay with us and enjoy all the amenities of the Little Gray House including a shed bar with food truck style windows and TV, hot tub, comfortable bedrooms and more! We've also just added a tankless water heater - never run out of hot water! The Little Gray House has attained rave reviews from travelers around the world for its comfort, cleanliness, and convenience. Happy to have you!

Cozy Vibes Apt | City View | Gym | Free Parking
Cream City historical brick building with incredible views of signature landmarks of Walkers Point. Cozily designed space by interior designer to make a romantic getaway or personal solo retreat to concentrate on your higher purpose. Very safe building and walking distance from foodie restaurants, breweries, jazz clubs, and the famed Iron Horse hotel. A perfect getaway for you and yours.

Lakeview Downtown Milwaukee Condo
This charming one bedroom offers a full kitchen, king bed, private full bathroom, dining and living room area. Conveniently located in Milwaukee's East Side - close proximity to lake paths and trails, Juneau park, Brady Street, Fiserv Forum, the Art Museum and Summerfest grounds! Stay here and start your day with a beautiful sunrise in one of the best locations Milwaukee has to offer.

Amazing view, Modern Space
Soak your cares away in a luxurious 7-person hot tub while taking in breathtaking panoramic views of the Milwaukee skyline! This chic two-level condo, nestled on a hill above the Milwaukee River, puts you just a 10-15 minute stroll away from the vibrant energy of North Ave, Brady St, and downtown—where the action is always happening.
Popular amenities for Milwaukee vacation rentals
Milwaukee home rentals

HGTV Renovated Home with GREAT backyard!

Guesthouse on Clover - Historic Greendale

Charming Bayview House, steps from MKE Merriment!

3 Bedroom Muskego Home

Large Luxury Home - Perfect for Groups - Downtown

Brew City Hideaway - Historic Brewers Hill

Quiet Bay View Getaway

Cream City Victorian | Parking | AC | Patio | Walk
Milwaukee condo rentals

"Perfect" | Spotless Private Studio Walker's Point

Private East Side Milwaukee flat with fenced yard

Old Wrld 3rd St/MLK - Downtown Milw (Fiserv Forum)

English Tudor - Upper Flat blocks from the beach

Bay View - Lake View on the Park w/Secret Lounge

Penthouse • Fiserv, Bars, Perks & Big City Views

Hilltop House - Escape

Spacious Bay View Historic Storefront Apartment
Milwaukee apartment rentals

Rare Bay View apt with 2 full baths & master suite

The Emerald City

Historic Lower East Side Apartment with Lake Views

The LuLu Nest: Bay View Studio, 5 min to downtown!

King Bed | Near Froedtert | Tosa Village | Parking

★Ace Location★Rare Vintage Charm★2BD★Quaint & Cozy

Sunny State Fair Sojourn!

WeilHaus: A Cozy Urban Retreat
When is the best time to visit Milwaukee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$21,967 GYD | G$22,176 GYD | G$24,059 GYD | G$24,059 GYD | G$25,942 GYD | G$29,289 GYD | G$34,520 GYD | G$28,662 GYD | G$25,942 GYD | G$25,105 GYD | G$23,850 GYD | G$23,222 GYD |
| Avg. temp | -4°C | -3°C | 3°C | 8°C | 14°C | 20°C | 23°C | 22°C | 18°C | 12°C | 5°C | -1°C |
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.
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.
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.
Frequently Asked Questions
How is the weather in Milwaukee?
Milwaukee has a humid continental climate with hot, humid summers and cold, snowy winters. Summer temperatures range from 70°F (21°C) to 80°F (27°C), while winter can drop to 20°F (-6°C) with frequent snowfall, providing opportunities for winter activities like ice skating and snowshoeing.
What are some of the best things to do in Milwaukee?
Explore the Milwaukee Art Museum, take a leisurely stroll along the Lakefront Trail, and engage with science at the Discovery World. Learn about Harley-Davidson motorcycles at the Harley-Davidson Museum, or enjoy the beauty of nature at the Mitchell Park Horticultural Conservatory.
What is the best time of year to visit Milwaukee?
Many travelers visit Milwaukee between June and September when the weather is warm, around 70°F (21°C) to 80°F (27°C). The city hosts several events during this time, including Summerfest, one of the world's largest music festivals, and the Wisconsin State Fair in August.
What are the best places to stay in Milwaukee?
East Town is popular for its nightlife and dining options, while the Historic Third Ward is known for its converted warehouses and boutiques. Bay View has a strong community vibe and Walker's Point is a revitalizing neighborhood with a growing food scene.
What are the best places to visit in Milwaukee?
Frequently suggested places include the Milwaukee Public Museum, the historic Pabst Mansion, and the Milwaukee County Zoo. For nature lovers, Bradford Beach and the Boerner Botanical Gardens are often recommended.
What are some hiking trails in Milwaukee?
The Oak Leaf Trail is a 125 miles (200 km) greenway that encircles Milwaukee County. Grant Park Trails offers a more challenging hike with beautiful views. The Seven Bridges Trail in Grant Park is also a popular option, known for its scenic surroundings.
What are some family activities to do in Milwaukee?
Families can have a fun day at the Betty Brinn Children's Museum, learn about aquatic life at the Milwaukee County Zoo, or explore the natural beauty of Lake Park. The Milwaukee Public Museum is also great for families with its interactive exhibits.
What are some of the best day trip ideas in Milwaukee?
Travelers can take a day trip to Madison, Wisconsin's capital, or visit the Kettle Moraine State Forest for outdoor activities. The charming town of Cedarburg, known for its well-preserved 19th-century buildings, is another option worth considering.
Are there vacation rentals with a dedicated workspace in Milwaukee?
Yes! Work meets play with ease at over 1,400 vacation rentals in Milwaukee featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Milwaukee?
Four-legged friends are welcome in Milwaukee. Choose from more than 790 vacation rentals for guests traveling with pets.
Quick stats about vacation rentals in Milwaukee

Total vacation rentals
Explore 2,310 vacation rentals in Milwaukee

Nightly prices starting at
Milwaukee vacation rentals start at G$2,092 GYD per night before taxes and fees

Verified guest reviews
Over 112,600 verified reviews to help you choose

Family-friendly vacation rentals
1,440 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 770 rentals that welcome pets

Vacation rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
1,320 properties have a dedicated workspace

Wi-Fi availability
2,270 of Milwaukee vacation rentals include wi-fi access

Popular amenities for guests
Guests love Self check-in, Gym, and BBQ grill across Milwaukee rentals

4.8 Average rating
Milwaukee stays are highly rated by guests—averaging 4.8 out of 5!

Nearby attractions
Milwaukee's top spots, include Milwaukee County Zoo, Harley-Davidson Museum, and Milwaukee Art Museum
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- Six Flags Great America
- Alpine Valley Resort
- Kohler-Andrae State Park
- Erin Hills Golf Course
- Illinois Beach State Park
- Harrington Beach State Park
- Milwaukee County Zoo
- Wilmot Mountain Ski Resort
- Racine North Beach
- West Bend Country Club
- Richard Bong State Recreation Area
- Bradford Beach
- The Bull at Pinehurst Farms Golf Course
- Milwaukee Country Club
- Discovery World
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Springs Water Park
- Milwaukee Public Museum
- Heiliger Huegel Ski Club
- America's Action Territory
- Sunburst
- The Rock Snowpark
- Blue Mound Golf and Country Club
- Little Switzerland Ski Area