
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.

INSTA-worthy 2 Br Downtown Home Sleeps 8 Walkable!
Looking for a fun and vibrant place to stay in Milwaukee? The Pink Lady is the perfect rental for your next girl's weekend, bachelorette party, or birthday celebration. With an open-concept living space, pink kitchen, champagne bar, and private patio, you'll have everything you need for a fun-filled stay. With easy access to top restaurants, breweries, and cultural spots, come experience the best of Milwaukee with us. Book now and immerse yourself in the charm and excitement of Milwaukee!

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.

WeilHaus: A Cozy Urban Retreat
Welcome to our WeilHaus (we pronouce that "wheel" in Milwaukee). This cozy 2-bed apartment is centrally located on the southern end of Riverwest, close to the East Side, freeways, downtown, parks, bike trails and all the hip neighborhood goodness that Riverwest has to offer you. WeilHaus is one unit in a four-unit building with tons of old-fashioned charm. Enjoy a colorful, stylish retreat, with special books to read, art to enjoy, and thoughtful touches everywhere to help you feel at home.

Private East Side Milwaukee flat with fenced yard
Enjoy the best that the East Side and downtown have to offer in this second floor standalone home on the Oak Leaf Trail with no shared walls, private fenced-in yard with spacious deck and patio, and private parking lot. This historic cream city brick building was constructed in 1897 and completely renovated in 2017 with custom features throughout. Gas fireplace, 70" TV in living room with custom hi-fi built-in stereo system, tons of natural light. Double guest suites with amenities galore.

Fabulous Walkers Point Mansion w/ Bar andFireplace
This stunning Walker's Point historic mansion is completely re-imagined with interior spaces that will delight you and your guests. Host a memorable get together with friends or family and relax by the bioethanol fireplace, enjoy everything the vibrant neighborhood has to offer. We have some beautiful spaces for your enjoyment, including a finished-attic hangout space, and a secret vintage-inspired lounge in the basement. Enjoy plenty of Milwaukee history in a spectacular new form!

Bright Eastside MKE cottage w/ FREE Parking
Welcome to our peaceful little cottage in the heart of Milwaukee. This adorable 2 bedroom, 1 bathroom home will meet all of your needs with 1 king bed, 1 queen bed, a fully stocked kitchen, wifi, driveway for off street parking, and bikes to use on the nearby Oak Leaf Trail. This is the perfect place to enjoy the friendly city of Milwaukee with a comfortable place to sleep at the end of the day. Enjoy all of the restaurants and shops on the Eastside of Milwaukee.

Barclay House in Walker's Point
Our Walker's Point house is recently renovated, nearly everything is new. Relax in this stylish space which includes a private backyard, w/rear & front decks. Located next to cafes and some of Milwaukee's best restaurants. It is also within walking distance to the Summerfest grounds. We are minutes from Downtown Milwaukee, bike trails and the pedal taverns are just a block away from the house. We just recently added a new hot tub!

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 .

King Bed Retreat with MKE Views + Parking
Practical conveniences are included to make your stay seamless. Included off-site parking is available nearby, and detailed instructions will be provided before your arrival. High-speed WiFi, secure floors through fob access, and self check-in ensure the experience is smooth and stress-free. The building itself reflects Milwaukee’s industrial roots while offering the safety and comfort that modern travelers expect.

MKE#205 -Milwaukee's Prize near Fiserv/3rd Ward/DT
Enjoy your new home along historic Wisconsin Avenue; Just 100 feet from the river. Plankinton Clover features wood flooring, stainless steel appliances, quartz counter tops, in-unit washer and dryers, and high ceilings. Community amenities include a fitness center with on-demand workout classes, a club room, skywalk connection, 1 parking space provided, and access to 3rd Street Market Hall!

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.

Brew City Hideaway - Historic Brewers Hill
Built of Cream City brick in 1858, this is truly one of the oldest standing houses in Milwaukee. It’s just one block north of the original Schlitz Brewery and about .8 miles from the Fiserv Forum! The home also has a fenced in yard with a stamped concrete patio which is shared with the other unit on the property. Also, one off-street parking spot.
Popular amenities for Milwaukee vacation rentals
Other great vacation rentals in Milwaukee

Cozy private music themed couples getaway, hot tub

The Little Blue Bungelow

2Bdrm home next to Humboldt Park

NEW! Cream City Flat - 5 Star Location, Fire Table

Gallery House

Historic Hawthorne House

Cozy home near airport

South Shore Guesthouse
When is the best time to visit Milwaukee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $146 CAD | $148 CAD | $160 CAD | $160 CAD | $173 CAD | $195 CAD | $212 CAD | $195 CAD | $169 CAD | $176 CAD | $167 CAD | $167 CAD |
| 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 |
Frequently Asked Questions
What are the best places to stay in Milwaukee?
Visitors frequently choose the Historic Third Ward for warehouse-style lofts and lively markets, while the East Side is known for walkable dining and lakefront access. The Bay View neighborhood is popular for its creative energy and local music venues.
What are the best things to do in Milwaukee with kids?
Families often explore the Milwaukee County Zoo, enjoy interactive exhibits at Discovery World, or wander the Milwaukee Public Museum. Lakefront parks also have play spaces for children to enjoy.
What are some of the best things to do in Milwaukee?
Discover the Harley-Davidson Museum, stroll through the Milwaukee Art Museum, or enjoy the Public Market in the Historic Third Ward. The city’s lakefront trails and riverwalk provide relaxing spaces to unwind.
How is the weather in Milwaukee?
Milwaukee has cold winters, with temperatures often around 17–31°F (−8–−1°C) in January, and mild to warm summers, reaching 65–82°F (18–28°C) in July. Spring and fall bring moderate temperatures and changing lake breezes.
What are the best places to visit in Milwaukee?
The Milwaukee Art Museum’s striking architecture, the Historic Third Ward’s shops, and the Harley-Davidson Museum are frequently suggested highlights. For fresh air, explore the city’s scenic lakefront and botanical gardens.
What are some hiking trails in Milwaukee?
Explore lakeside paths in Veterans Park, wooded trails at Havenwoods State Forest, or take a walk on the Oak Leaf Trail, which loops through natural areas and neighborhoods. These trails are well-suited for both brisk walks and casual strolls.
What are some family activities we can do in Milwaukee?
Families frequently visit Discovery World for hands-on science, tour the Milwaukee Public Museum, or spend time at the Milwaukee County Zoo. Outdoor playgrounds and seasonal lakefront activities also draw visitors with children.
What are some of the best day trip ideas from Milwaukee?
Consider exploring the lakeshore towns known for artisan shops, hiking forests just outside Milwaukee, or historic sites in nearby communities. Many travelers enjoy sunsets along Lake Michigan or excursions to local state parks.
Are there any pet friendly accommodations available in Milwaukee?
Milwaukee has a variety of pet friendly rentals, especially in neighborhoods like Bay View, the East Side, and Walker’s Point. Several parks and river trails make outings with dogs accessible and enjoyable.
What are some local tips for visiting Milwaukee?
Locals suggest dressing in layers due to shifting lake breezes, especially near the waterfront. Sampling local coffee, supporting neighborhood markets, and attending a fish fry are frequent recommendations for an authentic experience.
What is Milwaukee known for?
Milwaukee is known for its brewing heritage, vibrant festivals, and lakefront setting. The city’s museums, longstanding German and Polish culinary influences, and motorcycle culture draw visitors with diverse interests.
What are the best hidden gems to explore in Milwaukee?
Many enjoy exploring Black Cat Alley’s street art murals, smaller galleries in Riverwest, or the tranquil Lynden Sculpture Garden just outside the city. The North Point Lighthouse often attracts those interested in local history and views.
What are the best foods to try in Milwaukee?
Try locally rooted dishes like cheese curds, bratwurst, and frozen custard, along with Friday night fish fry traditions found in many neighborhoods. German-inspired pastries and craft beers are also frequently suggested.
What should I bring for a trip to Milwaukee?
Pack clothing for changing temperatures, including a light jacket even in summer due to lake breezes. Comfortable shoes work well for walking neighborhoods or exploring local parks, and an umbrella can come in handy during spring and autumn showers.
What is the nightlife in Milwaukee like?
Milwaukee has lively venues with live music, comedy, and diverse dance floors, especially in neighborhoods like Walker’s Point and the East Side. Breweries, late-night cafés, and intimate cocktail spots add to the city’s evening atmosphere.
What are the most popular events or festivals in Milwaukee?
Milwaukee’s most popular events include Summerfest in early summer, local ethnic and cultural festivals along the lakefront, and the Wisconsin State Fair in late summer. Seasonal events around major holidays and the Milwaukee Film Festival are also frequently celebrated.
Are there family friendly vacation rentals in Milwaukee?
Milwaukee has many family friendly places to stay, especially in walkable neighborhoods such as the East Side, Bay View, and near the Historic Third Ward. Spaces with multiple bedrooms and access to parks are often available.
When is the best time to visit Milwaukee?
Late spring through early fall is often recommended for warmer temperatures, outdoor events, and lake activities. Autumn has colorful foliage and inviting local festivals, while winter draws those interested in indoor museums or winter sports.
Quick stats about vacation rentals in Milwaukee

Total vacation rentals
Explore 2,300 vacation rentals in Milwaukee

Nightly prices starting at
Milwaukee vacation rentals start at $14 CAD per night before taxes and fees

Verified guest reviews
Over 112,850 verified reviews to help you choose

Family-friendly vacation rentals
1,460 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 790 rentals that welcome pets

Vacation rentals with a pool
40 properties feature pools

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

Wifi availability
2,260 of Milwaukee vacation rentals include wifi 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
- Wilmot Mountain Ski Resort
- Erin Hills Golf Course
- Illinois Beach State Park
- Milwaukee County Zoo
- Milwaukee Public Museum
- Baird Center
- Bradford Beach
- Sunburst
- Discovery World
- Riverside Theater
- Blackwolf Run Golf Course
- Marquette University
- American Family Field
- Fiserv Forum
- Lake Park
- Lake Geneva Cruise Line
- Holy Hill National Shrine of Mary
- Little Switzerland Ski Area
- Lake Geneva Public Library
- Gurnee Mills
- South Shore Park




