Milwaukee vacation rentals
Vacation rentals in Milwaukee by owner — compare homes, condos and cabins, message verified hosts and book direct. See every charge before you pay.
Milwaukee is known for the Harley-Davidson Museum, Milwaukee Art Museum's impressive architecture, the historic Third Ward, and the scenic Lakefront Brewery. Visitors explore the city's festival calendar, attend games at American Family Field, and discover the beer culture dating back to its brewing heritage. With Houfy, you book directly with hosts in Milwaukee. Find urban lofts, historic homes, and riverfront apartments in nearby Wauwatosa and Shorewood. Summer is peak travel time with events like Summerfest drawing music fans from all over.
Top-Rated Vacation Homes in Milwaukee
Browse the highest rated vacation properties in Milwaukee.
$952.51 USD total for 3 nights
Nov 15 – 18, 2026
We really enjoyed our time at your rental! You provided all the necessary essentials for a great stay. Our group appreciated the spacious rooms, quality bath and bedroom amenities, and the well-stocked kitchen. The layout of the main floor worked nicely for our group to be able to have space to share a meal and comfortable spaces to play games and watch a movie. We would love to stay at your rental again and had a great experience and enjoyed our time exploring the surrounding area. The location of the rental is super convenient and within walking distance of many great food and entertainment options. Parking went well for us. We were able to access the overnight permits and planned our trip so that we did not need to drive to get around and could leave our cars parked. Overall, Leah and Mike's stay is great for groups looking for a centrally-located place to have a fun weekend with friends exploring the city.
Recommended Homes in Milwaukee
Handpicked properties we think you'll love in Milwaukee.
$1,050.00 USD total for 3 nights
Nov 15 – 18, 2026
Why visit Milwaukee
Discover what makes Milwaukee a perfect vacation rental destination.
Historic Third Ward
Chic shopping and dining around every corner.
Immerse yourself in the arts, browse unique boutiques, and savor local dining. The Third Ward is just a mile from downtown Milwaukee.
Summerfest Music Festival
Largest music festival on earth celebrating 11 days.
Held at Henry Maier Festival Park, just 2 miles from the city center, Summerfest covers 75 acres, featuring over 800 acts.
Milwaukee Public Museum
Explore prehistoric life and global cultures.
Located downtown, this museum offers a trip back in time with its acclaimed exhibitions, just a 10-minute walk from City Hall.
Savor Milwaukee's Custard
Taste legendary frozen custard at Kopp's.
Experience a Milwaukee staple at Kopp's Frozen Custard, a local favorite with locations within 10 miles from downtown.
Where to stay in Milwaukee
The best areas and neighborhoods for your vacation rental in Milwaukee.
Bay View
Known for its eclectic vibe, Bay View offers vintage shops, trendy restaurants, and vibrant nightlife along the Kinnickinnic Avenue.
East Side
Home to the University of Wisconsin-Milwaukee, this neighborhood is bustling with students and offers lively bars and cafes.
Brewer's Hill
Featuring 19th-century homes and scenic views of downtown, Brewer's Hill is perfect for quiet walks and local history.
Historic Third Ward
A revitalized warehouse district that blends high-end boutiques with galleries and the popular Milwaukee Public Market.
Find Milwaukee vacation rentals that suit your style
Vacation homes, apartments, condos and more — pick the kind of Milwaukee vacation rental you want, then book it direct with the host.
Milwaukee vacation rentals with free WiFi, hot tub or air conditioning
Free WiFi, hot tub, air conditioning and more — every Milwaukee vacation rental here is listed by a verified host and bookable direct, with the price the host set.
Top attractions in Milwaukee
All within driving distance of Milwaukee vacation rentals.
Milwaukee Art Museum
Famous for its 'wings' that open and close daily, showcasing over 25,000 works. · 1.5 miles
Lake Park
Designed by the same landscape architect as New York's Central Park, offering hiking trails and lake views. · 3 miles
Fiserv Forum
A state-of-the-art arena hosting Milwaukee Bucks games and concerts year-round. · 0.5 miles
Milwaukee County Zoo
Home to over 2,000 animals, featuring a large aviary and primate exhibit. · 8 miles
Pabst Mansion
Explore this late 19th-century mansion once home to the Pabst Brewing family. · 1.5 miles
Mitchell Park Horticultural Conservatory
Known locally as 'The Domes,' featuring tropical, desert, and floral environments. · 2 miles
Getting to and around Milwaukee
Milwaukee offers convenient transport options including airports, public transit, and bike paths.
- GENERAL MITCHELL INTERNATIONAL
- Located 8 miles south of downtown Milwaukee, serving major airlines with domestic and limited international flights.
- MILWAUKEE COUNTY TRANSIT SYSTEM
- Provides bus services throughout the city with express routes. Downtown fare is $2.25 for adults.
- BUBLR BIKES
- Bike-sharing service available at various stations throughout the city. Rentals start at $3 for 30 minutes.
Similar vacation rentals near Milwaukee
Homes within 60 miles of Milwaukee, from verified hosts.
$2,264.06 USD total for 5 nights
Nov 15 – 20, 2026
$885.17 USD total for 3 nights
Nov 15 – 18, 2026
$795.00 USD total for 3 nights
Nov 15 – 18, 2026
$609.00 USD total for 3 nights
Nov 15 – 18, 2026
King Bed • Private Backyard • Grill and Fireplace
$1,218.91 USD total for 3 nights
Nov 15 – 18, 2026
$613.25 USD total for 3 nights
Nov 15 – 18, 2026
$3,773.00 USD total for 3 nights
Nov 15 – 18, 2026
$3,264.00 USD total for 3 nights
Nov 15 – 18, 2026
$1,788.23 USD total for 3 nights
Nov 15 – 18, 2026
$1,470.00 USD total for 3 nights
Nov 15 – 18, 2026
$2,030.13 USD total for 3 nights
Nov 15 – 18, 2026
$1,739.67 USD total for 3 nights
Nov 15 – 18, 2026
Explore near Milwaukee
Cities and towns within driving distance of Milwaukee, each bookable direct with the host.
Why guests book on Houfy
Direct with the host
Message the host before you book. Ask questions, confirm details, and deal with the person who owns the property.
Verified hosts
Every host completes identity verification before a listing goes live.
Itemised pricing
Every charge is shown before you pay — including the API connection fee, where one applies.
Own a rental in Milwaukee? Looking for a co-host?
Find a co-hostMore vacation rental destinations around Milwaukee
Frequently asked questions
Quick answers about booking vacation rentals in Milwaukee and what direct booking on Houfy actually means.
Vacation rentals in Milwaukee range from $100 to $350 per night, depending on location and amenities.
Yes, many Milwaukee rentals do allow pets. Check individual listings on Houfy for pet policies.
Popular neighborhoods include Bay View for its local charm, East Side for nightlife, and the Historic Third Ward for arts and shopping.
Summer and early fall are ideal for warm weather and festivals like Summerfest.
Milwaukee provides various rentals ranging from downtown lofts to lakefront homes and suburban houses.
Vacation rentals often offer better value, especially for families, with a different fee structure on platforms like Houfy compared to hotels.
Visit the Harley-Davidson Museum to explore a century of motorcycle history and culture, located just 1 mile from downtown.
Houfy is a direct booking platform where guests contact hosts directly, so guests pay the listed price.
Yes, Houfy ensures security by facilitating direct communication between guests and verified hosts.