Airbnb Management
Full-service Airbnb management for your short-term rental. Nationwide.
Milwaukee, Wisconsin
In Milwaukee, Wisconsin, Airbnb offers a diverse range of accommodations to suit various preferences and budgets. Guests can choose from charming historic homes in neighborhoods like Bay View and the East Side, which often feature unique architectural details and cozy interiors. For those seeking a more modern experience, there are sleek downtown apartments and lofts that provide easy access to the city's vibrant nightlife and cultural attractions. Additionally, Milwaukee offers quaint cottages and lakefront properties for those looking to enjoy the natural beauty of Lake Michigan. Whether travelers are looking for a quiet retreat or a bustling urban experience, Milwaukee's Airbnb options cater to a wide array of tastes and needs.
In Milwaukee, Wisconsin, short-term rental properties, including those listed on platforms like Airbnb, are subject to specific regulations. Hosts are required to obtain a short-term rental permit from the city, which involves meeting certain safety and operational standards. Additionally, hosts must register their property with the city and pay an annual fee. Milwaukee imposes a room tax on short-term rentals, which is currently set at 7% of the rental income. This tax is collected by the city and is in addition to the state sales tax of 5% and the county sales tax of 0.5%, making the total tax rate for short-term rentals 12.5%. Hosts are responsible for ensuring compliance with these tax obligations, either by collecting and remitting the taxes themselves or through the platform if it offers such a service.
Managing an Airbnb in Milwaukee, Wisconsin, involves several key tasks to ensure a successful operation. Hosts need to focus on maintaining the property to meet guest expectations, which includes regular cleaning, restocking essentials, and addressing any maintenance issues promptly. Effective communication with guests is crucial, from providing clear check-in instructions to being responsive to inquiries and concerns. Additionally, hosts should optimize their listing by using high-quality photos and detailed descriptions to attract potential guests. Staying informed about local regulations and compliance requirements is essential to avoid any legal issues. Finally, monitoring pricing strategies and guest reviews can help in adjusting offerings to remain competitive in the Milwaukee market.
Milwaukee, Wisconsin, offers several vibrant neighborhoods ideal for an Airbnb stay, each with its unique charm. The Historic Third Ward is a top choice, known for its trendy boutiques, art galleries, and the Milwaukee Public Market, providing a lively urban experience. For a more laid-back vibe, Bay View offers a mix of eclectic shops, cozy cafes, and a strong sense of community, perfect for those seeking a local feel. The East Side is another popular area, bustling with nightlife, diverse dining options, and proximity to the beautiful Lake Michigan shoreline. Lastly, Walker’s Point is an up-and-coming neighborhood celebrated for its craft breweries, innovative restaurants, and industrial-chic atmosphere, making it a great spot for food and drink enthusiasts. Each of these areas provides a unique slice of Milwaukee life, catering to a variety of interests and preferences.
Milwaukee, Wisconsin, presents a promising Airbnb investment opportunity due to its vibrant cultural scene, diverse neighborhoods, and steady influx of visitors. The city's historic Third Ward, known for its trendy boutiques, art galleries, and dining options, is particularly attractive for short-term rentals. Additionally, areas near the University of Wisconsin-Milwaukee and Marquette University offer potential due to consistent demand from visiting families and academics. Milwaukee's growing reputation as a hub for festivals, breweries, and lakefront activities further enhances its appeal to tourists. With relatively affordable property prices compared to other major cities, investors can find lucrative opportunities in both downtown and suburban areas, capitalizing on the city's blend of urban charm and Midwestern hospitality.
As of the latest data, the average Airbnb revenue for hosts in Milwaukee, Wisconsin, varies depending on factors such as location, property type, and seasonality. Generally, hosts in Milwaukee can expect to earn an average monthly revenue ranging from $1,500 to $3,000. Properties located in popular neighborhoods or near major attractions tend to generate higher income, especially during peak tourist seasons and events like Summerfest or major sports games. Additionally, well-maintained and uniquely styled listings often attract more bookings, contributing to higher revenue. However, it's important to note that these figures can fluctuate based on market trends, competition, and changes in local regulations affecting short-term rentals.
Milwaukee, Wisconsin, experiences a varied occupancy rate for Airbnbs, largely influenced by its distinct seasonal patterns. The city sees higher occupancy rates during the summer months, particularly from June to August, when tourists flock to enjoy the pleasant weather and numerous festivals, such as Summerfest. This period often results in occupancy rates peaking as visitors take advantage of Milwaukee's lakeside attractions and vibrant cultural scene. Conversely, the winter months, especially from December to February, typically witness a decline in occupancy rates due to the cold weather, which can deter tourists. However, events like the Milwaukee Holiday Lights Festival and local winter sports can still attract some visitors. Overall, Milwaukee's Airbnb market is characterized by a strong summer season and a quieter winter period, with spring and fall serving as transitional phases with moderate occupancy levels.
Why Choose Checkmate Rentals?
![]() | Other Property Managers | |
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Cost | Starting at 15% fee | 25-40% fee |
Guest Communications | Guest response within 10 minutes, 24 hours a day | Sporadic guest communications |
Host Communications | Designated host call in phone line | Bot response assistants |
Insurance | Full damage protection for every reservation | Unreliable insurance coverage |
Contract | No annual agreements | Contract lock-ins |
Checkmate Rentals

Attract Guests
List on top booking sites
Optimize listings for SEO
Feature show-stopping photos
Competitive, dynamic pricing
Mangage Operations
Tailored pricing algorithms
24/7 guest service
Reliable, professional cleaning
Restocking & inventory management
Maintenance coordination


Host Care
Unlimited owner stays
Flexible contract options
East to use host portal
Set it and forget it billing
Exclusive insurance discounts via our partner network
Get in touch with us.

Checkmate Rentals is a full-service property manager. That means the Airbnb listing, the home, the guest and the work is our responsibility.
Local Team Support
Know that you have a friendly, accessible team right up the road to handle any property needs.
Guest Screenings
Book only the most qualified guests 25 and over who’ll enjoy your home the right way.
Unlimited Owner Use
Block off your vacation days with ease, and enjoy your home as often as you want.
Reliable Property Maintenance
Keep your home running smoothly around the clock with a fast, reliable maintenance team.
Transparent Finances
Transparent Finances Booking payouts get paid directly to you for full financial transparency. We never handle your money.
Fast 24/7 Guest Communication
Make every guest feel cared for with industry best response times of 1-15 minutes day and night.
Marketing
Target, attract & book qualified guests with photography, email marketing, and optimized listings.
Revenue Management
Get the competitive edge with dynamic pricing and rates optimized daily by your pricing manager.

Ready to make the jump?
Let's get started! Schedule a call today to learn more about Checkmate Rentals.