Milwaukee's beer-centric nightlife, modern food movement, and waterways to explore make it an outstanding up-and-coming vacation destination. Choose a family home in the suburbs, or a modern apartment in the city as a jumping off point to explore this exciting part of Wisconsin.

Top 15 Recommended vacation rentals in Milwaukee
Find your perfect vacation rental in Milwaukee from just $43 per night!
Vacation rentals and apartments with air conditioning
Vacation homes and cottages with a garden
Apartments with a balcony or patio
Budget-friendly Rentals in Milwaukee
Find Fantastic yet Inexpensive Rentals
Top-Rated Offers and Accommodations in Milwaukee
Book Vacation Rentals with the Highest User Rating
Why choose HomeToGo?

Securely pay and stay your way
Choose local, trusted payment methods, plus trip insurance and add-on services.

Award-winning customer service
Experience seamless, hands-on support for any booking questions or concerns.

Verified reviews
Trust in the quality and comfort of your stay with verified guest reviews.

Price clarity, no surprises
Spend your budget exactly as planned by comparing thousands of providers.

Smart search made simple
Transform vacation planning into a joy with advanced, AI-powered search tools.

Find your dream stay
Explore 15 million+ rentals, the world’s biggest selection of vacation homes.
Popular Rental Amenities in Milwaukee
More than a fifth of the vacation homes provide a pool, which makes Milwaukee an excellent destination for people looking to spend vacation poolside. Interestingly, HomeToGo's data shows that more hotel room include a pool than apartment rental. Also, they can welcome 9 people, on average, while apartment rental with pools can host an average of 3 people. two-thirds of Milwaukee's vacation rentals with pools are within two kilometres of water, spend your days lounging by the pool or the waterfront.
Paddle Milwaukee
A day on the water provides a totally different view of the city and its architecture. The Milwaukee Kayak Company rents kayaks, canoes, and paddleboards for those looking to explore on their own. Life jackets and maps are also provided.
For the same sense of adventure without the workout, a pedal boat can be rented from Veterans Park. The Lake Michigan Waterfront makes for excellent views, and be sure to look for local nesting blue herons. The lagoon itself is over 14 acres and offers a half day of exploration.
Information about vacation rentals in Milwaukee
🏡 Vacation rentals available | 2,731 rentals |
---|---|
🌙 Nightly prices starting at | $43 |
⭐ Popular amenities | Pool, Internet and Pets allowed |
🐾 Pet friendly homes | 830 homes |
🏊 Vacation rentals with pools | 565 homes |
Frequently Asked Questions
What is the typical availability of vacation rentals in Milwaukee?
At the moment, there are 2,731 vacation homes from 13 different providers in Milwaukee.
What are the most popular vacation home amenities in Milwaukee?
Many travellers are searching for Pool, Internet, and Pets allowed when booking a vacation home in Milwaukee.
Are there pet-friendly vacation rentals in Milwaukee?
Finding a vacation rental in Milwaukee that allows dogs is definitely possible, with 830 pet-friendly homes on offfer.
What's the best month to visit Milwaukee?
If you're looking for balmy weather, July and August are typically the hottest months in Milwaukee with temperatures around 27 °C. January and February in Milwaukee are the coldest, with -10 °C on average.
Top Vacation Destinations
- Canada Vacation Rentals
- Toronto Vacation Rentals
- Whistler Vacation Rentals
- Calgary Vacation Rentals
- Edmonton Vacation Rentals
- Prince Edward Island Vacation Rentals
- Ottawa Vacation Rentals
- Canmore Vacation Rentals
- Kelowna Vacation Rentals
- Nova Scotia Vacation Rentals
- Algonquin Park Vacation Rentals
- Ucluelet Vacation Rentals
- Cavendish Vacation Rentals
- Vancouver Island Vacation Rentals
- Alberta Vacation Rentals
- Mont-Tremblant Vacation Rentals
- Sauble Beach Vacation Rentals
- Mississauga Vacation Rentals
- Grand Bend Vacation Rentals
- Cape Breton Island Vacation Rentals
- Cape Breton Island Vacation Rentals
- Revelstoke Vacation Rentals
- New York Vacation Rentals
- Saskatoon Vacation Rentals
- Fernie Vacation Rentals
- Maui Vacation Rentals
- Wasaga Beach Vacation Rentals
- Niagara-on-the-Lake Vacation Rentals
- Osoyoos Vacation Rentals
- Sun Peaks Vacation Rentals
- Paris Vacation Rentals
- London Vacation Rentals
- Barrie Vacation Rentals
- Port Renfrew Vacation Rentals
- Long Beach Vacation Rentals
- Brampton Vacation Rentals
- Manitoba Vacation Rentals
- Costa Rica Vacation Rentals
- Winnipeg Vacation Rentals
- Waterton Vacation Rentals
- Ingonish Vacation Rentals
- Kamloops Vacation Rentals
- Palm Springs Vacation Rentals
- Parksville Vacation Rentals
- Squamish Vacation Rentals
- Penticton Vacation Rentals
- Wolfville Vacation Rentals
- Saskatchewan Vacation Rentals
- Orlando Vacation Rentals
- Radium Hot Springs Vacation Rentals