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 most Recommended Vacation Rentals in Milwaukee
Discover your ideal Milwaukee vacation rental with real-time comparisons of 1,971 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.
Vacation rentals and apartments with air conditioning
Vacation Rentals With Fireplaces
Budget-friendly rental options
Enjoy affordable vacation rentals in Milwaukee offering exceptional value for money
Top-Rated Vacation rentals in Milwaukee
Book the highest-rated Milwaukee vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money
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 Features & Amenities in Milwaukee
You can find a large selection of accommodations to compare and choose from if you are looking for a rental with a pool in Milwaukee. Additionally, more hotel room offer a pool than apartment rental. On average, hotel room with pools in Milwaukee accommodate 4 people and have an average cost of $215 a night. In Milwaukee, more than two-thirds of the vacation rentals providing a pool are located close to the water.
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 | 1,971 rentals |
|---|---|
| 🌙 Nightly prices starting at | $38 |
| ⭐ Popular amenities | Pets allowed, Pool and Internet |
| 🐾 Pet friendly homes | 711 homes |
| 🏊 Vacation rentals with pools | 453 homes |
Frequently Asked Questions
What is the average nightly price for a vacation home in Milwaukee?
Prices for vacation rentals in Milwaukee start from $38 per night. Nightly prices for house rentals are $616 on average. Apartment rentals in Milwaukee cost $334 per night on average.
How many vacation rentals are available for booking in Milwaukee?
Currently there are 1,971 vacation homes in Milwaukee to browse and rent for your trip.
What are the most popular amenities for vacation homes in Milwaukee?
Most travelers search for Pets allowed, Pool, and Internet when booking a vacation rental in Milwaukee.
How many vacation homes with a pool are in Milwaukee?
Milwaukee offers 453 Hotel room and Apartment rental options available for renting.
Are pets allowed in vacation rentals in Milwaukee?
If traveling with a dog in Milwaukee, 36% of vacation homes are pet-friendly.
Top cities to visit
Most Popular Destinations
- Vacation rentals in the Outer Banks (OBX)
- Vacation rentals in Gatlinburg, TN
- Cabin rentals in Hocking Hills, OH
- Vacation rentals in Broken Bow, OK
- Vacation rentals in Myrtle Beach
- Vacation rentals in Pigeon Forge
- Vacation rentals in Gulf Shores
- Vacation rentals in Tybee Island
- Vacation rentals in Vancouver
- Vacation rentals in Scottsdale
- Vacation rentals in North Myrtle Beach
- Vacation rentals in Destin
- Vacation rentals in Panama City Beach
- Vacation rentals in Emerald Isle
- Vacation rentals near Lake Tahoe
- Vacation rentals in Door County
- Vacation rentals in Yellowstone
- Vacation rentals in Cape Cod
- Vacation rentals in Branson
- Vacation rentals in Key West
- Vacation rentals in Rosemary Beach
- Cabin rentals in the Smoky Mountains, NC
- Vacation rentals in Yosemite
- Vacation rentals in Orlando
- Vacation rentals in Anna Maria Island
- Vacation rentals in Hilton Head Island
- Vacation rentals in Oak Island
- Vacation rentals in Cape Coral
- Vacation rentals & cabins in Logan
- Vacation rentals in Big Bear Lake
- Vacation rentals in Siesta Key
- Vacation rentals in Miami
- Vacation rentals in the Great Smoky Mountains
- Vacation rentals in Nashville
- Vacation rentals in San Diego
- Vacation rentals in Ocean City
- Vacation rentals in Charleston
- Vacation rentals in Orange Beach
- Vacation rentals in Estes Park
- Vacation rentals in Nashville
- Vacation rentals in Kauai
- Vacation rentals in Las Vegas
- Vacation rentals in New York City
- Vacation rentals in Sedona
- Vacation rentals in New Orleans
- Vacation rentals in Glacier National Park
- Vacation rentals in Florida
- Vacation rentals in South Padre Island
- Vacation rentals on Mackinac Island
- Vacation rentals in Colorado
- Vacation rentals in Maui
- Vacation rentals in New York
- Vacation rentals in Palm Springs
- Vacation rentals in Virginia Beach
- Vacation rentals in the Isle of Palms
- Vacation rentals in Tennessee
- Vacation rentals in Lake Ozark
- Vacation rentals in Ruidoso
- Vacation rentals & cabins in Zion National Park