Compare Cottages, Resorts, & Rentals in Milwaukee, Wisconsin, USA
About Milwaukee Vacation Rentals
There are over 2825 amazing vacation rentals available in Milwaukee. Choose from a variety of options including villas, hotels, and other rental properties. Explore a vast selection of luxury amenities at unbeatable prices, providing you with the ideal spot for your next getaway. Life is Better at the Cottage with Vacation Cottage, where you can discover fantastic stays in Milwaukee.
Vacation Cottage offers numerous last-minute deals on villas, hotels, and rentals, both near you and across the globe. Whether you need accommodations for a group or event, such as a hotel or vacation rental (including cabins and private luxury villas), let us assist you. With Vacation Cottage in Milwaukee, you can easily compare options from multiple suppliers with just a click to find the perfect price point, amenities, and style of stay for you. Whether you're seeking group discounts, private pools, hot tubs, pet-friendly options, or spacious master suite bedrooms with open-air showers, you can find it all with Vacation Cottage vacation rentals, resorts, and Airbnb-style properties in Milwaukee. The average size of places to stay near Milwaukee is approximately 729.81 ft², with prices averaging US $377 per night.
Vacation Cottage helps you discover the perfect holiday rental to create lasting travel memories in Milwaukee. Prices listed often feature discounts compared to rack rates. Simply search for your destination and secure your ideal place to stay today.
Find Vacation Cottage Rentals in these Cities and Neighborhoods Milwaukee, WI
Frequently Asked Questions About Milwaukee?
What are the top cottages, summer homes, and lake houses in Milwaukee?
- The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft
- Gift yourself a getaway in 2026
- Home2 Suites By Hilton Racine
- Our Happy Place in Cedarburg, WI
- NOW BOOKING SUMMER & FALL! Charming & modern lakefront home! Sleeps 8+!
- Victorian Lake Home
- Spectacular 77 acre estate, fishing ponds & close to Kettle Moraine trails
- Modern, Spacious Home near Cedarburg - Perfect for Families and Girls' Getaways!
- Beautiful English Mansion, 1/4 mile from Lake and close to Arts & Entertainment
- Sleeps 20, 3 Kings, great fishing. Weekly only from mid-June till late Aug.n
How many rentals, hotels, or resorts are available in Milwaukee?
Vacation Cottage consistently updates its selection, offering a blend of new options alongside well-established accommodations in prime locations. Currently, there are over 2825 properties listed by Vacation Cottage in the Milwaukee area for the year 2025, with this number increasing daily. By aggregating listings from various websites and travel providers, Vacation Cottage ensures a diverse array of choices for the best luxury stays in Milwaukee.
Nearby Neighborhood (16)
| Neighborhood | Property Count |
|---|---|
| East Town Rental Cottages and Private Getaways in Milwaukee, Wisconsin | 279 |
| Lower East Side Rental Cottages and Private Getaways in Milwaukee, Wisconsin | 134 |
| Westown Rental Cottages and Private Getaways in Milwaukee, Wisconsin | 99 |
| Yankee Hill Rental Cottages and Private Getaways in Milwaukee, Wisconsin | 80 |
| Fifth Ward Rental Cottages and Private Getaways in Milwaukee, Wisconsin | 75 |
| Brewers Hill Rental Cottages and Private Getaways in Milwaukee, Wisconsin | 27 |
| Riverwest Rental Cottages and Private Getaways in Milwaukee, Wisconsin | 1164 |
| Northpoint Rental Cottages and Private Getaways in Milwaukee, Wisconsin | 1170 |
| Historic Water Tower Rental Cottages and Private Getaways in Milwaukee, Wisconsin | 1057 |
| Historic Third Ward Rental Cottages and Private Getaways in Milwaukee, Wisconsin | 1307 |
| Upper East Side Rental Cottages and Private Getaways in Milwaukee, Wisconsin | 1071 |
| Washington Heights Rental Cottages and Private Getaways in Milwaukee, Wisconsin | 429 |
| Harambee Rental Cottages and Private Getaways in Milwaukee, Wisconsin | 1224 |
| Marquette Rental Cottages and Private Getaways in Milwaukee, Wisconsin | 1231 |
| Burnham Park Rental Cottages and Private Getaways in Milwaukee, Wisconsin | 827 |
| Downer Woods Rental Cottages and Private Getaways in Milwaukee, Wisconsin | 751 |
