
House vacation rentals in Milwaukee
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Top-rated house rentals in Milwaukee
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Milwaukee house rentals
House rentals with a pool

The Gem of Brewers Hill w/hot tub & seasonal pool
It was in a great location to walk to restaurants and brew pubs. There was enough room for everyone (five adults), and we all appreciated that it had several bathrooms. The rec room was very cute. Overall it was a comfortable place to stay, quite, roomy and it had off-street parking which is a plus.

Vacation home: heated inground pool on 4+ acres
This is the perfect place to get away from it all! Clean and quiet. Surrounded by nature. A true place to relax, spend time with the family, and reset from a busy life. Thank you!!!

Make Yourself At Home! Close to Lake & Airport!
Ann went above and beyond to be a fantastic host!!! Her listing gives a very accurate overview of the living space and what to expect during this airbnb experience. She makes you feel at home and like you're staying at a friend or family member's house vs. an impersonal hotel. Her wonderful pets are an added bonus. There was a furry welcoming committee there to meet us at the door and to offer snuggles :) I would recommend this airbnb to anyone! It's in a peaceful neighborhood and only a short drive to shopping centers and restaurants galore.

The Peacock Place w/ Seasonal Outdoor Heated Pool
Enjoyed our stay there, very comfortable and homey, well equipped, good location, hosts very responsive.

Big BLUE Skyline VIEW
Stayed for a convention, it was great having space to come back to instead of a tiny hotel room, and everything was super convenient.
Weekly house rentals

Budget Guest House #1. Private & Free Parking
Overall great, Arthur was a good host. The area is a little ghetto so at night I wouldn’t walk around but overall it was good.

Spacious house, yard & hot tub easy drive downtown
Paul was flexible and super easy to communicate with. Check in and out are simple. Neighborhood was a quiet cul-de-sac and close to downtown. So convenient. We were a party of 9 and had plenty of room to gather and lounge. LOVED the saltwater hot tub. So relaxing at the start and end of our days 😊
Turn of The Century Modern
Spring’s home was beautiful and very comfortable to stay in! Private, cozy, and she provided many great recommendations for local food and attractions. The location was convenient and easy to get to & from our destinations. We had a great trip and would definitely stay again.

3 Bedroom Muskego Home
Kathy and Tim have a wonderful place with lots of parks within a walkable distance. Tons of amenities and very helpful recommendations!

Large Luxury Home - Perfect for Groups - Downtown
If you’re looking for a bachelorette party stay for Milwaukee (or any big group for that matter), this is it. It slept 9 of us very comfortably and everyone had plenty of bathroom space to get ready. Great location: everything we needed was a 10-min uber away. Walked to get coffee and bagels each morning. We had the best time and this Airbnb made it all possible!!

Wauwatosa/Milwaukee “Inglewood Place”Best Location
Lovely hosts! Barbara and Fritz made us feel very welcome in their home. The personalised message was a special touch. The place was spotless and really homey, my girls loved their beds with the cuddly toys. We couldn't have asked for more as everything was so well equipped. We will definitely stay again if we are over again. Thank you!

Historic Brewery Tied-House in Bayview (Sleeps 12)
We’ve stayed in LOTS of Airbnbs, but this one “takes the cake!” It was SO clean, spacious, and comfortable. Kyle was absolutely the most responsive and proactive host we’ve ever met (and yes, we got to meet him and talk a bit which was just delightful!). He really did think of everything between the treats in the refrigerator, cupboards, and coffee/tea bar and the toiletries basket. Don’t hesitate! Book the Schlitz Castle today…and tell Kyle that Julie sent you!

AVL-Entire Home-MKE/Tosa (next to Hart Park)
This place was very nice and clean. It was set up very well. It’s also in a great neighborhood and within walking distance to some great restaurants. Marc was very responsive and helpful.
Private house rentals

Retreat w/hot tub Fmly/Pet Frdly No Clean fee
Great little place in a very nice neighborhood. It had everything we needed for a very comfortable stay. We ran out of a supply and Candace sent it over quickly with DoorDash. The hut tub was a nice bonus. The beds were very comfortable. Loved the record player!!

Cozy 3BR Ranch Home Away From Home
Zelda’s home worked perfectly for what we needed. She was quick to respond as well. Home looks like the pictures and is in a safe, peaceful neighborhood. If we ever go back to the Milwaukee area, I will look for availability here first.

Victorian house & lg yard (lower unit)
Couldn’t recommend this place enough. This beautiful space had everything you need and more to have a wonderful stay in Milwaukee- whether you plan on cooking in or going out, there is plenty of kitchen equipment and storage. Additionally, there’s an amazing greenhouse near the property that is open on the weekend with beautiful plants! Casey was extremely flexible with check in and check out and was communicative throughout our stay. If I’m in Milwaukee again, I will be staying here!

Executive Brown Deer Home
Really cool house in a nice quiet neighborhood. The home was as advertised. The beds were comfortable, the home was clean. I definitely recommend this place.

Upper East Side Victorian with 9 bedrooms!
I recently stayed at this beautiful historic home for a girls' weekend, and it was absolutely perfect. The house itself is charming and full of character, with spacious rooms and plenty of amenities. The location is fantastic—convenient to local attractions and dining options. It was the ideal home base for our getaway, and we enjoyed every moment. Highly recommend for a memorable stay!

Cozy house near mke airport, quiet neighborhood
Home is cozy and all amenities listed are provided. Rebeca was always available when needed, very friendly and flexible to reservation changes. Highly recommend this Airbnb.

Charming 3 bed, 1.5 bath, fenced yard & parking!
The place we reserved had a water issue in the shower, we were informed prior to arrival. When we arrived the was no water in the shower, not low pressure as we were told. We contacted the host and were assured they would resolve the issue promptly. Within 30 min they had a new rental 15 min away at a much larger more updated place. it was lovely, we had a great time and crisis averted. Very happy, thank you!

Whitefish Bay 3Bedroom Entire House Sleeps 4
Such a lovely place in a quiet neighborhood, yet close to great restaurants and close to city features. The host was organized and made it easy to find and be at home.
Quick stats about house rentals in Milwaukee
Total rentals
1.2K properties
Total number of reviews
40K reviews
Family-friendly rentals
850 properties are a good fit for families
Pet-friendly rentals
400 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
660 properties have a dedicated workspace
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- Milwaukee Public Museum
- Wilmot Mountain Ski Resort
- Racine North Beach
- Grand Geneva Resort & Spa
- Erin Hills Golf Course
- Kohler-Andrae State Park
- Six Flags Great America
- Geneva National Resort & Club
- The Bull at Pinehurst Farms Golf Course
- Milwaukee Country Club
- Springs Water Park
- Illinois Beach State Park
- Harrington Beach State Park
- Alpine Valley Resort
- Milwaukee County Zoo
- Discovery World
- Blue Mound Golf and Country Club
- Bradford Beach
- Richard Bong State Recreation Area
- West Bend Country Club
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Sunburst
- America's Action Territory
- Heiliger Huegel Ski Club