
House holiday rentals in Milwaukee
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Top-rated house rentals in Milwaukee
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Holiday rentals for every style
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Popular amenities for house rentals in Milwaukee
House rentals with a pool

Wooded Hills/Indoor Pool/Hot Tub/Arcade
Great stay. Pool could have been cleaned better before our stay.

The Gem of Brewers Hill w/hot tub & seasonal pool
Excellent location and plenty of beds and bathrooms.

Vacation home: heated inground pool on 4+ acres
Was a wonderful stay at the home, will definitely go back again in the summer for a nice swim in the beautiful pool! If you are looking for a little getaway in a quiet area with a home that's both comfortable and modern I highly recommend this stay!

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.

Big BLUE Skyline VIEW
Great neighborhood! loved this place. Great restaurants nearby. close to public transportation. thanks for letting us stay in your place!

Townhome Villa private oasis

HARLEY RIDERS WELCOME!! 30min from all dealers
Weekly house rentals

Brew City Inn with Hot Tub
Pri was a lovely host. We had 7 girls there celebrating a bachelorette party and didn’t have any issues! The place is renovated nicely and was perfect for our group! The hot tub hangout area in the garage was so nice; we enjoyed it both nights!

Cozy home
Jeff's house was a great spot to stay for a short little memorial day vacation for my partner and I. The house was clean and very nice. The location was very convenient for getting to and from the city. We would both stay here again and recommend this house for a milwaukee trip.

The Menlo Guesthouse
My husband and I stayed here for a very short kid-free birthday vacay and LOVED it. We used to live in Milwaukee and Savannah’s decor choices brought us right back to being in our happy place, a craftsman style home in Shorewood. Everything was spotless, fresh, clean, well stocked and comfortable. We will definitely plan to stay here if we ever get a kid-free weekend again :)

The Stallis Palace
We had a great stay! This home fit our needs perfectly—two couples with toddlers and an infant visiting the Milwaukee area for a weekend. The location was ideal, centrally positioned between the children’s museum, zoo, and Brewers stadium, and more affordable than staying downtown. The bedrooms were spacious enough for pack n plays, and the main level had plenty of space for the kids to play. Parking was super convenient with space for two SUVs on the concrete slab off the alley. The host provided clear instructions and was easy to communicate with. The only minor downside was the creaky upstairs floors, which is to be expected in an older home—just something for parents of light-sleeping little ones to keep in mind. That said, it wouldn’t stop us from staying again. Highly recommend!

Brew City Boho - Wauwatosa
I really enjoyed my stay here - friendly neighbors and very walkable to all that the village of Tosa has to offer! TC was responsive to questions and helpful with recommendations. Would definitely return - thank you so much!

The Art Loft House
Wow, just wow. This was a beautiful home! We were blown away when we arrived. The decorations and attention to detail were spot in. The location of the home was great, close to restaurants and walkable to coffee shops. Parking was perfect because we traveled with our kids. Thank you, Jenni and David. Highly recommend this home!

Chic lower flat near AMFAM + Davidson Park
We had a very pleasant stay in this safe and family-friendly neighborhood. The house was clean and comfortable and the parking was easy. Hosts were friendly and responsive. Would definitely return when in the area!

Barclay House in Walker's Point
We are so happy we stumbled upon Robert & Laura’s place for the weekend! Robert & Laura were great hosts and very responsive. The house was decorated beautifully and very clean! We will definitely keep this place in mind when we visit Milwaukee again.
Private house rentals

Sunrise Over The Lake- Located on Desirable St
Our family experienced a home fire on Friday. The only complaint I have is we can’t stay here until we’re back in our home! Truly beautiful, excellent location, fantastic hosts. Don’t miss on an opportunity to stay here!

2Bdrm home next to Humboldt Park
Jean‘s House is charming—it was very clean and comfortable. Woodwork was beautiful and so many of the original features of the home have been kept in excellent condition or renovated to make it a great mixture of a vintage aesthetic with the modern comforts. You cannot do without a car if staying here. But if you have a car it’s a convenient base for doing things in Milwaukee. Great list of recommendations (At Random is a great little cocktail venue).

Entire Wauwatosa Home!
Great location, walkable to restaurants. Short distance to baseball stadium. Very comfortable accommodations.

South Shore Guesthouse
Where do I begin...Everything was absolutely perfect! Kristyna has her home set up like a 5-star hotel! She provided anything & everything a person could need or want. She made us feel very welcomed, from the beautiful set up of the home to the extras that she provided, including fresh flowers on the extra large island in the kitchen. We loved everything about this home! Thank you Krystyna!

Beautiful Home in Waukesha
Much cozier than a few hotel rooms for our event. Kitchen is well outfitted, and living room has plenty of seating. Nice quiet neighborhood.

East Side Duplex-Cozy Lower Unit
Had a great weekend stay in Milwaukee! Came to town because my son ran the half marathon and we had a great time! Jarrid's place was super convenient and perfect for where we wanted to be. Clean, homey, and made out of towners feel super comfortable! Thanks for the bottle of wine, Jarrid!!

Brand New Studio w. Private Entry + Garden Patio
Hubby and I stayed Friday and Saturday night. The room was perfect for us. Not too big and not too small. Plenty of amenities in the room to make us feel welcome. We didn't get a chance to sit out on in the backyard, but the view was beautiful.

Pet Friendly! Entire 2 Bed Home!
We loved Caylee's place for our girl's weekend! The property style and decor are so unique and charming and added such fun energy to our stay. We appreciated the provided games and loved the location. Everything in Bayview was so close and also very easy to access downtown Milwaukee. We were able to have a small fire in the yard one night, which we really enjoyed. I Highly recommend Caylee's place, and I would stay again!
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
Destinations to explore
- Downtown Chicago Holiday rentals
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- Six Flags Great America
- Erin Hills Golf Course
- Milwaukee Public Museum
- Alpine Valley Resort
- Kohler-Andrae State Park
- Geneva National Resort & Club
- Illinois Beach State Park
- Bradford Beach
- Grand Geneva Resort & Spa
- Richard Bong State Recreation Area
- Racine North Beach
- Milwaukee County Zoo
- Wilmot Mountain Ski Resort
- The Bull at Pinehurst Farms Golf Course
- Milwaukee Country Club
- Harrington Beach State Park
- West Bend Country Club
- Springs Water Park
- Heiliger Huegel Ski Club
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Discovery World
- Sunburst
- Blue Mound Golf and Country Club
- America's Action Territory