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

Elssys Ranch 80 Acre Lake Geneva Retreat
We had an amazing time at this property! Nick was a fantastic host—super responsive and quick to answer any questions we had. The property itself is beautiful with plenty of space for kids to run around and play. The kitchen was well-equipped with lots of utensils and dishes, making it so convenient to cook and eat at the house. The fire pit and grill outside were a wonderful addition to our stay! The location is perfect too! It’s near a charming Boxed & Burlap coffee shop, and just a short 5-mile drive to downtown Lake Geneva. Downtown offers parks, a public library, great shopping, and stunning views of the lake with walking trails. We can’t wait to return and stay again! Highly recommend!

Cute and cozy 2 bedroom house perfectly located!
Our first time in Delafield and loved it!! Adorable little lake town with so many cute restaurants, coffee shop and ice cream just a short walk away. Elizabeth's home was exactly what we needed for a month long mother/daughter stay while attending treatment in the area. Meticulously clean at check-in and decorated so cute with finest attention to detail! So warm and cozy providing a perfect sanctuary. Elizabeth was flexible and responsive in all communication prior to and during our stay, and quickly addressed an Internet hiccup, ensuring the issue was resolved for us. Can't wait to return and highly recommend Elizabeth and this adorable gem of a home!!

Cozy cabin getaway near Lake Como and Lake Geneva
This was my first time using Airbnb. We had a group and it seemed like a better idea to try and find something we could share for the GaryCon convention. None of us were familiar with the area so I used the app and geo bracket for within 10 miles of the convention and came up with this beautiful home that had enough beds to accommodate each of us. I looked through the pics and was happy with what I saw. Sasha was responding quickly to answer my questions and we made the reservations. When we got to the place we were all happy with what we found. The hone was spacious with large beds in each room. 3 baths made it easy for us to get out quickly each morning. The kitchen was really great. The deck was really great. Seriously couldn't not have been happier and more pleased. Thank you for opening up your home to us. I understand why people live the area. I strongly recommend this home and Sasha if you're in the area.

Newly Updated Modern Lake Condo
Great location close to shops and restaurants. We enjoyed the pool/hot tub area and ended up having dinner at Crafted Italia in the same building the pool is located, it was nice and close to the rented unit.

Oasis on Oak | Private In-Ground Pool | Hot Tub
It was a beautiful, restful setting for our family to celebrate my wife’s birthday. Thank you for providing a great place for us to meet!

Relaxing Four Season Getaway near Lake Geneva
We were genuinely surprised to find a place in this location so close to the relatives we were visiting. Genoa City is not exactly the hotspot on the border! The neighborhood was quiet and friendly, but no overly inquisitive citizens. Property was perfect for our requirements, with the fenced in back yard that allowed us to let our pet out whenever without having to use a leash. Nice personal welcoming touches were unexpected and truly appreciated, since we arrived late and weren't able to do any shopping before hand. Beds were comfortable and spaced throughout the second floor, with expansion in the lower basement if necessary for bigger families, especially those with older children. School immediately across the street is great for spontaneous recreation of all types if you have the equipment. Our dog has not had the opportunity to enjoy such a large open space for quite some time and it was great to wear him out for the evening prior to bedtime. Abundant TVs throughout the home!

3 Bedroom A-Frame with Hot Tub & Amenities Galore!
The spectacular view in a heavy wooded area. Really enjoy it. I would visit again if I am in the area. I especially like the kitchen design.

3/3 | 2 Fenced Acres |Pool |Hike & Beach| in Town
A most peaceful and picturesque stay just outside of Delafield. Everything was wonderfully appointed, beds were very comfortable, and the outdoor scenery top notch. Pictures don’t do it justice :) The walk down the to the lake is an absolute must. Highly recommend Kristen and her home. Thank you for such a pleasant stay!
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!

Comfy West Allis Home 2 Bedrooms/2 Bathrooms
We had unanticipated family situation that unfortunately required adjustment to our reservation~Zer responded immediately w/ unbelievable kindness & compassion! Everything worked out in the end & the house was absolutely perfect for my brother's family of 4 & myself! My niece stayed in the smaller bedroom upstairs & raved about the comfortable mattress! I stayed on the pull-out sofa which was really comfy! My nephew stayed on a queen-size air mattress we'd brought in the living room~there was tons of space for it so it worked it out great! We grew up in the area so we knew it was a convenient location~to possibly deter from any traffic noise (proactive measure only because I'm a light sleeper), we used a portable fan overnight on the main floor which drowned out any possible noise; the 3 that slept upstairs didn't hear a thing from the road so no worries there! Huge fridge, very nice kitchen, great showers, perfect eating area; our fave was ongoing darts game in living room~so fun!
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
- Racine North Beach
- Wilmot Mountain Ski Resort
- Kohler-Andrae State Park
- Six Flags Great America
- Erin Hills Golf Course
- Geneva National Resort & Club
- Grand Geneva Resort & Spa
- The Bull at Pinehurst Farms Golf Course
- Milwaukee Country Club
- Alpine Valley Resort
- Springs Water Park
- Illinois Beach State Park
- Harrington Beach State Park
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Bradford Beach
- Richard Bong State Recreation Area
- Heiliger Huegel Ski Club
- Milwaukee County Zoo
- America's Action Territory
- West Bend Country Club
- Sunburst
- Blue Mound Golf and Country Club
- Discovery World