House holiday rentals in Milwaukee County

Find and book unique houses on Airbnb

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Popular amenities for house rentals in Milwaukee County

Weekly house rentals

Superhost
Home in Milwaukee
4.81 out of 5 average rating, 366 reviews

Budget Guest House #1. Private & Free Parking

JanaeRating, 5 stars1 month ago
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.
Guest favourite
Home in Milwaukee
4.95 out of 5 average rating, 231 reviews

Spacious house, yard & hot tub easy drive downtown

CharissaRating, 5 stars3 weeks ago
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 😊
Guest favourite
Home in Milwaukee
4.9 out of 5 average rating, 214 reviews

Historic East Side Duplex, 3BD. No Cleaning Fee!

KevinRating, 5 stars1 week ago
Great host. Great location. Perfect space. Will look to use again when on Milwaukee’s Eastside.
Superhost
Home in Milwaukee
4.89 out of 5 average rating, 451 reviews

Turn of The Century Modern

PaulRating, 5 stars1 week ago
It's a very nice, cozy first floor space about a 7-minute drive from the third ward, and near the river. Nice kitchen space for all your cooking needs. Free weekend Street parking across the street from the house. Otherwise, register on a free parking app for weekdays. Old house, but they kept the charm with modern touches. Residential neighborhood. Close to all, and a short walk to a large park. You need a car, or you could uber/lyft to your destination around town. Marquette University a 15 minute drive. The place is tidy. Homey.
Superhost
Home in Milwaukee
4.88 out of 5 average rating, 65 reviews

❤️ Travel + Work + Holiday Refuge

MaggieRating, 5 stars4 months ago
We had a great stay during our time in town visiting family over Christmas! The home was clean and comfortable and had everything we needed during our time there. It was great having a dedicated parking spot in the back. Super clean bathroom, plenty of clean linens, nice shower. Hosts were very responsive and helpful. We would definitely stay here again next time we are in town!
Top guest favourite
Home in Wauwatosa
4.97 out of 5 average rating, 220 reviews

Wauwatosa/Milwaukee “Inglewood Place”Best Location

LisaRating, 5 stars1 week ago
We could not believe all the extras Barbara & Fritz had available. They even personalized some treats for us! The place is very homey and comfortable. We felt safe in this beautiful neighborhood. We met Barbara & Fritz, they are a charming couple but not intrusive. I would have loved to sit and chat with them longer had our schedules allowed. We highly recommend their place and would stay again.
Top guest favourite
Home in Milwaukee
5 out of 5 average rating, 125 reviews

Historic Brewery Tied-House in Bayview (Sleeps 12)

JulieRating, 5 stars2 weeks ago
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!
Top guest favourite
Home in Wauwatosa
4.92 out of 5 average rating, 158 reviews

AVL-Entire Home-MKE/Tosa (next to Hart Park)

ChristopherRating, 5 stars8 months ago
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

Guest favourite
Home in Glendale
4.89 out of 5 average rating, 46 reviews

Retreat w/hot tub Fmly/Pet Frdly No Clean fee

JamalRating, 5 stars1 week ago
Our stay at this Milwaukee retreat was absolutely wonderful! The home was clean, stylish, and thoughtfully furnished, making it a perfect getaway spot. We loved having a TV in each bedroom — it gave everyone space to relax in their own way. The record player was a charming touch that added a cozy, vintage feel to our evenings. The hot tub was a huge highlight, especially after spending days exploring Milwaukee — it was clean, easy to use, and very private. The backyard was another major plus, with a grill setup and enough space to unwind or enjoy a meal outdoors. The location was convenient, tucked into a quiet neighborhood but still close enough to downtown and other attractions. Communication with the host was smooth and responsive, and everything we needed was easy to find thanks to clear instructions. Overall, we had a relaxing and memorable stay. Whether you’re visiting Milwaukee for a weekend or a longer trip, this retreat is a fantastic choice!
Guest favourite
Home in Milwaukee
5 out of 5 average rating, 16 reviews

Victorian house & lg yard (lower unit)

EvaRating, 5 stars1 month ago
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!
Guest favourite
Home in Brown Deer
4.96 out of 5 average rating, 52 reviews

Executive Brown Deer Home

CedricRating, 5 stars9 months ago
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.
Superhost
Home in Milwaukee
4.94 out of 5 average rating, 50 reviews

Upper East Side Victorian with 9 bedrooms!

JulieRating, 5 stars7 months ago
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!
Superhost
Home in Milwaukee
4.81 out of 5 average rating, 21 reviews

Cozy house near mke airport, quiet neighborhood

SaraRating, 5 stars5 months ago
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.
Guest favourite
Home in Greenfield
5 out of 5 average rating, 10 reviews

Charming 3 bed, 1.5 bath, fenced yard & parking!

AerieRating, 5 stars1 day ago
This place was a great find for my stay. Definitely will be staying here again!
Guest favourite
Home in West Allis
5 out of 5 average rating, 12 reviews

Comfy West Allis Home 2 Bedrooms/2 Bathrooms

CarrieRating, 5 stars16 months ago
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!
Guest favourite
Home in Glendale
4.82 out of 5 average rating, 74 reviews

4+2 bdrm house, quiet, spacious, great for groups

LorrinRating, 5 stars5 months ago
Igor’s house is nice and he was very responsive.

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