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

The Gem of Brewers Hill w/hot tub & seasonal pool
Wonderful stay here! Cool older home close to downtown. Our family loved the hot tub out back and cool hang out area in the basement. We felt safe and welcome there. We would come back anytime!

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
They were awesome! The place was so clean and they were quick to respond.
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 😊

Historic East Side Duplex, 3BD. No Cleaning Fee!
Great host. Great location. Perfect space. Will look to use again when on Milwaukee’s Eastside.
Turn of The Century Modern
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.

❤️ Travel + Work + Holiday Refuge
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!

Wauwatosa/Milwaukee “Inglewood Place”Best Location
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.

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
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!

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!
This place was a great find for my stay. Definitely will be staying here again!

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!

4+2 bdrm house, quiet, spacious, great for groups
Igor’s house is nice and he was very responsive.
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- Milwaukee Public Museum
- Erin Hills Golf Course
- Kohler-Andrae State Park
- Wilmot Mountain Ski Resort
- Alpine Valley Resort
- Racine North Beach
- Illinois Beach State Park
- Milwaukee Country Club
- Richard Bong State Recreation Area
- The Bull at Pinehurst Farms Golf Course
- Springs Water Park
- Bradford Beach
- Heiliger Huegel Ski Club
- Harrington Beach State Park
- Pine Hills Country Club
- Milwaukee County Zoo
- Discovery World
- Sunburst
- America's Action Territory
- West Bend Country Club
- Blue Mound Golf and Country Club