House holiday rentals in Milwaukee

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Popular amenities for house rentals in Milwaukee

House rentals with a pool

Guest favourite
Home in Lake Geneva
5 out of 5 average rating, 9 reviews

Elssys Ranch 80 Acre Lake Geneva Retreat

AlexisRating, 5 stars3 weeks ago
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!
Top guest favourite
Home in Delafield
4.95 out of 5 average rating, 39 reviews

Cute and cozy 2 bedroom house perfectly located!

LisaRating, 5 stars1 month ago
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!!
Guest favourite
Home in Lake Geneva
5 out of 5 average rating, 30 reviews

Cozy cabin getaway near Lake Como and Lake Geneva

DarrylRating, 5 stars1 month ago
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.
Top guest favourite
Home in Lake Geneva
5 out of 5 average rating, 38 reviews

Newly Updated Modern Lake Condo

KristinRating, 5 stars1 month ago
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.
Superhost
Home in Lake Geneva
5 out of 5 average rating, 5 reviews

Oasis on Oak | Private In-Ground Pool | Hot Tub

DeborahRating, 5 stars10 months ago
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!
Top guest favourite
Home in Genoa City
5 out of 5 average rating, 53 reviews

Relaxing Four Season Getaway near Lake Geneva

BascomRating, 5 stars2 months ago
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!
Guest favourite
Home in Fontana-on-Geneva Lake
4.98 out of 5 average rating, 42 reviews

3 Bedroom A-Frame with Hot Tub & Amenities Galore!

Yifang DaisyRating, 5 stars3 weeks ago
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.
Superhost
Home in Hartland
5 out of 5 average rating, 5 reviews

3/3 | 2 Fenced Acres |Pool |Hike & Beach| in Town

LindseyRating, 5 stars6 months ago
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

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

Budget Guest House #1. Private & Free Parking

JanaeRating, 5 stars3 weeks 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 stars1 week 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 😊
Superhost
Home in Riverwest
4.89 out of 5 average rating, 449 reviews

Turn of The Century Modern

SloanRating, 5 stars2 weeks ago
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.
Top guest favourite
Home in Muskego
4.98 out of 5 average rating, 170 reviews

3 Bedroom Muskego Home

BrianRating, 5 stars1 week ago
Kathy and Tim have a wonderful place with lots of parks within a walkable distance. Tons of amenities and very helpful recommendations!
Top guest favourite
Home in Lower East Side
4.95 out of 5 average rating, 126 reviews

Large Luxury Home - Perfect for Groups - Downtown

RachelRating, 5 stars2 weeks ago
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!!
Top guest favourite
Home in Wauwatosa
4.97 out of 5 average rating, 218 reviews

Wauwatosa/Milwaukee “Inglewood Place”Best Location

CrystalRating, 5 stars1 week ago
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!
Top guest favourite
Home in Bay View
5 out of 5 average rating, 125 reviews

Historic Brewery Tied-House in Bayview (Sleeps 12)

JulieRating, 5 stars1 week 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
4.88 out of 5 average rating, 43 reviews

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

JenniferRating, 5 stars1 month ago
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!!
Superhost
Home in Waukesha
4.86 out of 5 average rating, 51 reviews

Cozy 3BR Ranch Home Away From Home

ChelseaRating, 5 stars1 week ago
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.
Guest favourite
Home in Riverwest
5 out of 5 average rating, 16 reviews

Victorian house & lg yard (lower unit)

EvaRating, 5 stars3 weeks 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 Upper East Side
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 stars4 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.
Superhost
Home in Greenfield
5 out of 5 average rating, 7 reviews

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

RayRating, 5 stars2 weeks ago
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!
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!

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

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