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

House rentals with a pool

Guest favourite

Home

4.92 out of 5 average rating, 127 reviews

The Gem of Brewers Hill w/hot tub & heated pool

BrianRating, 5 stars2 weeks ago
What a great house! Unlike some Airbnb's I've stayed at this place reminded of the listings from 10 years ago....cozy, warm, and a real-life house feel. Definitely not the cookie-cutter cutter furniture/decorating like most Airbnb's these days. The beds were big and comfortable, bathrooms clean, and the neighborhood nice and quiet but walkable to some good spots for food and drinks. The backyard with the hot tub was a nice touch, especially in January in Milwaukee! The hosts were friendly and would immediately respond to requeets and questions. Very positive experience and one of the best homes I've stayed at!

Home

4.95 out of 5 average rating, 42 reviews

Exclusive Milwaukee Home

MaryRating, 5 stars6 months ago
The linens on the beds were soft. There were plenty of bath towels and pool towels. The kitchen was absolutely complete but coffee maker worked painfully slow. The house was huge and comfortable for my family reunion with my adult kids and their families. The grocery store was quite close. The property had a nice yard for the toddlers to run. The pool was very big especially for a private pool. It had a nice configuration; a very deep end with a diving board for the Dads and a nice shallow end with steps for the kids. The pool was heated and we were able to stay in it all day comfortably to play. Xee always responded quickly with answers. I would definitely stay there again.
Guest favourite

Home

5 out of 5 average rating, 9 reviews

Big BLUE Skyline VIEW

KelseyRating, 5 stars2 months ago
We had an Airbnb that fell through and needed a new place within minutes. Dave and Cathy’s place was available for instant book and we had no problems getting in! The space was beautiful and fully equipped with everything we could need. Truly so happy and grateful for this space! We decided we’d love to stay here any time we’re visiting Milwaukee. Couldn’t recommend enough!

Home

4.77 out of 5 average rating, 148 reviews

Make Yourself At Home! Close to Lake & Airport!

MichaelRating, 5 stars2 weeks ago
She called me before check in to make sure I knew how to get in. Walked into a very clean house and even cleaner room. I’m staying here unfortunately because I had a house fire. It’s not easy having no place to stay and she made me feel right at home EVEN MADE ME PANCAKES!!!!
Guest favourite

Home

4.97 out of 5 average rating, 158 reviews

The Peacock Place w/ Outdoor Heated Pool

LouRating, 5 stars3 days ago
We loved our stay at the Peacock Place! The host was extremely responsive to a few questions I had. There was a snowstorm while we were visiting and the driveway and sidewalks were cleared in record time. The home itself was so cozy and charming from the Victorian style to the fun books and artwork. The beds were very comfortable and each bedroom had its own TV. Great location in Brewer's Hill with close restaurants and breweries. We will be back!
Guest favourite

Home

5 out of 5 average rating, 7 reviews

Street Sign Stay - fenced yard & 5 mins to Airport

/mon a cone/Rating, 5 stars1 month ago
Was the perfect space for our family, nice large dining area to be together. Large kitchen with everything we needed. Highway and airplanes can be loud at times but you get used to it. Hosts were great with any issues we brought to them. Kleenex boxes in every room was a nice touch. Great location and safe area. Overall great experience and would recommend it.
Superhost

Home

4.92 out of 5 average rating, 24 reviews

Central Location w/ Skyline View

ShanitaRating, 5 stars6 months ago
Great and super responsive hosts. place was in the prefect location to experience the city without being in a busy or noisy area. We would love to stay here again in the future!

Weekly house rentals

Superhost

Home

4.81 out of 5 average rating, 363 reviews

Budget Guest House #1. Private & Free Parking

LouRating, 5 stars2 months ago
Perfect location for our overnight stay. Easy to access and slept well.
Guest favourite

Home

4.95 out of 5 average rating, 230 reviews

Spacious house, yard & hot tub easy drive downtown

NoahRating, 5 stars4 months ago
Great place! Fairly private and very comfortable stay with 7 folks.
Guest favourite

Home

5 out of 5 average rating, 5 reviews

Milwaukee House

AmyRating, 5 stars1 month ago
We loved our stay at Flynn’s place!! Very clean … walkable and safe neighborhood! Wonderful character, decor, and preservation of historical features of the home! The upstairs kitchen was fantastic for cooking and gathering for coffee in mornings around large peninsula island. The home was very spacious for 8 adults! Flynn was very friendly and responsive host!!
Superhost

Home

4.79 out of 5 average rating, 136 reviews

Designer Cottage w/ Parking, New Kitchen & Netflix

SteRating, 5 stars5 days ago
This is the 2nd time I've stayed here for an extended period. Great place very close to shops, restaurants & bars, Richard & Jackie cannot do enough to help.
Guest favourite

Home

4.89 out of 5 average rating, 448 reviews

Turn of The Century Modern

MaxRating, 5 stars2 months ago
We had a wonderful stay at this cute home in Milwaukee. The area is very walkable and the local waterholes were friendly.
Superhost

Home

4.88 out of 5 average rating, 64 reviews

❤️ Travel + Work + Holiday Refuge

MaggieRating, 5 stars1 month 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!
Guest favourite

Home

4.97 out of 5 average rating, 211 reviews

Wauwatosa/Milwaukee “Inglewood Place”Best Location

CarrieRating, 5 stars2 days ago
I don’t even know where to start. Barbara and Fritz’s place was perfect in every way. I couldn’t get over how well stocked everything was, how cozy and clean it was, and the fact that after a very heavy snowfall one night, the sidewalks and my car had been cleaned off before 8am. They take the time to write you hand written notes, and even leave postcards to send to loved ones. I will 100% be staying here again next time I visit. I was unfortunately in town for a funeral, but I felt completely at home and very well taken care of here. Thank you again for everything!!
Guest favourite

Home

5 out of 5 average rating, 121 reviews

Historic Brewery Tied-House in Bayview (Sleeps 12)

JaniceRating, 5 stars1 month ago
My family and I had a fantastic stay at the Schlitz Castle for Christmas. There was more than enough space for the 6 adults and 2 kids in our group. Kyle was an excellent host and the accommodations at the castle were perfect. The location was great with plenty of restaurants nearby as well as shopping. I highly recommend this place for your next stay in Milwaukee!

Private house rentals

Guest favourite

Home

4.95 out of 5 average rating, 37 reviews

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

JeredRating, 5 stars1 month ago
Great location, quiet street. Our kids loved the home and the basement playroom. There were many nice touches in the house that show a caring host. Well appointed kitchen, easy place to settle into and enjoy for our family.
Guest favourite

Home

4.95 out of 5 average rating, 111 reviews

The Robin's Roost LLC

SueRating, 5 stars4 months ago
Just a few miles away from the Boerner Botanical Gardens. If you have an event there, this makes it very easy. Nice to have the room to spread out for a family of 4.
Guest favourite

Home

4.96 out of 5 average rating, 52 reviews

Executive Brown Deer Home

CedricRating, 5 stars7 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

4.94 out of 5 average rating, 50 reviews

Upper East Side Victorian with 9 bedrooms!

JulieRating, 5 stars5 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

4.81 out of 5 average rating, 21 reviews

Cozy house near mke airport, quiet neighborhood

SaraRating, 5 stars2 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

5 out of 5 average rating, 4 reviews

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

NicoleRating, 5 stars16 months ago
Great house, lots of space. We enjoyed our nights sleep in this house. It was very clean and the host was responsive to all our questions. We highly recommend.
Superhost

Home

4.73 out of 5 average rating, 156 reviews

Brew City | Game Room | Fenced Yard | 4 bedrooms!

RajRating, 5 stars1 month ago
Felt like home 👍
Guest favourite

Home

4.84 out of 5 average rating, 55 reviews

3BR Duplex With Garage Just Outside of the City

JillRating, 5 stars18 months ago
We felt very comfortable in this house. It was perfect for our family and close to everything we needed. Jessica was accurate in her description of the house. The upstairs neighbor was really quiet. I will definitely stay here again when in the area.

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