House holiday rentals in Milwaukee County

Find and book unique houses on Airbnb

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Popular amenities for Milwaukee County house rentals

House rentals with a pool

Guest favourite
Home in Milwaukee
4.92 out of 5 average rating, 140 reviews

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

GerryRating, 5 stars3 weeks ago
Excellent location and plenty of beds and bathrooms.
Guest favourite
Home in Cudahy
4.78 out of 5 average rating, 152 reviews

Make Yourself At Home! Close to Lake & Airport!

TanyaRating, 5 stars3 months ago
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.
Top Guest favourite
Home in Milwaukee
4.97 out of 5 average rating, 176 reviews

The Peacock Place w/ Seasonal Outdoor Heated Pool

LisaRating, 5 stars1 week ago
Stephanie and Jesse were excellent hosts! They were very easy to get in touch with and, while they stay in the apartment upstairs, we never felt intruded upon. The pool is across the street, but with small kids with us, that actually was a bonus safety feature. It is very easy to get to and our hosts were easy to get in touch with when we needed help with access. The place is super cute and had everything we needed. Love the decor and vibes!
Guest favourite
Home in Milwaukee
4.92 out of 5 average rating, 26 reviews

Central Location w/ Skyline View

CieraRating, 5 stars3 months ago
Cute place! Stayed here for a couple months. Dave and Cathy were very friendly and welcoming and quick to fix any issues.
Home in Milwaukee

Townhome Villa private oasis

Weekly house rentals

Guest favourite
Home in Milwaukee
4.92 out of 5 average rating, 38 reviews

Cozy home

MarleeRating, 5 stars1 week ago
Quiet neighborhood close to all our destinations. Duplex but never ran into anyone else. Always parking available near house. Inside was peaceful and clean. Just the getaway we needed.
Guest favourite
Home in Milwaukee
4.97 out of 5 average rating, 36 reviews

2Bdrm home next to Humboldt Park

AnnaRating, 5 stars3 months ago
Jean‘s House is charming—it was very clean and comfortable. Woodwork was beautiful and so many of the original features of the home have been kept in excellent condition or renovated to make it a great mixture of a vintage aesthetic with the modern comforts. You cannot do without a car if staying here. But if you have a car it’s a convenient base for doing things in Milwaukee. Great list of recommendations (At Random is a great little cocktail venue).
Superhost
Home in Whitefish Bay
5 out of 5 average rating, 4 reviews

Whitefish Bay Beauty!

TaylorRating, 5 stars11 months ago
This cute street is everything you are looking for a peaceful enjoyable getaway! This property is not just a rental property, but a home that is being shared by a wonderful host! The kitchen and backyard are fully equipped beyond expectations. This historical house has amazing charm and very comfortable beds. The backyard is a slice of heaven and a great retreat away. The host is very responsive and was able to tend to any request! I am a property manager with 19 properties in upstate NY and I only wish would be if this house was in my area so I could be part of this wonderful rental.
Top Guest favourite
Home in Milwaukee
5 out of 5 average rating, 73 reviews

Entire Cozy Cottage! Pet Friendly, No Cleaning Fee

KateRating, 5 stars1 week ago
Amanda and Troy’s place was a great little bungalow for our first trip to Milwaukee. It was quick and easy to get to the highway, yet far enough to be situated it a quiet little neighborhood. Amanda and Troy really thought of everything! We took their recommendation and enjoyed walking to Blue’s Egg Cafe & Bakery. Would recommend their place for your next trip!
Guest favourite
Home in Wauwatosa
4.91 out of 5 average rating, 65 reviews

Brew City Boho - Wauwatosa

EmmaRating, 5 stars2 days ago
We really enjoyed our stay at this house. The location was great and was close to grocery stores, parks, restaurants, and attractions such as the zoo. It was also very quiet. We really appreciated the off street parking. Overall a great experience.
Top Guest favourite
Home in Wauwatosa
5 out of 5 average rating, 18 reviews

Auburn Place: Cozy 3BR Home in Wauwatosa

J BlairRating, 5 stars1 week ago
Nice property with off street parking, close to everything you want to do in Milwaukee. *Almost* walking distance to watch a Brewers game (2.5 miles). Great grocery stores and restaurants nearby - some within walking distance. Check in earlier than most properties - and check out instructions were easy and reasonable. The hosts communicate well and any questions or concerns I had were answered promptly. Tosa is a quiet, safe, family suburb. This is a good option if your plans bring you to Milwaukee.
Guest favourite
Home in West Allis
4.9 out of 5 average rating, 60 reviews

Green Valley Homes - Updated Lower Apartment

BasheerRating, 5 stars2 weeks ago
The most important thing about me when I travel is to be in a good and safe neighborhood, it was a great neighborhood and u well find anything that you need in side the house like shampoo and towels even books and toys, my kids where so happy that my 2 years old don’t want to leave, thank you for making my first experience on Airbnb so good and clean😀
Superhost
Home in West Allis
4.64 out of 5 average rating, 44 reviews

The Bake House

JenniferRating, 5 stars1 week ago
Amazingly clean and comfortable. This house was stellar! Well stocked, beautiful home and furnishings, but the number one stand-out was the cleanliness! Thank you for a clean comfortable place to stay.

Private house rentals

Top Guest favourite
Home in West Allis
4.94 out of 5 average rating, 16 reviews

Your home away from home

SarahRating, 5 stars2 months ago
Sondra was great and the house fit our needs! It was great to have a home away from Home after long days at a robotic competition. Sondra was responsive to questions and even asked how the competition was going. Would definitely recommend and would stay there again if we were in the area.
Guest favourite
Home in Glendale
4.92 out of 5 average rating, 25 reviews

Bass & Sparrow - Spa Retreat on the MKE River

CamilleRating, 5 stars3 weeks ago
You would have no idea this place is in Milwaukee. It truly felt so secluded, like you were hours away from downtown. The hot tub, sauna, river right there…might has well been at a resort. Truly one of the most memorable weekends and we can’t wait to reserve another stay with Brad!
Superhost
Home in Milwaukee
4.95 out of 5 average rating, 21 reviews

Style and Luxury | Unbeatable Location

KelseyRating, 5 stars1 week ago
My group of friends and I had a great stay. There was plenty of room and the place matched the description perfectly. We would definitely stay here again in the future!
Top Guest favourite
Home in Milwaukee
5 out of 5 average rating, 43 reviews

Cozy Dog Friendly Home Near Airport & Downtown

BryannaRating, 5 stars1 month ago
We were in town for a show @ Milwaukee Improv which was 24ish mins away, however our neighborhood & location was perfect for us and our 2 pups! Convenient to have the backyard fence area for them also. Neighbors were friendly & neighborhood was safe & sound. Great stay! Would book again!
Top Guest favourite
Home in Saint Francis
5 out of 5 average rating, 13 reviews

South Shore Guesthouse

AndrewRating, 5 stars1 week ago
We had a great stay at the South Shore Guest House in St. Francis, WI. Krystyna was super responsive in her communication, gave great local recommendations for food and shops, and provided a fantastic “home base” while we explored Milwaukee and the surrounding area. The bike trails are only minutes away with several places to eat along the path. The trails are also only a short walk from her guest house and the lake is beautiful! The house is well appointed with everything you need to make a meal in the kitchen or relax on the couch watching a movie. She provided local snacks and coffee which was a nice treat. Her checkout instructions were clear as day and super easy. The place was well kept and nicely decorated. We would definitely stay again! Great host!
Guest favourite
Home in Milwaukee
5 out of 5 average rating, 9 reviews

Cozy Milwaukee cottage (whole house), sleeps 6

KarenRating, 5 stars1 week ago
We were vising family who lived just a few blocks over and we were able to walk back and forth to their place a few times everyday. The neighborhood felt very safe and it was nice and quiet. We really enjoyed the outdoor sitting area and used it quite a bit to hang out outside and play cards. The stairs really are steep but seemed doable. The only concern I had was with the very small landing at the top the stairs. We had a quick group discussion to make sure everyone was careful with the are, and ended up having no problems with it.
Guest favourite
Home in Milwaukee
5 out of 5 average rating, 13 reviews

East Side Duplex-Cozy Lower Unit

JohnRating, 5 starstoday
Great stay for our group of 6. The unit is in close proximity to Milwaukee lakefront, downtown and Universities. Lots of great coffee shops and restaurants within a walk or short drive. As for the unit, you have the entire first floor which is nice with a private dedicated entry. The unit has a lot of character with historic details and nice to see some preserved such as large windows and high ceilings to make it feel spacious. The bedding and air conditioning were fantastic after long days in the summer fest heat. We would prefer this over two hotel rooms any day as we were able to hang out in the living space, play darts, cards and watch television. It would have been great to have an extra bathroom for 6 people but it worked out well for us if you do a little scheduling with showers and bathroom time. Overall, highly recommend and would definitely stay again with a group.
Guest favourite
Home in Milwaukee
4.86 out of 5 average rating, 58 reviews

Cozy 1 bedroom in River West

PaulRating, 5 stars1 week ago
Typical cosy Riverwest place on a chill street, lots around to walk to including restaurants, grocery store, bars, Bublr bikes, bus stops etc. Comfy bed & couch, good size kitchen & bathroom. The kitchen is very well equipped if you want to cook at home. Check in was easy, door locks were easy to use and convenient. Would definitely stay again.

Destinations to explore