Vacation rentals with a pool in Milwaukee County

Find and book unique homes with a pool on Airbnb

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Popular amenities for Milwaukee County rentals with a pool

House rentals with a pool

Guest favorite
Home in Milwaukee
4.92 out of 5 average rating, 133 reviews

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

ChrisRating, 5 stars1 week ago
It was in a great location to walk to restaurants and brew pubs. There was enough room for everyone (five adults), and we all appreciated that it had several bathrooms. The rec room was very cute. Overall it was a comfortable place to stay, quite, roomy and it had off-street parking which is a plus.
The exterior of a vibrant home is showcased, featuring a beautifully landscaped front yard with colorful plants and decorative flamingos. An inviting red staircase leads to a charming porch area adorned with a large umbrella, adding a touch of warmth and welcoming appeal.
Home in Cudahy
4.78 out of 5 average rating, 152 reviews

Make Yourself At Home! Close to Lake & Airport!

TanyaRating, 5 stars1 month 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 favorite
Home in Milwaukee
4.97 out of 5 average rating, 166 reviews

The Peacock Place w/ Seasonal Outdoor Heated Pool

AlmaRating, 5 stars1 week ago
Enjoyed our stay there, very comfortable and homey, well equipped, good location, hosts very responsive.
Guest favorite
An above-ground pool is situated in a spacious backyard, surrounded by a wooden fence. Several lounge chairs and a pink inflatable float are visible nearby. A warning sign indicates swimming restrictions. A gas grill is positioned beside the pool area, enhancing outdoor leisure options.
Home in Milwaukee
4.85 out of 5 average rating, 13 reviews

Big BLUE Skyline VIEW

PersephonaeRating, 5 stars3 weeks ago
Stayed for a convention, it was great having space to come back to instead of a tiny hotel room, and everything was super convenient.

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