Holiday 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 favourite
Home in Milwaukee
4.93 out of 5 average rating, 134 reviews

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

ChrisRating, 5 stars2 weeks 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.
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 favourite
Home in Milwaukee
4.97 out of 5 average rating, 167 reviews

The Peacock Place w/ Seasonal Outdoor Heated Pool

NancyRating, 5 stars3 days ago
Clean, charming home with several amenities for guests. We only wished it had a modern shower. The claw bathtub fits the vintage house but is awkward for showering. Hosts were very helpful.
Guest favourite
Home in Milwaukee
4.85 out of 5 average rating, 13 reviews

Big BLUE Skyline VIEW

PersephonaeRating, 5 stars4 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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