Search Vacation Homes in Milwaukee

Plan, book, stay with confidence

Be picky

Search almost a million properties worldwide

Treat yourself

Change your mind

Book hotels with free cancellation

Check prices for these dates

Next weekend

21 Saf. - 23 Saf.

In two weeks

28 Saf. - 2 Rab. I

In one month

14 Rab. I - 16 Rab. I

In two months

11 Rab. II - 13 Rab. II

Compare 330 Vacation Homes in Milwaukee with updated reviews, rates, and availability.

Experience the epitome of indoor luxury - our pool area is not just a place to swim, it's a venue for entertainment and leisure.

"We have a family of 10 and this house was perfect for us. There was entertainment for all ages. Large areas for everyone to gather but also gave everyone their own space. Loved watching movies while swimming in the pool. Host was excellent to work with and process was easy. "

Aerial View
Click Video Tab above
to see Drone Video

"Great property"

SAR 1,800 total

includes taxes & fees

10 Mar - 11 Mar

Thiensville Vacation Rental | 4BR | 2BA | Step Required | 1,800 Sq Ft

"Great property, love that it is walkable! Having the garage door opener was a huge plus (especially as it’s winter). Would recommend, and definitely stay again - thank you! "

"Charming historical area with plenty of street parking. This unit was spacious, smartly renovated and clean. We would stay here again and recommend to others.again. "

SAR 2,109 total

includes taxes & fees

17 Feb - 18 Feb

"Overall, the house was great! The eclectic decor made for a unique and memorable stay, unlike any other we’ve experienced. While we enjoyed our time, the comfort level could have been improved—both the pillows and sheets felt a bit thin, and being close to the highway was slightly inconvenient (though that was partially on us for not reviewing the location more closely). These were minor issues in an otherwise enjoyable stay!"

"The house is exactly as listed. There were some small functional issues with the house that the landlord responded to immediately. All around great stay. "

SAR 5,690 total

includes taxes & fees

17 Feb - 18 Feb

"We stayed as two couples so we could attend the Third Space Ice Bear even and enjoy some other area restaurants. The home was exactly as listed and a very comfortable place for all of us. Thanks! "

"The host was very very nice with us quick response time extremely clean property I’d definitely book here again"

SAR 1,568 total

includes taxes & fees

17 Feb - 18 Feb

Open concept living room with comfy sectional, blankets, pillows, games, and 65" smart TV.

"We took this house as a family get away. It was perfect! everyone was comfortable and really enjoyed their stay!!!"

"Great rental. Clean and spacious."

SAR 1,208 total

includes taxes & fees

18 Feb - 19 Feb

"Ideal spot for just me for a few days"

"We stayed here for New Year’s and loved it!!"

SAR 2,121 total

includes taxes & fees

28 Feb - 1 Mar

"Place was clean and conveniently located to the Miller High Life Theater"

SAR 1,490 total

includes taxes & fees

28 Feb - 1 Mar

"Could use updated, but was clean and comfortable."

SAR 752 total

includes taxes & fees

17 Feb - 18 Feb

"The house is so comfy and charming! Beautifully decorated. Beds are comfortable, nice cozy living room. Close to downtown. If you forget any toiletries, Linda has you covered with travel size items. Want to cook? You are covered down to a crock pot! Thoughtful touches throughout the home. Had a great weekend and this house had much to do with that!"

SAR 1,185 total

includes taxes & fees

17 Feb - 18 Feb

"The house was perfect for our family get together. Thank you "

Lower level duplex with private entrance just inside front door.

"This home was so amazing for myself and 3 of my fishing buddies! Spacious living quarters, beautiful bedrooms, highly convenient location, fully functional kitchen with all the amenities you could ask for!We battled 4 tough fishing days that saw temperatures drop to -21, so it was definitely nice to have a nice home to come back to!The true highlight of the stay was our host, Laurie! Great communication, very accommodating, very good recommendations, super personable and definitely made sure we...

"The house was very roomy and lots of places to hang out with family and friends. It was awesome that it was close to the lake. The owner had forgotten we were coming and didn’t have the refrigerator cleaned out and our check-in process was a little awkward because we didn’t have the keypad information. "

"Very clean and comfortable apartment in great part of town. Walkable to park and Lake Michigan. Host was very responsive and helpful. Would definitely stay here again when we are in the area. "