Holiday houses in Milwaukee

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Popular amenities for Milwaukee holiday rentals

Stay near Milwaukee's top sights

Miller Park178 locals recommend
General Mitchell International Airport39 locals recommend
Milwaukee Art Museum398 locals recommend
Marquette University26 locals recommend
Milwaukee Public Market267 locals recommend
Harley-Davidson Museum208 locals recommend

Other great holiday rentals in Milwaukee

Guest favourite

Home in Muskego

4.88 out of 5 average rating, 110 reviews

Muskego Hideaway on 2 Acre Lot

JadeRating, 5 stars4 days ago
Jeff & Julie were quick to respond to our questions, before arriving and upon arrival. Easy access to grocery store, gas station, restaurants, interstate. Private location & plenty of space for our party & number of guests. You guys were great & your Airbnb provided a nice place for us all to be able to stay together. Thanks for being wonderful hosts!
Superhost

Apartment in Wauwatosa

4.92 out of 5 average rating, 13 reviews

10 Minutes from Downtown! The Highlands Hideaway

ReginaRating, 5 stars3 weeks ago
Very clean and the host was very responsive. Great area with a lot of close restaurants.
Guest favourite

Farm stay in Germantown

4.97 out of 5 average rating, 98 reviews

Lace & Woods Farm "Hammer Hideaway"

RoryRating, 5 stars1 month ago
Such an enchanting stay. The hosts and resident animals were friendly. My family loved the barn cats that snuck their way to us - especially Carl. The wood fireplace added to the coziness. Everything was clean, comfortable, and heat moves well throughout the space. My mother-in-law is already planning our next visit come spring!
Superhost

Home in Milwaukee

4.44 out of 5 average rating, 9 reviews

The Ultimate Family Suite 2! (Right unit)

JeffreyRating, 5 stars3 months ago
Great peaceful place that’s not too far from all the fun in Milwaukee.
Guest favourite

Home in Mequon

4.92 out of 5 average rating, 60 reviews

Mequon Wedding Retreat

LianeRating, 5 stars3 months ago
David met us for check in and walked through everything! Throughout the reservation process and when we left he was very responsive. It was a beautiful home!!
Superhost

Apartment in Milwaukee

4.65 out of 5 average rating, 37 reviews

*NEW* By Beach, Great Value, on Murray Ave!

NicholasRating, 5 stars6 days ago
Laura was a great host. She was helpful when we needed to change the days we were staying and provided clear instructions before arrival. The location is great as it is near the upper east side and east access to downtown. Would definitely stay here again!
Guest favourite

Home in Lower East Side

4.91 out of 5 average rating, 55 reviews

Walk to Brady St-Family Friendly-Modern Victorian

JaclynRating, 5 stars6 days ago
What an incredible stay! Clean, cozy, and in an incredible location. I would highly recommend Leah’s place for any group looking for a place to stay in Milwaukee. It was fully equipped with all the amenities we needed and the backyard is beautiful.
Guest favourite

Home in Wauwatosa

5 out of 5 average rating, 23 reviews

The Mayfair Midcentury

SusanRating, 5 stars1 month ago
This was perfect for our family for Christmas. The kitchen was perfect for cooking our Christmas dinner. The table was a little small and could only seat 4, but the kitchen had seating at the countertop. Overall, lovely home.

Quick stats about holiday rentals in Milwaukee

  • Total rentals

    2.5K properties

  • Total number of reviews

    107K reviews

  • Family-friendly rentals

    1.5K properties are a good fit for families

  • Pet-friendly rentals

    800 properties allow pets

  • Rentals with a pool

    40 properties have a pool

  • Rentals with dedicated workspaces

    1.4K properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Milwaukee County
  5. Milwaukee