Holiday Rentals in Milwaukee
More than just hotels
Apartments, cabins, holiday rentals and more, plus millions of reviews from Aussie & Kiwi travellers
Flexibility matters
24/7 support, so you can book with confidence
Relax with our Price Promise
Find a lower price on a hotel or package online, before your stay, and we'll refund the difference^
Check rental availability in Milwaukee
Holiday Rentals in Milwaukee

The Plaza Hotel

Kasa Westown Milwaukee

KLVG - Malt House

17-acre Private Oasis estate with, an indoor pool, and private lake, sleeps 16

7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool

Newly Remodeled Home!! Five minutes from Downtown Milwaukee

KB - Prospec

Wooded Hills/Indoor Pool/Hot Tub/Arcade

Three bedrooms upstairs

Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms

Quiet House

Stunning Upscale Retreat - Steps From Everything

Downtown Eastside gem near Fiserv Forum Water St Brady St

Spacious 5-bedroom house in awesome River Hills with an INDOOR POOL!

Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find
Other types of properties in Milwaukee you may be interested in

The Pfister Hotel
Holiday Accommodation Milwaukee
You’re the type of person who wants to be right in the middle of it all, but still have your own space. You want to be able to take care of everything yourself, but also get plenty of R&R. Well, holiday rentals in Milwaukee are ready to roll out the welcome mat. We mean that literally—they probably do have a welcome mat. It’s all those little things that will make you fall in love with this type of accommodation, and with Milwaukee itself. Once you’ve stayed in a holiday rental, you’ll wonder why you ever stayed anywhere else.
Milwaukee holiday houses have everything you could need in a place to stay, along with several things you probably never even thought you needed. Towels and linens? Check. Cooking utensils? Check. Dog treats for the pupper? Well, you might want to bring your own to your pet-friendly holiday house, just in case. (He’s a picky little prince anyway, right?) But otherwise you’re good to go. You might even find some games for the little ones, if you’re bringing the family along.
If you are bringing the kids, don’t let that dissuade you from looking for the finer things. Luxury is the name of the game in Milwaukee, and house accommodation is no different. Sure, it should feel like a home away from home—but more like a really fancy home, where you don’t have to worry about cleaning or mowing the lawn. Yes, it’s as great as it sounds.
Make your next getaway truly your own. We’ve got plenty of holiday accommodation in Milwaukee with your name on it, so pack up your favourite books, wine and that playlist of summer hits from 2003. It’s your time to shine.
Top Holiday Rental Destinations
More accommodation in Milwaukee
Top 20 Milwaukee Hotels
^Eligibility requirements and conditions apply