Holiday rentals near Milwaukee Avenue
We found 3,397 holiday rentals — enter your dates for availability
If you'd like to stay close to Milwaukee Avenue, scroll through and discover private holiday rentals to find the perfect one for your trip. Whether you’re staying in a holiday home with your children or with friends, you'll find the best amenities for hanging out with the people that matter most, which might include Wi-Fi and a fireplace. At the end of the day, you'll find a property to rent that has what everyone needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Milwaukee Avenue
Showing deals for:6 Mar - 13 Mar
Image gallery for Insta Worthy ^Prime Spot ^Patio ^Parking ^Fireplace

9.2 out of 10, Wonderful, (61 reviews)
Wonderful
(61 reviews)
Insta Worthy ^Prime Spot ^Patio ^Parking ^Fireplace
Chicago, IL
7% off
Price is AU$6,027
for 7 nights, 1 home
AU$861 per night
includes taxes & fees
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Find the best place to stay - Milwaukee Avenue
Showing deals for: 3 Mar - 6 Mar
Tranquil Portage Park Stay
Sleeps 2 · 1 bathroom
10 out of 10
exceptional
(14 reviews)
The current price is AU$706
for 3 nights, 1 apartment
AU$235 per night
includes taxes & fees
Top rated rentals - Milwaukee Avenue

Fabulous
10 out of 10
exceptional
(269 reviews)
The property is a fully equipped home, has everything you need and makes life simple while you are there. The owner is also right next door and very responsive, friendly and helpful. Taylor street is a very short walk away, the pink line is a short walk away, great location, very quiet.
Robin N.
Stayed July 2024
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value





























