Magnificent Mile rentals with pool

We found 629 rentals with pool — enter your dates for availability

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

Are there any holiday rentals with a pool in Magnificent Mile?
Magnificent Mile has 629 holiday rentals with a pool, so be sure to pack your swimsuit. Eager to get out and explore? Millennium Park, Art Institute of Chicago and Willis Tower are some interesting attractions within close reach.
How much does it cost to stay in a holiday rental with a pool in Magnificent Mile?
In-ground or above-ground pool, compact or sprawling, peak season or low season — how much you'll pay for your Magnificent Mile stay is influenced by a wide array of variables. But the one thing that stays the same? Our holiday rentals with a pool are where precious family memories are made. To find a place that suits your budget, narrow your search results by your maximum price. You can also use our "Discounts" filter to find holiday rentals that offer monthly or weekly discounts.
When is the best time to book a holiday rental with a pool in Magnificent Mile?
You'll have a splashing good time whenever you go to Magnificent Mile. If you want to see this destination at its busiest, June is when most Stayz guests book a holiday rental with a pool here.
What holiday rentals with a pool in Magnificent Mile have nice views?
Use our convenient "Location" filter to find a holiday rental with a pool and the views you're seeking. Start by entering the dates you plan to travel to Magnificent Mile, then narrow your options based on the sort of area you'd rather stay in. All that's left is to pack your swimwear and you're all set for a splashing great time.
Are there holiday rentals with a private pool in Magnificent Mile?
From poolside gatherings to late-night swims under the stars, a holiday rental with a private pool gives you plenty of possibilities for relaxation and fun. If you're headed for Magnificent Mile, use our "Private pool" filter to find holiday homes that come with this perk.
What are the top things to do in Magnificent Mile?
With an attractive holiday home rental with a pool to chill out in and top-rated attractions like Millennium Park close by, your Magnificent Mile holiday will be unforgettable. Stay in this neighbourhood and you'll also enjoy easy access to other family-friendly sights like Art Institute of Chicago and Willis Tower.
Why should I book my holiday rental with a pool with Stayz?
No sharing your space, no awkward holiday experiences with people you don't know. When you book a Stayz holiday rental with a pool, you'll have the whole place to yourself to splish splash around. Need to amend or cancel your travel plans? Our flexible cancellation policies mean you're able to book your rental house with peace of mind.