What are the top rated Vacation Rentals in Downtown Chicago?

There are a lot of options in Downtown Chicago. If you plan on staying in the Downtown Chicago area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in Downtown Chicago: <a href="/property/magic-factory-loft-2west/HA-321501599" class="class="static-page-link"">Magic Factory Loft 2West</a> <a href="/property/modern-corner-2br-in-streeterville-roof-deck-lake-views/HA-1219588184" class="class="static-page-link"">Modern Corner 2BR in Streeterville | Roof Deck | Lake Views</a> <a href="/property/smart-home-in-logan-square-by-the-606-trail/HA-3211642831" class="class="static-page-link"">Smart Home in Logan Square by the 606 Trail</a> <a href="/property/chic-penthouse-corner-3br-loft-in-fulton-market-featured-in-architectural-dige/HA-1217821446" class="class="static-page-link"">Chic Penthouse Corner 3BR Loft In Fulton Market | Featured In Architectural Dige</a> <a href="/property/steps-to-mag-mile-2-bd-fast-wi-fi-w-d/HA-3213219428" class="class="static-page-link"">Steps to Mag Mile, 2 BD, fast Wi-Fi, W&amp;D</a> <a href="/property/modern-apartment-with-private-rooftop-patio-free-parking-in-downtown-chicago/HA-3213061881" class="class="static-page-link"">Modern Apartment with Private Rooftop Patio &amp; Free Parking in Downtown Chicago</a> <a href="/property/top-floor-views-central-comfort/HA-3212744207" class="class="static-page-link"">Top Floor Views + Central Comfort</a> <a href="/property/5-star-epicurean-experience-with-hip-modern-gazebo-with-bbq-grill-sleeps-14/HA-3212946181" class="class="static-page-link"">5 Star Epicurean Experience with Hip, Modern, Gazebo with BBQ Grill &amp; Sleeps 14.</a> <a href="/property/stunning-designer-loft-in-fulton-market-sleeps-24-featured-in-architectural-d/HA-1217954630" class="class="static-page-link"">Stunning Designer Loft in Fulton Market, Sleeps 24 | Featured In Architectural D</a> <a href="/property/53-54-floor-penthouse/HA-3214423016" class="class="static-page-link"">53-54 Floor Penthouse</a>

Which is the best family rental in Downtown Chicago?

There are many large, family-friendly vacation homes available in Downtown Chicago; however, here are the most popular family rentals listed on our site: Magic Factory Loft 2East 4 Bd/3 Ba Families Groups New Luxury 3 Bdr Apt in Chicago C9 Chicago Avenue Inn 52nd Floor MagMile Penthouse VIEWS Fireplace Pool

Can we get self-catering vacation rentals in Downtown Chicago?

Yes, there are 1916 self-catering vacation homes in Downtown Chicago that have hot tubs, swimming pools, & other amenities.

What are the best luxury vacation rentals near Downtown Chicago?

There are more than 1916 luxury villas and vacation homes in or near Downtown Chicago. Filter by price to compare find the most expensive places to stay on Old Mansions.