What are the top rated Short Term Stays in Chicago?

There are a lot of options in Chicago. If you plan on staying in the Chicago area, consider making a reservation for a few nights at one of these properties as these have been rated the top Short Term Stays in Chicago: <a href="/property/the-nicest-place-in-evanston-for-families-1500main/HA-1214747366" class="class="static-page-link"">The NICEST place in Evanston for Families 1500Main</a> <a href="/property/new-modern-home-close-to-everything/HA-3212447369" class="class="static-page-link"">NEW MODERN HOME CLOSE TO EVERYTHING!</a> <a href="/property/private-apartment-fully-furnished-beautifully-decorated/HA-1214917130" class="class="static-page-link"">Private Apartment. Fully furnished, beautifully decorated</a> <a href="/property/best-location-luxury-51st-fl-amazing-views-of-lake-city-hotel-like-amenities/HA-321971644" class="class="static-page-link"">Best Location! Luxury 51st FL Amazing Views of Lake &amp; City, Hotel-like Amenities</a> <a href="/property/historic-oak-park-home/EP-88173402" class="class="static-page-link"">Historic Oak Park Home</a> <a href="/property/cozy-2-bedroom-apartment-situated-in-the-heart-of-quaint-east-dundee/HA-3214336408" class="class="static-page-link"">Cozy 2-bedroom apartment situated in the heart of quaint East Dundee</a> <a href="/property/award-winning-charming-1-bedroom-apartment-with-ac-wifi-in-pleasant-oak-park/HA-3214159797" class="class="static-page-link"">Award-winning, charming, 1-bedroom apartment with AC, WiFi in Pleasant Oak Park</a> <a href="/property/thirty-day-minimum-condo-in-chicago-sw-suburbs-of-orland-park-illinois/HA-3212524019" class="class="static-page-link"">Thirty Day Minimum Condo in Chicago SW Suburbs of Orland Park Illinois</a> <a href="/property/ultra-modern-4br-2-5ba-uptown-edgewater-duplex-featuring-a-rooftop-deck-with-fire-pit-and-easy-acces/HA-3214505558" class="class="static-page-link"">Ultra-modern 4BR/2.5BA Uptown/Edgewater duplex, featuring a rooftop deck with fire pit and easy access to the lake, dining, shopping, and Chicago’s cultural highlights.</a> <a href="/property/promo-10-weekly-15-monthlyoffcozy-family-retreat-king-beds-garage-fast-wifi/HA-3213981833" class="class="static-page-link"">PROMO 10% WEEKLY 15% MONTHLYOFFCozy Family Retreat: King Beds, Garage, Fast WiFi</a>

How much is rent for a furnished short-term stay in Chicago?

At Allinclusivebeachresorts short-term furnished accommodation in or near Chicago ranges from $39 to $3,414 per night.

How many holiday rentals near Chicago are available?

We have 377 places to stay near Chicago. Check out the complete list of holiday rentals in Chicago to find what works for your next trip.

Can we get a self-catering short-term stay in Chicago?

Yes, there are 377 self-catering short-term rental homes in Chicago that have hot tubs & other amenities The most popular self-catering top-rated rental homes are: Open floor plan. Great for families and entertaining. HI Chicago Hostel Wrigleyville Inn Roscoe Village Inn -Guesthouse - Walk to Chicago's Wrigley Field

What are the best luxury short-term stays for families near Chicago?

There are more than 377 luxury temporary places to stay near Chicago, with other amenities available according to 2026 data from Allinclusivebeachresorts.