Short Term Rentals in Chicago, IL

Fully Furnished Unit will be available for rent starting September 15, 2026 and lease must end on or before May 31, 2027! Experience elevated living in this newly renovated, fully furnished 2-bedroom, 2-bathroom condo, perched on the 53rd floor of a prestigious Gold Coast building. Spanning 1,600 square feet, this unit offers an array of designer finishes and classic decor, making it the perfect

Brett Bucholz Coldwell Banker Realty

MODERN, SPACIOUS 3 BEDROOM APARTMENT ON 1ST FLOOR WITH LOTS OF NATURAL SUN LIGHT, HARDWOOD FLOORS THROUGHOUT. UTILITIES INCLUDED EXCEPT COOKING GAS. COIN OPERATED WASHER AND DRYER IS AVAILABLE. CONVENIENT LOCATION, CLOSE TO EVERYTHING. 1/2 BLOCK TO INDEPENDENCE PARK, 1 1/2 BLOCK TO PUBLIC TRANSPORTATION, 1/2 MILE TO KENNEDY EXPRESSWAY. SHORT TERM LEASE ACCEPTABLE AND SECTION 8 WELCOMED! OPTION

Carlos Rocha Chicagoland Brokers, Inc.

Awesome 2-bedroom, 2-bath River North condo in 24hr doorperson elevator building. Floor to ceiling windows and grand views. Open concept kitchen and living room. New hardwood floors, newer appliances, newer washer/dryer, storage space Turnkey living! Extra seating at the breakfast bar. Walk out / grill balcony off the living room. Large primary bedroom, beautiful master bath and great walk in

Louis A. Virgilio American Realty Services, Inc.

Enjoy this move-in-ready, fully furnished home in Chicago's vibrant River North neighborhood. Situated on a high floor, Unit 4412 is a North-facing one-bedroom home boasting great city and partial lake views. The unit features hardwood floors throughout, an updated kitchen with granite countertops, a modern bathroom, and a spacious walk-in closet. Best of all, RENT INCLUDES EVERYTHING (Heat, Air

Haroon Khan Streeterville Realty, LLC

A rare opportunity to secure a fully reimagined luxury single family home offering short term flexibility in one of Chicago's most dynamic and rapidly rising neighborhoods, just moments from the highly anticipated Obama Presidential Center. From the moment you arrive, the experience is immediate. The home opens into a light filled space where clean architectural lines, modern finishes, and

Monica Poland RE/MAX 10 Lincoln Park

Beautiful, Sunny and Spacious Extra Large 3 bedroom, 2 bath, 2nd Unit Apartment! Brand New Appliances and in unit washer and dryer. Short Term Lease welcomed!

Carlos Rocha Chicagoland Brokers, Inc.

Sun-Filled Historic Loft with Grant Park, Partial Lake Views and seasonal Navy Pier Fireworks. The 875-square-foot, one-bedroom home on Michigan Avenue is one of the South Loop's most desirable historic buildings. This residence offers exceptional access to the lakefront, Museum Campus, downtown Chicago, public transportation, shopping, dining, and everyday conveniences. This thoughtfully updated

Lorena Verdin Verdin Real Estate Group

Bright and spacious 2BD/2BA townhome ideally located between Bucktown and Lincoln Park. This sun-filled home features soaring ceilings, oversized windows, and an open-concept floor plan designed for comfortable living and entertaining. The main level offers a beautifully appointed kitchen with wood cabinetry, granite countertops, stainless steel appliances, abundant cabinet space, and in-unit

Marc Dumas Baird & Warner

SHORT TERM, SUMMER RENTAL ONLY-- UNFURNISHED!!!! Unit available NOW- September 30, 2026. This two bedroom unit in West Town is a charmer. Outdoor patio, in unit laundry! Close to public transportation (the Chicago Ave bus towards downtown is less than a half block away). The Western Metra station is also within walking distance. Easy street parking on Fairfield. Smith Park & Humboldt Park are

Jodi Dougherty Cross Street Real Estate

Available AUG 15. SOUTH LOOP living at its finest! This beautifully UPDATED 1-bedroom, 1-bath residence offers modern finishes, an exceptional layout, and an unbeatable location in the heart of one of Chicago's most sought-after neighborhoods. The sleek designer kitchen features imported Italian custom cabinetry, stunning Calacatta quartz countertops, a dramatic double-waterfall 72-inch island,

Melissa Dondalski @properties Christie's International Real Estate

SHORT TERM or LONG TERM available. The short term rate is $4,600 per month + garage parking for this Super-convenient, gut-renovated 3BR/2BA condo-quality unit in West Edgewater on a quiet street at the North edge of HOT ANDERSONVILLE! Just a few blocks from Andersonville shopping, dining & cultural treasures + less than 4 blocks to the new Peterson/Ridge Metra train station. ------ You will

Bob Parris Manchester Realty