Condo vacation rentals in South Loop, Chicago

Condo in Chicago

2 King Bed Condo Easy Downtown Free Street Parking

Welcome to your private home away from home in Ukrainian Village, a Top 10 neighborhood in the nation! Our super comfy 2 King Serta pillowtop mattress in the garden (lower) level condominium with everything you need during your stay and more. We have been told over & over the photos do not do this place justice. Walk to a wide variety of award winning restaurants, hip shopping/coffee shops, grocery, public transport, bars and more! A quiet neighborhood with quick access to all Chicago offers!

Sep 13 – 20

Condo in Chicago

Grand Avenue Apt 2/west Loop & Newly Renovated!

Welcome! The Grand Avenue apt #2 is a spacious and Scandinavian design inspired 2 bed/1 bath apartment located in the West Loop neighborhood, one of the premier live/work spaces and top restaurant/bar scene in the city of Chicago. The apartment has been newly renovated with a beautiful dining area and kitchen, newly appointed bedrooms with Casper mattresses and a cozy living room. The apartment includes a private outdoor balcony, a large backyard, in unit washer/dryer and electric fireplace.

Condo in Little Italy

Private hot tub - King bed suite - Free parking

Welcome to this urban retreat in the heart of Chicago's Little Italy neighborhood. Conveniently located adjacent to Chicago's downtown Loop and West Loop neighborhoods, you will find endless opportunities to experience the best of Chicago. At the end of your day, enjoy a relaxing soak in your private outdoor hot tub (open year-round) before sinking in to your Tempur-Pedic king bed for a restful night's sleep. Complimentary off-street parking provides rare convenience near the city center.

Jul 19 – 26

Condo in Chicago

Quiet, Modern, Convenient 2 bedroom condo

PLEASE READ DESCRIPTION PRIOR TO BOOKING* Stay at this quiet, charming, Chicago-themed garden unit suite, sitting in the heart of Chicago's historic Bronzeville neighborhood. This convenient location with 1000 sq feet of space is perfect for young professionals, student, small groups, families, and people traveling with children. Easy access to public transportation, downtown Chicago, the Museum of Science and Industry, the University of Chicago, downtown Hyde Park, and so much more.

Oct 14 – 21

Condo in Chicago

Spacious 4 Bedroom Condo

Located in West Town in the heart of Noble Square, just north of West Loop with access to all the best restaurants and only minutes away from River North and Old town, enjoy this 4 bedroom, 3.5 bath condo with private parking, 2 living spaces, heated floors throughout the entire lower level and steam showers. A gourmet kitchen stocked with everything you will need including an espresso maker. This home is perfect for families, couples, friends or traveling for business.

Feb 17 – 24

Condo in Chicago

Spacious Duplex in Great Location

This below-grade unit has everything you want! Nestled on a quiet tree-lined street public transport is close by and downtown is a quick car ride away. The condo has lots of space and all the amenities you can ask for - plenty of parking, a King sized bed with premium linens, a luxury memory foam mattress, walk-in closet to store all your things, double spa shower, and a coffee bar stocked with top shelf Nespresso coffee. This unit books up quickly, so grab it today!

Sep 18 – 25

Condo in Chicago

McCormick 2B/2Ba for up to 6 guests w Opt Parking

• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • Michigan Avenue location • City Skyline view • 2 shifts Security officers in the building • 2 Queen size beds + Sofa bed for 2 extra guests • Comfortable stay for up to 6 guests at a time • Access to the Gym • Fast Internet • 4K smart HDTV(Netflix) • Fully equipped & stocked kitchen with Coffee & Tea • EV charging stations available • Optional Parking space for only $30/day

Dec 30 – Jan 6

Condo in Chinatown

Secluded 2BR APT in Chinatown by McCormick/DWTN

Located in the heart of Chinatown and close to McCormick Place, with easy access to public transportation into the city. Chinatown is the largest Asian neighborhood in the city with food choices such as Chinese Cuisine, Dim Sum, Asian Fusion, and Szechwan cooking . You don't want to miss the bubble tea, Thai ice cream, and crepes. Please note that our photos are not professionally captured in order to show the true view of our unit.

May 6 – 13

Condo in Chicago

3D Tour! Designer Condo near Logan Square

Scan QR code in photos for a 3D Tour! What you’ll love: - Totally renovated garden unit, completed in 2021. Everything new. - Upscale furnishings & decor. - Gourmet, fully equipped kitchen w/ new appliances, coffee maker and spices. - Remote work station w/ super fast Wi-Fi (600mb). - Serta queen mattress in master. - Bunk beds w/ full and twin sized memory foam mattresses. - Heat & A/C.

Jan 13 – 20