Holiday rentals in 31st Street Harbor

Hidden Gem:Artsy Speakeasy in Historic Bronzeville

Enjoy this fun and unique 1-bed 1.5-bath speakeasy in the heart of Chicago's Bronzeville District. This artsy vibe features eclectic décor, hand-painted murals, Smart TV, wet bar, wellness studio, remote workspace, free street parking, and ground-level-step-free access. This cozy space is perfect for fun couples, solo adventurers, business travelers, and game night aficionados. Easy access to Downtown (6 miles), Navy Pier, Obama Library, Millennium Park, Beach (1 mile), Museum, & Sports arenas.

Simply Sleek & Uneek: Mins To/Fr D'Town Chicago

Simple Sleek Minimalist 1-BDR Condo at the Crossroads of Bronzeville, Kenwood & Hyde Park: Situated at the intersection of historic Bronzeville, elegant Kenwood, & culturally rich Hyde Park, this 1-BDR, condo offers a peaceful retreat just minutes from downtown Chicago & the Lake. Featuring a large living room, fully equipped kitchen, & private bathroom; designed with your comfort & convenience in mind. It's an ideal home base whether you’re visiting for work/business, school, or a getaway.

Sunny Penthouse - Oakwood Beach

Gorgeous top-floor 2-bedroom, 2-bathroom condo in the heart of Bronzeville! With high ceilings and tons of natural light. The fully equipped kitchen has everything you need to cook a delicious meal, or you can enjoy one of the many great dining options nearby. 🌊Take a 15-minute walk to the lakefront and Oakwood Beach. Centrally located near: • Downtown Chicago • Soldier Field & Guaranteed Rate Field • Field Museum & Art Institute • Chinatown, Hyde Park & Pilsen • And much more!

2 BR Apt, close to McCormick, IIT, free parking

2 bedroom 1 bath entire basement unit, separate entrance. 1 queen size bed, 1 full size bed and 1 sofa bed. Located at Historical Douglas Area, Chicago landmark . Close to subway station, bus stop , IIT, loop, museums campus, McCormick Place (25 min walk, or 10 min bus, or Uber<$10), white socks stadium. Area is quiet and safe, near restaurants and super markets. Free street parking. Roof top patio with downtown view . Central heating and cooling, 55 in Roku TV Washer and dryer in unit.

La Casita Norte

Modern Bronzeville 1-Bedroom Apartment in quiet centrally-located neighborhood close to McCormick Place, Wintrust Arena, and White Sox Park, IIT, and 31st Street Beach. Sleeps 4 with a full bed and queen living room sofa sleeper. Comfortable dedicated workspace with reliable Wi-Fi connection and morning coffee. Huge bath w/ separate shower and endless hot water, wet bar, living room, washer/dryer. Fitness room with a Bowflex machine, treadmill, Pilates reformer, yoga mats, trampoline.

Lovely Garden Studio in Chicago

Kick back and relax in this calm, stylish space. Located in historic Bronzeville, our modern studio boasts open-plan living, stylish finishes and plenty of room to accommodate up to 3 guests. Our garden studio is located walking distance to the Green Line station, a 10 minute drive to downtown loop, 15-20 minutes away from Midway Airport, 5 minutes to Lake Michigan, and 5 minutes away from McCormick Place Convention Center, IIT, and Hyde Park/University of Chicago.

Blake’s Place

Welcome to our charming Air BnB! Nestled in a prime location, this cozy and stylish space is perfect for your getaway. With its tastefully designed interiors, and comfortable furnishings, you'll feel right at home. Our place features plush double queen size bunk beds for a restful sleep, while the fully equipped kitchen allows you to prepare delicious meals. Relax in the inviting living area or step out and enjoy a nice walk along Lake Michigan just 10 mins away.

Comfy suite w/ steam shower near McCormick Place

Welcome to the landmark! Our well appointed studio space is situated in the historic Calumet-Giles-Prairie District; minutes from McCormick Place, Sox Park, Wintrust Arena, IIT, and downtown. Walk to 31st St Beach, bike to Museum Campus. Perfect for business or leisure; enjoy steam shower, Wi-Fi, smart TV, and full kitchen. Easy access to major highways and public transit. We also offer a Honda Accord rental car on Turo for your convenience upon inquiry.

3BD | 2 Ensuites | Sleeps 8| Near Sox & McCormick

Welcome to The Bronzeville House — proudly managed by Dwell Well Here. This spacious 3-bedroom, 3-bathroom row home sits in the heart of one of Chicago's most storied neighborhoods. Two private ensuites upstairs, a bed on every level, and an entire home to yourself. Minutes from Guaranteed Rate Field, McCormick Place, Hyde Park, and the lakefront. Everything Chicago has to offer, anchored in the neighborhood that helped build it. 🏡✨

Chicago Themed Garden Unit - Historic Bronzeville

Get the Ultimate Chicago Experience in this Beautiful, Newly renovated Private Apartment. This private unit has everything you need for a if you want to stay in and cook your own meal or get out and explore the town! We are Conveniently located only 10 minutes from the center of Downtown Chicago and also has a number of additional activities within walking distance. Great for a quick or a long stay in the Windy City!

Chicago's Bronzeville Haven

Kick back and relax in this calm, stylish space. Located in the historic Bronzeville community near downtown Chicago. Walking distance to Lake Michigan, McCormick Place, Soldier Field, White Sox Park, Wintrust Arena, museums and public transportation. Quiet neighborhood with plenty of street parking. Walking distance to grocery stores, fast food restaurants and fine dining!

The Modern Woodlawn 2 Bed 2 Bath

Enjoy a stylish experience at this centrally-located place. Minutes from University of Chicago, the upcoming Obama Presidential Library, Golfing at the South Shore Country Club, Lake Michigan, Public Transportation and Downtown Chicago. There is an ALDI grocery store around the corner. Jewels Grocery Store is a few minutes drive by car. Free Street Parking.