Vacation rentals in Washington Park

Spacious Duplex w/ Private Theater|15 min Downtown

Enjoy our spacious 2-level home this spring and summer, perfect for families and groups. The lower level is your entertainment hub with a 120" projector, retro arcade, ping pong, board games, reclining sectional, 1 bedroom, and 1 bath. Upstairs features 2 bedrooms, a full bath, an electric fireplace for cozy nights, a fully stocked kitchen, and a furnished patio. Kids and young adults especially love the fun setup, making it a memorable Chicago stay for all. We welcome last minute bookings!

Garfield Greystone - 10 Mins to Dining & Downtown

Enjoy a beautiful three-bedroom, two-bathroom apartment in a vintage greystone located in Washington Park with designer finishes. Just a 3 minute ride to The University of Chicago Hospital and campus. The unit is a short drive away from Chicago’s gorgeous lakefront. Just a 10 minute ride from the McCormick Place, Soldier Field, with easy access to downtown Chicago. This unit was remodeled and crafted especially with our guests in mind. The unit is suited for solo traveler and families alike.

University of Chicago Condo-Upgraded and Spacious

Beautiful, spacious, 1 bedrm, 2 bathrm condo near the University of Chicago. Open floorplan, hardwd floors, stainless appliances, 2 Smart TVs in bedrm & living rm, in-unit laundry, and private parking space. Features a cozy reading nook and large outdoor patio. On a quiet treelined street - minutes from Hyde Park and waking distance to Lake Michigan, Jackson Park Golf Course, the 222,000sq ft Regal Mile Film Studios, and upcoming Obama Presidential Library. Your stylish home away from home!

Modern 2-Level Condo | 85” TVs• PS5 • Free Parking

2-level condo near UChicago & Hyde Park with 1-Gig Wi-Fi, free unpermitted street parking, sleeps 10. • Pets stay free 🐾 • 2 Luxury King beds 👑 • 6 Smart TVs (2×85”, 2×75”, 2×55”) loaded with Netflix, Hulu, Disney+, Max, Starz & Peacock 🎬 • PS5 lounge & Kobe Room 🏀 • 6-jet tub, LED mirrors & washer/dryer 🧺 Minutes to University of Chicago, UChicago Medicine, Hyde Park dining & Obama Presidential Center. Ideal for graduations, families, medical stays & girls’ trips.

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.

WoodlawnLUXE 4 Bedrooms

WEEKLY AND MONTHLY DISCOUNTS!!! Enjoy this newly renovated LUXE 4 bedroom 1 bathroom condo on the entire second floor of a two flat building! All bedrooms have LG Smart TV'S! Located with a 5 minute drive to The University of Chicago, Hyde Park, The Cultural Center, The Dusable Museum, and the new Obama Library. A 30 minute drive to Midway airport 45 minute to Ohare. Chicago’s downtown, McCormick Place, and museums 30 minute drive. Located 4 blocks to Greenline Line

Beautiful European Apartment

Enjoy this comfortable 1600 sf European Styled 3 bedroom (Queen Beds in each room) 1 bath apartment with lots of natural light. Formal dining room,comfortable living room with attached sunroom. Quite neighborhood and 3 blocks away from Public “Elevated Train” line and “Buses” to anywhere in Chicago. The apartment is walking distance from University of Chicago and the beautiful Washington Park. The park has wonderful Walking/Running Paths and Pool (Seasonal).

Washington Estate minutes from University of CHI

Kick back and relax in this calm, stylish space. The Washington Estate is the professional escape. We provide a 1-bed/2-bath to accommodate a maximum of two guests. Everything you need, full kitchen, WIFI, exercise room, in unit laundry and exterior patio seating for your enjoyment. Gated parking available upon request. Near the historic Hyde Park, the University of Chicago and 8 minutes away from Lake Shore Drive. Walking distance from public transportation.

Vibrant 3BR Chicago Apt. near U of Chicago

Enjoy spacious bedrooms, hardwood floors, and natural light beaming from bay windows and eleven ft. high ceilings with new light fixtures throughout. The kitchen features new stainless steel appliances and quartz countertops. Building access to new Samsung washers and dryers. Equipped with programmable Thermostat and heating and cooling central air system. Bathrooms feature porcelain tile and matte black fixtures. Unit Boasts 1500sqft of living space.

2 15 mins to Downtown Next to UniversityTrainPark

☞ 1 Smart TV ☞ Fully equipped + stocked kitchen ☞ Self check-in ☞ Luggage storage available ☞ Onsite washer + dryer in basement ☞ Air conditioning 》35 mins to airport 》15 mins to Downtown Chicago 》 Minutes walk to train station 》 Walking distance to University of Chicago 》 Across street from parks Minutes walk to train station 》2 bedroom, 1 bathroom 》Sleep 6 If you need additional bedrooms please reach out we other units in the same building

Modern Eco Stay • UChicago • Parking • Backyard

Relax in this eco-friendly South Side retreat designed for comfort, style, and convenience. Located minutes from UChicago, Hyde Park, Jackson Park, the Museum of Science & Industry, and the lakefront, this unit is perfect for families, medical visits, students, and anyone exploring Chicago. With a private entrance, free parking, and a large fenced backyard, this modern space gives you privacy and peace in the 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!