Holiday rentals in Washington Park

Luxury 4BR w/ Spa Tub Near UChicago & Obama Center

Discover Metra Haven, a luxury thoughtfully designed 4BR near Hyde Park, this home is ideal for bachelorette weekends, girls trips, family gatherings, professionals or large groups seeking cozy comfort Unwind in the spa-style bath tub, gather in the private backyard patio, with fire place for cozy evenings accommodating your group Steps from Metra station with a direct train to Downtown, 4mins away from the Obama presidential center in Jackson pack, museum of science & industry and the lake

Sunny Penthouse - Oakwood Beach

Bright top-floor 2-bedroom, 2-bath condo in the heart of Bronzeville with soaring ceilings and abundant natural light. Relax in the in-unit jacuzzi jetted tub after a day exploring Chicago. The fully equipped kitchen has everything you need to cook at home, or enjoy nearby restaurants. 🌊 Just a 18-minute walk to Oakwood Beach & the lakefront. Within a 20-minute drive of Downtown, Soldier Field, Guaranteed Rate Field, the Field Museum, the Art Institute, Chinatown, Hyde Park, Pilsen & more!

Near UChicago, 3BR Apt, Parking, W/D, 2 Workspaces

Work-ready 3BR, 2BA apartment located just minutes from UChicago and several major hospitals. Once inside, everything is on one floor. Sleep well with a king, queen, and full bed, plus two full tub/shower baths. Set up at 2 dedicated workspaces with fast WiFi. Cook in a stocked kitchen with full-size stainless appliances, a dishwasher, a coffeemaker, kettle, and other basics. Private in-unit stackable washer/dryer. Free street parking usually nearby. Great for professionals and longer stays.

Quaint 3BR Home Near Attractions

Welcome to our cozy 3-bedroom apartment on Chicago's vibrant south side! Perfectly located near trains and buses, this charming space offers convenience and comfort. Explore nearby attractions, enjoy local cuisine, or relax in our thoughtfully furnished home-away-from-home. Ideal for families or groups seeking a memorable stay in the heart of the city. It is located on a quiet street, with quick access to buses, L Trains, freeways, and a shopping plaza. Walking distance from XS Tennis.

3BR • Massage Chair • 5 Min to UChicago • Sleeps 6

This inviting Chicago retreat is just minutes from the University of Chicago and only 15 minutes from downtown. Unwind in the massage chair, stream your favorite shows, or relax in a clean, modern space featuring updated furnishings, a beautifully remodeled bathroom, and the convenience of an in-unit washer and dryer. Whether you're visiting family, attending local events, exploring Hyde Park, or heading downtown, you'll enjoy the perfect combination of comfort, convenience, and value.

Kasa | Views from your Private Balcony | Chicago

When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chicago easy. Located just north of downtown Chicago, you'll be steps from Oak Street Beach, a short walk to Michigan Avenue and Millennium Park. With fantastic amenities, our apartments are ideal for extended stays or long vacations. Our tech-enabled apartments offer self check-in at 4pm, 24/7 guest support by text or phone, and a Virtual Front Desk accessed via mobile device.

UChicago Condo | 2 Baths, Private Parking & Entry

Enjoy the convenience of a dedicated private parking space with direct access to your own private entrance. This upgraded and spacious 1-bedroom, 2-bathroom condo near the University of Chicago features hardwood floors, stainless steel appliances, in-unit laundry, two Smart TVs, a cozy reading nook, and a large outdoor patio. Conveniently located near Hyde Park, Lake Michigan, Jackson Park, and the Obama Presidential Center. Perfect for extended stays and remote work.

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.

Stylish Hyde Park/Kenwood Brownstone Garden Apt

Enjoy a stylish experience in Chicago's historic Hyde Park/Kenwood neighborhood in this updated brownstone garden apartment. You'll have an entire tastefully designed speakeasy chic 2-bedroom/1.5-bathroom unit with a separate entrance to yourself. Great location off South DuSable Lakeshore Drive- you're minutes away from Lake Michigan's scenic lakefront, the University of Chicago, McCormick Place and downtown Chicago.

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.

Spacious 3BDR Luxury Penthouse

Stylish 3BD/2BA penthouse with high ceilings, oversized windows, stainless steel appliances, quartz countertops, in-unit laundry, and parking. Located in Bronzeville, just 10 mins to downtown, 8 mins to the University of Chicago, 18 mins to Soldier Field, and 25 mins to Midway Airport. Perfect for families or groups seeking comfort, convenience, and a premium city stay.

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.