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

PRIVATE 2-bedroom 1.5 bath w/ living room

Next to University of Chicago campus. Private entry to 2-bedroom/1.5-bath apartment: back half is our separate craft space and front half is your private Airbnb suite. No proper kitchen, but there is a large fridge, microwave, etc. This Airbnb is in our 4-unit apt building next to our house where we've had a 5-star Airbnb room for 10+ years as a Super Host. The other tenants are long-term lease-holders and wonderful people whom we're happy to call our neighbors on this quiet tree-lined street.

Modern Soul Retreat: 3BR in Bronzeville/HydePark

Experience a modern sanctuary where design meets history in the heart of Chicago’s legendary Bronzeville. This spacious 3-bd, 2-ba flat blends art, minimalist comfort, and cultural warmth. Steps from Hyde Park, Lake Michigan, and local cafes, the space invites you to unwind, reflect, and reconnect with the soul of the South Side. Featuring curated decor, luxury finishes, and a nod to Bronzeville’s Soulful Metropolis legacy, this home offers a one-of-a-kind stay—equal parts style and heritage.

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.

3BR w/ Massage Chair • 5 Min to UChicago

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.

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.

Mini-mansion Bronzeville!

With over 4000 sf of space the whole group will be comfortable! Generously sized rooms and two and a half bathrooms, there’s plenty of space for families or groups. Each room tells a story, original woodwork that whispers charm of a bygone era. Explore the original craftsmanship of Chicago reflected in our stunning staircase, the proud centerpiece of the home, inviting you to the second and third floors where comfort meets character! Close to the new Obama Center!

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.

2nd Floor 15min-Downtown NextToUniversityTrainPark

☞ 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

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.

Trendy Studio Apartment in Chicago

This warm and inviting studio is perfect for couples or solo travelers craving comfort and charm. Snuggle into a comfy queen bed, unwind with a home-cooked meal, and enjoy peaceful vibes all around. Just minutes from the lake, the Museum of Science & Industry, and scenic parks for romantic walks or chill days out. Whether you're here to explore or just cozy up and relax, this sweet little space feels like home.