Holiday rentals in East Chicago

Handicap accessible apartment w/Level-2 EV Charger

Just 12.5 miles from downtown in the extremely quiet Chicago neighborhood of Hegewisch. Walking distance to the South Shore train line, which can easily get you to Chicago museums and entertainment, or attractions in NW Indiana. Private parking in back also gives you the option of driving anywhere and then walking directly to your door, and outside cameras are present for security. Banks, restaurants, grocery, convenience, and liquor stores are all 1 block of the apartment for all your needs.

Boho Chic Coach House 30Min to downtown W/ Parking

Whether your looking to stay near family or be close to Downtown. This place has it ALL! This coach house is located in Mt greenwood which is one of the safest neighborhoods in the City of Chicago. It is home to many police, firefighters and teachers. Downtown is a quick 30 minute drive and there are also many bars and restaurants in walking distance. The home has been totally renovated and stocked with all the essentials. All you need to do now is pack your bags and enjoy your vacation.

EC Indiana’s Peaceful Turquoise Experience

Come relax in this newly remodeled different shades of turquoise apartment🙌🏼🙏🏼🙌🏼 In Indiana near Hammond, in a nice quiet area right next to a park that has workout equipment, it’s near a beach, local highways, a very large YMCA, restaurant’s, metra station & shopping centers. It is minutes away from 3 nearby Indiana casinos and just 25 minutes from downtown Chicago. This place is great for work or traveling professionals, romantic get aways, out of town guest, family and friends

Whiting’s South Shore Suite

Enjoy easy access to downtown Whiting and nearby Chicago while staying at this South Shore Line-themed apartment. Gig-speed wifi, microwave, kitchenette, standing desk, and TV serve as amenities during your stay. A large, fully fenced-in yard with a propane grill awaits outside. Easy street parking within a block of the property. Nearby attractions include: downtown Whiting (119th St), Lost Marsh Golf Course, Horseshoe Casino, Whihala Beach, Wolf Lake Trails, Indiana Dunes, and more!

The Beach Loft/25 minutes to Chicago Navy Pier

2-bd room apartment on 2nd-floor. Fully stocked kitchen. Plenty of free parking right infront of apartment. 25 minutes to Chicago Navy Pier and 5 minutes to Horseshoe Casino, Starbucks, Super Walmart. Our modern security system ensures our guests safety and provides peace of mind. Quiet and safe neighborhood. Service animals always allowed, please alert host before arriving with a service pet. Longer stays welcome. Skyline images are taken 30 minutes away from property.

Long Stay,The Jewels,2bd/2ba,UC 2mi,Pkg,DTWN 15mi

Welcome to ABODE6535: The Jewels Suite. This apartment is named after Chicago's popular grocery store chain and its residents' unique way of saying it. :) This vibrantly curated apartment is designed for comfortable extended stays that may make you consider making Chicago home, or at least make sure you feel at home while you're here. You will be welcomed into a well-appointed space with cozy linens, sparkling clean bathrooms and warm touches at every turn.

Simple, Comfortable Pilsen Apt w/ Artistic Touches

Enjoy a nicely updated studio in a safe, family-owned building located in Pilsen/Heart of Chicago conveniently located near Downtown, Chinatown, & Hyde Park to name a few. Public transportation is walking distance or you can go on a short drive to museums, parks, cafes, restaurants, bars, venues, and hip neighborhoods. Chicago has a full line up of festivals happening this year so feel confident in choosing my lovely space to be part of your experience.

Modern Luxe Retreat in Pilsen’s Colorful Center

This bright, art-filled 2BR retreat boasts soaring ceilings, large windows and skylights that flood the space with natural sunlight. Colorful décor reflects Pilsen’s vibrant artistic energy. Cook in the fully equipped kitchen or explore nearby restaurants, cafés, and galleries. Just a few blocks from the Damen Pink Line, you’re perfectly positioned to enjoy the neighborhood’s murals, music and culture, while relaxing in a stylish, cozy and modern space.

Affordable Stay in South Chicago | 2BR, Parking

625 sq ft | 2 Queen Beds | 1 Bathroom | Assigned Parking | Ground Floor | Max 4 Guests This listing is for travelers who value honesty over hype. If you want a clean, no-frills apartment in a gritty but accessible part of the city, with great transit access and fast WiFi, this is your spot. If you’re hoping for luxury finishes or a polished neighborhood, we suggest you skip this one. We’d rather you be thrilled somewhere else than disappointed here.

Cozy newly renovated apartment in Bridgeport

Welcome to your perfect home away from home in Bridgeport, Chicago 🏡 This newly renovated cozy 1-bedroom, 1-bathroom apartment offers a comfortable, inviting space just 10 mins to downtown Chicago. Located couple minutes from Chinatown Whether you're here to catch a White Sox game or immerse yourself in the vibrant local food scene and culture, this location is ideal for exploring the best of Chicago. FREE PARKING 🅿️ NO PARTIES.

Great location. Free parking.

Great location in Chicago's Wicker Park/Bucktown community. Fully furnished living room, bedroom with queen bed and bathroom. Internet, central heating/ac, small refrigerator, microwave, cable TV, dvd/Blu-ray, coffee maker. Small safe. Private free parking. One block from blue line (Division). From O’Hare via train – 35 min. 10 min to the city via blue line.

Feelin’ Nauti • 1BR + Parking Near Wrigley

STOP SCROLLING. You’ve found the nautical one. A high-contrast, design-forward 1BR in Ravenswood that pairs Norwegian maritime banners with clean lines and genuinely comfortable bedding. Great light, soft sheets...(and a host who refuses to let you stay somewhere that feels like a half-furnished college rental).