Vacation rentals in East Chicago

The Ashlin House.

Stay at our family-friendly home on a quiet, cobblestone street on vacation or business. We've recently repainted the exterior and painted the master BR. Walking distance to quaint Downtown Whiting , Lake Michigan, Whihala Beach & Lakefront trails. The Horseshoe Casino, Wolf Lake & Pavilion, Hammond Sportsplex, Calumet College, PNW, IUN, U of Chicago, BP, & golf courses are a short drive. See Chicago's Skyline at Lakefront Park. Chicago's attractions & Hard Rock Casino are < 30 mins away.

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

The Beach Loft

Fully furnished 2-bedroom 2nd-floor apartment. No matter why you're visiting, this apartment is perfect for you! Our modern security system ensures our guests' safety and provides peace of mind. Just 30 minutes away from downtown Chicago, located in beautiful Whiting, a few blocks away from 119th Street, our town's epicenter. 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.

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!

Charming 1BR/1BA Apt in Chicago

Welcome to this charming 1-bedroom, 1-bath apartment nestled in one of Chicago’s most desirable neighborhoods. This cozy unit blends classic character with modern updates, featuring hardwood floors, large windows, and a bright, functional layout. The kitchen offers updated appliances and plenty of cabinet space, while the bedroom provides a quiet, comfortable retreat. Enjoy easy access to local cafes, parks, shopping, and public transit—perfect for city living with a touch of charm.

Carol’s Guesthouse: Your Needs Are Covered!

Hello Travelers! My name is Carol, and I welcome you to enjoy a stay at my guesthouse located in a nice middle class Chatham neighborhood on Chicago’s Southside. The 1st Floor apartment is air conditioned and spacious. It has a living room, dining room, bathroom, two bedrooms and a kitchen. There is a queen bed in each bedroom. The kitchen is fully stocked for your cooking needs. Enjoy aTV in the livingroom and the two bedrooms. Reservations are limited to 4 guests.

Lovely 1-BR Apt with full kitchen & living room

Kick back and relax in this calm, stylish space. We’re super excited to have you as our guest. This apartment is located on the 2nd floor (entrance from outside stairs). We are 30 minutes away from Downtown (no traffic), 4 minutes from Chicago Skyway and 11 minutes from Interstate 94. Enter your space through your own private entrance and make yourself at home. Your unit includes a private 1 Bedroom, 1 Bathroom, a Kitchen, Living Area with a sleeper sofa and desk.

1Plant MOOD FREE Wi-Fi Parking Washer/Dryer

LATE CHECKINS WELCOME! Enjoy FREE Washer/Dryer Full Kitchen + MORE! This special place is close to everything, making it easy to plan your visit. • I80, 294, 94 highways/tolls, etc. • Chicago • Shopping galore • A fun array of restaurants AND A LOT OF FREE PARKING! I’m extremely close to MUNSTER, HIGHLAND, SCHERERVILLE, DYER and many more Indiana locations! I’m extremely close to LYNWOOD, LANSING, CALUMET CITY, and many more Illinois locations!

Chic retreat near the best of Lakeview & Wrigley

Stylish, centrally-located getaway perfect for a visit to the Windy City! This charming space was freshly renovated in early 2022 with ample space (nearly 1500 sq ft), a Peloton exercise bike, and kitchenette. Located in the trendy Southport Corridor blocks from the best of Chicago's north side; shopping, fine dining, bars, Wrigley Field, close to Brown line train public transit with Whole Foods at the end of the block!

Laurna Dune

Welcome to Laurna Dune, your 2 bedroom carefree get away! Seamless checkout, no clean up required. Cute modern farmhouse decor in a quiet, friendly neighborhood, comfortably furnished with everything you may need! Located 2 minutes from the Hard Rock Casino with convenient access to the expressway, train, and airport. 15 minutes to just about anywhere you want to go!

Cozy Little Village Studio

Kick back and unwind in this Cozy Chicago flat. This newly renovated unit is conveniently located in the “little village” community and offers a convenient stay with everything you need to enjoy Chicago. Come stay in a historic red brick building within an authentic Chicago community.

Top location Historical downtown

Top Location! Next to the Whiting Historical downtown, home to many festivals, where there are many restaurants and micro-breweries. Short walk to Whiting Lakefront Park and Whihala Beach. Home is in a quiet neighborhood and ready to accommodate your next stay.