Holiday rentals in East Chicago

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Top-rated holiday rentals in East Chicago

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

Flat in Hegewisch

4.9 out of 5 average rating, 220 reviews

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.

Guest favourite

Home in Whiting

4.85 out of 5 average rating, 158 reviews

The Spa of Downtown Whiting

so close to Chicago but so far away. NEWLY REMODELED AND COMPLETELY FURNISHED. There's so much to enjoy in this incredible converted 2 flat, now a single unit. WE COMPLETELY RIPPED ON AND REDID THE ENTIRE INTERIOR. 1ST Flr-spa w/ 2 person jacuzzi, shower, continuous hot water, family room, kitchen 2nd flr, sitting room w/ TV and surround sound, 2 bedrooms, w/ bathroom and bath/shower. -FRONT BALCONY, -SPEAKERS THROUGHOUT -BLOCKS FROM THE BEACH & WOLFE LAKE -PERFECT LOCATION FOR PIEROGIFEST

Top guest favourite

Home in Whiting

4.95 out of 5 average rating, 108 reviews

MiniGolfHouse-Chicago Close Beach & Indoor Fun!

🌆 30min drive to downtown Chicago ⭐️ Near Horseshoe Casino, Lake Michigan, Whihala Beach, Whoa Zone ⛳️ Heated basement with mini golf, arcade games and big TV 🐶 Pet fee: $150 (Must let us know BEFORE BOOKING if bringing a pet) ⭐️ Close To: Wolf Lake, Indiana Dunes, HardRock 🏠 cots, air mattress, futon sofa in basement 🍼 pack & play, high chair avail ❤️ Guests love: -short drive into Chicago -comfortable beds -indoor mini golf -nearby shops & food -heated bidet toilet seats

Superhost

Home in Gary

4.76 out of 5 average rating, 46 reviews

Charming 2-Bedroom Home in West Downtown Gary

Discover your perfect getaway in this cozy and comfortable 2-bedroom home located in the heart of west downtown Gary. This charming residence offers a welcoming atmosphere and all the amenities you need for a relaxing stay. Features: - 2 spacious bedrooms with plush bedding - Fully equipped kitchen with modern appliances - Cozy living area with flat-screen TV - Free Wi-Fi throughout the home Experience the best of Gary with the comfort of a home away from home. Book your stay today!

Guest favourite

Flat in Chicago

4.87 out of 5 average rating, 92 reviews

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.

Guest favourite

Guest suite in Hyde Park

4.93 out of 5 average rating, 46 reviews

Classic Den @ U Chicago

Our homey space includes full bath, kitchenette, living area and super comfy Queen bed. Direct access to unit from the exterior rear door makes coming and going easy. Located on University Ave. just a minutes walk to U. Chicago campus, easy access to public transportation taking you downtown in just over half an hour. *Note*This is in the basement of our home. Interior stair door locks from basement side to ensure guest privacy. You will hear us upstairs at times.

Guest favourite

Flat in Hammond

4.84 out of 5 average rating, 150 reviews

Plant MOOD FREE Wi-fi, parking, washer & dryer!

LATE CHECK-IN guest are welcome!!!! PLEASE READ MY FULL AIRBNB LISTING PRIOR TO BOOKINGS!!!! 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!

Superhost

Home in Hammond

4.78 out of 5 average rating, 60 reviews

Cozy, King/Queen bed, 2 bedroom.

UPDATE: Central Air unit installed 5/2025!! You can forget your worries in this spacious and serene space. Located in Hammond Indiana, just 40-45 mins drive to downtown Chicago. Get where you need to go safely and worry-free. This home is located 5 mins from the nearest Interstate and 10 mins from the train station. Plenty of thoughtful detail was given to ensure that you enjoy your stay. My hope is that you enjoy this space as I have for many years.

Superhost

Flat in Whiting

4.83 out of 5 average rating, 175 reviews

NEW! |Studio Apartment Whiting IN, United States#2

Welcome to the Charming town of Whiting! The town of Whiting is located on the southern shore of Lake Michigan. Whiting is neighbor to Hammond IN & Chicago IL. This space is only 2 minutes away from the skyway with easy access to the city of Chicago & only two blocks down from the Hammond Horseshoe Casino. These newly renovated units also offer a comfortable and convenient stay for those who would like to travel and explore both cities.

Guest favourite

Guest suite in Gary

4.94 out of 5 average rating, 16 reviews

3BR Suite. On Lagoon. Walk to beach, Lake Michigan

"PRIVATE-ENTRANCE" guest suite in a RENOVATED early 20th-century split-log cottage. On Calumet Lagoon. This guest suite is a garage conversion that expands the entire first floor (ground level, not basement). Rustic with modern twists. A few block walk/bike to Lake Michigan, Beach & Marquette Park. In Miller Beach, Gary, Indiana. Only 40s Miles from Downtown Chicago yet feels the world away. In-unit washer-dryer.

Guest favourite

Home in Gary

4.98 out of 5 average rating, 46 reviews

Honeycomb Hideout w/ 2 bedrooms

Enjoy a stylish experience at this centrally-located place. The honeycomb hideout is a cozy house in a residential neighborhood for individuals that are looking for a simple stay because of work, travel, or a mini getaway from life. Property is 3 minutes from Indiana University-Northwest campus. 5 minutes from Northern Indiana Hard Rock Casino. 8 minutes from Methodist Northlake or Southlake campuses.

Superhost

Home in Gary

4.91 out of 5 average rating, 81 reviews

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!