East Chicago Holiday Rentals

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Our top choices for East Chicago holiday rentals

Aparthotel in Downtown Chicago

Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (1020)
"This place made a great landing spot for a holiday weekend w family. Clean, great location, loved the holiday decorations and indoor pool / outside hot tub. Will stay again! "
United States
Deidre
The price is AU$251
includes taxes & fees
4 Jan - 5 Jan 2026
Sentral Michigan Avenue

Aparthotel in Downtown Chicago

Chicago luxury home suites
2.0 star property
8.0 out of 10, Very good, (4)
"This listing is not clear. I thought it was a suite but it is a common area and 3 rooms off that with others staying in the place as well. I tried to get a refund 10 minutes after booking when I realized and they would not honor it. "
United States
Kyle
The price is AU$231
includes taxes & fees
4 Jan - 5 Jan 2026
Chicago luxury home suites

Apartment in Downtown Chicago

Gold Coast Living: Modern Studio Unit
10.0 out of 10, Exceptional, (5)
"The communication was really effective and made for a smooth check in and check out process. Host was friendly and made great recommendations, 10/10 would stay again!"
United States
Seynabou
The price is AU$250
includes taxes & fees
4 Jan - 5 Jan 2026
Gold Coast Living: Modern Studio Unit

Apartment in Downtown Chicago

1BR Modern Luxe Apt with In-Unit Laundry
10.0 out of 10, Exceptional, (1)
"Great experience for me and my wife I would definitely come back "
United States
ShowtimeFam1
The price is AU$254
includes taxes & fees
1 Jan - 2 Jan 2026
1BR Modern Luxe Apt with In-Unit Laundry

Aparthotel in Downtown Chicago

Kasa River North Chicago
4.0 star property
9.6 out of 10, Exceptional, (182)
"Awesome stay "
United States
Sally
Kasa River North Chicago

Apartment in Downtown Chicago

West Loop Living – Bright 1BR
10.0 out of 10, Exceptional, (4)
"Well-outfitted, nice apartment. Nearby (walkable) Jewel-Osco grocery, restaurants, and pay-parking. Moderate noise from nearby Chicago "L" Green Line."
United States
Jeffrey
The price is AU$254
includes taxes & fees
4 Jan - 5 Jan 2026
West Loop Living – Bright 1BR

Aparthotel in Downtown Chicago

Level Chicago – Old Town
4.0 star property
9.0 out of 10, Wonderful, (404)
"Great location, clean room and friendly staff!"
United States
Scott
Level Chicago – Old Town

Apartment in Downtown Chicago

Sun-Drenched 1BR Apartment
10.0 out of 10, Exceptional, (2)
"Host was very friendly and informative. Place was clean and close to lots of fun. Trains loud and busy but knew that going in. "
United States
Tyler B.
The price is AU$254
includes taxes & fees
6 Jan - 7 Jan 2026
Sun-Drenched 1BR Apartment

Apartment in Downtown Chicago

Sleek 1BR Apt w/ Laundry
10.0 out of 10, Exceptional, (1)
"I was a little hesitant since I didn’t see any reviews, and was bit nervous. However, all that was put to rest when we arrived. Everything was as described and the photos were accurate. It was clean and minimalistic. Nice space for two for a week. Having the full kitchen was great. About 15 min walk to the brown line and 25 to the blue Line and not a lot of restaurants close by is about the only complaint. Bed could have been more comfortable too."
United States
Anonymous traveller
The price is AU$254
includes taxes & fees
4 Jan - 5 Jan 2026
Sleek 1BR Apt w/ Laundry

Apartment in Downtown Chicago

Stylish 1BR in West Loop
10.0 out of 10, Exceptional, (10)
"Great host comfortable bed close to restaurants and parks"
United States
Alana C.
The price is AU$254
includes taxes & fees
1 Jan - 2 Jan 2026
Stylish 1BR in West Loop
9.0 out of 10, Wonderful, (12)
"Hosts are easy to communicate with and very nice. The pool barn is not part of the package. You will be able to swim and use the hot tub, however. We enjoyed the hot tub after a day of hiking! Cute town with interesting places to visit. "
United States
Sherri K.
The price is AU$134
includes taxes & fees
25 Dec - 26 Dec
The "Pool Barn Camper" w/Hot Tub near Indiana Dunes
2.0 star property
10.0 out of 10, Exceptional, (2)
"The host communicated everything very well. The short videos sent giving info about all the things you'd need to know were super helpful!"
United States
Laurie A.
The price is AU$574
includes taxes & fees
30 Dec - 31 Dec
Modern West Loop Gem-City Views & Prime Location 3
10.0 out of 10, Exceptional, (3)
"Place was easily accessible- very clean and an amazing alternative to hotel living for 2 colleagues. Coffee was available and all the basics of a hotel. "
United States
Rae M.
The price is AU$467
includes taxes & fees
21 Jan - 22 Jan 2026
River North Private Balcony With In and Out Parking

Apartment in Downtown Chicago

The One: A 1BR Stay That Feels Like Home
8.4 out of 10, Very good, (5)
"Very nice condo in a quiet neighborhood"
Canada
Patrick
The price is AU$254
includes taxes & fees
7 Jan - 8 Jan 2026
The One: A 1BR Stay That Feels Like Home

Apartment in Downtown Chicago

South Loop Rooftop With In & Out Parking 1
9.0 out of 10, Wonderful, (2)
"We loved the property! It was well kept, clean, with a seamless check in and check out process! I wish the parking garage would have been closer but otherwise everything was great! Shout out to the host for his promptness with all my questions! I would recommend this place if they are looking for a place to stay! "
United States
Bridney K.
The price is AU$477
includes taxes & fees
8 Jan - 9 Jan 2026
South Loop Rooftop With In & Out Parking 1
2.0 star property
The price is AU$513
includes taxes & fees
4 Jan - 5 Jan 2026
Downtown Chicago Stay with Free In & Out Parking 3
8.8 out of 10, Excellent, (16)
"Great place to stay with kids."
United States
Jane H.
The price is AU$230
includes taxes & fees
28 Dec - 29 Dec
The "Pool Barn" w/Pool, Hot Tub, Billiards & more near Indiana Dunes
9.0 out of 10, Wonderful, (9)
"Excellent spot for several people to stay and enjoy the Dunes. Clean, quiet, centrally located to lots of Dunes hotspots. Thanks for the great stay!"
United States
Nick R.
The price is AU$484
includes taxes & fees
28 Dec - 29 Dec
Balcony/Patio/ Separate Fenced Yard + Beach, Park & Downtown+close to Chicago

Apartment in Downtown Chicago

Your Chicago get Away
8.4 out of 10, Very good, (8)
"Clean, simple space close to the parks at the waterfront (Millennium, Grant, etc) and several spots for coffee. A bit of an odd building location (it's in a dorm tower with a laundry space next door! Not noisy tho) but easy to access at all hours, nice view as pictured."
United States
Pip M.
The price is AU$745
includes taxes & fees
25 Dec - 26 Dec
Your Chicago get Away

Apartment in Downtown Chicago

Vintage Studio in Chicago’s Gold Coast
The price is AU$250
includes taxes & fees
4 Jan - 5 Jan 2026
Vintage Studio in Chicago’s Gold Coast
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top East Chicago Hotel Reviews

Find out more about East Chicago

Everything you need to know about East Chicago holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the East Chicago holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect East Chicago holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

East Chicago holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in East Chicago. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A East Chicago holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of East Chicago holiday rentals we have selected for you start as low as AU$128 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on East Chicago rentals

At Expedia, we put the best East Chicago holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top East Chicago rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream East Chicago holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around East Chicago. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in East Chicago?

Yes, there are holiday rentals close to the most popular sights in East Chicago, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say East Chicago has a good selection of restaurants. Make sure you have time to check out the casinos and waterfront during your trip.

What are some of the best holiday rentals that East Chicago has to offer?

Chicago Gold Coast Luxury Home Best Location walking distance to anywhere! : This holiday home rental outside of East Chicago is located on a lake, and has a fireplace, a balcony and air conditioning to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a rooftop terrace, a garden and a selection of books so that you can immerse yourself in your holiday.

What’s there to see and do in East Chicago?

Lake Michigan and Jeorse Park Beach are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Ameristar Casino East Chicago and Indiana Harbor.

What’s a holiday rental in East Chicago like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in East Chicago. Holiday rentals offer extras such as hot tubs, fire pits and patios to help you enjoy your stay. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from shared hotel lifts and busy front desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for family trips.