East Chicago Vacation Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Browse Select East Chicago Vacation Homes

Breathtaking Downtown Penthouse B - Sleeps 11
9.0 out of 10, Wonderful, (6)
"I love that when I walked in it smelled like cleaner. It was a very steep walk upstairs, but other than that, everything else was pretty great. No handicap access."
Breathtaking Downtown Penthouse B - Sleeps 11
Stunning Duplex Condo #1 - Downtown River North
10.0 out of 10, Exceptional, (3)
"Great location, ample space & good communication throughout stay."
Stunning Duplex Condo #1 - Downtown River North
Luxury Downtown Penthouse with Private Rooftop!
10.0 out of 10, Exceptional, (6)
"This is a fabulous alternative to a hotel. It’s one block from the brown line which made getting around very easy. We loved the modern decor and furnishings. We had plenty of room to relax and spread out after spending our time sightseeing. The only suggestions I might leave the host is that blackout curtains would be nice, and the towels were a bit thin. Otherwise, 5 stars!"
Luxury Downtown Penthouse with Private Rooftop!
Save an average of 15% on thousands of hotels when you're signed in
Beautiful, Remodeled Penthouse Unit in Old Town!
9.2 out of 10, Wonderful, (9)
"Dan was very responsive and the place was perfect for our family stay. Great location in Old Town, would stay there again!"
Beautiful, Remodeled Penthouse Unit in Old Town!
Brownstone in Gold Coast - Downtown
10.0 out of 10, Exceptional, (11)
"Dans place was perfect. You can’t beat the location — a beautiful brownstone in one of the best parts of the city. It had everything we needed. Will definitely be back!"
Brownstone in Gold Coast - Downtown
Cozy Home Sweet Homewood.
10.0 out of 10, Exceptional, (4)
"Neighborhood was quiet! Rental was exactly as shown online. Was able to easily find the rental with no problem. Overall great stay."
Cozy Home Sweet Homewood.
Stunning 2 Floor Penthouse Downtown
9.0 out of 10, Wonderful, (2)
"We had a smooth stay with our group. The apartment is quite nice, including a large back patio, garage parking, and plenty of beds and bathrooms. We enjoyed the open kitchen, dining, and living spaces. We were able to cook meals and made good use of the beautiful kitchen island and available cookware. The location is close enough to get to the Blue line to/from O'Hare and walk to West Loop or Wicker Park. Cons: - The property managers use Guesty, and require some additional ID checks +...
Stunning 2 Floor Penthouse Downtown
Breathtaking Downtown Penthouse A - Sleeps 11!
9.6 out of 10, Exceptional, (5)
"This place was perfect for my husband and I and our 5 kids. The bunk beds were squeaky but kids were sleeping on them, so it wasn't scary. The property was definitely a bit banged up (scuffs on walls, shifty toilet), but overall it was comfortable, had enough kitchen supplies, and the kids loved it."
Breathtaking Downtown Penthouse A - Sleeps 11!
Modern & Stylish West Town Loft with Pool Table (Pets Allowed)
9.8 out of 10, Exceptional, (9)
"The ceilings are tall and space is welcoming. The tile in the shower was really cool and the towels were perfect. It was nice to have an open kitchen available but I did not need it as the food in the neighborhood was so yummy. The bed was awesome and the pillow was incredible. To top it off a client came over and we played pool. Another thing I enjoyed was the shoes at the door policy… clean spaces start with no shoes and this place is clean and stylish. Great location and I am happy to give...
Modern & Stylish West Town Loft with Pool Table (Pets Allowed)
cozy home in Bridgeport Chicago. walking to park and river front
10.0 out of 10, Exceptional, (1)
"Staying at this VRBO house in Chicago was an absolute knockout! The location was perfect for catching the wrestling show with my friends, and the house itself was spacious, clean, and had all the amenities we needed. From comfy beds to a fully equipped kitchen, we felt right at home. The host was super accommodating and made check-in a breeze. Definitely a five-star experience – would book again in a heartbeat!"
cozy home in Bridgeport Chicago. walking to park and river front
Dunes Escape - Minutes from Indiana Dunes National Park
9.8 out of 10, Exceptional, (32)
"We had a good time on our trip. The house was very clean and communication with the owner is very easy. He did all he could to make our trip enjoyable."
The price is CA $171
CA $442 total
includes taxes & fees
Jul 17 - Jul 18
Dunes Escape - Minutes from Indiana Dunes National Park
Elegant 4 br Old Town Home; Private Yard; Parking; Amazing Location
9.6 out of 10, Exceptional, (73)
"The VRBO and its amenities were great. The space was perfect for our group and the area is awesome for exploring Chicago. Great launching point to get to other spots around the city."
Elegant 4 br Old Town Home; Private Yard; Parking; Amazing Location
Elegant Mayor's Manor in Central Chicago - 9 Beds
9.6 out of 10, Exceptional, (8)
"Place was as described and worked perfect for our stay."
Elegant Mayor's Manor in Central Chicago - 9 Beds
Standard King Room
The price is CA $81
CA $121 total
includes taxes & fees
Jun 24 - Jun 25
Standard King Room
Stunning Condo #2 - Downtown River North!!!
9.4 out of 10, Exceptional, (3)
"Dan was awesome and the property was better than described and exactly as pictured. Conveniently located to public transit and attractions. There were no issues, but I am confident that had there been any, they would have been addressed expeditiously."
Stunning Condo #2 - Downtown River North!!!
Beautifully Remodeled Second Floor Flat in River North with Private Rooftop - 2S
10.0 out of 10, Exceptional, (3)
"Property is located in a amazing area . Would definitely stay here again ."
Beautifully Remodeled Second Floor Flat in River North with Private Rooftop - 2S
Explore Chicago! Free Breakfast, Fully-equipped Kitchen, Pet-friendly Property!
10.0 out of 10, Exceptional, (2)
"very close to Michigan Avenue convenience store like a block away. It was a great stay."
The price is CA $225
CA $291 total
includes taxes & fees
Jun 30 - Jul 1
Explore Chicago! Free Breakfast, Fully-equipped Kitchen, Pet-friendly Property!
Stay in the Heart of the City! Complimentary Bicycles for exploring!
10.0 out of 10, Exceptional, (2)
"Enjoyed the walkability of this location to all downtown Chicago has to offer. The onsite amenities were also wonderful"
The price is CA $236
CA $304 total
includes taxes & fees
Jun 30 - Jul 1
Stay in the Heart of the City! Complimentary Bicycles for exploring!
Insta Worthy ^Prime Spot ^Patio ^Parking ^Fireplace
9.0 out of 10, Wonderful, (44)
"Communication was fantastic. Location is excellent. I stayed there with my wife and kids and there was plenty of room. Would be great for a big group of friends or a bachelor party weekend."
Insta Worthy ^Prime Spot ^Patio ^Parking ^Fireplace
Modern Beach Bungalow, Hot tub, Firepit, Foosball, IN Dunes Nat'l Park
8.6 out of 10, Excellent, (17)
"This rental by far is one of the best rentals I’ve rented and I rent 5+ a year. Very clean and updated home with plenty of space. Comfy beds, plenty of blankets and pillows. Fully stocked kitchen with all the Necessities! Also was very impressed with the stocked coffee, toilet paper, trash bags, spices that came with it. This is not typical for a rental. They typically leave you enough for a day. We were there for 5 days and still didn’t run out! There was enough parking and the double garage...
Modern Beach Bungalow, Hot tub, Firepit, Foosball, IN Dunes Nat'l Park
Don't see what you're looking for?
See all available properties in East Chicago
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.

Other property types in East Chicago

Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (453)
"Great location and the view was fabulous! We had a very comfortable stay. Communication was excellent."
The price is CA $221
CA $299 total
includes taxes & fees
Jul 1 - Jul 2
Sentral Michigan Avenue
Sonder Market Hall
3.5 star property
8.4 out of 10, Very good, (102)
"Perfect for a quick night at the United Center"
The price is CA $183
CA $215 total
includes taxes & fees
Jun 30 - Jul 1
Sonder Market Hall
Sonder South Wabash
3.5 star property
8.8 out of 10, Excellent, (321)
"Comfortable to stay"
The price is CA $261
CA $306 total
includes taxes & fees
Jul 1 - Jul 2
Sonder South Wabash
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.

East Chicago Vacation Homes information

Number of reviews
Accommodation
Vacation Homes
Lowest Price
Highest Price

Recent Reviews in East Chicago
Expedia verified reviews