Vacation Rentals in Illinois

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Top Cities in Illinois

Chicago which includes a city and a high rise building as well as a family
Vacation RentalsVacation Rentals

Chicago

Chicago

Top Vacation Rentals in Illinois

Sentral Michigan Avenue
Interior

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (870)
"Great stay!"
The price is ￥24,990
￥33,671 total
includes taxes & fees
Sep 2 - Sep 3
Sentral Michigan Avenue
Sonder by Marriott Bonvoy Market Hall Apartments West Loop
1 bedroom, individually decorated, individually furnished, desk

Sonder by Marriott Bonvoy Market Hall Apartments West Loop

3.5 star property
8.2 out of 10, Very Good, (340)
"The property canceled on us 4 hours prior to check in"
The price is ￥18,711
￥21,965 total
includes taxes & fees
Aug 24 - Aug 25
Sonder by Marriott Bonvoy Market Hall Apartments West Loop
Level Chicago – Old Town
Front of property - evening/night

Level Chicago – Old Town

4.0 star property
9.0 out of 10, Wonderful, (337)
"A lot of good food options walkable distance. "
Level Chicago – Old Town
Kasa Magnificent Mile Chicago
49-inch Smart TV with digital channels, TV, streaming services

Kasa Magnificent Mile Chicago

4.0 star property
9.4 out of 10, Exceptional, (462)
"Great location and great property will stay again "
Kasa Magnificent Mile Chicago
The Neighborhood Hotel-Little Italy
Front of property

The Neighborhood Hotel-Little Italy

4.0 star property
9.6 out of 10, Exceptional, (186)
"Property was extremely comfortable in a great area."
The Neighborhood Hotel-Little Italy
Sonder by Marriott Bonvoy South Wabash Apartments South Loop
36-inch flat-screen TV with digital channels, TV

Sonder by Marriott Bonvoy South Wabash Apartments South Loop

3.5 star property
8.8 out of 10, Excellent, (609)
"I would stay again. "
The price is ￥19,967
￥23,440 total
includes taxes & fees
Aug 24 - Aug 25
Sonder by Marriott Bonvoy South Wabash Apartments South Loop
Kasa South Loop Chicago
Deluxe Apartment, 1 Bedroom, Non Smoking, Balcony (Self Check-in with Virtual Front Desk) | Balcony

Kasa South Loop Chicago

4.0 star property
9.4 out of 10, Exceptional, (326)
"Great stay"
Kasa South Loop Chicago
The Gem Museum Suites
Suite, 2 Bedrooms, Kitchen (Three Beds, Washer/Dryer) | Private kitchen | Full-size fridge, microwave, stovetop, dishwasher

The Gem Museum Suites

3.5 star property
9.4 out of 10, Exceptional, (83)
"Super nice hotel and staff "
The price is ￥30,790
￥35,249 total
includes taxes & fees
Aug 26 - Aug 27
The Gem Museum Suites
Sonder by Marriott Bonvoy The Plymouth Apartments Loop
Property amenity

Sonder by Marriott Bonvoy The Plymouth Apartments Loop

3.5 star property
7.8 out of 10, Good, (129)
"Super convenient location. Lots of parking options and able to walk to all sites in this area."
The price is ￥15,572
￥18,280 total
includes taxes & fees
Aug 25 - Aug 26
Sonder by Marriott Bonvoy The Plymouth Apartments Loop
Sonder by Marriott Bonvoy The Burnham Apartments Loop
Lobby

Sonder by Marriott Bonvoy The Burnham Apartments Loop

3.5 star property
9.0 out of 10, Wonderful, (203)
"Clean, new, spacious "
The price is ￥22,479
￥26,387 total
includes taxes & fees
Sep 3 - Sep 4
Sonder by Marriott Bonvoy The Burnham Apartments Loop
Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park
50-inch flat-screen TV with digital channels, TV

Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park

3.5 star property
8.2 out of 10, Very Good, (171)
"Great location. Clean (very clean) and comfortable apartments with everything you need. Cons: soundproofing from the city center is weak, all sounds are heard quite well. In terms of price per room ratio - a super option. I will book next time, and I recommend it to everyone."
The price is ￥22,479
￥26,387 total
includes taxes & fees
Aug 24 - Aug 25
Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park
Wrigleyville Suites
Living area

Wrigleyville Suites

2.0 star property
9.6 out of 10, Exceptional, (13)
"Excellent location and very clean! Would stay again!"
The price is ￥11,132
￥20,456 total
includes taxes & fees
Aug 12 - Aug 13
Wrigleyville Suites
Kasa River North Chicago
Business center

Kasa River North Chicago

4.0 star property
9.6 out of 10, Exceptional, (161)
"Great location and very clean! Will definitely be staying again. "
The price is ￥26,873
￥42,124 total
includes taxes & fees
Aug 12 - Aug 13
Kasa River North Chicago
Comfort Inn Chicago Southland I-80 & I-294 Near Casino
Comfort Double Room | 1 bedroom, desk, laptop workspace, blackout drapes

Comfort Inn Chicago Southland I-80 & I-294 Near Casino

2.5 star property
3.6 out of 10, (51)
"Property is advertised as a Comfort Inn, but is actually undergoing the transformation of becoming a Comfort Inn. It is still very much so operating as a motel on the south side of Chicago. Be safe. "
The price is ￥12,499
￥14,121 total
includes taxes & fees
Aug 12 - Aug 13
Comfort Inn Chicago Southland I-80 & I-294 Near Casino
Sonder by Marriott Bonvoy The Opal Apartments River North
1 bedroom, individually furnished, desk, iron/ironing board

Sonder by Marriott Bonvoy The Opal Apartments River North

3.5 star property
8.6 out of 10, Excellent, (44)
"Great location. Apartment had all the amenities needed. Felt safe. Only not so good part was that being in downtown, it wasn't super quiet at times. Would stay here again without a doubt."
The price is ￥19,967
￥23,440 total
includes taxes & fees
Aug 24 - Aug 25
Sonder by Marriott Bonvoy The Opal Apartments River North
Clean & Equipped 1BR Apt
1 bedroom, iron/ironing board, WiFi, bed sheets

Clean & Equipped 1BR Apt

7.6 out of 10, Good, (10)
The price is ￥14,035
￥30,976 total
includes taxes & fees
Aug 12 - Aug 13
Clean & Equipped 1BR Apt
Charming BRAND NEW 2-bedroom house with Hottub in lovely Galena countryside
Outdoor spa tub

Charming BRAND NEW 2-bedroom house with Hottub in lovely Galena countryside

10.0 out of 10, Exceptional, (4)
"What a beautiful property. Clean, private, and a perfect get-away for my family. My parents loved the house so much we almost had to drag them out! We loved everything about it, but my favorite part was definitely the hottub and the fire pit outside. Would definitely love to come back in the future!"
The price is ￥44,322
￥78,259 total
includes taxes & fees
Aug 12 - Aug 13
Charming BRAND NEW 2-bedroom house with Hottub in lovely Galena countryside
Cozy, Fully Set-Up 1BR Space
Fridge, microwave, oven, stovetop

Cozy, Fully Set-Up 1BR Space

9.4 out of 10, Exceptional, (11)
"Great place! 15 min walk to Wrigley "
The price is ￥14,035
￥30,976 total
includes taxes & fees
Aug 12 - Aug 13
Cozy, Fully Set-Up 1BR Space
Lakeview 2BR Apartment
Fridge, microwave, oven, stovetop

Lakeview 2BR Apartment

9.2 out of 10, Wonderful, (11)
"Great experience overall. Check-in was easy and the unit was very well kept. Very happy that we were so close to so much public transportation. It is a little noisy for those who aren’t used to hearing the L train nearby. Parking is hard to find, but there is paid parking nearby and easy to access public transit. If you plan on parking your car for the full time you’re there."
The price is ￥14,035
￥33,557 total
includes taxes & fees
Aug 12 - Aug 13
Lakeview 2BR Apartment
Stylish 1BR in Lakeview Chicago
Fridge, microwave, oven, stovetop

Stylish 1BR in Lakeview Chicago

8.4 out of 10, Very Good, (7)
"This is a great apartment. It was very clean, well equipped kitchen and comfortable bed. Close to restaurants, grocery store, Starbucks and Wrigley Field. We could not find any parking on the street where the apartment is. I do recommend that you get in touch with the property owners couple of days prior to your visit because there is a vetting process prior to getting the keys to the apartment. "
The price is ￥15,365
￥32,716 total
includes taxes & fees
Sep 3 - Sep 4
Stylish 1BR in Lakeview 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.
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Top Illinois Hotel Reviews

The Wade

The Wade

10/10 Excellent
"⭐️⭐️⭐️⭐️⭐️ We had an absolutely wonderful stay! From the moment we arrived, the staff was warm, welcoming, and eager to help with anything we needed. Our room was spotless, comfortable, and had amazing views of the city. The location was perfect—walking distance to so many Chicago attractions, great restaurants, and shopping. The amenities were top-notch, and the attention to detail really made our trip extra special. We can’t wait to come back and would recommend this hotel to anyone visiting Chicago!"
Alexandra 5-night trip
Posted 6 hours ago
The Wade