Vacation Rentals in Illinois

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Top Vacation Rentals in Illinois

Sentral Michigan Avenue
Interior
Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (529)
"Parking was confusing"
The price is $216
includes taxes & fees
$184 per night
Sep 3 - Sep 4
Sentral Michigan Avenue
Sonder Market Hall
Interior
Sonder Market Hall
3.5 star property
8.8 out of 10, Excellent, (153)
"Room was nice and clean with a big bathroom"
The price is $162
includes taxes & fees
$138 per night
Sep 29 - Sep 30
Sonder Market Hall
Sonder South Wabash
Interior
Sonder South Wabash
3.5 star property
9.0 out of 10, Wonderful, (364)
"Great place to stay in the South Loop area. Super nice. Super clean. Super quiet."
The price is $164
includes taxes & fees
$140 per night
Sep 30 - Oct 1
Sonder South Wabash
Level Chicago – Old Town
Front of property - evening/night
Level Chicago – Old Town
4.0 star property
9.0 out of 10, Wonderful, (250)
"Loved having the convenience of an apartment. Walking to Old Town was great "
The price is $296
includes taxes & fees
$254 per night
Sep 3 - Sep 4
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
9.2 out of 10, Wonderful, (299)
"Nice kitchen. In room laundry. Great view from balcony. Convenient to everything. Room is super comfortable."
Kasa Magnificent Mile Chicago
Found Chicago powered by Sonder
Interior
Found Chicago powered by Sonder
3.5 star property
7.6 out of 10, Good, (154)
"Charming hotel room in a walkable area with several nearby food and transportation options. If you’re a light sleeper, the street noise at night might be a problem for you, but I enjoyed our stay and would definitely visit again"
The price is $163
includes taxes & fees
$138 per night
Sep 3 - Sep 4
Found Chicago powered by Sonder
Sonder The Burnham
Marina
Sonder The Burnham
3.5 star property
9.0 out of 10, Wonderful, (99)
"Awesome place to stay. Only issue is I’m disabled and not expecting the stairs when I first came into the building. Aside from that beautiful but small studio. "
The price is $183
includes taxes & fees
$155 per night
Sep 3 - Sep 4
Sonder The Burnham
The Neighborhood Hotel-Little Italy
50-inch Smart TV with satellite channels
The Neighborhood Hotel-Little Italy
3.5 star property
9.6 out of 10, Exceptional, (67)
"We really enjoyed this place! Spacious, comfortable, clean and all the amenities you could ask for along with super easy check-in/check-out. Will definitely be returning!"
The Neighborhood Hotel-Little Italy
WoodSpring Suites Chicago Addison
1 bedroom, premium bedding, pillowtop beds, desk
WoodSpring Suites Chicago Addison
2.5 star property
5.8 out of 10, (210)
"ITS A VERY NICE AND UPBEAT ESTABLISHMENT.......I ENJOYED THE STAY ONLY THING I DIDNT LIKE WAS THERE HOUSE KEEPING SCHEDULE BUT OTHER THAN THAT ITS A NICE QUIET LOCATION WITH NICE PEOPLE"
The price is $74
includes taxes & fees
$70 per night
Sep 3 - Sep 4
WoodSpring Suites Chicago Addison
Kasa River North Chicago
Exterior
Kasa River North Chicago
4.0 star property
9.6 out of 10, Exceptional, (84)
"Location is amazing! It's literally a 3 minute walk to the nearest metro station with an accessible elevator. I felt safe the entire time I was in Chicago. "
The price is $171
includes taxes & fees
$145 per night
Sep 3 - Sep 4
Kasa River North Chicago
Kasa South Loop Chicago
Smart TV, streaming services
Kasa South Loop Chicago
4.0 star property
9.4 out of 10, Exceptional, (187)
"Clean quiet, safe"
Kasa South Loop Chicago
Sonder Jewelers Row
Free toiletries, hair dryer, towels, soap
Sonder Jewelers Row
3.5 star property
8.2 out of 10, Very Good, (125)
"I recommend this property overall. The only negative detail about our stay was that there was a large air conditioning unit on the floor in the main living/kitchen area. It was very loud. However, without out it, I assume the rental would not be as comfortable temperature wise. "
The price is $226
includes taxes & fees
$193 per night
Sep 30 - Oct 1
Sonder Jewelers Row
Sonder The Plymouth
City view from property
Sonder The Plymouth
3.5 star property
8.4 out of 10, Very Good, (75)
"We loved being in the loop, and next to the L. Although we had a car, we never used it. We either walked or used CTA. The 4 beds and 3 baths were great for our family of 6, plus the kitchen and washer/dryer in unit were great. We had one small issue, and Sonder handled it quickly."
The price is $226
includes taxes & fees
$193 per night
Sep 24 - Sep 25
Sonder The Plymouth
Luxury Home Away From Your Home
Fridge, microwave, oven, stovetop
Luxury Home Away From Your Home
9.0 out of 10, Wonderful, (113)
"Clean, large home within easy walking distance to train"
Luxury Home Away From Your Home
Walking distance to restaurants, shops and Lake Michigan,
Exterior
Walking distance to restaurants, shops and Lake Michigan,
9.6 out of 10, Exceptional, (163)
"Clean safe neighborhood "
Walking distance to restaurants, shops and Lake Michigan,
Sonder The Opal
Exterior
Sonder The Opal
3.5 star property
8.4 out of 10, Very Good, (19)
"Great location. Good amenities with full kitchen and laundry facilities. "
The price is $240
includes taxes & fees
$205 per night
Sep 23 - Sep 24
Sonder The Opal
Ground Floor Studios in Chicago by 747 Lofts
Studio | Exterior
Ground Floor Studios in Chicago by 747 Lofts
2.0 star property
9.6 out of 10, Exceptional, (10)
"Its was in a good location for anyone who has family close by. Bed was wonderful. "
The price is $158
includes taxes & fees
$135 per night
Sep 23 - Sep 24
Ground Floor Studios in Chicago by 747 Lofts
Rest, Relax and Renew. Our log cabin experience awaits your arrival.
Exterior
Rest, Relax and Renew. Our log cabin experience awaits your arrival.
10.0 out of 10, Exceptional, (352)
"The listing says hot tub- but it is a bath tub with jets. We were disappointed as this was a key feature we wanted."
The price is $196
includes taxes & fees
$179 per night
Sep 3 - Sep 4
Rest, Relax and Renew. Our log cabin experience awaits your arrival.
New cabin in the woods with private hot tub
Property grounds
New cabin in the woods with private hot tub
10.0 out of 10, Exceptional, (85)
"We loved the cabin and the hot tub. We would definitely recommend staying here."
New cabin in the woods with private hot tub
LakeHouse
Fridge, microwave, oven, stovetop
LakeHouse
10.0 out of 10, Exceptional, (9)
"The property was very clean, warm and welcoming. Beds were comfortable, and kitchen well stocked. Property manager was great at checking in, and readily available. The location was close drive to downtown Chicago and soldiers field. This made it easy for us to get to the concert we were seeing at soilders field and exploring downtown. Great location and an awesome space for a group of friends to stay. The rooftop deck and balconies had views of the lake and a nice place to relax after a long day...
LakeHouse
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Discover your perfect Illinois vacation rental with Expedia

How many vacation rentals are available in Illinois?


Expedia has plenty of vacation rentals to choose from in and around  Illinois, so you’re guaranteed to find the right one for you. 


How much is a vacation rental in Illinois?


The selection of Illinois vacation rentals we have selected for you start as low as $74 per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in Illinois?


Vacation rentals in Illinois come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Illinois vacation rentals to suit everyone. 


Why should I choose a vacation rental in Illinois?


Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Illinois vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in. 


How do I find the best deal on a vacation rental in Illinois?


Find vacation rentals in Illinois by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Illinois.  


What amenities are available in a vacation rental in Illinois?


The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Illinois vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Illinois?   


Everytime is a great time to head to Illinois! Staying in a Illinois vacation rentals you will always find lots going on to keep you entertained. 


Why book a vacation rental with Expedia?


Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Illinois. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Illinois vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Illinois, you can save even more.


Can I cancel my vacation rental through Expedia?  


Yes, you can cancel or change your Illinois vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.  


Recent reviews in Illinois
Expedia verified reviews

Freehand Chicago

Freehand Chicago

5/5 Excellent
"The Freehand is in an excellent location--proximity to restaurants, transit, and shopping is great. Staff was friendly and our room was clean. As long as you remember that it's essentially a hostel you'll have a great stay! (And it's one of the better hostels I've been to)"
A verified traveler stayed at Freehand Chicago
Posted 7 hours ago
Freehand Chicago

Illinois Vacation Rental Travel Info

Vacation rentals
183
Popular accommodation
Illinois apartments
Known landmarks
Art Institute of Chicago, Chicago Riverwalk and Chicago Theatre
International airports
Chicago, IL (ORD-O'Hare Intl.), Chicago, IL (MDW-Midway Intl.) and Moline, IL (MLI-Quad City Intl.)