Illinois Holiday Rentals

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Top Cities in Illinois

Top Holiday Rentals Destinations in Illinois

Interior
Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (388)
"Likes having a kitchen and living room"
The price is AU$318
per night
28 May - 29 May
Sentral Michigan Avenue
Superior Studio, City View
Sonder Market Hall
3.5 star property
8.0 out of 10, Very good, (74)
"The property was nice, clean and fresh. The Studio was really nice and updated. "
The price is AU$186
per night
5 May - 6 May
Sonder Market Hall
City view from property
Sonder South Wabash
3.5 star property
8.8 out of 10, Excellent, (294)
"The train was loud, but not intolerable. Parking is very limited especially on Saturday. Overall would say here again !"
The price is AU$314
per night
28 May - 29 May
Sonder South Wabash
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Exterior
Sonder The Burnham
3.5 star property
9.0 out of 10, Wonderful, (46)
"Sonders are always clean and efficient and this one was that, but this one isn't the best. Units in the Burnham are renovated but they have old ceilings made of wood which do not prevent noise transfer. They gave me a unit on the second floor and I could hear almost everything the person above me said or did. Sometimes when that person walked, the glasses in my unit slightly vibrated and you'd hear clinking. "
The price is AU$349
per night
5 May - 6 May
Sonder The Burnham
Interior
Found Chicago powered by Sonder
3.5 star property
7.6 out of 10, Good, (123)
"I enjoyed the fact that everything was close. The hotel was cleaned but I never saw a personal member. The code to enter didn't work and people inside had to help fellow clients to enter."
The price is AU$369
per night
28 May - 29 May
Found Chicago powered by Sonder
Smart TV
The Neighborhood Hotel-Little Italy
2.0 star property
10.0 out of 10, Exceptional, (23)
"Great new, contemporary facility. Will absolutely recommend."
The price is AU$358
per night
5 May - 6 May
The Neighborhood Hotel-Little Italy
Front of property - evening/night
Level Chicago – Old Town
4.0 star property
8.8 out of 10, Excellent, (206)
"Nice"
The price is AU$365
per night
12 May - 13 May
Level Chicago – Old Town
Bar (on property)
Sonder Jewelers Row
3.5 star property
8.2 out of 10, Very good, (97)
"The only real problem is train noise I was lucky that my unit was at the end of hallway so relatively far from train noise but they moved us for one night to another unit because of plumbing issue and as extremely noisy "
The price is AU$317
per night
28 May - 29 May
Sonder Jewelers Row
1 bedroom, premium bedding, pillow-top beds, desk
WoodSpring Suites Chicago Addison
2.5 star property
6.0 out of 10, (183)
"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 AU$117
per night
5 May - 6 May
WoodSpring Suites Chicago Addison
Exterior
Kasa River North Chicago
4.0 star property
9.6 out of 10, Exceptional, (65)
"Very clean and comfortable. Great location very close to an L stop. Walkable to shopping and the lake front and river walk"
Kasa River North Chicago
Suite | Private kitchen
Yugo Guest Suites
2.0 star property
9.6 out of 10, Exceptional, (21)
"Highly recommend! Nice, clean modern studio suite. Large smart TV, comfortable bed, nice sitting area with small couch. Frig, stovetop, microwave & washer/dryer. Great bakery/coffee shop on 1st floor & Einstein Bageks across the street. Included parking too. You just need to bring a blow dryer and if you are going to check in after 5 PM, you need to call the front desk and ask them to leave your key in the lock box, which we did and was super easy."
Yugo Guest Suites
City view from property
Sonder The Plymouth
3.5 star property
8.4 out of 10, Very good, (65)
"Great place to stay and visit Chicago on foot. The property was exactly what we hoped for. "
The price is AU$430
per night
27 May - 28 May
Sonder The Plymouth
3 bedrooms, WiFi, bed sheets
Your Home Away From Home
2.0 out of 10, (1)
"No me agradó"
The price is AU$268
per night
5 May - 6 May
Your Home Away From Home
Family Apartment, 3 Bedrooms, Non Smoking, Balcony | Living area
Kasa South Loop Chicago
4.0 star property
9.2 out of 10, Wonderful, (160)
"Highly recommend! Amazing view of the city and the lake, clean and quiet yet close to everything. Thoughtfully furnished with nice surprises like power strips, white noise machine in bedroom, electric kettle etc. It was ideal and we’d stay there again. "
Kasa South Loop Chicago
Property grounds
New cabin in the woods with private hot tub
10.0 out of 10, Exceptional, (71)
"Loved the location deep in the woods. Accommodations were perfectly clean and orderly. Hot tub was large and worked splendidly. Thanks"
New cabin in the woods with private hot tub
Property grounds
Home Away from Home! Budget-friendly Accommodation! Pets Allowed, Pool, Parking
9.0 out of 10, Wonderful, (7)
"Great little home away from home. Definitely need to be painted and maintenance upgrades need to be addressed but other than that we had a great time"
The price is AU$275
per night
9 May - 10 May
Home Away from Home! Budget-friendly Accommodation! Pets Allowed, Pool, Parking
Full-sized fridge, oven, stovetop, dishwasher
Sonder The Opal
3.5 star property
8.0 out of 10, Very good, (12)
"Overall: A nice stay in a great part of town. Pros: Walking distance to almost everything downtown Chicago. Check-in is easy, but not the most intuitive instructions for the building codes. Spacious and clean room. Cons: The view. DO NOT let the pictures of the property deceive you… Unless you are on the top floor, the view is not very good. Also, says there’s rooftop access but no way to get to the roof (door locked). The walls are thin inside the apartment. Layout was a bit bizarre. Advert...
The price is AU$318
per night
28 May - 29 May
Sonder The Opal
Exterior
Rest, Relax and Renew. Our log cabin experience awaits your arrival.
10.0 out of 10, Exceptional, (336)
"Very please and enjoyed our stay. I highly recommend the place. I will make a suggestion for the cleaner. My wife has a skin sensitivity and we have come accustom to using only soaps that have no smell. The bed linens and bath towels were washed with a scented detergent and for us was a bit too much. Other than that a great experience. Thank you for making a great place to get away."
The price is AU$301
per night
27 May - 28 May
Rest, Relax and Renew. Our log cabin experience awaits your arrival.
Exterior
Perfect Get away - private, updated home in The Galena Territory
10.0 out of 10, Exceptional, (114)
"We have stayed in the Territories for over 10 years. I hate to say this as it will be harder to book but this property is a 10+. The owners have thought of everything and we felt like we were in a 5 star property. Everything was perfect. Thank you Sarah."
The price is AU$681
per night
5 May - 6 May
Perfect Get away - private, updated home in The Galena Territory
Fridge, microwave, oven, stovetop
COZY BUNGALO
9.2 out of 10, Wonderful, (45)
"A little outdated however in good clean condition. Kids loved the air hockey and the multiple games on the upright game system."
The price is AU$324
per night
4 May - 5 May
COZY BUNGALO
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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.

Everything you need to know about Illinois 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 Illinois 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 Illinois holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Illinois holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Illinois. 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 Illinois 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 Illinois holiday rentals we have chosen for you start as low as AU$117 per night. Entering your travel dates in the search wizard you might find even better deals.

How to find incredible deals on Illinois rentals

At Expedia, we put the best Illinois 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 Illinois 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 Illinois 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 Illinois. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Illinois Holiday Home Travel Info

Recent reviews in Illinois
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