Photo by Monica Ferro

Countryside Holiday Rentals

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Holiday Rentals in Countryside

Sentral Michigan Avenue
Interior
Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (556)
"The best birthday stay I have had always look forward to coming here my last 3 birthdays was spent here love them "
The price is S$257
includes taxes & fees
27 Oct - 28 Oct
Sentral Michigan Avenue
Sonder Market Hall
Interior
Sonder Market Hall
3.5 star property
8.8 out of 10, Excellent, (175)
"The place was so nice, they responded fast when I had an issue very nice place to stay and will be coming back"
The price is S$161
includes taxes & fees
29 Oct - 30 Oct
Sonder Market Hall
Sonder South Wabash
Interior
Sonder South Wabash
3.5 star property
9.0 out of 10, Wonderful, (377)
"Gorgeous property at a great location"
The price is S$229
includes taxes & fees
27 Oct - 28 Oct
Sonder South Wabash
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, (312)
"We were in a nice downtown area. We heard sirens as well as the hourly bells from the cathedral across the street. One issue was that the bathtub next to the master bedroom did not drain well."
The price is S$522
includes taxes & fees
9 Oct - 10 Oct
Kasa Magnificent Mile Chicago
Level Chicago – Old Town
Front of property – evening/night
Level Chicago – Old Town
4.0 star property
9.0 out of 10, Wonderful, (262)
"Amenities are excellent. "
The price is S$485
includes taxes & fees
6 Oct - 7 Oct
Level Chicago – Old Town
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, (80)
"Gets getting used to. Clean, well priced. More of a self-service BandB rather then a hotel."
The Neighborhood Hotel-Little Italy
Found Chicago powered by Sonder
Exterior
Found Chicago powered by Sonder
3.5 star property
7.4 out of 10, Good, (163)
"This is a great stay for solo travelers who are planning to just use the room for sleeping and prefer staying out exploring. I would definitely stay in a sonder stay somewhere else. My room was in the third floor and I didn’t have an issue with noise. "
The price is S$164
includes taxes & fees
29 Oct - 30 Oct
Found Chicago powered by Sonder
Kasa South Loop Chicago
Smart TV, streaming services
Kasa South Loop Chicago
4.0 star property
9.4 out of 10, Exceptional, (204)
"I had an Amazing stay. Place is very clean. Instructions were easy 🏆🏆🏆🏆🏆"
Kasa South Loop Chicago
Sonder The Burnham
Marina
Sonder The Burnham
3.5 star property
8.8 out of 10, Excellent, (105)
"Great appartment. Nice to have the kitchen when you do not want to go eat outside. Super well remodeled and well decorated historical building. "
The price is S$268
includes taxes & fees
29 Oct - 30 Oct
Sonder The Burnham
Kasa River North Chicago
Exterior
Kasa River North Chicago
4.0 star property
9.6 out of 10, Exceptional, (95)
"Fabulous place!"
The price is S$329
includes taxes & fees
16 Oct - 17 Oct
Kasa River North Chicago
Sonder Jewelers Row
Free toiletries, hair dryer, towels, soap
Sonder Jewelers Row
3.5 star property
8.2 out of 10, Very good, (129)
"I so enjoyed staying on jewelers row at the Sonder property In Chicago. It was very close to the places I was visiting so I could walk everywhere. It was noisy because of the L train, yes, but when you’re inside, you Barely hear the train. I felt very safe getting into the building and getting up to my room. It was so well appointed. You thought of everything! I just wish I had longer than three days in Chicago and I hope to come back. I would rent the same apartment again without a doubt!"
The price is S$223
includes taxes & fees
28 Oct - 29 Oct
Sonder Jewelers Row
Sonder The Plymouth
City view from property
Sonder The Plymouth
3.5 star property
8.4 out of 10, Very good, (76)
"Had AC issue but their communication and handling was outstanding. "
The price is S$341
includes taxes & fees
31 Oct - 1 Nov
Sonder The Plymouth
Ground Floor Studios in Chicago by 747 Lofts
Iron/ironing board, free WiFi
Ground Floor Studios in Chicago by 747 Lofts
2.0 star property
9.6 out of 10, Exceptional, (10)
"Easy to check in, good information for parking in the area. The place was clean and nice."
The price is S$192
includes taxes & fees
15 Oct - 16 Oct
Ground Floor Studios in Chicago by 747 Lofts
Sonder The Opal
Exterior
Sonder The Opal
3.5 star property
8.0 out of 10, Very good, (20)
"Great location. Good amenities with full kitchen and laundry facilities. "
The price is S$240
includes taxes & fees
27 Oct - 28 Oct
Sonder The Opal
Sonder Greektown
40-inch flat-screen TV with digital channels, TV
Sonder Greektown
3.5 star property
9.0 out of 10, Wonderful, (32)
"The place was awesome, they had to kick out the people before me, so getting my room was a little bit late "
Sonder Greektown
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Other types of properties in Countryside you may be interested in

Congress Plaza Hotel
Lobby
Congress Plaza Hotel
3.5 star property
7.8 out of 10, Good, (7969)
"Wonderful classic historic building. Good location. The lake view is super nice. My only problem was remnants of harsh cleaning chemicals. Very strong, and I could tell they were the toxic kind. Please consider environmentally friendly and non-cancer causing cleaning products. "
The price is S$330
includes taxes & fees
16 Oct - 17 Oct
Congress Plaza Hotel
River Hotel
View from property
River Hotel
4.0 star property
8.8 out of 10, Excellent, (3448)
"This property offered a clean, affordable room in the prime core of Chicago. It was everything this traveler wanted during a first time visit to a big city. Give it a try."
The price is S$205
includes taxes & fees
27 Oct - 28 Oct
River Hotel
Embassy Suites by Hilton Chicago Downtown River North
Lobby
Embassy Suites by Hilton Chicago Downtown River North
4.0 star property
8.2 out of 10, Very good, (3031)
"Great location, beautiful clean hotel"
The price is S$263
includes taxes & fees
29 Oct - 30 Oct
Embassy Suites by Hilton Chicago Downtown River North
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.

Frequently asked questions

Can I find holiday rentals in Countryside?

Yes, there are holiday rentals close to the most popular sights in Countryside, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and shops in Countryside. Make sure you have time to check out the live music and zoo during your trip.

What can I see and do in Countryside?

Explore the area and family-friendly sights such as Galloping Ghost, or get out into nature at a spot like Grant Park. In the wider area, you’ll find popular places such as Soldier Field and Millennium Park.

What are holiday rentals like in Countryside?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Countryside. Holiday rentals feature extras like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and lobbies packed with people while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for small groups.