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Search Holiday Rentals in Countryside

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Top Holiday Rentals in Countryside

Interior
Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (388)
"We really enjoyed our stay at Sentral. The property is conveniently located near Art Institute of Chicago, Millennium and Grant Park."
The price is ฿5,622
per night
27 May - 28 May
Sentral Michigan Avenue
Superior Studio, City View | Individually decorated, individually furnished, desk
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 ฿3,927
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)
"Overall the stay was amazing. We will definitely be booking here again."
The price is ฿7,077
per night
27 May - 28 May
Sonder South Wabash
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Exterior
Sonder The Burnham
3.5 star property
9.0 out of 10, Wonderful, (46)
"Only real issue was no late night (after 9) dining options. I got in later than expected & couldn't find even a fast food joint open after 9. Settled for 7-11 Pizza. "
The price is ฿7,217
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 ฿7,594
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)
"Beautiful, clean, new suites! Highly recommend! Easy to get to from public transport. The pull out sofa bed is not comfortable for those hoping to use it. But the main area bed was a dream! "
The price is ฿6,136
per night
6 May - 7 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 ฿7,503
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 ฿6,521
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 ฿2,661
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
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 ฿8,759
per night
27 May - 28 May
Sonder The Plymouth
Family Apartment, 3 Bedrooms, Non Smoking, Balcony | Living area | 42-inch Smart TV with digital channels, TV, streaming services
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
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 ฿6,539
per night
28 May - 29 May
Sonder The Opal
Exterior
Ground Floor Studios in Chicago by 747 Lofts
2.0 star property
10.0 out of 10, Exceptional, (6)
"Easy to check in, good information for parking in the area. The place was clean and nice."
The price is ฿3,169
per night
22 May - 23 May
Ground Floor Studios in Chicago by 747 Lofts
Deluxe Apartment, 3 Bedrooms | Living area | 40-inch flat-screen TV with digital channels, TV
Sonder Greektown
3.5 star property
8.8 out of 10, Excellent, (28)
"LOCATION was terrific - central and close to all our 'outings'. Downside was NOT being able to control the thermostat. And NO response to any of our efforts to contact the property manger(s)."
The price is ฿10,572
per night
29 May - 30 May
Sonder Greektown
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See all available properties in Countryside
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 types of properties in Countryside you may be interested in

Lobby
Congress Plaza Hotel
3.5 star property
7.6 out of 10, Good, (6636)
"I loved my stay at the Congress Plaza Hotel! Check in was easy, especially since I got to check in at 12 noon, instead of 3PM. My room was very spacious and my king size bed was made up nicely and it was very comfortable too! There were plenty of towels in the pretty bathroom. The flatscreen TV was nice to watch. My room was very chilly at night because the HVAC registers are now set for warmer outdoor climates, but the lady at the front desk gave me a warm thick blanket to use. There are lots...
The price is ฿5,231
per night
13 May - 14 May
Congress Plaza Hotel
View from property
River Hotel
4.0 star property
8.8 out of 10, Excellent, (2840)
"Loved the free water. Hotel staff (Pedro) was very friendly & helpful! The room was the perfect size for one person."
The price is ฿5,935
per night
12 May - 13 May
River Hotel
Front of property
Warwick Allerton - Chicago
4.0 star property
7.8 out of 10, Good, (2545)
"Its was a nice stay. "
The price is ฿5,175
per night
15 May - 16 May
Warwick Allerton - 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.

Search for holiday rentals in Countryside on Expedia! You can easily find your home rentals, villas, holiday apartments in Countryside using one of the methods below:

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  • Enter your travel dates to view the best deals on holiday rentals in Countryside while they last

Look no further and take a look at our great range of rental properties in Countryside!

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 Orland Park Sportsplex, or get out into nature at a spot like Grant Park. In the wider area, you’ll find popular places such as Navy Pier and Wrigley Field.

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.

Recent reviews of Countryside properties
Expedia verified reviews

Congress Plaza Hotel

Congress Plaza Hotel

5/5 Excellent
"I loved my stay at the Congress Plaza Hotel! Check in was easy, especially since I got to check in at 12 noon, instead of 3PM. My room was very spacious and my king size bed was made up nicely and it was very comfortable too! There were plenty of towels in the pretty bathroom. The flatscreen TV was nice to watch. My room was very chilly at night because the HVAC registers are now set for warmer outdoor climates, but the lady at the front desk gave me a warm thick blanket to use. There are lots of things to do on Michigan Ave within walking distance. I also walked across the street to Millennium Park. My concert at the United Center was only 3 miles away and my Curb Taxi was less than $17. The doorman Steve hailed my Curb Taxi and it pulled right up to the front door of the of the hotel. The doorman also told me about the Harold's Chicken and the Subway restaurants around the corner from the hotel and that made my day! I will be staying at the Congress Plaza again in the future! "
A verified traveller stayed at Congress Plaza Hotel
Posted 8 hours ago
Congress Plaza Hotel