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Countryside Vacation Rentals

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Check prices for these dates

In two weeks
31 Oct - 2 Nov
In two months
12 Dec - 14 Dec
In three months
9 Jan - 11 Jan
In four months
6 Feb - 8 Feb

Vacation Rentals in Countryside

Indoor pool
Sentral Michigan Avenue
Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (958)
"Great location and cleanliness of rooms. Staff was extremely helpful "
The price is RM572
RM796 total
includes taxes & fees
10 Nov - 11 Nov
Sentral Michigan Avenue
Front of property – evening/night
Level Chicago – Old Town
Level Chicago – Old Town
4.0 star property
9.0 out of 10, Wonderful, (367)
"Friendly staff and great amenities "
Level Chicago – Old Town
50-inch flat-screen TV with digital channels, TV
Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park
Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park
3.5 star property
8.2 out of 10, Very good, (184)
"Place was amazing! Very centralized, all sorts of restaurants nearby, and right next to the CTA Trains which is AWESOME!"
The price is RM500
RM587 total
includes taxes & fees
9 Nov - 10 Nov
Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park
Lobby
Sonder by Marriott Bonvoy The Burnham Apartments Loop
Sonder by Marriott Bonvoy The Burnham Apartments Loop
3.5 star property
8.8 out of 10, Excellent, (239)
"Great stay. "
The price is RM572
RM672 total
includes taxes & fees
2 Nov - 3 Nov
Sonder by Marriott Bonvoy The Burnham Apartments Loop
1 bedroom, individually furnished, desk, iron/ironing board
Sonder by Marriott Bonvoy The Opal Apartments River North
Sonder by Marriott Bonvoy The Opal Apartments River North
3.5 star property
8.4 out of 10, Very good, (53)
"Place was in a great location close to good restaurants "
The price is RM536
RM629 total
includes taxes & fees
16 Nov - 17 Nov
Sonder by Marriott Bonvoy The Opal Apartments River North
1 bedroom, individually decorated, individually furnished, desk
Sonder by Marriott Bonvoy Market Hall Apartments West Loop
Sonder by Marriott Bonvoy Market Hall Apartments West Loop
3.5 star property
8.0 out of 10, Very good, (384)
"Great stay!"
The price is RM464
RM545 total
includes taxes & fees
2 Nov - 3 Nov
Sonder by Marriott Bonvoy Market Hall Apartments West Loop
Business centre
Kasa River North Chicago
Kasa River North Chicago
4.0 star property
9.6 out of 10, Exceptional, (171)
"This place has everything for a multi-night stay."
Kasa River North Chicago
Living room
Sonder by Marriott Bonvoy Greektown Apartments
Sonder by Marriott Bonvoy Greektown Apartments
3.5 star property
8.6 out of 10, Excellent, (65)
"The kitchen had everything we needed, great space overall, safe location, clean, near everything we needed, access to bus and rail very close, we really enjoyed our stay. "
The price is RM572
RM672 total
includes taxes & fees
2 Nov - 3 Nov
Sonder by Marriott Bonvoy Greektown Apartments
Free WiFi
Chicago luxury home suites
Chicago luxury home suites
2.0 star property
The price is RM4,233
RM4,969 total
includes taxes & fees
17 Oct - 18 Oct
Chicago luxury home suites
Private kitchen
River West, Third Floor Chicago by 747 Lofts
River West, Third Floor Chicago by 747 Lofts
2.0 star property
9.0 out of 10, Wonderful, (17)
"Overall solid property, I will return."
The price is RM473
RM865 total
includes taxes & fees
23 Oct - 24 Oct
River West, Third Floor Chicago by 747 Lofts
36-inch flat-screen TV with digital channels, TV
Sonder by Marriott Bonvoy South Wabash Apartments South Loop
Sonder by Marriott Bonvoy South Wabash Apartments South Loop
3.5 star property
8.6 out of 10, Excellent, (689)
"Location was nice."
The price is RM572
RM672 total
includes taxes & fees
29 Oct - 30 Oct
Sonder by Marriott Bonvoy South Wabash Apartments South Loop
Living area
Wrigleyville Suites
Wrigleyville Suites
2.0 star property
9.8 out of 10, Exceptional, (21)
"Excellent location and very clean! Would stay again!"
The price is RM651
RM976 total
includes taxes & fees
18 Oct - 19 Oct
Wrigleyville Suites
Private kitchen
Stylish Apartment near Chicago Downtown
Stylish Apartment near Chicago Downtown
2.0 star property
The price is RM842
RM1,461 total
includes taxes & fees
19 Oct - 20 Oct
Stylish Apartment near Chicago Downtown
Terrace/patio
At Home in Oak Park
At Home in Oak Park
3.5 star property
9.8 out of 10, Exceptional, (7)
"Great location in Oak Park- walkable, wondering area for restaurants and strolling through the beautiful neighborhoods."
The price is RM625
RM1,126 total
includes taxes & fees
2 Nov - 3 Nov
At Home in Oak Park
Exterior
Chicago Third Floor Studio by 747 Lofts
Chicago Third Floor Studio by 747 Lofts
2.0 star property
9.6 out of 10, Exceptional, (5)
"Cute little studio that was clean. There was a nice size kitchen and was close to our activities in the West loop of Chicago. There was also assistance with parking located in the lofts."
The price is RM388
RM1,109 total
includes taxes & fees
19 Oct - 20 Oct
Chicago Third Floor Studio by 747 Lofts
Terrace/patio
Art Villa
Art Villa
5.0 star property
10.0 out of 10, Exceptional, (2)
" "
The price is RM2,282
RM4,363 total
includes taxes & fees
24 Oct - 25 Oct
Art Villa
Exterior
Historic Oak Park Residence
Historic Oak Park Residence
2.0 star property
9.6 out of 10, Exceptional, (12)
"Absolutely awesome "
The price is RM589
RM1,145 total
includes taxes & fees
30 Oct - 31 Oct
Historic Oak Park Residence
Exterior
Ground Floor Studios in Chicago by 747 Lofts
Ground Floor Studios in Chicago by 747 Lofts
2.0 star property
9.0 out of 10, Wonderful, (20)
"The stay lacked in shelf space as well as other amenities that could be useful. "
The price is RM422
RM1,155 total
includes taxes & fees
23 Oct - 24 Oct
Ground Floor Studios in Chicago by 747 Lofts
Exterior
River West, Second Floor Chicago by 747 Lofts
River West, Second Floor Chicago by 747 Lofts
2.0 star property
9.6 out of 10, Exceptional, (4)
"Great location for exploring the city. Right on the blue line. Not great for relaxing-fire station across the street, expressway nearby with frequent honking. Walls are paper thin and you can hear everything from neighbors. No reliable luggage storage. Overall, I definitely recommend it, just don’t stay here if you want something really peaceful and relaxing."
River West, Second Floor Chicago by 747 Lofts
Interior
Historic Oak Park Home
Historic Oak Park Home
2.0 star property
10.0 out of 10, Exceptional, (5)
"The owner was awesome. Convenient parking and beautiful area! Will definitely make a reservation again."
The price is RM589
RM1,145 total
includes taxes & fees
2 Nov - 3 Nov
Historic Oak Park Home
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 Countryside Hotel Reviews

Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG

10/10 Excellent
"Erika at the front fest was amazing. So was Kevin! I will be back!"
Carrie 2-night trip
Posted 3 days ago
Holiday Inn Chicago Dwtn - The Mart by IHG

Find out more about Countryside

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

  • View our selection of featured holiday rentals in Countryside
  • Use the map to find apartments and other holiday homes in the Countryside neighbourhood you prefer
  • 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 Parkway Bank Park Entertainment District, or get out into nature at a spot like Millennium Park. In the wider area, you’ll find popular places such as Michigan Avenue and Navy Pier.

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.