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Countryside Vacation Rentals

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Oct 29 - Oct 30
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Vacation Rentals in Countryside

Indoor pool
Sentral Michigan Avenue
Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (966)
"Loved my stay! Staff was amazing and the apartment had everything to make you feel like home. "
United States
Nicole
The price is NT$4,106
NT$5,719 total
includes taxes & fees
Nov 10 - Nov 11
Sentral Michigan Avenue
49-inch Smart TV with digital channels, TV, streaming services
Kasa Magnificent Mile Chicago
Kasa Magnificent Mile Chicago
4.0 star property
9.2 out of 10, Wonderful, (593)
"The place looks really nice "
United States
Kalidou
Kasa Magnificent Mile Chicago
Front of property - evening/night
Level Chicago – Old Town
Level Chicago – Old Town
4.0 star property
9.0 out of 10, Wonderful, (374)
"Easy check-in, friendly staff, beautiful building with nice amenities. "
United States
Matthew
The price is NT$6,298
NT$8,079 total
includes taxes & fees
Nov 11 - Nov 12
Level Chicago – Old Town
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, (394)
"Great location. Was there for the marathon and had a great stay. "
United States
HELGA
The price is NT$3,097
NT$3,636 total
includes taxes & fees
Nov 13 - Nov 14
Sonder by Marriott Bonvoy Market Hall Apartments West Loop
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, (698)
"Location was nice."
United States
Juliet
The price is NT$4,138
NT$4,858 total
includes taxes & fees
Nov 12 - Nov 13
Sonder by Marriott Bonvoy South Wabash Apartments South Loop
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, (245)
"Great stay. "
United States
Teresa
The price is NT$4,138
NT$4,858 total
includes taxes & fees
Nov 12 - Nov 13
Sonder by Marriott Bonvoy The Burnham Apartments Loop
Deluxe Apartment, 1 Bedroom, Non Smoking, Balcony (Self Check-in with Virtual Front Desk) | Balcony
Kasa South Loop Chicago
Kasa South Loop Chicago
4.0 star property
9.4 out of 10, Exceptional, (368)
"An excellent place to stay in Chicago downtown."
United States
ABDULHAFEEZ
Kasa South Loop Chicago
Front of property
The Neighborhood Hotel-Little Italy
The Neighborhood Hotel-Little Italy
4.0 star property
9.6 out of 10, Exceptional, (213)
"Perfect location and area was wonderful."
United States
Thomas
The Neighborhood Hotel-Little Italy
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, (55)
"Worked great for a work and family trip."
United States
David
The price is NT$3,618
NT$4,247 total
includes taxes & fees
Nov 12 - Nov 13
Sonder by Marriott Bonvoy The Opal Apartments River North
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, (185)
"Place was amazing! Very centralized, all sorts of restaurants nearby, and right next to the CTA Trains which is AWESOME!"
United States
Alexander
The price is NT$3,357
NT$3,941 total
includes taxes & fees
Nov 24 - Nov 25
Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park
Business center
Kasa River North Chicago
Kasa River North Chicago
4.0 star property
9.6 out of 10, Exceptional, (174)
"Awesome stay "
United States
Sally
Kasa River North Chicago
Living area
Wrigleyville Suites
Wrigleyville Suites
2.0 star property
9.6 out of 10, Exceptional, (25)
"The entirety of my experience was excellent. Thank you!"
United States
Julian
The price is NT$2,673
NT$3,138 total
includes taxes & fees
Oct 30 - Oct 31
Wrigleyville Suites
Comfort Double Room | Desk, laptop workspace, blackout drapes, free WiFi
Comfort Inn Chicago Southland I-80 & I-294 Near Casino
Comfort Inn Chicago Southland I-80 & I-294 Near Casino
3.0 star property
3.8 out of 10, (64)
"Good "
United States
Abel
The price is NT$2,590
NT$2,927 total
includes taxes & fees
Nov 15 - Nov 16
Comfort Inn Chicago Southland I-80 & I-294 Near Casino
Classic Apartment | Private kitchen
Stylish Apartment near Chicago Downtown
Stylish Apartment near Chicago Downtown
2.0 star property
The price is NT$7,624
NT$12,113 total
includes taxes & fees
Nov 9 - Nov 10
Stylish Apartment near Chicago Downtown
Apartment, 1 Bedroom | Living room | 40-inch flat-screen TV with digital channels, TV
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. "
United States
Samuel
The price is NT$3,618
NT$4,247 total
includes taxes & fees
Nov 12 - Nov 13
Sonder by Marriott Bonvoy Greektown Apartments
Interior
Art Villa
Art Villa
5.0 star property
10.0 out of 10, Exceptional, (2)
" "
United States
tomonobu
The price is NT$16,504
NT$31,558 total
includes taxes & fees
Oct 30 - Oct 31
Art Villa
Free WiFi
Chicago luxury home suites
Chicago luxury home suites
2.0 star property
The price is NT$30,619
NT$35,944 total
includes taxes & fees
Oct 30 - Oct 31
Chicago luxury home suites
Property amenity
Sonder by Marriott Bonvoy The Plymouth Apartments Loop
Sonder by Marriott Bonvoy The Plymouth Apartments Loop
3.5 star property
7.6 out of 10, Good, (146)
"Very clean and affordable "
United States
Matthew
Sonder by Marriott Bonvoy The Plymouth Apartments Loop
Studio | 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. "
United States
Zugeily
The price is NT$1,907
NT$4,228 total
includes taxes & fees
Nov 5 - Nov 6
Ground Floor Studios in Chicago by 747 Lofts
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

Freehand Chicago

Freehand Chicago

10/10 Excellent
"Friendly and complimentary yummy snacks!"
Bonita Lynne 6-night trip
Posted 4 hours ago
Freehand Chicago

Find out more about Countryside

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:

  • 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 vacation rentals in Countryside?

Yes, we offer vacation rentals close to the most popular local attractions in Countryside, or you can select a secluded option if you'd like a relaxing place to 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 larger area, you’ll find popular places like Michigan Avenue and Navy Pier.

What are vacation rentals like in Countryside?

Vacation rentals are privately owned properties you can reserve for a few days or a quick weekend in Countryside. Vacation rentals feature extras like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a clean environment, a vacation rental can offer a sense of privacy away from public hotel elevators and busy front desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for families.