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Countryside Vacation Rentals

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Vacation Rentals in Countryside

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (801)
"Great stay!"
The price is NT$3,951
NT$5,496 total
includes taxes & fees
Jul 2 - Jul 3
Sentral Michigan Avenue

Level Chicago – Old Town

4.0 star property
9.0 out of 10, Wonderful, (322)
"Hotel was nice"
The price is NT$10,555
NT$13,043 total
includes taxes & fees
Jul 3 - Jul 4
Level Chicago – Old Town

Sonder by Marriott Bonvoy Market Hall Apartments West Loop

3.5 star property
8.4 out of 10, Very Good, (312)
"Super cool spot in a great part of the city."
The price is NT$4,039
NT$4,741 total
includes taxes & fees
Jul 6 - Jul 7
Sonder by Marriott Bonvoy Market Hall Apartments West Loop

Sonder by Marriott Bonvoy South Wabash Apartments South Loop

3.5 star property
8.8 out of 10, Excellent, (554)
"Great place and location. "
The price is NT$4,063
NT$4,770 total
includes taxes & fees
Jul 2 - Jul 3
Sonder by Marriott Bonvoy South Wabash Apartments South Loop

Sonder by Marriott Bonvoy The Burnham Apartments Loop

3.5 star property
9.0 out of 10, Wonderful, (192)
"Fantastically located snd brilliantly appointed aparthotel. Absolutely perfect for our stay, where we were competing at the HYROX world championships. The room was super spacious and had all amenities you could wish for. "
The price is NT$6,665
NT$7,824 total
includes taxes & fees
Jul 2 - Jul 3
Sonder by Marriott Bonvoy The Burnham Apartments Loop

Kasa Magnificent Mile Chicago

4.0 star property
9.2 out of 10, Wonderful, (430)
"We had an amazing week staying here. Highly recommend!!"
Kasa Magnificent Mile Chicago

Sonder by Marriott Bonvoy The Plymouth Apartments Loop

3.5 star property
8.2 out of 10, Very Good, (108)
"We love staying at Sonder properties. The apartment has a full kitchen with everything you need, the shower is so refreshing, and the in-room washer/dryer is super handy when traveling."
The price is NT$2,455
NT$2,883 total
includes taxes & fees
Jul 7 - Jul 8
Sonder by Marriott Bonvoy The Plymouth Apartments Loop

The Neighborhood Hotel-Little Italy

4.0 star property
9.8 out of 10, Exceptional, (172)
"Great spot. "
The Neighborhood Hotel-Little Italy

Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park

3.5 star property
8.2 out of 10, Very Good, (167)
"Great location and much larger space than I expected. Great location in the Loop with access to public transit and walkable. "
The price is NT$4,063
NT$4,770 total
includes taxes & fees
Jul 2 - Jul 3
Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park

Sonder by Marriott Bonvoy The Opal Apartments River North

3.5 star property
8.6 out of 10, Excellent, (40)
"Our stay was amazing. "
The price is NT$4,326
NT$5,079 total
includes taxes & fees
Jul 2 - Jul 3
Sonder by Marriott Bonvoy The Opal Apartments River North

Kasa South Loop Chicago

4.0 star property
9.4 out of 10, Exceptional, (315)
"Great stay"
Kasa South Loop Chicago

Wrigleyville Suites

2.0 star property
9.2 out of 10, Wonderful, (7)
"Absolutely loved staying here! Would 10/10 recommend this place!"
The price is NT$3,394
NT$5,446 total
includes taxes & fees
Jul 2 - Jul 3
Wrigleyville Suites

Kasa River North Chicago

4.0 star property
9.6 out of 10, Exceptional, (152)
"Great stay, clean room!"
Kasa River North Chicago

Comfort Inn Chicago Southland I-80 & I-294 Near Casino

2.5 star property
3.6 out of 10, (40)
"They cancel my reservation same day just getting there a terrible experience because i was traveling with my kid and need a place to rest and still waiting for my refund I need help for reund"
The price is NT$2,731
NT$3,086 total
includes taxes & fees
Jul 7 - Jul 8
Comfort Inn Chicago Southland I-80 & I-294 Near Casino

Sonder by Marriott Bonvoy Greektown Apartments

3.5 star property
9.0 out of 10, Wonderful, (55)
"Great location, easy stay!"
The price is NT$6,402
NT$7,515 total
includes taxes & fees
Jul 2 - Jul 3
Sonder by Marriott Bonvoy Greektown Apartments
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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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 Galloping Ghost, or get out into nature at a spot like Grant Park. In the larger area, you’ll find popular places like Soldier Field and Michigan Avenue.

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.