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Jul 26 - Jul 27
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Vacation Rentals in Countryside

Sentral Michigan Avenue
Relax in a spacious area with comfortable seating and lush greenery.

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (843)
"We would stay here again. Very happy with our stay "
The price is ₩245,827
₩329,186 total
includes taxes & fees
Jul 27 - Jul 28
Sentral Michigan Avenue
Sonder by Marriott Bonvoy Market Hall Apartments West Loop
Enjoy a minimalist retreat with a large bed, desk, and compact kitchenette.

Sonder by Marriott Bonvoy Market Hall Apartments West Loop

3.5 star property
8.2 out of 10, Very Good, (333)
"The property canceled on us 4 hours prior to check in"
The price is ₩175,254
₩205,730 total
includes taxes & fees
Aug 17 - Aug 18
Sonder by Marriott Bonvoy Market Hall Apartments West Loop
Level Chicago – Old Town
Located in a bustling urban area, this high-rise building offers stunning city views.

Level Chicago – Old Town

4.0 star property
9.0 out of 10, Wonderful, (331)
"Hotel was nice"
The price is ₩359,919
₩453,394 total
includes taxes & fees
Aug 24 - Aug 25
Level Chicago – Old Town
Kasa Magnificent Mile Chicago
Relax on the spacious balcony with a city view, featuring a sofa, armchair, and outdoor seating area.

Kasa Magnificent Mile Chicago

4.0 star property
9.2 out of 10, Wonderful, (451)
"Nice views and convenient location to transit and dining"
Kasa Magnificent Mile Chicago
Sonder by Marriott Bonvoy South Wabash Apartments South Loop
Enjoy a city view from the large window, with a comfortable sofa and potted plant adding to the inviting atmosphere.

Sonder by Marriott Bonvoy South Wabash Apartments South Loop

3.5 star property
8.8 out of 10, Excellent, (586)
"I would stay again. "
The price is ₩208,188
₩244,393 total
includes taxes & fees
Aug 25 - Aug 26
Sonder by Marriott Bonvoy South Wabash Apartments South Loop
Sonder by Marriott Bonvoy The Plymouth Apartments Loop
Enjoy the city view from this stylish balcony with a sofa, chair, and table.

Sonder by Marriott Bonvoy The Plymouth Apartments Loop

3.5 star property
8.0 out of 10, Very Good, (122)
"Super convenient location. Lots of parking options and able to walk to all sites in this area."
The price is ₩226,938
₩266,403 total
includes taxes & fees
Aug 25 - Aug 26
Sonder by Marriott Bonvoy The Plymouth Apartments Loop
Kasa South Loop Chicago
Enjoy the city view from this balcony with a comfortable Adirondack chair and a small table.

Kasa South Loop Chicago

4.0 star property
9.4 out of 10, Exceptional, (321)
"I definitely enjoyed my stay and roof deck was the highlight. "
Kasa South Loop Chicago
Sonder by Marriott Bonvoy The Burnham Apartments Loop
Relax in style with plush armchairs and a natural centerpiece, surrounded by a contemporary design.

Sonder by Marriott Bonvoy The Burnham Apartments Loop

3.5 star property
9.0 out of 10, Wonderful, (197)
"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 ₩292,875
₩343,806 total
includes taxes & fees
Aug 17 - Aug 18
Sonder by Marriott Bonvoy The Burnham Apartments Loop
The Neighborhood Hotel-Little Italy
Welcome to The Neighborhood Hotel, where guests enter through a distinctive black brick facade with the hotel's name prominently displayed.

The Neighborhood Hotel-Little Italy

4.0 star property
9.8 out of 10, Exceptional, (180)
"Building was quiet. Good nearby restaurants. "
The Neighborhood Hotel-Little Italy
Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park
Relax in this stylish living room with a sofa, armchair, and coffee table, offering a view of the city outside.

Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park

3.5 star property
8.2 out of 10, Very Good, (169)
"Great location. Clean (very clean) and comfortable apartments with everything you need. Cons: soundproofing from the city center is weak, all sounds are heard quite well. In terms of price per room ratio - a super option. I will book next time, and I recommend it to everyone."
The price is ₩222,303
₩260,962 total
includes taxes & fees
Aug 17 - Aug 18
Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park
Comfort Inn Chicago Southland I-80 & I-294 Near Casino
Two single beds with white linens, a small armchair, and a bedside table with a lamp.

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

2.5 star property
3.6 out of 10, (48)
"the property is under renovation it should not be open. There were no amenities, i.e., ice. The room was clean. "
The price is ₩117,067
₩132,262 total
includes taxes & fees
Jul 27 - Jul 28
Comfort Inn Chicago Southland I-80 & I-294 Near Casino
Kasa River North Chicago
Meetings take place around a large, rectangular table surrounded by six chairs with chrome legs.

Kasa River North Chicago

4.0 star property
9.6 out of 10, Exceptional, (156)
"Great location and very clean! Will definitely be staying again. "
The price is ₩272,741
₩458,243 total
includes taxes & fees
Aug 14 - Aug 15
Kasa River North Chicago
Wrigleyville Suites
Enjoy meals in this cozy dining area with a long table and six chairs, surrounded by framed photographs and a potted plant.

Wrigleyville Suites

2.0 star property
9.6 out of 10, Exceptional, (11)
"Excellent location and very clean! Would stay again!"
The price is ₩127,031
₩218,311 total
includes taxes & fees
Jul 28 - Jul 29
Wrigleyville Suites
Sonder by Marriott Bonvoy The Opal Apartments River North
Enjoy a panoramic city view from this rooftop terrace, featuring a round table, wicker chairs, and a sofa with a throw blanket.

Sonder by Marriott Bonvoy The Opal Apartments River North

3.5 star property
8.6 out of 10, Excellent, (42)
"Our stay was amazing. "
The price is ₩197,602
₩231,965 total
includes taxes & fees
Aug 17 - Aug 18
Sonder by Marriott Bonvoy The Opal Apartments River North
Sonder by Marriott Bonvoy Greektown Apartments
Relax in this stylish living space with a sofa, armchair, and dining area.

Sonder by Marriott Bonvoy Greektown Apartments

3.5 star property
8.8 out of 10, Excellent, (56)
"Great location, easy stay!"
The price is ₩292,875
₩343,806 total
includes taxes & fees
Aug 24 - Aug 25
Sonder by Marriott Bonvoy Greektown Apartments
Ground Floor Studios in Chicago by 747 Lofts
Situated in an urban setting, this building combines modern and traditional architectural elements.

Ground Floor Studios in Chicago by 747 Lofts

2.0 star property
9.2 out of 10, Wonderful, (15)
"Its was in a good location for anyone who has family close by. Bed was wonderful. "
The price is ₩132,565
₩252,455 total
includes taxes & fees
Aug 12 - Aug 13
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

Swissotel - Chicago

Swissotel - Chicago

10/10 Excellent
"My stay at the Swissotel was nothing less than perfect. I’ve been to Chicago several times and this stay was the best yet. "
Willie 4-night trip
Posted 13 hours ago
Swissotel - Chicago

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.