Photo by Monica Ferro

Countryside Vacation Rentals

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Check prices for these dates

Tonight
Jun 19 - Jun 20
Tomorrow
Jun 20 - Jun 21
This weekend
Jun 20 - Jun 22
Next weekend
Jun 27 - Jun 29

Vacation Rentals in Countryside

Sentral Michigan Avenue
Interior

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (789)
"Enjoyed this property! Would happily stay here again "
The price is ￥22,062
￥30,153 total
includes taxes & fees
Jun 29 - Jun 30
Sentral Michigan Avenue
Sonder by Marriott Bonvoy South Wabash Apartments South Loop
36-inch flat-screen TV with digital channels, TV

Sonder by Marriott Bonvoy South Wabash Apartments South Loop

3.5 star property
8.8 out of 10, Excellent, (540)
"Great stay"
The price is ￥19,350
￥22,714 total
includes taxes & fees
Jul 1 - Jul 2
Sonder by Marriott Bonvoy South Wabash Apartments South Loop
Sonder by Marriott Bonvoy Market Hall Apartments West Loop
1 bedroom, individually decorated, individually furnished, desk

Sonder by Marriott Bonvoy Market Hall Apartments West Loop

3.5 star property
8.6 out of 10, Excellent, (305)
"Super cool spot in a great part of the city."
The price is ￥18,364
￥21,558 total
includes taxes & fees
Jul 2 - Jul 3
Sonder by Marriott Bonvoy Market Hall Apartments West Loop
Level Chicago – Old Town
Front of property - evening/night

Level Chicago – Old Town

4.0 star property
9.0 out of 10, Wonderful, (320)
"Hotel was nice"
The price is ￥50,901
￥62,999 total
includes taxes & fees
Jul 17 - Jul 18
Level Chicago – Old Town
Kasa Magnificent Mile Chicago
49-inch Smart TV with digital channels, TV, streaming services

Kasa Magnificent Mile Chicago

4.0 star property
9.2 out of 10, Wonderful, (424)
"We had an amazing week staying here. Highly recommend!!"
Kasa Magnificent Mile Chicago
Sonder by Marriott Bonvoy The Burnham Apartments Loop
2 bedrooms, premium bedding, individually decorated

Sonder by Marriott Bonvoy The Burnham Apartments Loop

3.5 star property
9.0 out of 10, Wonderful, (183)
"Easy and great for extended stay."
The price is ￥28,101
￥32,987 total
includes taxes & fees
Jun 29 - Jun 30
Sonder by Marriott Bonvoy The Burnham Apartments Loop
Sonder by Marriott Bonvoy The Plymouth Apartments Loop
Property amenity

Sonder by Marriott Bonvoy The Plymouth Apartments Loop

3.5 star property
8.4 out of 10, Very Good, (106)
"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 ￥15,899
￥18,665 total
includes taxes & fees
Jun 30 - Jul 1
Sonder by Marriott Bonvoy The Plymouth Apartments Loop
The Neighborhood Hotel-Little Italy
Front of property

The Neighborhood Hotel-Little Italy

4.0 star property
9.8 out of 10, Exceptional, (167)
"Great room, well decorated and appointed. Great location!"
The Neighborhood Hotel-Little Italy
Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park
50-inch flat-screen TV with digital channels, TV

Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park

3.5 star property
8.2 out of 10, Very Good, (163)
"Great location and much larger space than I expected. Great location in the Loop with access to public transit and walkable. "
The price is ￥18,364
￥21,558 total
includes taxes & fees
Jul 7 - Jul 8
Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park
Sonder by Marriott Bonvoy The Opal Apartments River North
2 bedrooms, individually furnished, desk, iron/ironing board

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 ￥25,759
￥30,239 total
includes taxes & fees
Jun 30 - Jul 1
Sonder by Marriott Bonvoy The Opal Apartments River North
Kasa South Loop Chicago
Deluxe Apartment, 1 Bedroom, Non Smoking, Balcony (Self Check-in with Virtual Front Desk) | City view

Kasa South Loop Chicago

4.0 star property
9.4 out of 10, Exceptional, (306)
"Nice place to stay"
Kasa South Loop Chicago
Comfort Inn Chicago Southland I-80 & I-294 Near Casino
Comfort Double Room | 1 bedroom, desk, laptop workspace, blackout drapes

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

2.5 star property
3.6 out of 10, (36)
"Nice inside room but it’s not safe outside area"
The price is ￥13,630
￥15,400 total
includes taxes & fees
Jun 24 - Jun 25
Comfort Inn Chicago Southland I-80 & I-294 Near Casino
Wrigleyville Suites
Living area

Wrigleyville Suites

2.0 star property
9.0 out of 10, Wonderful, (6)
"Very close to Wrigley Field, easy to get to and easy in and out. Very comfortable. It's a very nice neighborhood. It would be a good place to stay for a group. With that being said, even though we had no issues you still share a bathroom with other guests. That and parking were the only downsides as far as we are concerned."
The price is ￥17,095
￥27,317 total
includes taxes & fees
Jun 22 - Jun 23
Wrigleyville Suites
Kasa River North Chicago
Library

Kasa River North Chicago

4.0 star property
9.6 out of 10, Exceptional, (152)
"Great stay, clean room!"
Kasa River North Chicago
Sonder by Marriott Bonvoy Greektown Apartments
40-inch flat-screen TV with digital channels, TV

Sonder by Marriott Bonvoy Greektown Apartments

3.5 star property
8.8 out of 10, Excellent, (53)
"Great location, easy stay!"
The price is ￥26,992
￥31,687 total
includes taxes & fees
Jun 30 - Jul 1
Sonder by Marriott Bonvoy Greektown Apartments
Cozy studio in Andersonville Chicago
1 bedroom, iron/ironing board, free WiFi, bed sheets

Cozy studio in Andersonville Chicago

9.6 out of 10, Exceptional, (5)
"I thought I was in a $300 night hotel, private, and serene surrounding"
The price is ￥13,775
￥25,600 total
includes taxes & fees
Jun 30 - Jul 1
Cozy studio in Andersonville Chicago
Luxurious 3 Bedroom Apartment in Chicago
Microwave, oven, stovetop, dishwasher

Luxurious 3 Bedroom Apartment in Chicago

9.8 out of 10, Exceptional, (8)
"Great property! Would visit again!"
Luxurious 3 Bedroom Apartment in Chicago
2-bedroom apartment just 2 minutes drive to Wrigley Field
Exterior

2-bedroom apartment just 2 minutes drive to Wrigley Field

2.0 star property
9.6 out of 10, Exceptional, (22)
"Easy to find, slept like a baby. "
The price is ￥22,055
￥50,762 total
includes taxes & fees
Jun 22 - Jun 23
2-bedroom apartment just 2 minutes drive to Wrigley Field
2 Family-Friendly Units Near Downtown Naperville - Free Parking and Breakfast!
2 bedrooms, iron/ironing board, internet, bed sheets

2 Family-Friendly Units Near Downtown Naperville - Free Parking and Breakfast!

The price is ￥33,350
￥41,970 total
includes taxes & fees
Jul 1 - Jul 2
2 Family-Friendly Units Near Downtown Naperville - Free Parking and Breakfast!
Very clean, cozy IRVING PARK & ELSTON FREE STREET PARKING
Interior

Very clean, cozy IRVING PARK & ELSTON FREE STREET PARKING

3.0 star property
8.2 out of 10, Very Good, (17)
"The property was excellent, for my stay "
Very clean, cozy IRVING PARK & ELSTON FREE STREET PARKING
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 are some of the best vacation rentals that Countryside has to offer?

Cozy 3-bedroom house in family-oriented Melrose Park.: This vacation home near Countryside offers a fireplace, a hot tub, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a stovetop, and a microwave, so you can cook with friends or family.

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.