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Countryside Vacation Rentals

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Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Countryside vacation rentals

Lake

1. Kasa Lake Shore Chicago

Kasa Lake Shore Chicago
4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (17 reviews)
"Great location and super clean!"
United States
Erica
The price is P10,633
P16,317 total
includes taxes & fees
Sep 10 - Sep 11
Kasa Lake Shore Chicago
Exterior

2. Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,273 reviews)
"Nice stay"
United States
Heather
The price is P9,347
P12,787 total
includes taxes & fees
Sep 7 - Sep 8
Sentral Michigan Avenue
Private kitchen

3. Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (520 reviews)
"We only stayed one night but we definitely want to go back and stay at least two nights. It really was beautiful, clean and very secure."
United States
Martha
The price is P14,709
P18,792 total
includes taxes & fees
Aug 31 - Sep 1
Level Chicago – Old Town
Lounge

4. At Home in Oak Park

At Home in Oak Park
3.5 star property
Oak Park
9.6 out of 10, Exceptional, (11 reviews)
"Great place, clean, and very accommodating! "
United States
Theresa
The price is P13,772
P22,632 total
includes taxes & fees
Aug 25 - Aug 26
At Home in Oak Park
Interior

5. Classic Forest Park Foursquare < 1 Mi to Blue Line

Classic Forest Park Foursquare < 1 Mi to Blue Line
3.0 star property
Forest Park
The price is P14,960
P29,354 total
includes taxes & fees
Aug 24 - Aug 25
Classic Forest Park Foursquare < 1 Mi to Blue Line
Living area

6. Wrigleyville Suites

Wrigleyville Suites
2.0 star property
Lakeview
8.2 out of 10, Very Good, (52 reviews)
"would not recommend"
United States
heidi
The price is P13,520
P15,871 total
includes taxes & fees
Aug 24 - Aug 25
Wrigleyville Suites
Living area

7. Ground Floor Studios in Chicago by 747 Lofts

Ground Floor Studios in Chicago by 747 Lofts
2.0 star property
West Town
8.6 out of 10, Excellent, (25 reviews)
"It’s a really nice place. Its quite a distance from downtown Chicago. But it’s like 3 minutes from Chicago Blue line and a minute away from the bus station. Food is not a problem since there is a Korean grocery nearby. There is also a nearby Catholic church. The ameneties in this loft hotel is complete so if you are looking for a budget style trip and accommodation, I highly recommend this place."
United States
Joel
The price is P7,978
P13,379 total
includes taxes & fees
Aug 23 - Aug 24
Ground Floor Studios in Chicago by 747 Lofts
Interior

8. River West, Third Floor Chicago by 747 Lofts

River West, Third Floor Chicago by 747 Lofts
2.0 star property
West Town
8.8 out of 10, Excellent, (19 reviews)
"Loved the space and location "
United States
Caroline
The price is P9,745
P15,547 total
includes taxes & fees
Aug 23 - Aug 24
River West, Third Floor Chicago by 747 Lofts
Living area

9. Chicago Second Floor Studio by 747 Lofts

Chicago Second Floor Studio by 747 Lofts
2.0 star property
West Town
9.0 out of 10, Wonderful, (15 reviews)
"i loved this place! would definitely come again"
United States
adrian
The price is P11,533
P17,752 total
includes taxes & fees
Sep 20 - Sep 21
Chicago Second Floor Studio by 747 Lofts
Interior

10. Cabin 105 by 747 Lofts

Cabin 105 by 747 Lofts
2.0 star property
West Town
6.0 out of 10, (2 reviews)
"The code that was provided was incorrect. I was so anxious waiting outside the building until I was lucky that other guests were out and helped me get in. I tried reaching the “24/7” line but no response until a while and they had to reset everything before I was able to get in. First and last time I will be staying here. The bed is so small for even one person and the bathroom lights felt like a ghost was there. Do not book here, your anxiety will be through the roof !"
United States
Jamila
The price is P5,861
P10,760 total
includes taxes & fees
Sep 2 - Sep 3
Cabin 105 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

L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent
"Very helpful front desk. Shout out to Valerie in particular. Also want to call out. Tony at the front door as well as the parking staff. Very helpful in so many different ways as we had unusual requests for our camper. The location of the hotel is absolutely excellent. Unfortunately the housekeeping staff was completely invisible so we had no chance to thank them. They did such a great and invisible job of making us completely comfortable. The restaurant Perilla, was also a surprising delight. We will return"
Raymond 2-night trip
Posted 2 hours ago
L7 Chicago by LOTTE

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:

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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 Orland Park Sportsplex, or get out into nature at a spot like Millennium Park. In the larger area, you’ll find popular places like United Center and Soldier Field.

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.