Holiday Rentals Countryside from ฿5,634: Find Short-Term Rentals & Holiday Accommodations

Q: Can I find holiday rentals in Countryside?

Yes, there are holiday rentals close to the most popular sights in Countryside, or you can select a more secluded option if you're looking for a relaxing 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.

Q: What can I see and do in Countryside?

Explore the area and family-friendly sights such as Childrens Museum of Oak Lawn, or get out into nature at a spot like Millennium Park. In the wider area, you’ll find popular places such as Soldier Field and Navy Pier.

Q: What are holiday rentals like in Countryside?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Countryside. Holiday rentals feature extras like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and lobbies packed with people while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for small groups.

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Our top choices for Countryside holiday rentals

A modern building with the name 'SENIORAL' prominently displayed on the facade.

1. Sentral Michigan Avenue

Downtown Chicago

Jacob

฿5,634 total

includes taxes & fees

9 Nov - 10 Nov

A modern kitchen with a large island, bar stools, and a city view.

2. Level Chicago – Old Town

Downtown Chicago

Kerry

฿11,842 total

includes taxes & fees

2 Nov - 3 Nov

3. Kasa Lake Shore Chicago

Downtown Chicago

Iliana

฿8,784 total

includes taxes & fees

1 Nov - 2 Nov

4. At Home in Oak Park

Oak Park

Marco

฿11,861 total

includes taxes & fees

25 Oct - 26 Oct

A spacious living room with a grand piano, a comfortable sofa, and a dining area with a chandelier.

5. Historic Oak Park Home

Oak Park

Janette

฿10,593 total

includes taxes & fees

27 Oct - 28 Oct

A modern living room with a fireplace, a dining area with a wooden table and chairs, and a kitchen with a white railing.

6. Wrigleyville Suites

Lakeview

Jainul

฿6,267 total

includes taxes & fees

3 Nov - 4 Nov

A modern kitchen with white cabinets, a central island, stainless steel appliances, and a ceiling fan.

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

Forest Park

฿15,871 total

includes taxes & fees

18 Oct - 19 Oct

A modern building with large glass windows, surrounded by a grassy area with trees and a pathway.

8. The Oak Park Loft

Oak Park

Linda

฿10,528 total

includes taxes & fees

27 Oct - 28 Oct

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Top Countryside Hotel Reviews

Hyatt Regency Chicago

10/10 Excellent

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Congress Plaza Hotel

10/10 Excellent

"We stayed at the Congress for a Bears game. We selected it based on price and proximity to Soldier Field. The price was incredibly reasonable, so I was a bit concerned about the quality and cleanliness of the room and hotel prior to checking in. We were more than pleased with our room and the hotel overall and feel it was great value for our money. The room was very clean and had been updated quite recently. It was roomie in both the room itself and the bathroom. We also appreciated the amenities in the room, including a coffee maker, refrigerator, a large, walk-in closet, plenty of drawer storage for clothes and extra seating and table. It is also near do much in the city, so it’s a great place to stay. The only issue that I had is I wish the TV had been a bit larger. But other than that, I would highly recommend the Congress."

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
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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 holiday rentals in Countryside?

Yes, there are holiday rentals close to the most popular sights in Countryside, or you can select a more secluded option if you're looking for a relaxing 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 Childrens Museum of Oak Lawn, or get out into nature at a spot like Millennium Park. In the wider area, you’ll find popular places such as Soldier Field and Navy Pier.

What are holiday rentals like in Countryside?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Countryside. Holiday rentals feature extras like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and lobbies packed with people while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for small groups.

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