Countryside Holiday Rentals, Chicago: Private House Rentals

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Go beyond your typical stay in Countryside

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Our top choices for Countryside hotels

A restaurant with a long counter, booths, and hanging light fixtures.

A hotel room with two beds, a desk, a chair, a lamp, and a window with curtains.

A gazebo in a garden with a brick building in the background.

A large hall with rows of chairs, a patterned carpet, and hanging light fixtures.

1. William Tell Hotel MOD Collection by Sonesta

Countryside

Alex

3.094.984 ₫

3.465.812 ₫ total

includes taxes & fees

9 Nov - 10 Nov

A hotel room with two beds, a desk with a television, a chair, and a window with curtains.

A hotel corridor with orange walls, a herringbone-patterned floor, and a row of doors on the right.

A modern restaurant with long communal tables and booths, a flat-screen TV mounted on the wall, and a patterned floor.

A spacious lobby with a large seating area, a reception desk, and a view of the dining area through glass doors.

2. Best Western Plus Chicagoland - Countryside

Countryside

Johna

2.755.016 ₫

3.085.068 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A rooftop terrace with outdoor seating, a view of the city skyline, and a river.

A modern hotel room with a large bed, a desk, a sofa, and a view of the city.

A modern room with a view of a river and high-rise buildings.

A modern living room with a sofa, coffee table, and ottoman, a fireplace, and a large window with a city view.

3. LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago

Keeven

5.951.394 ₫

7.846.831 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."

A bar area with a checkered floor, wooden chairs, a bar counter, and two televisions mounted on the wall.

A lobby with two green armchairs, a glass coffee table, a chandelier, and a fireplace.

A dimly lit restaurant with booths and tables, featuring a large clock and a television screen on the wall.

4. Carleton of Oak Park

Oak Park

Brad

3.172.118 ₫

3.520.429 ₫ total

includes taxes & fees

27 Oct - 28 Oct

A person relaxing on a sofa with a window view of a building, a table with a glass of wine, and a vase with flowers.

A bar area with a long counter, multiple shelves of bottles, and four bar stools.

A room with a bed, a window with curtains, a small table with a vase of flowers, and a chair.

A modern restaurant with high ceilings, wooden flooring, and a central chandelier. Tables are set with wine glasses and red cushions.

5. L7 Chicago by LOTTE

Downtown Chicago

Jeffrey Thomas

5.041.181 ₫

5.993.461 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A modern hotel lobby with round tables, blue upholstered chairs, and large windows offering a view of the outdoors.

A hotel room with two beds, a desk, a chair, a TV, and a window with a view.

A reception desk with a "Welcome to the Prairie State" sign, a Hilton Honors sign, and a wooden wall with a herringbone pattern.

A Hampton Inn hotel with a modern facade, large windows, and a welcoming entrance.

6. Hampton Inn Chicago-O'Hare International Airport

Schiller Park

Jennifer

3.241.500 ₫

3.727.077 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A spacious dining area with multiple tables and chairs, large windows with a view of the city, and a modern ceiling design.

A spacious lobby with a modern design, featuring a seating area with sofas and chairs, a coffee table, and a large flat-screen TV mounted on the wall.

A snack and beverage kiosk with various snacks and drinks.

A modern conference room with a marble table, patterned chairs, a flat-screen TV, and a large window with a view of trees and parked cars.

7. SureStay Plus Hotel by Best Western Chicago Lombard

Highland Hills

Michael

2.314.172 ₫

2.568.267 ₫ total

includes taxes & fees

15 Oct - 16 Oct

A dining area with a table set for four, large windows offering a cityscape view at dusk.

A modern interior with a central fireplace, seating area, and wall-mounted lighting.

A breakfast table with croissants, a bowl of berries, a glass of orange juice, and a smoothie, set against a cityscape view through a window.

A rooftop terrace with outdoor seating and a fire pit, overlooking a cityscape with tall buildings.

8. The Royal Sonesta Chicago Downtown

Downtown Chicago

5.286.864 ₫

7.114.865 ₫ total

includes taxes & fees

11 Nov - 12 Nov

A modern restaurant interior with a green wall, hanging lights, and a long dining area.

A hotel lobby with a large Christmas tree, a sofa with red and white pillows, a glass coffee table, and a large window with a view of the street.

A rooftop lounge with green cushioned seating, a small round table, and a view of city buildings.

A modern indoor pool area with clear glass walls, lounge chairs, and a view of city buildings.

9. Hotel 505 River North

Downtown Chicago

Giana

4.898.124 ₫

6.653.036 ₫ total

includes taxes & fees

13 Nov - 14 Nov

A spacious bar area with high ceilings and large windows, offering views of a cityscape.

A hotel room with a bed, a sofa with cushions, a large window with a view of a cityscape and water.

A multi-level hotel lobby with a glass elevator, a seating area, and a dining space.

A cityscape with modern high-rise buildings, a river, and a boat.

10. Hyatt Regency Chicago

Downtown Chicago

Mercy

6.971.404 ₫

9.212.725 ₫ total

includes taxes & fees

30 Oct - 31 Oct

The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.

A spacious lobby with a marble floor, a reception desk, and a glass partition.

A couple dining at a table with a city view, surrounded by chairs and a variety of dishes.

A modern hotel lobby with a central seating area, a reception desk, and a decorative wall with a unique design.

11. Hotel Riu Plaza Chicago

Downtown Chicago

Kevin

4.554.004 ₫

6.153.317 ₫ total

includes taxes & fees

11 Nov - 12 Nov

A hotel room with a large bed, a nightstand with a lamp, a wall clock, and a window with curtains.

A restaurant with booths and tables, a television on the wall, and a view of the street outside.

A reception area with a desk, a seating area with a blue sofa, and a bookshelf filled with books.

12. Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

Mario

4.456.155 ₫

5.298.167 ₫ total

includes taxes & fees

3 Nov - 4 Nov

A dining table set for six with a cityscape view through large windows.

A modern hotel room with a large bed, a desk, a chair, and a view of the cityscape through large windows.

A modern hotel room with a large window offering a city skyline view, a round table with four chairs, and a ceiling with recessed lighting.

The exterior of the Swissotel building with its distinctive glass facade and the hotel's name displayed prominently.

13. Swissotel - Chicago

Downtown Chicago

6.530.832 ₫

8.677.267 ₫ total

includes taxes & fees

14 Nov - 15 Nov

The Intercontinental hotel facade with a large American flag and a floral display.

A person sitting by a window with a cityscape view.

A swimming pool area with a glass-bottomed pool, a high ceiling with hanging lights, and a staircase with people sitting on it.

A person lying on a bed with a bottle of champagne, surrounded by food and a magazine.

14. InterContinental Chicago Magnificent Mile by IHG

Downtown Chicago

5.497.584 ₫

7.443.699 ₫ total

includes taxes & fees

31 Oct - 1 Nov

A room with two chairs and a small table, a large window with a city view at night.

A modern bar area with a circular seating arrangement, a staircase leading to an upper level, and a view of the city through large windows.

A modern hotel lobby with a large window, seating area, and a reception desk.

A modern living room with a sectional sofa, a round ottoman, a dining area with chairs and a table, and a large mirror on the wall.

15. Eurostars Magnificent Mile

Downtown Chicago

Will

3.734.208 ₫

4.439.600 ₫ total

includes taxes & fees

11 Nov - 12 Nov

A modern kitchen with a marble island, fruit bowls, and a city view.

A modern bar area with a central bar, seating, and a distinctive ceiling design.

A modern lounge area with a central bar, seating arrangements, and a decorative chandelier.

A Fairmont hotel with a prominent entrance, large windows, and a sculpture on the facade.

16. Fairmont Chicago at Millennium Park

Downtown Chicago

Ruby

6.586.292 ₫

8.754.866 ₫ total

includes taxes & fees

12 Nov - 13 Nov

A restaurant with wooden tables and chairs, large windows, and a green vine-covered ceiling.

A multi-story hotel with a modern glass facade, located in an urban setting with a parking lot and street views.

A modern living room with a large window, a potted plant, and a variety of seating options including a sofa, armchairs, and ottoman.

A vending machine with various beverages and snacks.

17. Hyatt Place Chicago/River North

Downtown Chicago

Iminique

4.408.440 ₫

5.241.195 ₫ total

includes taxes & fees

1 Nov - 2 Nov

An outdoor seating area with modern furniture and potted plants.

A modern skyscraper with a unique wavy facade, surrounded by other high-rise buildings.

A corridor with a brick wall, hanging wicker light fixture, and potted plants.

A modern interior with a staircase, glass railings, and a visible restaurant area.

18. Radisson Blu Aqua Hotel Chicago

Downtown Chicago

Shannon

5.678.714 ₫

7.552.488 ₫ total

includes taxes & fees

14 Nov - 15 Nov

A multi-level atrium with a central spiral staircase, multiple seating areas, and a pool.

A multi-level indoor area with a central water feature, surrounded by seating areas and greenery.

A multi-story hotel with a prominent 'Embassy Suites' sign, a Starbucks Coffee shop, and a well-lit street at night.

A swimming pool with a glass wall, a seating area with sofas, and an exit sign.

19. Embassy Suites by Hilton Chicago Downtown River North

Downtown Chicago

5.267.427 ₫

6.262.443 ₫ total

includes taxes & fees

12 Nov - 13 Nov

A modern rooftop lounge with white seating, a glass ceiling, and city views.

A modern building with a unique architectural design, featuring a mix of glass and concrete materials.

A modern hotel room with a cityscape view, a bed, a desk, a coffee machine, and a purple sofa.

A rooftop bar with a city skyline view, wooden flooring, and bar stools.

20. The Godfrey Hotel Chicago

Downtown Chicago

3.918.499 ₫

5.241.295 ₫ total

includes taxes & fees

12 Nov - 13 Nov

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Learn more about Countryside

This small suburban village offers peaceful parks like Countryside Park where families gather for weekend picnics and softball games. Locals recommend visiting the nearby Brookfield Zoo in Brookfield for its impressive wildlife exhibits and seasonal light displays.

See all hotels in Countryside

A rustic barn in a lush green field with tall trees and a clear sky.

Top Countryside Hotel Reviews

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent

"6/10"

Hyatt Regency Chicago

8/10 Good

"The hotel was beautiful, great location"

Sports Illustrated Resorts Chicago

10/10 Excellent

"Room was clean and as described in photos"

River Hotel

10/10 Excellent

"It was clean and convenient. The staff was excellent, Pedro was very helpful as we navigated the city. There were not a lot of amenities, but that was ok as we were aware of that when we booked. The lounge on the second floor was very comfortable with an espresso machine 24 hours."

Hotel Saint Clair- Magnificent Mile

8/10 Good

"Great stay"

Fairmont Chicago at Millennium Park

10/10 Excellent

"A staff member was kind enough to let us know about a parking lot near by that saved us money. We ate dinner at Toro. Steaks cooked to perfection! Food and atmosphere was fantastic!"

The Wade

10/10 Excellent

"Great location for those that want to be downtown with easy access to everything!"

The Godfrey Hotel Chicago

8/10 Good

"The hotel was nice, and the location was great. However, the property could use a little updating and more attention to detail, especially with the bathroom amenities. The hallways were also quite noisy, with a lot of partying going on. I certainly don’t mind people having a good time, but it did get a bit loud. Overall, it was an okay stay, but I felt it was overpriced for what was offered. There were other hotels nearby at about the same price that appeared to be substantially nicer. Not a bad experience, just not quite worth the price."

More cheap stays in Countryside

Motel 6 Schiller Park, IL - Chicago O'Hare

9408 Lawrence Avenue Schiller Park IL

1.597.152 ₫

1.836.405 ₫ total

22 Oct - 23 Oct

includes taxes & fees

6.8/10 (2,349 reviews)

Red Roof Inn PLUS+ Chicago - Naperville

1698 West Diehl Road Naperville IL

1.983.565 ₫

2.211.279 ₫ total

1 Nov - 2 Nov

includes taxes & fees

Red Roof Inn PLUS+ Chicago - Willowbrook

7535 Kingery Highway Willowbrook IL

2.092.497 ₫

2.343.178 ₫ total

27 Oct - 28 Oct

includes taxes & fees

SureStay Plus Hotel by Best Western Chicago Lombard

222 E 22nd Street Lombard IL

2.314.172 ₫

2.568.267 ₫ total

15 Oct - 16 Oct

includes taxes & fees

Travelodge by Wyndham Downtown Chicago

65 E Harrison St Chicago IL

3.010.705 ₫

3.579.428 ₫ total

10 Nov - 11 Nov

includes taxes & fees

7.8/10 Good! (2,912 reviews)

Hampton Inn Chicago Downtown/Magnificent Mile

160 E Huron Street Chicago IL

4.367.186 ₫

5.192.148 ₫ total

2 Nov - 3 Nov

includes taxes & fees

8/10 Very good! (1,660 reviews)

Hotels in Countryside with star rating

Frequently asked questions

What's the seasonal weather in Countryside?

The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of -1°C. Average annual precipitation for Countryside is 1236 mm.

Explore a world of travel with Expedia

Book Hotels in Countryside on Expedia.com

Find hotels in Countryside, IL from 1.836.405 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Countryside

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Countryside hotels

1. William Tell Hotel MOD Collection by Sonesta

2. Best Western Plus Chicagoland - Countryside

3. LondonHouse Chicago, Curio Collection by Hilton

4. Carleton of Oak Park

5. L7 Chicago by LOTTE

6. Hampton Inn Chicago-O'Hare International Airport

7. SureStay Plus Hotel by Best Western Chicago Lombard

8. The Royal Sonesta Chicago Downtown

9. Hotel 505 River North

10. Hyatt Regency Chicago

11. Hotel Riu Plaza Chicago

12. Hilton Vacation Club Hotel Blake Chicago

13. Swissotel - Chicago

14. InterContinental Chicago Magnificent Mile by IHG

15. Eurostars Magnificent Mile

16. Fairmont Chicago at Millennium Park

17. Hyatt Place Chicago/River North

18. Radisson Blu Aqua Hotel Chicago

19. Embassy Suites by Hilton Chicago Downtown River North

20. The Godfrey Hotel Chicago

Learn more about Countryside

Top Countryside Hotel Reviews

The Chicago Hotel Collection Ambassador Gold Coast

Hyatt Regency Chicago

Sports Illustrated Resorts Chicago

River Hotel

Hotel Saint Clair- Magnificent Mile

Fairmont Chicago at Millennium Park

The Wade

The Godfrey Hotel Chicago

More cheap stays in Countryside

Motel 6 Schiller Park, IL - Chicago O'Hare

Red Roof Inn PLUS+ Chicago - Naperville

Red Roof Inn PLUS+ Chicago - Willowbrook

SureStay Plus Hotel by Best Western Chicago Lombard

Travelodge by Wyndham Downtown Chicago

Hampton Inn Chicago Downtown/Magnificent Mile

Hotels in Countryside with star rating

Frequently asked questions

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