Central Chicago Holiday Rentals, Chicago: Private House Rentals

A city skyline at dusk with illuminated buildings reflecting on the water.

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Our top choices for Central Chicago hotels

A modern dining area with round tables and white chairs, a kitchen area with a coffee machine, and a view of the outdoors through large windows.

A modern hotel lobby with a long blue sofa, numbered cushions, and hanging planters.

A bar area with a long counter, multiple liquor bottles, and a variety of glasses.

1. Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

John

฿5,767

฿6,856 total

includes taxes & fees

3 Nov - 4 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 vending machine with various beverages and snacks.

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

2. Hyatt Place Chicago/River North

Downtown Chicago

Iminique

฿5,705

฿6,783 total

includes taxes & fees

1 Nov - 2 Nov

A person relaxing on a sofa with a laptop, a glass of red wine, and a small table with a vase of flowers and a telephone.

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

A room with a bed against a window overlooking a cityscape. There is a small table with a book, a vase with flowers, and a cup.

A modern hotel lobby with leather sofas, a coffee table, and a floor lamp.

3. L7 Chicago by LOTTE

Downtown Chicago

Emily

฿6,252

฿7,433 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 desk, a sofa, a coffee machine, a TV, and a unique wall art piece.

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.

4. LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago

Sharee

฿7,958

฿10,459 total

includes taxes & fees

1 Nov - 2 Nov

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

A modern hotel room with a large window offering a cityscape view, a green sofa, two armchairs, and a coffee table with flowers.

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

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.

5. Swissotel - Chicago

Downtown Chicago

Michael

฿6,418

฿8,813 total

includes taxes & fees

31 Oct - 1 Nov

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

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

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 modern interior with wooden flooring, black furniture, and large windows offering city views.

6. Hotel 505 River North

Downtown Chicago

Giana

฿7,685

฿10,211 total

includes taxes & fees

2 Nov - 3 Nov

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

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

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

A bar with a circular liquor display, seating with stools, and a city view through large windows.

7. Hyatt Regency Chicago

Downtown Chicago

Mark

฿8,289

฿11,052 total

includes taxes & fees

31 Oct - 1 Nov

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

A bar area with a marble countertop, bar stools, and a variety of bottles.

8. Hotel Riu Plaza Chicago

Downtown Chicago

Denys

฿5,384

฿7,357 total

includes taxes & fees

2 Nov - 3 Nov

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

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

A bar area with a high bar counter, multiple stools, and a seating area with booths and tables.

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

9. InterContinental Chicago Magnificent Mile by IHG

Downtown Chicago

Kenan

฿7,115

฿9,633 total

includes taxes & fees

31 Oct - 1 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 spacious lobby with a central staircase, multiple floors, a reception desk, and seating areas.

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

10. Embassy Suites by Hilton Chicago Downtown River North

Downtown Chicago

Eliana

฿4,951

฿6,749 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

A modern hotel room with a city view, a seating area with two sofas and a coffee table, and a dining area with a table and chairs.

11. Fairmont Chicago at Millennium Park

Downtown Chicago

Ruby

฿5,677

฿7,946 total

includes taxes & fees

31 Oct - 1 Nov

A high-rise hotel with a prominent Marriott sign, surrounded by other tall buildings and a busy street.

A hotel room with a large bed, a desk, a chair, and a TV. There are large windows with curtains, and a city view.

A modern bar area with a central island, bar stools, and a television screen displaying a news program.

A modern gym with treadmills, weight machines, and a curved ceiling.

12. Chicago Marriott Downtown Magnificent Mile

Downtown Chicago

jennifer

฿8,188

฿10,932 total

includes taxes & fees

31 Oct - 1 Nov

A modern hotel with a glass facade, multiple floors, and a visible entrance.

A modern hotel room with a large window, a desk with a lamp, a sofa, and a chair.

A gym with cardio machines, weight benches, and a large window offering a city view.

A hotel room with a large bed, a desk with a chair, a sofa, and a TV.

13. Hyatt Place Chicago/Downtown - The Loop

Downtown Chicago

Cordula

฿6,544

฿7,780 total

includes taxes & fees

1 Nov - 2 Nov

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

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 high-rise hotel room with large windows offering a city view, round tables set for dining, and elegant decor with flowers and candles.

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

14. The Royal Sonesta Chicago Downtown

Downtown Chicago

ShaRona

฿6,175

฿8,415 total

includes taxes & fees

3 Nov - 4 Nov

A modern building with a black facade and multiple windows. There is a sign for Hilton Garden Inn and a flagpole with flags.

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

A bar area with a long counter, yellow bar stools, and a wine rack.

A modern restaurant with a bar area, high ceilings, and a mix of red and yellow chairs.

15. Hilton Garden Inn Chicago Downtown Riverwalk

Downtown Chicago

Nicole

฿5,476

฿6,511 total

includes taxes & fees

1 Nov - 2 Nov

A modern interior with a geometric light wall, a staircase, and hanging crystal chandeliers.

A modern hotel with a corner location, large windows, and a green awning.

A modern restaurant with a long counter, bar stools, and high ceilings with exposed beams.

A modern hotel room with a kitchen area, a dining table with chairs, a sofa, and a large window with curtains.

16. Hampton Inn & Suites Chicago Downtown

Downtown Chicago

Catherine

฿4,651

฿5,529 total

includes taxes & fees

1 Nov - 2 Nov

A snack bar with various packaged snacks and beverages.

A modern hotel room with a cityscape mural, a desk with a chair, a sofa, a small table, and a lamp.

A modern hotel lobby with a large wall mural, seating area, and a digital screen displaying information.

A modern hotel lobby with a seating area, a refrigerator stocked with beverages, and a table with snacks.

17. Cambria Hotel Chicago Loop - Theatre District

Downtown Chicago

Sai Sudarshan

฿4,806

฿5,713 total

includes taxes & fees

1 Nov - 2 Nov

A multi-story hotel with a prominent sign reading "FAREFIELD LNN & SUITES Marriott."

18. Fairfield Inn & Suites Chicago Downtown/River North

Downtown Chicago

Cindy

฿5,235

฿6,224 total

includes taxes & fees

1 Nov - 2 Nov

A hotel with a modern glass facade, signage for SpringHill Suites, and a well-lit entrance.

A hotel room with two beds, a desk, a chair, a lamp, and a view of a building through the window.

A bar area with a long counter, bar stools, and a bar stocked with bottles.

A modern reception desk with a sleek design, large windows offering a view of the cityscape, and a contemporary ceiling with linear wood paneling.

19. Springhill Suites by Marriott Chicago Downtown/ River North

Downtown Chicago

Sugar

฿6,208

฿7,381 total

includes taxes & fees

1 Nov - 2 Nov

A hotel room with a large bed, a blue sofa, a desk with a TV, and a window with a city view.

A spacious lobby with a bar area, seating arrangements, and a large map on the wall.

A bar area with a counter, bar stools, and a display of liquor bottles.

20. Hampton Inn Chicago Downtown/N Loop/Michigan Ave

Downtown Chicago

Jeanvia

฿4,693

฿5,579 total

includes taxes & fees

2 Nov - 3 Nov

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Holiday Rentals in Central Chicago

Aparthotel

A balcony with a table and chairs, a bottle of wine, and a glass of wine.

A high-rise building with multiple floors, large windows, and balconies.

A dining area with a wooden table and white chairs, large windows with blinds, and a vase with flowers on the table.

A modern living room with a sofa, a coffee table, a laptop, and a city view through large windows.

Kasa Magnificent Mile Chicago

Downtown Chicago

"We had a wonderful stay! The place was clean, comfortable, and exactly what we needed for our trip. The location was great, and everything was just as described. We’d definitely stay here again!"

Aparthotel

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

A balcony with a glass railing, a table, and four chairs.

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

A bar area with stools, a counter with bottles, and a wall with a leafy design.

Sentral Michigan Avenue

Downtown Chicago

"Nice room, will stay again, highly recommend:)"

Aparthotel

A modern kitchen with a bar area, large windows, and a view of the city.

A modern living room with a pool table, a TV, and a kitchen in the background.

A modern apartment with a blue sofa, a bed, a kitchen, and a large window.

A modern living room with a sofa, chairs, a coffee table, and a dining area with a table and chairs.

McCormick Suites by Slumber Stay

South Loop

"It was an above-average stay."

Aparthotel

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

A modern living room with a grey sectional sofa, a round coffee table, and a glass desk with a chair. Large windows offer a city view.

A high-rise building with multiple floors, large windows, and a modern architectural design.

A spacious living area with a large sofa, a dining table, and a TV mounted on the wall.

Level Chicago – Old Town

Downtown Chicago

"Location and facility was very nice"

Aparthotel

An outdoor seating area with modern furniture, surrounded by tall buildings.

A modern kitchen with a central island, stainless steel appliances, and a view of the city.

A modern living room with a sofa, a round coffee table, and a dining area with a table and chairs.

Kasa Lake Shore Chicago

Downtown Chicago

"Location is perfect"

Aparthotel

A high-rise building with a modern architectural design, featuring a prominent red vertical stripe and multiple balconies.

A row of treadmills in a gym with large windows and motivational posters on the walls.

A modern living room with a grey sofa, a round coffee table, a TV on a wooden stand, and a large window with a city view.

A modern office space with a large window offering a city view, a round table with chairs, and abstract art on the wall.

Kasa South Loop Chicago

Downtown Chicago

"The property is comfortable, clean, and accommodating. It is located in a convenient and safe setting! We would stay here again!"

Aparthotel

A modern lounge area with a geometric ceiling, large windows, and a bar with stools.

A multi-story building with large windows and a brick facade.

A modern conference room with a large table, six chairs, and a city view through large windows.

A modern lobby with seating areas, a large pillar, and glass doors leading outside.

Kasa River North Chicago

Downtown Chicago

"Beautiful property, centrally, located, easy access to everything."

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Stay near popular Central Chicago attractions

A modern glass building with a curved roof, surrounded by a landscaped garden and a water feature.

McCormick Place

8.8/10 (9,822 reviews)

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

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A Ferris wheel and a carousel at a fairground.

Navy Pier

9.0/10 (24,140 reviews)

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

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A large stadium surrounded by a cityscape with modern buildings.

Soldier Field

8.8/10 (7,063 reviews)

Events center, NFL stadium and historic landmark all in one, this waterfront field is one of Chicago’s most popular destinations.

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A large metallic sphere sculpture in a public square surrounded by tall buildings.

Millennium Park

9.4/10 (30,446 reviews)

A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape.

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A cityscape at night with illuminated buildings, a river, and a bridge.

Chicago Riverwalk

9.6/10 (13,574 reviews)

Stroll along the waterfront of the Chicago River to pass some of the city’s most appealing attractions and appreciate how a once grim area has been successfully revamped.

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A city street at night with illuminated buildings, a snow-covered sidewalk, and light trails from moving vehicles.

Michigan Avenue

9.4/10 (15,813 reviews)

You can find the perfect gifts to bring home when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

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A modern cityscape with a distinctive metallic sculpture in the foreground and a variety of skyscrapers in the background.

Grant Park

9.2/10 (12,844 reviews)

Chicago’s front yard is a pretty landscaped park, which is home to public art displays, museums, themed gardens and international music festivals.

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A city skyline with tall skyscrapers, a river, and a bridge.

Willis Tower

9.0/10 (9,893 reviews)

Visit the Skydeck and gaze down over the Chicago cityscape from a dazzling 1,353 feet above the sidewalk.

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Learn more about Central Chicago

Discover the local area in Central Chicago as you check out popular sights like Navy Pier and Soldier Field.

See all hotels in Central Chicago

Top Central Chicago Hotel Reviews

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

10/10 Excellent

"Breakfast was good and staff were very friendly!"

Hyatt Regency Chicago

8/10 Good

"Clean room, nice staff"

Eurostars Magnificent Mile

10/10 Excellent

"The staff at the front desk are very nice and helpful. The restaurant in the hotel has great homemade chips! The room was a little small but we weren’t there a lot so it was good! I’d stay there again. It’s walking distance to most tourist locations."

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent

"Beautiful hotel in a perfect location. Big rooms w/big bathrooms and a super helpful staff. The hotel bar is beautiful and is the perfect place to end your evening. Lively place to stay!"

Hilton Chicago

10/10 Excellent

"Friendly staff, great location"

Congress Plaza Hotel

10/10 Excellent

"Cool old hotel, that shows its age a bit. Lots of remodeling over the years, that shows a bit of wear and tear. The room was clean and comfortable. Excellent location for walking to all the great sights and experiences in Chicago. Staff was great, very helpful, especially the doorman."

Hotel Riu Plaza Chicago

10/10 Excellent

"Hotel, accommodations, amenities, and staff were all amazing!"

The Royal Sonesta Chicago Downtown

10/10 Excellent

"Spacious room. Great location."

Freehand Chicago

10/10 Excellent

"We absolutely enjoyed our stay at the Kins Hotel. Our room was exceptionally clean, spacious and comfortable, and it was actually much larger than the images we had seen when booking, which was a lovely surprise. The staff were amazing and couldn’t have been more helpful or friendly. From the reception staff and valet team to the cleaners, everyone was welcoming, professional and always happy to assist whenever we had a question. Overall, we had a fantastic stay at the Kins Hotel and wouldn’t hesitate to recommend it to anyone looking for a great place to stay. We would happily return ourselves!"

More cheap stays in Central Chicago

Hampton Inn Chicago Downtown/Magnificent Mile

160 E Huron Street Chicago IL

฿3,663

฿4,355 total

1 Nov - 2 Nov

includes taxes & fees

8/10 Very good! (1,650 reviews)

Travelodge by Wyndham Downtown Chicago

65 E Harrison St Chicago IL

฿3,896

฿4,632 total

2 Nov - 3 Nov

includes taxes & fees

Holiday Inn Express Chicago - Magnificent Mile by IHG

640 N Wabash Ave Chicago IL

฿4,799

฿5,705 total

2 Nov - 3 Nov

includes taxes & fees

8.4/10 Very good! (1,350 reviews)

Best Western Grant Park Hotel

1100 S Michigan Ave Chicago IL

฿4,803

฿5,710 total

1 Nov - 2 Nov

includes taxes & fees

8.2/10 Very good! (2,740 reviews)

Best Western River North Hotel

125 W Ohio St Chicago IL

฿4,821

฿5,731 total

1 Nov - 2 Nov

includes taxes & fees

ENVITAE Hotel | Studio Luxury Apartments

853 W Blackhawk St Chicago IL

฿7,853

฿14,300 total

15 Oct - 16 Oct

includes taxes & fees

9.4/10 Exceptional! (3 reviews)

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Book Hotels in Central Chicago on Expedia.com

Find hotels in Central Chicago, IL from ฿4,355

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Central Chicago

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Central Chicago hotels

1. Hilton Vacation Club Hotel Blake Chicago

2. Hyatt Place Chicago/River North

3. L7 Chicago by LOTTE

4. LondonHouse Chicago, Curio Collection by Hilton

5. Swissotel - Chicago

6. Hotel 505 River North

7. Hyatt Regency Chicago

8. Hotel Riu Plaza Chicago

9. InterContinental Chicago Magnificent Mile by IHG

10. Embassy Suites by Hilton Chicago Downtown River North

11. Fairmont Chicago at Millennium Park

12. Chicago Marriott Downtown Magnificent Mile

13. Hyatt Place Chicago/Downtown - The Loop

14. The Royal Sonesta Chicago Downtown

15. Hilton Garden Inn Chicago Downtown Riverwalk

16. Hampton Inn & Suites Chicago Downtown

17. Cambria Hotel Chicago Loop - Theatre District

18. Fairfield Inn & Suites Chicago Downtown/River North

19. Springhill Suites by Marriott Chicago Downtown/ River North

20. Hampton Inn Chicago Downtown/N Loop/Michigan Ave

Holiday Rentals in Central Chicago

Kasa Magnificent Mile Chicago

Sentral Michigan Avenue

McCormick Suites by Slumber Stay

Level Chicago – Old Town

Kasa Lake Shore Chicago

Kasa South Loop Chicago

Kasa River North Chicago

Stay near popular Central Chicago attractions

McCormick Place

Navy Pier

Soldier Field

Millennium Park

Chicago Riverwalk

Michigan Avenue

Grant Park

Willis Tower

Learn more about Central Chicago

Top Central Chicago Hotel Reviews

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Hyatt Regency Chicago

Eurostars Magnificent Mile

The Chicago Hotel Collection Ambassador Gold Coast

Hilton Chicago

Congress Plaza Hotel

Hotel Riu Plaza Chicago

The Royal Sonesta Chicago Downtown

Freehand Chicago

More cheap stays in Central Chicago

Hampton Inn Chicago Downtown/Magnificent Mile

Travelodge by Wyndham Downtown Chicago

Holiday Inn Express Chicago - Magnificent Mile by IHG

Best Western Grant Park Hotel

Best Western River North Hotel

ENVITAE Hotel | Studio Luxury Apartments

Explore a world of travel with Expedia

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