Northwest Side Holiday Rentals, Chicago: Private House Rentals

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Our top choices for Northwest Side hotels

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.

1. Hampton Inn Chicago-O'Hare International Airport

Schiller Park

Jennifer

Rp2.237.375

Rp2.572.533 total

includes taxes & fees

1 Nov - 2 Nov

A hotel room with a bed, a microwave, a refrigerator, and a coffee machine.

A hotel reception desk with two computer stations, a modern wall design, and a visible window.

A large conference room with rows of chairs, a stage, and a carpeted floor.

A modern building with a large glass facade, a prominent circular structure on the right, and a landscaped entrance area.

2. Holiday Inn Express & Suites Chicago O'Hare Airport by IHG

Des Plaines

Arlene

Rp2.344.769

Rp2.766.357 total

includes taxes & fees

1 Nov - 2 Nov

A modern lounge area with leather sofas, a coffee table, and a patterned rug.

A modern living room with a brown leather sofa, a coffee table, and a side table with a lamp.

A modern living room with a sectional sofa, a fireplace, and a bar area.

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

3. Holiday Inn Chicago O'Hare – Rosemont by IHG

Rosemont

Crystal

Rp2.487.961

Rp2.867.101 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 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.

A residential street with a sidewalk, houses, and greenery.

4. Carleton of Oak Park

Oak Park

Brad

Rp2.190.838

Rp2.431.400 total

includes taxes & fees

12 Oct - 13 Oct

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

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

5. LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago

Keeven

Rp4.077.392

Rp5.379.927 total

includes taxes & fees

1 Nov - 2 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 bar area with a high bar counter, multiple stools, and a seating area with booths and tables.

6. InterContinental Chicago Magnificent Mile by IHG

Downtown Chicago

Reginald

Rp3.794.588

Rp5.137.850 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-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.

A spacious lobby with a central staircase, multiple floors, a reception desk, and seating areas.

7. Embassy Suites by Hilton Chicago Downtown River North

Downtown Chicago

Eliana

Rp3.027.616

Rp3.599.532 total

includes taxes & fees

1 Nov - 2 Nov

A rooftop lounge with a city view, featuring a sofa, tables, and a fire feature.

A modern interior with a long counter, glass partitions, and a brick wall backdrop.

A modern gym with various exercise equipment, large windows, and a city view.

A modern lounge area with seating, a bar, and large windows offering views.

8. Hyatt House Chicago/West Loop-Fulton Market

Downtown Chicago

Georgianna

Rp3.490.305

Rp4.149.624 total

includes taxes & fees

1 Nov - 2 Nov

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

A bar area with a long counter, multiple stools, and a television screen.

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.

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

9. Eurostars Magnificent Mile

Downtown Chicago

Will

Rp2.577.456

Rp3.064.338 total

includes taxes & fees

9 Nov - 10 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.

10. Hyatt Place Chicago/River North

Downtown Chicago

Iminique

Rp3.042.830

Rp3.617.621 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

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

11. Hotel Riu Plaza Chicago

Downtown Chicago

Kevin

Rp2.973.406

Rp4.045.203 total

includes taxes & fees

2 Nov - 3 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.

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.

12. Swissotel - Chicago

Downtown Chicago

Hilary

Rp3.785.639

Rp5.131.149 total

includes taxes & fees

31 Oct - 1 Nov

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

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

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.

13. Fairmont Chicago at Millennium Park

Downtown Chicago

Ruby

Rp4.548.852

Rp6.046.588 total

includes taxes & fees

4 Nov - 5 Nov

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

A modern indoor pool area with clear glass walls, lounge chairs, 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 rooftop lounge with green cushioned seating, a small round table, and a view of city buildings.

14. Hotel 505 River North

Downtown Chicago

Giana

Rp3.382.911

Rp4.594.947 total

includes taxes & fees

8 Nov - 9 Nov

An outdoor seating area with tables and chairs, a planter with greenery, and a large brick structure in the background.

A modern living room with a large window overlooking a body of water, a tripod, and a sofa.

A waterfront cityscape with modern buildings, a Ferris wheel, and several cruise ships docked.

A spacious outdoor dining area with large windows overlooking the sea, featuring multiple tables and stools.

15. Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

Shanequa

Rp3.784.923

Rp5.117.053 total

includes taxes & fees

9 Nov - 10 Nov

An outdoor seating area with a fire pit, wooden benches, and tables, surrounded by large windows and string lights.

A modern lounge area with a sofa, chairs, and a large potted plant.

A modern lobby with a sofa, coffee table, and potted plants.

A window with a view of a cityscape, a wooden desk with a radio, and a small window ledge.

16. The Emily Hotel

Downtown Chicago

Lori

Rp4.400.091

Rp5.231.269 total

includes taxes & fees

1 Nov - 2 Nov

A modern lounge with a curved glass wall offering a city view, plush seating, and ambient lighting.

A modern lobby with a large mirror, bookshelves, seating areas, and a reception desk.

A spacious indoor area with a high ceiling, a dining area with tables and chairs, and a seating area with sofas and armchairs.

A modern building with large glass windows and a sign reading "Thompson Chicago".

17. Thompson Chicago, by Hyatt

Downtown Chicago

Alisha

Rp4.313.659

Rp5.656.531 total

includes taxes & fees

4 Nov - 5 Nov

A spacious lobby with a central coffee table, sofas, and a large mirror.

A spacious lobby with high ceilings, large arched windows, and a grand staircase.

A spacious lobby with a grand fireplace, elegant columns, and a seating area with chairs and a table.

A spacious lounge area with leather sofas, round tables, and comfortable chairs, featuring a wooden ceiling and elegant decor.

18. The Chicago Hotel Collection Ambassador Gold Coast

Downtown Chicago

Cindy

Rp2.559.020

Rp3.042.418 total

includes taxes & fees

1 Nov - 2 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.

19. Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

Kelsey

Rp3.247.595

Rp3.860.814 total

includes taxes & fees

29 Oct - 30 Oct

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

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

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

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

20. Hyatt Regency Chicago

Downtown Chicago

Mercy

Rp4.259.962

Rp5.703.123 total

includes taxes & fees

31 Oct - 1 Nov

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Stay near popular Northwest Side attractions

Portage Park

After visiting Portage Park, make a plan to see the other sights and activities in Chicago. Amble around this vibrant area's lakeside and enjoy its top-notch restaurants.

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Walt Disney House

Learn about the local history of Chicago with a stop at Walt Disney House. Experience the entertainment choices and acclaimed art galleries in this vibrant area.

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Six Corners

You can browse for the perfect souvenirs at Six Corners during your visit to Chicago. Stroll along the lakeside or experience the acclaimed theatre scene in this vibrant area.

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Avondale Music Hall

You can make plans for a show at Avondale Music Hall on your trip to Chicago. Take in the live music while you're in the area.

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Irish American Heritage Center

You can spend an afternoon exploring the galleries in Irish American Heritage Center in Chicago. Take in the live music while you're in the area.

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Hanson Park

After visiting Hanson Park, make a plan to see the other sights and activities in Chicago. Amble around this vibrant area's lakeside and enjoy its top-notch restaurants.

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COLOR CLUB

COLOR CLUB is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Take in the live music while you're in the area.

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Michella Terrace Banquet Rooms

Michella Terrace Banquet Rooms is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels?

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Learn more about Northwest Side

Check out the local area in Northwest Side—home to attractions like Walt Disney House and Milwaukee Avenue.

See all hotels in Northwest Side

Top Northwest Side Hotel Reviews

The Chicago Hotel Collection Ambassador Gold Coast

8/10 Good

"Hotel was unique and enjoyed the location. Room was very basic but functional. Lobby was very welcoming."

Sports Illustrated Resorts Chicago

10/10 Excellent

"Since Our flight kept being delayed; we arrived very early next day. We notified the front desk when this was happening. Upon our arrival, we were greeted with a friendly front desk person. Our room was ready. The room was spacious. It was beautiful. Staff in the front desk were very friendly and helpful."

River Hotel

10/10 Excellent

"Great hotel"

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent

"Perfect location. Everything within walking distance. Bar was amazing"

Eurostars Magnificent Mile

10/10 Excellent

"Great location, clean rooms, super kind staff."

Hilton Chicago

10/10 Excellent

"I enjoyed the property's elegance and location, with all the sightseeing sites within walking distance of the hotel. I also enjoyed the Irish pub and restaurant in the main lobby."

Fairmont Chicago at Millennium Park

10/10 Excellent

"Great location. Rooms are very comfortable, clean, and luxurious. Had a great sister's weekend at this location!"

The Godfrey Hotel Chicago

10/10 Excellent

"The property was well maintained. The front desk staff was always friendly and helpful. The valet parking was definitely expensive and overall we had a great stay"

Club Quarters Hotel, Central Loop, Chicago

10/10 Excellent

"Clean, quiet, comfortable, convenient with great check-in service. Affordable. Great location. All you need."

More cheap stays in Northwest Side

Motel 6 Schiller Park, IL - Chicago O'Hare

9408 Lawrence Avenue Schiller Park IL

Rp1.102.399

Rp1.267.539 total

20 Oct - 21 Oct

includes taxes & fees

Red Roof Inn PLUS+ Chicago - Willowbrook

7535 Kingery Highway Willowbrook IL

Rp1.445.192

Rp1.618.326 total

17 Oct - 18 Oct

includes taxes & fees

Comfort Inn Chicago Schaumburg - O'Hare Airport

1300 E Higgins Rd Schaumburg IL

Rp1.569.384

Rp1.804.478 total

25 Oct - 26 Oct

includes taxes & fees

SureStay Plus Hotel by Best Western Chicago Lombard

222 E 22nd Street Lombard IL

Rp1.732.444

Rp1.922.666 total

21 Oct - 22 Oct

includes taxes & fees

9/10 Wonderful! (3,064 reviews)

Hampton Inn Chicago Downtown/Magnificent Mile

160 E Huron Street Chicago IL

Rp1.953.734

Rp2.322.793 total

1 Nov - 2 Nov

includes taxes & fees

Travelodge by Wyndham Downtown Chicago

65 E Harrison St Chicago IL

Rp2.190.838

Rp2.604.662 total

10 Nov - 11 Nov

includes taxes & fees

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Find hotels in Northwest Side, IL from Rp1.267.539

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Northwest Side

Check prices for these dates

Filter by

Star rating

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Our top choices for Northwest Side hotels

1. Hampton Inn Chicago-O'Hare International Airport

2. Holiday Inn Express & Suites Chicago O'Hare Airport by IHG

3. Holiday Inn Chicago O'Hare – Rosemont by IHG

4. Carleton of Oak Park

5. LondonHouse Chicago, Curio Collection by Hilton

6. InterContinental Chicago Magnificent Mile by IHG

7. Embassy Suites by Hilton Chicago Downtown River North

8. Hyatt House Chicago/West Loop-Fulton Market

9. Eurostars Magnificent Mile

10. Hyatt Place Chicago/River North

11. Hotel Riu Plaza Chicago

12. Swissotel - Chicago

13. Fairmont Chicago at Millennium Park

14. Hotel 505 River North

15. Sable at Navy Pier Chicago, Curio Collection by Hilton

16. The Emily Hotel

17. Thompson Chicago, by Hyatt

18. The Chicago Hotel Collection Ambassador Gold Coast

19. Hilton Vacation Club Hotel Blake Chicago

20. Hyatt Regency Chicago

Stay near popular Northwest Side attractions

Portage Park

Walt Disney House

Six Corners

Avondale Music Hall

Irish American Heritage Center

Hanson Park

COLOR CLUB

Michella Terrace Banquet Rooms

Learn more about Northwest Side

Top Northwest Side Hotel Reviews

The Chicago Hotel Collection Ambassador Gold Coast

Sports Illustrated Resorts Chicago

River Hotel

InterContinental Chicago Magnificent Mile by IHG

Eurostars Magnificent Mile

Hilton Chicago

Fairmont Chicago at Millennium Park

The Godfrey Hotel Chicago

Club Quarters Hotel, Central Loop, Chicago

More cheap stays in Northwest Side

Motel 6 Schiller Park, IL - Chicago O'Hare

Red Roof Inn PLUS+ Chicago - Willowbrook

Comfort Inn Chicago Schaumburg - O'Hare Airport

SureStay Plus Hotel by Best Western Chicago Lombard

Hampton Inn Chicago Downtown/Magnificent Mile

Travelodge by Wyndham Downtown Chicago

Explore a world of travel with Expedia

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