Northwest Side Holiday Rentals, Chicago: Private House Rentals

A curved pathway with a metal fence, flowering trees, and a street lamp.

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Our top choices for Northwest Side hotels

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

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

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

Des Plaines

Arlene

฿4,379

฿5,166 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 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.

An outdoor patio with a wooden table and wicker chairs, surrounded by blue umbrellas, and a building with large windows in the background.

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

Rosemont

Crystal

฿4,379

฿5,049 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 residential street with a sidewalk, houses, and greenery.

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

3. Carleton of Oak Park

Oak Park

Brad

฿4,091

฿4,540 total

includes taxes & fees

27 Oct - 28 Oct

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

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

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

A view from a window with a cityscape in the background, including modern buildings and a clear sky.

4. Hyatt House Chicago/West Loop-Fulton Market

Downtown Chicago

Georgianna

฿6,518

฿7,749 total

includes taxes & fees

1 Nov - 2 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.

5. Embassy Suites by Hilton Chicago Downtown River North

Downtown Chicago

Eliana

฿5,085

฿6,046 total

includes taxes & fees

1 Nov - 2 Nov

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

A vending machine with various beverages and snacks.

A hotel room with a large bed, two bedside lamps, and a city view through a large window.

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

6. Hyatt Place Chicago/River North

Downtown Chicago

Nilofar

฿5,832

฿6,933 total

includes taxes & fees

12 Nov - 13 Nov

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

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.

A modern lobby with a reception desk, seating area, staircase, and decorative lighting.

7. Hampton Inn & Suites Chicago Downtown

Downtown Chicago

Catherine

฿4,522

฿5,377 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 modern hotel lobby with a central seating area, a reception desk, and a decorative wall with a unique 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.

8. Hotel Riu Plaza Chicago

Downtown Chicago

Suki

฿5,540

฿7,542 total

includes taxes & fees

11 Nov - 12 Nov

A spacious lobby with a wooden floor, a central round table with decorative items, a reception desk, and framed artwork on the walls.

A hotel room with two beds, a desk with a television, a chair, a ceiling fan, and a window with a view of a building.

A modern office setup with two monitors, a keyboard, and leather chairs.

A conference room with a long table, chairs, a projector screen, and a television on the wall.

9. Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area

Downtown Chicago

Brock

฿6,467

฿7,688 total

includes taxes & fees

30 Oct - 31 Oct

A cityscape at dusk with high-rise buildings, including a Hilton hotel.

A hotel room with a sofa, armchair, a flat-screen TV, a bed, and a view of the city and ocean.

A modern hotel lobby with a central seating area, a reception desk, and a cityscape mural on the wall.

A dining table set for a meal with a floral centerpiece, surrounded by chairs, in a room with a cityscape view.

10. Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

Vincenzo

฿5,370

฿6,384 total

includes taxes & fees

1 Nov - 2 Nov

A hotel room with a sofa, a small table, and a view of the cityscape through large windows.

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

A modern office space with a desk, chairs, and a printer.

A restaurant with multiple tables and chairs, a kitchen area, and a large screen on the wall.

11. Fairfield Inn & Suites Chicago Downtown/River North

Downtown Chicago

Cindy

฿5,181

฿6,159 total

includes taxes & fees

1 Nov - 2 Nov

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

A modern bar area with a long counter, multiple bar stools, and a large flat-screen TV.

A spacious lobby with a central bar area, seating, and a large window offering a city view.

A spacious lobby with a high ceiling, modern seating, and a central bar area.

12. Holiday Inn Chicago Dwtn - The Mart by IHG

Downtown Chicago

Daniel

฿5,816

฿7,908 total

includes taxes & fees

1 Nov - 2 Nov

A modern hotel with a glass facade, multiple floors, and a prominent sign.

A modern living room with a large bookshelf, a sofa, a coffee table, and a view of the cityscape.

A modern retail space with a central wooden counter, a cityscape mural, and shelves stocked with snacks and beverages.

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

13. Hampton Inn Chicago West Loop Fulton Market Area

Downtown Chicago

Terri

฿7,647

฿9,091 total

includes taxes & fees

25 Oct - 26 Oct

A hotel room with a large window offering a city view, a bed, a desk, and a chair.

A coffee shop interior with a display case of pastries, a coffee machine, and a menu board.

A reception area with a modern design, featuring a large window, a reception desk, and artwork on the wall.

14. Courtyard by Marriott Chicago Magnificent Mile

Downtown Chicago

Jeanmarie

฿4,574

฿5,438 total

includes taxes & fees

1 Nov - 2 Nov

A high-rise hotel with a prominent curved glass facade, multiple floors, and a visible "EMBASSY" sign.

A large banquet hall with round tables, blue tablecloths, and white chairs with blue sashes.

A hotel room with a bed, a TV, a window with curtains, and a view of tall buildings.

A conference room with a long table, chairs, a projector screen, and a carpeted floor.

15. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Downtown Chicago

jaimie

฿4,858

฿6,757 total

includes taxes & fees

1 Nov - 2 Nov

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

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.

A reception area with a modern design, including a reception desk, a decorative wall, and a display case with snacks.

16. Hyatt Place Chicago/Downtown - The Loop

Downtown Chicago

Cordula

฿6,518

฿7,749 total

includes taxes & fees

1 Nov - 2 Nov

A modern hotel lobby with a curved seating area, large windows offering city views, and a chandelier.

An indoor swimming pool with clear water, surrounded by lounge chairs and a glass wall.

A modern lobby with a stone wall, a flat-screen TV, and a fireplace.

A modern kitchen with a marble countertop, a dish rack, and a buffet setup with various food items.

17. Homewood Suites by Hilton Chicago-Downtown

Downtown Chicago

Gary

฿6,506

฿7,735 total

includes taxes & fees

25 Oct - 26 Oct

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

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.

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

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

Downtown Chicago

Shanequa

฿6,307

฿8,651 total

includes taxes & fees

12 Nov - 13 Nov

A modern kitchen with a large window, a dining area, and a view of the sea.

An indoor swimming pool with clear glass walls, a wooden ceiling, and a view of a red brick building.

A modern bar area with a long counter, multiple bar stools, and a mix of seating options including a high table and chairs.

A modern living room with a sectional sofa, a fireplace, and a large window offering a city view.

19. Homewood Suites by Hilton Chicago Downtown South Loop

Downtown Chicago

Cynthia

฿4,801

฿5,708 total

includes taxes & fees

11 Nov - 12 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 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.

20. InterContinental Chicago Magnificent Mile by IHG

Downtown Chicago

Said Lopez

฿7,086

฿9,594 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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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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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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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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Live Wire Lounge

After visiting Live Wire Lounge, make a plan to see the other sights and activities in Chicago. 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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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.

See properties

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.

See properties

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

Hyatt Regency Chicago

10/10 Excellent

"."

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."

Fairmont Chicago at Millennium Park

10/10 Excellent

"So far the best hotel we have found in Chicago. Everything was in close walking distance. Super easy to get to from the airport, fabulous food outlets nearby, easy stroll to Lake Michigan. And the friendliest, most helpful staff !!"

The Godfrey Hotel Chicago

10/10 Excellent

"Godfrey is a beautiful hotel in a great location. I had the deluxe King room that was very spacious and it had an amazing view. Staff was friendly and attentive. I will definitely be staying here when I am back in Chicago."

Freehand Chicago

10/10 Excellent

"It was comfortable"

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

10/10 Excellent

"The staff was 10/10."

More cheap stays in Northwest Side

Motel 6 Schiller Park, IL - Chicago O'Hare

9408 Lawrence Avenue Schiller Park IL

฿2,059

฿2,367 total

1 Nov - 2 Nov

includes taxes & fees

Red Roof Inn PLUS+ Chicago - Willowbrook

7535 Kingery Highway Willowbrook IL

฿2,699

฿3,022 total

24 Oct - 25 Oct

includes taxes & fees

Comfort Inn Chicago Schaumburg - O'Hare Airport

1300 E Higgins Rd Schaumburg IL

฿2,996

฿3,445 total

15 Nov - 16 Nov

includes taxes & fees

SureStay Plus Hotel by Best Western Chicago Lombard

222 E 22nd Street Lombard IL

฿3,235

฿3,590 total

28 Oct - 29 Oct

includes taxes & fees

Hampton Inn Chicago Downtown/Magnificent Mile

160 E Huron Street Chicago IL

฿3,665

฿4,357 total

1 Nov - 2 Nov

includes taxes & fees

8/10 Very good! (1,673 reviews)

Travelodge by Wyndham Downtown Chicago

65 E Harrison St Chicago IL

฿3,754

฿4,463 total

11 Nov - 12 Nov

includes taxes & fees

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Book Hotels in Northwest Side on Expedia.com

Find hotels in Northwest Side, IL from ฿2,367

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Northwest Side

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Northwest Side hotels

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

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

3. Carleton of Oak Park

4. Hyatt House Chicago/West Loop-Fulton Market

5. Embassy Suites by Hilton Chicago Downtown River North

6. Hyatt Place Chicago/River North

7. Hampton Inn & Suites Chicago Downtown

8. Hotel Riu Plaza Chicago

9. Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area

10. Hilton Chicago/Magnificent Mile Suites

11. Fairfield Inn & Suites Chicago Downtown/River North

12. Holiday Inn Chicago Dwtn - The Mart by IHG

13. Hampton Inn Chicago West Loop Fulton Market Area

14. Courtyard by Marriott Chicago Magnificent Mile

15. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

16. Hyatt Place Chicago/Downtown - The Loop

17. Homewood Suites by Hilton Chicago-Downtown

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

19. Homewood Suites by Hilton Chicago Downtown South Loop

20. InterContinental Chicago Magnificent Mile by IHG

Stay near popular Northwest Side attractions

Portage Park

Six Corners

Walt Disney House

Avondale Music Hall

Live Wire Lounge

Michella Terrace Banquet Rooms

Irish American Heritage Center

Hanson Park

Learn more about Northwest Side

Top Northwest Side Hotel Reviews

Hyatt Regency Chicago

Congress Plaza Hotel

Fairmont Chicago at Millennium Park

The Godfrey Hotel Chicago

Freehand Chicago

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

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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