Northwest Chicago, IL Vacation Homes from ￥17,276

A cityscape with a dense urban area, a prominent skyscraper, and a clear blue sky.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Find vacation rentals that suit your style

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Our top choices for Northwest Chicago vacation homes

A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a gas stove.

1. PROMO 10% WEEKLY 15% MONTHLYOFFCozy Family Retreat: King Beds, Garage, Fast WiFi

streamwood

Richard W.

￥59,810 total

includes taxes & fees

Nov 30 - Dec 1

A modern kitchen with grey cabinets, a stainless steel refrigerator, a built-in oven, and a microwave.

2. ✨ Newly Remodeled 3BR Home Sleeps 6 Family Friendly

Elgin

Sthendall M.

￥52,843 total

includes taxes & fees

Dec 6 - Dec 7

A staircase with a wooden handrail and black metal railings, leading to an upper floor.

3. Riverfront rental

South Elgin

John V.

￥39,269 total

includes taxes & fees

Nov 16 - Nov 17

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

4. Family Home Near Legoland, Water Park & Woodfield

Schaumburg

Sarah F.

￥85,873 total

includes taxes & fees

Nov 22 - Nov 23

A modern living room with a dining area, a sofa, a TV, and a fireplace.

5. Pet-Friendly Farmhouse Sleeps 10 | Firepit | 1 Hr from Chicago

Elgin

Malcolm S.

￥84,910 total

includes taxes & fees

Nov 18 - Nov 19

A modern TopGolf facility with a prominent entrance, multiple levels, and a parking area.

6. Fun Family Stay Near O’Hare

Schaumburg

Central A.

￥64,665 total

includes taxes & fees

Nov 18 - Nov 19

A modern living room with a sofa, a coffee table, and a view of the outdoors.

7. Schaumburg Modern 4BR Farmhouse w/ Private Master & Sleeps 9. Families & groups

Schaumburg

Anonymous traveler

￥86,523 total

includes taxes & fees

Nov 16 - Nov 17

A modern kitchen with a marble countertop, stainless steel appliances, and light wood flooring.

8. 3BR Sleeps 12, 9 Parking Spots, 20 Min to O’Hare

Addison

￥68,928 total

includes taxes & fees

Nov 30 - Dec 1

A Cadillac SUV parked on a paved driveway with a gated entrance, surrounded by trees with autumn foliage.

9. Perfect Family Getaway: Spacious 5BR Home in Barrington

Barrington

￥514,624 total

includes taxes & fees

Nov 16 - Nov 17

A modern house with a covered porch, large windows, and a well-maintained garden with various plants and flowers.

10. Master qtr close to nature & easy urban facilities

Riverwoods

Chris F.

￥35,055 total

includes taxes & fees

Nov 19 - Nov 20

A covered porch with wicker furniture, a coffee table, and a potted plant.

11. - Fully-Equipped Condo - King Bed - Massive yard -

Geneva

Mike A.

￥44,703 total

includes taxes & fees

Nov 16 - Nov 17

A building with a sign reading 'Hale Street Cantina' and a brick facade.

12. ✽ Charming Cottage ✽ close to College/Town/Station

Wheaton

Laurie R.

￥49,087 total

includes taxes & fees

Nov 16 - Nov 17

A wooden deck with a table and chairs, surrounded by lush greenery and trees.

13. Spacious 3 Bedroom

Cary

Dan K.

￥45,391 total

includes taxes & fees

Nov 16 - Nov 17

A spacious living room with a blue sofa, a dining area with blue chairs, a kitchen with a white countertop, and a fireplace.

14. Spacious Des Plaines Home - Near Airport, Casino & Arena

Des Plaines

Sherice S.

￥75,642 total

includes taxes & fees

Nov 23 - Nov 24

A two-story house with a stone chimney, a front porch with steps, and a flag.

15. Quaint Bungalow, near Great Lakes Naval Base

Mundelein

Benjamin O.

￥53,995 total

includes taxes & fees

Nov 23 - Nov 24

A modern kitchen with white cabinets, stainless steel appliances, a large window, and a bar stool.

16. King bed Crystal Lake Mchenry Cary Cozy

Cary

￥76,711 total

includes taxes & fees

Nov 16 - Nov 17

A modern kitchen with white cabinets, a black stove, and a microwave.

17. Your Next Vacation Home

Oakton

Ronald H.

￥46,987 total

includes taxes & fees

Nov 30 - Dec 1

A kitchen with wooden cabinets, a stainless steel refrigerator, a microwave, and a dishwasher.

18. PROMO 10% WEEKLY AND 15% MONTHLY! Spacious & Quaint Home Game Room LOTS of Beds!

wheaton

Kristine T.

￥74,808 total

includes taxes & fees

Nov 18 - Nov 19

A two-story house with a front porch, a stone exterior on the right side, and a green door.

19. The Main Event Game House on the Huntley Square!

Huntley

BENJAMIN B.

￥39,269 total

includes taxes & fees

Nov 23 - Nov 24

A dining area with a wooden table set for four, surrounded by grey armchairs. A large abstract painting is on the wall, and a potted plant is visible in the background.

20. Stylish Escape/Game Room/4 Brs

Arlington Heights

Sam M.

￥131,390 total

includes taxes & fees

Nov 23 - Nov 24

View all properties

Learn more about Northwest Chicago

Discover the family-friendly area of Northwest Chicago—entertainment choices, sports teams, and sights from The Water Works Indoor Water Park to Arboretum of South Barrington.

See all hotels in Northwest Chicago

Top reviews in Northwest Chicago

A hotel corridor with a herringbone floor, white walls, and dark wood doors.

Sinclair Suites

West Dundee

10/10 Excellent

Herb

A building with a stone facade, outdoor seating, and string lights.

Holiday Inn Express & Suites Chicago Schaumburg by IHG

Schaumburg

10/10 Excellent

Matthew

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

Hampton Inn Chicago-O'Hare International Airport

Schiller Park

10/10 Excellent

After a terrible experience with the airline & an unexpected overnight stay without our bags, it was refreshing to end up at this Hampton Inn after a long international flight. The hotel was affordable & had a convenient 24 hr shuttle service. When the front desk concierge found out we didn’t have our bags she put a little bag together for us with tooth brushes, tooth paste, deodorant & razors. It was much appreciated.

Michelle

A modern dining area with a marble table, comfortable seating, a television, and a kitchen area in the background.

Hampton Inn & Suites Chicago Schaumburg

Schaumburg

10/10 Excellent

Jerold

A modern hotel lobby with a reception desk, seating area, and a large flat-screen TV.

Holiday Inn Express & Suites Chicago - Hoffman Estates by IHG

Hoffman Estates

10/10 Excellent

Stacy

A modern dining area with a large table, chairs, and a coffee station.

avid hotel Chicago O’Hare – Des Plaines by IHG

Des Plaines

10/10 Excellent

Juli

A modern indoor pool area with lounge chairs, a wooden table, and large windows.

Hampton Inn & Suites Chicago Medical District UIC

Near West Side

10/10 Excellent

Rashad

A restaurant interior with a stone accent wall, a bar area, and a seating section.

Loews Chicago O'Hare Hotel

Rosemont

10/10 Excellent

The hotel is right next to 3 restaurants and a fashion mall so it’s a quick walk from there. Also super convenient for events like conventions at the Donald Convention Center. Good service and free WiFi is a plus. Great parking garage location with easy access, plus 18 check in so that’s a bonus for me. Overall, excellent experience worth the money spent on for the nights my buddy and I stayed.

Chi

A modern reception area with a 'Connect & Print' desk, seating area, and a patterned floor.

Fairfield Inn & Suites by Marriott Chicago Schaumburg

Schaumburg

10/10 Excellent

Kimberly

A Hampton Inn & Suites hotel with a brick facade, multiple windows, and a well-lit entrance area.

Hampton Inn & Suites Addison

Addison

10/10 Excellent

Anonymous traveler

A multi-level atrium with glass railings, large white columns, and potted plants.

Renaissance Schaumburg Convention Center Hotel

Schaumburg

10/10 Excellent

Anonymous traveler

An outdoor rooftop lounge with seating, planters, and a view of surrounding high-rise buildings.

Hampton Inn Chicago West Loop Fulton Market Area

Downtown Chicago

10/10 Excellent

We will definitely be staying here again! Great location, clean room, and great service. They even have a great complimentary breakfast which is a must have in a city like Chicago. The staff was great also. We had to switch trains for an earlier one due to weather and got into Chicago in the AM. Check in is 4pm and with two small children we were worried about what to do for hours but the staff helped us out and luckily had a room available.

Alexander

A Holiday Inn hotel with a prominent sign, multiple floors, and a parking lot with cars.

Holiday Inn Chicago Northwest-Elgin by IHG

Elgin

10/10 Excellent

Philip Michael

A multi-story hotel with a prominent entrance and a parking lot.

Country inn & Suites by Radisson, Bolingbrook- Romeoville, I-55

Bolingbrook

10/10 Excellent

I recently had the pleasure of staying at Country Inn & Suites in Bolingbrook, and I must say, it exceeded my expectations! The hotel has a fresh look, with modern decor that creates a welcoming atmosphere. The staff were incredibly friendly and attentive, making my stay even more enjoyable. Additionally, the rooms and common areas were nice and clean, which added to the overall comfort. I would highly recommend this hotel for anyone looking for a pleasant stay in the area!

Sarah