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Holiday Homes in Northwest Chicago

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Northwest Chicago holiday homes

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

1. InstaWorthy! Modern Gem, Perfect Family Getaway-Pet Friendly!

InstaWorthy! Modern Gem, Perfect Family Getaway-Pet Friendly!
Schaumburg
9.8 out of 10, Exceptional, (28 reviews)
"Cozy atmosphere, great kitchen. Very much enjoyed the fact that there was a grill and fireplace. Will definitely recommend this place to people looking to visit the area. "
United States
Luke K.
The price is AU$661
includes taxes & fees
12 Oct - 13 Oct
InstaWorthy! Modern Gem, Perfect Family Getaway-Pet Friendly!
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a gas stove.

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

PROMO 10% WEEKLY 15% MONTHLYOFFCozy Family Retreat: King Beds, Garage, Fast WiFi
streamwood
10.0 out of 10, Exceptional, (2 reviews)
"Was nice would recommend staying with you folks"
United States
Richard W.
The price is AU$537
includes taxes & fees
2 Nov - 3 Nov
PROMO 10% WEEKLY 15% MONTHLYOFFCozy Family Retreat: King Beds, Garage, Fast WiFi
A modern kitchen with grey cabinets, a stainless steel refrigerator, a built-in oven, and a microwave.

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

✨ Newly Remodeled 3BR Home Sleeps 6 Family Friendly
Elgin
9.0 out of 10, Wonderful, (2 reviews)
"Great place"
United States
Sthendall M.
The price is AU$471
includes taxes & fees
2 Nov - 3 Nov
✨ Newly Remodeled 3BR Home Sleeps 6 Family Friendly
A staircase with a wooden handrail and black metal railings, leading to an upper floor.

4. Riverfront rental

Riverfront rental
South Elgin
10.0 out of 10, Exceptional, (51 reviews)
"Incredible host and property."
United States
John V.
The price is AU$367
includes taxes & fees
15 Oct - 16 Oct
Riverfront rental
A modern living room with a dining area, a sofa, a TV, and a fireplace.

5. Pet/Family Friendly Farmhouse: Sleeps 10, Firepit, 1 Hour from Chicago

Pet/Family Friendly Farmhouse: Sleeps 10, Firepit, 1 Hour from Chicago
Elgin
10.0 out of 10, Exceptional, (24 reviews)
"This was a great house with a beautiful property!"
United States
Malcolm S.
The price is AU$697
includes taxes & fees
20 Oct - 21 Oct
Pet/Family Friendly Farmhouse: Sleeps 10, Firepit, 1 Hour from Chicago
A modern TopGolf facility with a prominent entrance, multiple levels, and a parking area.

6. Game Room Getaway Near O’Hare

Game Room Getaway Near O’Hare
Schaumburg
9.6 out of 10, Exceptional, (36 reviews)
"Host was amazing, house was clean and easy to access! "
United States
Central A.
The price is AU$592
includes taxes & fees
12 Oct - 13 Oct
Game Room Getaway Near O’Hare
A modern kitchen with a marble countertop, stainless steel appliances, and light wood flooring.

7. 3BR Sleeps 12, 9 Parking Spots, 20 Min to O’Hare

3BR Sleeps 12, 9 Parking Spots, 20 Min to O’Hare
Addison
The price is AU$642
includes taxes & fees
4 Nov - 5 Nov
3BR Sleeps 12, 9 Parking Spots, 20 Min to O’Hare
A Cadillac SUV parked on a paved driveway with a gated entrance, surrounded by trees with autumn foliage.

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

Perfect Family Getaway: Spacious 5BR Home in Barrington
Barrington
The price is AU$5,108
includes taxes & fees
10 Oct - 11 Oct
Perfect Family Getaway: Spacious 5BR Home in Barrington
A modern house with a covered porch, large windows, and a well-maintained garden with various plants and flowers.

9. Master qtr close to nature & easy urban facilities

Master qtr close to nature & easy urban facilities
Riverwoods
9.8 out of 10, Exceptional, (87 reviews)
"Great spot, safe, clean, and beautiful environment would highly recommend!"
United States
Chris F.
The price is AU$304
includes taxes & fees
19 Oct - 20 Oct
Master qtr close to nature & easy urban facilities
A building with a sign reading 'Hale Street Cantina' and a brick facade.

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

✽ Charming Cottage ✽ close to College/Town/Station
Wheaton
10.0 out of 10, Exceptional, (74 reviews)
"This was the perfect place for our short stay!"
United States
Laurie R.
The price is AU$455
includes taxes & fees
19 Oct - 20 Oct
✽ Charming Cottage ✽ close to College/Town/Station
A two-story house with a stone chimney, a front porch with steps, and a flag.

11. Quaint Bungalow, near Great Lakes Naval Base

Quaint Bungalow, near Great Lakes Naval Base
Mundelein
9.8 out of 10, Exceptional, (75 reviews)
"Fantastic location. Very clean. Great/quick communication with host. Definitely recommend!"
United States
Jaclyn Z.
The price is AU$501
includes taxes & fees
26 Oct - 27 Oct
Quaint Bungalow, near Great Lakes Naval Base
A wooden deck with a table and chairs, surrounded by lush greenery and trees.

12. Spacious 3 Bedroom

Spacious 3 Bedroom
Cary
9.4 out of 10, Exceptional, (3 reviews)
"Nice quiet spot to rest a Travelers head"
United States
Dan K.
The price is AU$426
includes taxes & fees
22 Oct - 23 Oct
Spacious 3 Bedroom
A covered porch with wicker furniture, a coffee table, and a potted plant.

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

- Fully-Equipped Condo - King Bed - Massive yard -
Geneva
10.0 out of 10, Exceptional, (47 reviews)
"Nice place for family visit. Made good use of the wrap-around porch to enjoy the lovely weather."
United States
Mark O.
The price is AU$542
includes taxes & fees
20 Oct - 21 Oct
- Fully-Equipped Condo - King Bed - Massive yard -
A modern kitchen with white cabinets, stainless steel appliances, a large window, and a bar stool.

14. King bed Crystal Lake Mchenry Cary Cozy

King bed Crystal Lake Mchenry Cary Cozy
2.0 star property
Cary
The price is AU$690
includes taxes & fees
15 Oct - 16 Oct
King bed Crystal Lake Mchenry Cary Cozy
A modern living room with a grey sofa, a blue bench, and a white door leading to another room.

15. Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.

Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.
Westmont
9.4 out of 10, Exceptional, (3 reviews)
"Very welcoming and smells good, cozy feeling to it and quiet neighborhood."
United States
Tomas R.
The price is AU$353
includes taxes & fees
25 Oct - 26 Oct
Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.
A two-story house with a front porch, a stone exterior on the right side, and a green door.

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

The Main Event Game House on the Huntley Square!
Huntley
10.0 out of 10, Exceptional, (21 reviews)
"Our stay was very comfortable and the game room was great for our big family. The kids didn't want to leave and always ask about going back."
United States
BENJAMIN B.
The price is AU$369
includes taxes & fees
19 Oct - 20 Oct
The Main Event Game House on the Huntley Square!
A modern kitchen with stainless steel appliances, grey cabinetry, and pendant lighting.

17. AeroStay Retreat – 4BR Home Near O’Hare Airport!

AeroStay Retreat – 4BR Home Near O’Hare Airport!
Wood Dale
9.4 out of 10, Exceptional, (3 reviews)
"Large space great for family"
United States
Remona S.
The price is AU$745
includes taxes & fees
12 Oct - 13 Oct
AeroStay Retreat – 4BR Home Near O’Hare Airport!
A two-story house with a garage, solar panels, and a red car parked in front.

18. Lombard 1BR & 1BH Suite Close to freeway & Mall

Lombard 1BR & 1BH Suite Close to freeway & Mall
Lombard
The price is AU$542
includes taxes & fees
12 Oct - 13 Oct
Lombard 1BR & 1BH Suite Close to freeway & Mall
A lakeside deck with chairs and a table, a wooden dock extending into the water, and a covered area in the background.

19. Waterfront - Private Dock - Two Suites

Waterfront - Private Dock - Two Suites
Algonquin
The price is AU$836
includes taxes & fees
3 Nov - 4 Nov
Waterfront - Private Dock - Two Suites
A modern kitchen with white cabinets, a black stove, and a microwave.

20. Your Next Vacation Home

Your Next Vacation Home
Oakton
9.4 out of 10, Exceptional, (83 reviews)
"It was a very clean place, comfortable furniture and beds e.c.t."
United States
Ronald H.
The price is AU$515
includes taxes & fees
29 Oct - 30 Oct
Your Next Vacation Home
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Northwest Chicago Hotel Reviews

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

10/10 Excellent
"Expensive, however, you are paying for convenience. For us it is well worth it. The staff is professional and friendly. The restaurant (Andiamo) is 5 stars, we look forward to eating there every time we stay."
Antony 1-night trip
Posted 5 hours ago
Hilton Chicago O'Hare Airport

Find out more about Northwest Chicago

Northwest Chicago Holiday Homes information

Number of reviews
374
Accommodation
499 Holiday Homes
Lowest Price
AU$304
Highest Price
AU$5,108

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