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Northwest Chicago Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Northwest Chicago vacation rentals

A bedroom with a brick wall, a bed, a desk, and a window with a view.

1. 124 Lofts #4 - Downtown Dundee - Walk to Dining

124 Lofts #4 - Downtown Dundee - Walk to Dining
West Dundee
9.8 out of 10, Exceptional, (20 reviews)
"Awesome loft. Perfect for an overnight stay. Convenient parking and lots of restaurants to choose from."
United States
Shannon
The price is ￥30,560
￥38,423 total
includes taxes & fees
Oct 15 - Oct 16
124 Lofts #4 - Downtown Dundee - Walk to Dining
A modern living room with a sofa, chairs, and a coffee table.

2. Family Home, Fire Pit, Pool Table • Near Woodfield

Family Home, Fire Pit, Pool Table • Near Woodfield
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 ￥34,027
￥69,845 total
includes taxes & fees
Oct 27 - Oct 28
Family Home, Fire Pit, Pool Table • Near Woodfield
A staircase with a wooden handrail and black metal railings, leading to an upper floor.

3. 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 ￥27,710
￥40,778 total
includes taxes & fees
Nov 1 - Nov 2
Riverfront rental
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a gas stove.

4. 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 ￥24,606
￥57,659 total
includes taxes & fees
Nov 9 - Nov 10
PROMO 10% WEEKLY 15% MONTHLYOFFCozy Family Retreat: King Beds, Garage, Fast WiFi
A wicker tray with a pitcher and glasses on a wooden table on a porch.

5. Kildahl House - Boutique Farmhouse Suite #1

Kildahl House - Boutique Farmhouse Suite #1
West Dundee
9.8 out of 10, Exceptional, (18 reviews)
"This is a lovely place to call “home base” while visiting Chicago and surrounding communities. Comfortable, clean, quiet and nicely decorated. My little dogs even had a welcome basket! I wish I could have stayed a bit longer"
United States
Thea
The price is ￥33,093
￥41,594 total
includes taxes & fees
Oct 26 - Oct 27
Kildahl House - Boutique Farmhouse Suite #1
A modern kitchen with grey cabinets, a stainless steel refrigerator, a built-in oven, and a microwave.

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

✨ Newly Remodeled 3BR Home Sleeps 6 Family Friendly
Elgin
9.4 out of 10, Exceptional, (3 reviews)
"Great place"
United States
Sthendall M.
The price is ￥19,001
￥53,027 total
includes taxes & fees
Nov 2 - Nov 3
✨ Newly Remodeled 3BR Home Sleeps 6 Family Friendly
A hotel room with a bed, a desk, a lamp, a TV, and a framed artwork.

7. 124 Lofts #1 - Downtown Dundee - Walk to Dining

124 Lofts #1 - Downtown Dundee - Walk to Dining
West Dundee
10.0 out of 10, Exceptional, (17 reviews)
"Fantastic hosts, fantastic spot!"
United States
Haggard A.
The price is ￥30,560
￥38,423 total
includes taxes & fees
Oct 15 - Oct 16
124 Lofts #1 - Downtown Dundee - Walk to Dining
A wicker tray with a pitcher and glasses on a wooden table on a porch.

8. Kildahl House - Boutique Farmhouse Suite #4

Kildahl House - Boutique Farmhouse Suite #4
West Dundee
10.0 out of 10, Exceptional, (20 reviews)
"Wonderful place to stay and the host was very welcoming and easy to work with!"
United States
Kevin B.
The price is ￥33,156
￥41,673 total
includes taxes & fees
Oct 21 - Oct 22
Kildahl House - Boutique Farmhouse Suite #4
A modern TopGolf facility with a prominent entrance, multiple levels, and a parking area.

9. 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 ￥28,819
￥62,736 total
includes taxes & fees
Oct 18 - Oct 19
Game Room Getaway Near O’Hare
A modern living room with a dining area, a sofa, a TV, and a fireplace.

10. 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 ￥35,627
￥75,993 total
includes taxes & fees
Oct 21 - Oct 22
Pet/Family Friendly Farmhouse: Sleeps 10, Firepit, 1 Hour from Chicago
A cozy room with a patterned rug, a white armchair, a small table, and a potted plant.

11. 1 Mi to Dtwn Elgin: Dutch Colonial w/ Lovely Patio

1 Mi to Dtwn Elgin: Dutch Colonial w/ Lovely Patio
3.0 star property
Elgin
1 Mi to Dtwn Elgin: Dutch Colonial w/ Lovely Patio
A hotel room with a bed, a sofa, a small table with a plant, and a view of the dining area.

12. Spacious Creekside Suite Near Chicago

Spacious Creekside Suite Near Chicago
barrington hill
The price is ￥56,738
￥65,377 total
includes taxes & fees
Nov 5 - Nov 6
Spacious Creekside Suite Near Chicago
A modern living room with a sofa, a coffee table, and a view of the outdoors.

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

Schaumburg Modern 4BR Farmhouse w/ Private Master & Sleeps 9. Families & groups
Schaumburg
10.0 out of 10, Exceptional, (11 reviews)
"Super comfy for families and the nicest host. "
United States
Anonymous traveler
The price is ￥53,582
￥93,911 total
includes taxes & fees
Oct 19 - Oct 20
Schaumburg Modern 4BR Farmhouse w/ Private Master & Sleeps 9. Families & groups
A modern kitchen with a marble countertop, stainless steel appliances, and light wood flooring.

14. 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 ￥29,095
￥71,780 total
includes taxes & fees
Nov 9 - Nov 10
3BR Sleeps 12, 9 Parking Spots, 20 Min to O’Hare
A large brick building with a spacious lawn and a tree in the foreground.

15. Barrington Meadows Wedding Venue & Farm: Where Dreams Come True

Barrington Meadows Wedding Venue & Farm: Where Dreams Come True
Barrington
The price is ￥475,020
￥986,710 total
includes taxes & fees
Oct 21 - Oct 22
Barrington Meadows Wedding Venue & Farm: Where Dreams Come True
A hotel interior with a bed, a chair, and a wall with the word 'three' visible.

16. 124 Lofts #3 - Downtown Dundee - Walk to Dining

124 Lofts #3 - Downtown Dundee - Walk to Dining
West Dundee
10.0 out of 10, Exceptional, (28 reviews)
"Lovely stay! Great location!"
United States
David K.
The price is ￥30,618
￥38,496 total
includes taxes & fees
Oct 18 - Oct 19
124 Lofts #3 - Downtown Dundee - Walk to Dining
A Cadillac SUV parked on a paved driveway with a gated entrance, surrounded by trees with autumn foliage.

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

Perfect Family Getaway: Spacious 5BR Home in Barrington
Barrington
The price is ￥118,755
￥580,337 total
includes taxes & fees
Oct 16 - Oct 17
Perfect Family Getaway: Spacious 5BR Home in Barrington
A room with a bed, a desk, a chair, a sofa, and a lamp.

18. 124 Lofts #2 - Downtown Dundee - Walk to Dining

124 Lofts #2 - Downtown Dundee - Walk to Dining
West Dundee
10.0 out of 10, Exceptional, (24 reviews)
"Clean, cozy and a very nice central location for our trip around"
United States
Zachary K.
The price is ￥30,618
￥38,496 total
includes taxes & fees
Oct 15 - Oct 16
124 Lofts #2 - Downtown Dundee - Walk to Dining
A wicker tray with a pitcher and glasses on a wooden table on a porch.

19. Kildahl House - Boutique Farmhouse Suite #2

Kildahl House - Boutique Farmhouse Suite #2
West Dundee
10.0 out of 10, Exceptional, (19 reviews)
"I would stay here again in a heartbeat!"
United States
Rebecca R.
The price is ￥33,093
￥41,594 total
includes taxes & fees
Nov 12 - Nov 13
Kildahl House - Boutique Farmhouse Suite #2
A wicker tray with a pitcher and glasses on a wooden table on a porch.

20. Kildahl House - Boutique Farmhouse Suite #3

Kildahl House - Boutique Farmhouse Suite #3
West Dundee
10.0 out of 10, Exceptional, (23 reviews)
"We had a really nice stay. The place was clean and quiet. We walked around the river in the evening with our 2 dogs. Lots of restaurants in walking distance. Would stay again if ever back in the area. Thank you!!"
United States
Jennifer W.
The price is ￥33,156
￥41,673 total
includes taxes & fees
Oct 19 - Oct 20
Kildahl House - Boutique Farmhouse Suite #3
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

Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

10/10 Excellent
"Nice and clean hotel and quiet"
Kenneth 1-night trip
Posted 1 hour ago
Holiday Inn Chicago – Midway Airport S by IHG

Find out more about Northwest Chicago

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