Chicago Grand-Cicero Station holiday homes
We found 3,736 holiday rentals — enter your dates for availability
Take a look at holiday rentals within easy reach of Chicago Grand-Cicero Station that can be your home away from home. Whether you're travelling with your children and pets, with friends or just your children, holiday homes have the amenities that you expect for your stay, which might include a garden and hot tub. Whatever you're looking for, you'll be sure to find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Chicago Grand-Cicero Station
Showing deals for:5 Sept - 12 Sept
Image gallery for River North 3BR/2BA: HUGE, Parking, Center Chicago
9.89.8 out of 10 rating
Exceptional
(14 reviews)
River North 3BR/2BA: HUGE, Parking, Center Chicago
Chicago, IL
7% off
Price is NZ$13,086
NZ$13,086
NZ$1,869 per night
includes taxes & fees
Image gallery for Kasa | Relaxing 2 BD + Steps to the South Loop | Chicago
9.69.6 out of 10 rating
Exceptional
(37 reviews)
Kasa | Relaxing 2 BD + Steps to the South Loop | Chicago
Chicago, Illinois
8% off
Price is NZ$6,757
NZ$6,757
NZ$965 per night
includes taxes & fees
Image gallery for #1613 - Kasa Magnificent Mile Chicago
9.89.8 out of 10 rating
Exceptional
(16 reviews)
#1613 - Kasa Magnificent Mile Chicago
Chicago, Illinois
8% off
Price is NZ$4,871
NZ$4,871
NZ$696 per night
includes taxes & fees
Image gallery for 3BR Luxury Modern Apartment
9.69.6 out of 10 rating
Exceptional
(8 reviews)
3BR Luxury Modern Apartment
Chicago, Illinois
7% off
Price is NZ$9,438
NZ$9,438
NZ$1,348 per night
includes taxes & fees
Image gallery for Michigan Ave 2BR: Balcony, Exclusive Access
1010 out of 10 rating
Exceptional
(8 reviews)
Michigan Ave 2BR: Balcony, Exclusive Access
Chicago, Illinois
7% off
Price is NZ$8,414
NZ$8,414
NZ$1,202 per night
includes taxes & fees
Image gallery for #2011 - Kasa Magnificent Mile Chicago
9.89.8 out of 10 rating
Exceptional
(8 reviews)
#2011 - Kasa Magnificent Mile Chicago
Chicago, Illinois
8% off
Price is NZ$4,099
NZ$4,099
NZ$586 per night
includes taxes & fees
Image gallery for Luxury Loft Collection 01 - Terrace - River North
9.69.6 out of 10 rating
Exceptional
(10 reviews)
Luxury Loft Collection 01 - Terrace - River North
Chicago, IL
8% off
Price is NZ$15,467
NZ$15,467
NZ$2,210 per night
includes taxes & fees
Image gallery for Modern Corner 2BR in Streeterville | Roof Deck | Lake Views
9.89.8 out of 10 rating
Exceptional
(33 reviews)
Modern Corner 2BR in Streeterville | Roof Deck | Lake Views
Chicago, Illinois
7% off
Price is NZ$6,505
NZ$6,505
NZ$929 per night
includes taxes & fees
Image gallery for Luxury Designer Penthouse South | Pool | Gold Coast
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Luxury Designer Penthouse South | Pool | Gold Coast
Chicago, Illinois
7% off
Price is NZ$12,492
NZ$12,492
NZ$1,785 per night
includes taxes & fees
Image gallery for Brownstone in Gold Coast - Downtown
9.69.6 out of 10 rating
Exceptional
(25 reviews)
Brownstone in Gold Coast - Downtown
Chicago, IL
14% off
Price is NZ$2,804
NZ$2,804
NZ$401 per night
includes taxes & fees
Image gallery for River North's Rock N' Roll - In The Heart of the City
9.69.6 out of 10 rating
Exceptional
(86 reviews)
River North's Rock N' Roll - In The Heart of the City
Chicago, IL
7% off
Price is NZ$5,365
NZ$5,365
NZ$766 per night
includes taxes & fees
Image gallery for 2BR Designer Loft: Modern Luxe in City Center
1010 out of 10 rating
Exceptional
(6 reviews)
2BR Designer Loft: Modern Luxe in City Center
Chicago, Illinois
7% off
Price is NZ$6,651
NZ$6,651
NZ$950 per night
includes taxes & fees
Image gallery for Beautiful Unit CHI in Prime River North - 1
9.09.0 out of 10 rating
Wonderful
(13 reviews)
Beautiful Unit CHI in Prime River North - 1
Chicago, Illinois
15% off
Price is NZ$7,417
NZ$7,417
NZ$1,060 per night
includes taxes & fees
Image gallery for Kasa | Family Friendly 3 BD + Game Room Access | Chicago
9.69.6 out of 10 rating
Exceptional
(14 reviews)
Kasa | Family Friendly 3 BD + Game Room Access | Chicago
Chicago, Illinois
8% off
Price is NZ$10,704
NZ$10,704
NZ$1,529 per night
includes taxes & fees
Image gallery for Downtown Chicago Studio in Prime Location
9.69.6 out of 10 rating
Exceptional
(10 reviews)
Downtown Chicago Studio in Prime Location
Chicago, Illinois
5% off
Price is NZ$3,103
NZ$3,103
NZ$443 per night
includes taxes & fees
Image gallery for 2 Rooftops, 2 Car Garage, 4 Stories|Down-Townhome
8.08.0 out of 10 rating
Very good
(13 reviews)
2 Rooftops, 2 Car Garage, 4 Stories|Down-Townhome
Chicago, IL
11% off
Price is NZ$10,041
NZ$10,041
NZ$1,434 per night
includes taxes & fees
Image gallery for Unbeatable Top Floor: Views, Central, Modern
1010 out of 10 rating
Exceptional
(5 reviews)
Unbeatable Top Floor: Views, Central, Modern
Chicago, IL
8% off
Price is NZ$6,632
NZ$6,632
NZ$947 per night
includes taxes & fees
Image gallery for Kasa | Family Friendly 3 BD + Pet Friendly | Chicago
9.49.4 out of 10 rating
Exceptional
(10 reviews)
Kasa | Family Friendly 3 BD + Pet Friendly | Chicago
Chicago, Illinois
8% off
Price is NZ$10,704
NZ$10,704
NZ$1,529 per night
includes taxes & fees
Image gallery for #1511 - Kasa Magnificent Mile Chicago
9.69.6 out of 10 rating
Exceptional
(15 reviews)
#1511 - Kasa Magnificent Mile Chicago
Chicago, Illinois
8% off
Price is NZ$4,099
NZ$4,099
NZ$586 per night
includes taxes & fees
Image gallery for Kasa | Classic 2 BD + Near Grant Park | Chicago
1010 out of 10 rating
Exceptional
(6 reviews)
Kasa | Classic 2 BD + Near Grant Park | Chicago
Chicago, Illinois
8% off
Price is NZ$6,757
NZ$6,757
NZ$965 per night
includes taxes & fees
Image gallery for Stunning Corner 2BR in Streeterville | Roof Deck | Lake Views
9.49.4 out of 10 rating
Exceptional
(39 reviews)
Stunning Corner 2BR in Streeterville | Roof Deck | Lake Views
Chicago, Illinois
7% off
Price is NZ$6,936
NZ$6,936
NZ$991 per night
includes taxes & fees
Image gallery for Chic Corner 2BR in Streeterville | Roof Deck | Lake Views
9.69.6 out of 10 rating
Exceptional
(27 reviews)
Chic Corner 2BR in Streeterville | Roof Deck | Lake Views
Chicago, Illinois
7% off
Price is NZ$6,772
NZ$6,772
NZ$967 per night
includes taxes & fees
Image gallery for Gorgeous 3BR River North Condo - Free Parking
1010 out of 10 rating
Exceptional
(16 reviews)
Gorgeous 3BR River North Condo - Free Parking
Chicago, IL
7% off
Price is NZ$14,484
NZ$14,484
NZ$2,069 per night
includes taxes & fees
Image gallery for #1801 - Kasa Magnificent Mile Chicago
1010 out of 10 rating
Exceptional
(39 reviews)
#1801 - Kasa Magnificent Mile Chicago
Chicago, Illinois
8% off
Price is NZ$6,409
NZ$6,409
NZ$916 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Chicago Grand-Cicero Station
Showing deals for: 4 Sept - 7 Sept
Chic Chicago Retreat (2-Bedroom Home) by RedAwning
Sleeps 6 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
1 review(1 review)
The current price is NZ$1,589
NZ$1,589
for 3 nights, 1 home
NZ$530 per night
includes taxes & fees
Luxurious 3 Bedroom Apartment in Chicago
Sleeps 5 · 3 bedrooms · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
The current price is NZ$1,931
NZ$1,931
for 3 nights, 1 home
NZ$644 per night
includes taxes & fees
Marvelous 3-bedroom apartment with WiFi, AC 18 minutes from downtown Chicago
Sleeps 8 · 3 bedrooms · 1 bathroom
8.48.4 out of 10
Very goodvery good
5 reviews(5 reviews)
The current price is NZ$1,876
NZ$1,876
for 3 nights, 1 apartment
NZ$625 per night
includes taxes & fees
Studio- King Bed| HDTV| Airport| Safe Neighborhood
Sleeps 3 · 1 bathroom
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
The current price is NZ$1,157
NZ$1,157
for 3 nights, 1 apartment
NZ$386 per night
includes taxes & fees
LONG STAY,4BED,UC 2MI,FREE PRKG,DWTN 15MIN
Sleeps 8 · 4 bedrooms · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
7 reviews(7 reviews)
The current price is NZ$2,608
NZ$2,608
for 3 nights, 1 apartment
NZ$869 per night
includes taxes & fees
Don't miss out on this one! No cleaning fee. Ideal for McCormick Center visits.
Sleeps 5 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
83 reviews(83 reviews)
The current price is NZ$1,104
NZ$1,104
for 3 nights, 1 apartment
NZ$368 per night
includes taxes & fees
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value