Holiday rentals near State Street
We found 2,923 holiday rentals — enter your dates for availability
Choose the right holiday home within easy reach of State Street. Holiday homes offer the amenities that you expect for your family, friends or furry companion, such as Wi-Fi and parking. Whatever you're looking for, you're sure to find a property to rent that has what everyone needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - State Street
Showing deals for:25 Jul - 1 Aug
Image gallery for Chicago Gold Coast Luxury Home Best Location walking distance to anywhere!
1010 out of 10 rating
Exceptional
(20 reviews)
Chicago Gold Coast Luxury Home Best Location walking distance to anywhere!
Chicago, IL
8% off
Price is NZ$69,122
NZ$69,122
NZ$9,875 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$9,825
NZ$9,825
NZ$1,404 per night
includes taxes & fees
Image gallery for 3BR Luxury Modern Apartment
9.69.6 out of 10 rating
Exceptional
(7 reviews)
3BR Luxury Modern Apartment
Chicago, Illinois
7% off
Price is NZ$13,419
NZ$13,419
NZ$1,917 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$5,882
NZ$5,882
NZ$840 per night
includes taxes & fees
Image gallery for Spacious,Chic & Steps from MichiganAve|The Hermes
1010 out of 10 rating
Exceptional
(7 reviews)
Spacious,Chic & Steps from MichiganAve|The Hermes
Chicago, Illinois
8% off
Price is NZ$15,767
NZ$15,767
NZ$2,252 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
(32 reviews)
Modern Corner 2BR in Streeterville | Roof Deck | Lake Views
Chicago, Illinois
7% off
Price is NZ$7,657
NZ$7,657
NZ$1,094 per night
includes taxes & fees
Image gallery for Gorgeous 3BR River North Condo - Free Parking
1010 out of 10 rating
Exceptional
(12 reviews)
Gorgeous 3BR River North Condo - Free Parking
Chicago, IL
8% off
Price is NZ$16,734
NZ$16,734
NZ$2,391 per night
includes taxes & fees
Image gallery for Downtown Chicago Studio in Prime Location
9.69.6 out of 10 rating
Exceptional
(9 reviews)
Downtown Chicago Studio in Prime Location
Chicago, Illinois
5% off
Price is NZ$4,546
NZ$4,546
NZ$649 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$13,646
NZ$13,646
NZ$1,949 per night
includes taxes & fees
Image gallery for Kasa | Inviting 1 BD + Game Room Access | Chicago
9.89.8 out of 10 rating
Exceptional
(9 reviews)
Kasa | Inviting 1 BD + Game Room Access | Chicago
Chicago, Illinois
8% off
Price is NZ$7,776
NZ$7,776
NZ$1,111 per night
includes taxes & fees
Image gallery for #2012 - Kasa Magnificent Mile Chicago
9.49.4 out of 10 rating
Exceptional
(10 reviews)
#2012 - Kasa Magnificent Mile Chicago
Chicago, Illinois
8% off
Price is NZ$5,370
NZ$5,370
NZ$767 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$5,017
NZ$5,017
NZ$717 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$9,825
NZ$9,825
NZ$1,404 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$5,017
NZ$5,017
NZ$717 per night
includes taxes & fees
Image gallery for Spectacular Penthouse Corner 2BR in Streeterville | Roof Deck | Lake Views
9.49.4 out of 10 rating
Exceptional
(25 reviews)
Spectacular Penthouse Corner 2BR in Streeterville | Roof Deck | Lake Views
Chicago, Illinois
7% off
Price is NZ$8,607
NZ$8,607
NZ$1,230 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$7,817
NZ$7,817
NZ$1,117 per night
includes taxes & fees
Image gallery for #1515 - Kasa Magnificent Mile Chicago
1010 out of 10 rating
Exceptional
(23 reviews)
#1515 - Kasa Magnificent Mile Chicago
Chicago, Illinois
8% off
Price is NZ$5,882
NZ$5,882
NZ$840 per night
includes taxes & fees
Image gallery for SPACIOUS 3BD - 2BA DUPLEX WITH FAMILY ROOM, KING BED-LAUNDRY ROOM & FIREPLACE
9.89.8 out of 10 rating
Exceptional
(80 reviews)
SPACIOUS 3BD - 2BA DUPLEX WITH FAMILY ROOM, KING BED-LAUNDRY ROOM & FIREPLACE
Chicago, IL
8% off
Price is NZ$9,105
NZ$9,105
NZ$1,301 per night
includes taxes & fees
Image gallery for Skyline Duplex Penthouse w private rooftop & optional parking for up to 8 guests
9.29.2 out of 10 rating
Wonderful
(10 reviews)
Skyline Duplex Penthouse w private rooftop & optional parking for up to 8 guests
Chicago, IL
12% off
Price is NZ$14,120
NZ$14,120
NZ$2,017 per night
includes taxes & fees
Image gallery for Spacious 3 bedroom in ideal Roscoe village location
1010 out of 10 rating
Exceptional
(41 reviews)
Spacious 3 bedroom in ideal Roscoe village location
Chicago, IL
7% off
Price is NZ$4,514
NZ$4,514
NZ$645 per night
includes taxes & fees
Image gallery for Chic 4-Bedroom Haven: Designer's Dream Home
1010 out of 10 rating
Exceptional
(5 reviews)
Chic 4-Bedroom Haven: Designer's Dream Home
Chicago, Illinois
12% off
Price is NZ$9,767
NZ$9,767
NZ$1,395 per night
includes taxes & fees
Image gallery for 3 Bedroom/ 2 Bathroom Luxury Suite in Vibrant Andersonville
1010 out of 10 rating
Exceptional
(22 reviews)
3 Bedroom/ 2 Bathroom Luxury Suite in Vibrant Andersonville
Chicago, IL
12% off
Price is NZ$8,414
NZ$8,414
NZ$1,202 per night
includes taxes & fees
Image gallery for A quiet stay while you are away
9.89.8 out of 10 rating
Exceptional
(32 reviews)
A quiet stay while you are away
Oak Park, IL
9% off
Price is NZ$4,026
NZ$4,026
NZ$575 per night
includes taxes & fees
Image gallery for Luxury Retreat with Home Theater
9.49.4 out of 10 rating
Exceptional
(12 reviews)
Luxury Retreat with Home Theater
Chicago, Illinois
8% off
Price is NZ$19,887
NZ$19,887
NZ$2,841 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - State Street
Spacious two bedroom condo with a cozy feel!
Sleeps 4 · 2 bedrooms · 2 bathrooms
8.08.0 out of 10
Very goodvery good
4 reviews(4 reviews)
Woodlawn Oasis...10 Minutes to Dining & Downtown
Sleeps 12 · 3 bedrooms · 2+ bathrooms
9.69.6 out of 10
Exceptionalexceptional
10 reviews(10 reviews)
Sonder The Burnham Apartments
Sleeps 2 · 1 bedroom
8.88.8 out of 10
Excellentexcellent
160 reviews(160 reviews)
Elegant Escape 4BR/3BA near UChicago & Obama Home
Sleeps 12 · 4 bedrooms · 3 bathrooms
Berwyn Bungalow - Explore Chicago from a Modern, Hip Bungalow vacation home.
Sleeps 10 · 4 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Spacious 5-bedroom house with movie room, game room and more!
Sleeps 16 · 5 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
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