Chicago 63rd Street Station holiday rentals
We found 3,195 holiday rentals — enter your dates for availability
Take a look at holiday rentals close to Chicago 63rd Street Station that are perfect for your trip. Whether you're going on holiday with family or friends, holiday homes have the amenities that you need and want for your stay, including parking and a TV. Whatever you're looking for, you'll be sure to find a property to rent to meet everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Chicago 63rd Street Station
Showing deals for:15 Aug - 22 Aug
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 AU$7,224
AU$7,224
AU$1,032 per night
includes taxes & fees
Image gallery for #1514 - Kasa Magnificent Mile Chicago
9.89.8 out of 10 rating
Exceptional
(10 reviews)
#1514 - Kasa Magnificent Mile Chicago
Chicago, Illinois
8% off
Price is AU$3,043
AU$3,043
AU$435 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 AU$3,695
AU$3,695
AU$528 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 AU$7,712
AU$7,712
AU$1,102 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 AU$6,721
AU$6,721
AU$960 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 AU$5,471
AU$5,471
AU$782 per night
includes taxes & fees
Image gallery for Spectacular Corner 2BR Penthouse in the Loop | Roof Deck
9.69.6 out of 10 rating
Exceptional
(226 reviews)
Spectacular Corner 2BR Penthouse in the Loop | Roof Deck
Chicago, Illinois
7% off
Price is AU$6,112
AU$6,112
AU$873 per night
includes taxes & fees
Image gallery for 1676 Travelers Love This Place.See Why|TheChevelle
9.69.6 out of 10 rating
Exceptional
(38 reviews)
1676 Travelers Love This Place.See Why|TheChevelle
Chicago, Illinois
8% off
Price is AU$8,900
AU$8,900
AU$1,271 per night
includes taxes & fees
Image gallery for Chic Corner 2BR in the Loop | City & Lake Views
9.89.8 out of 10 rating
Exceptional
(46 reviews)
Chic Corner 2BR in the Loop | City & Lake Views
Chicago, Illinois
7% off
Price is AU$5,518
AU$5,518
AU$788 per night
includes taxes & fees
Image gallery for Why Settle for Ordinary?5 Stars Apartment|The Avant
9.69.6 out of 10 rating
Exceptional
(16 reviews)
Why Settle for Ordinary?5 Stars Apartment|The Avant
Chicago, Illinois
8% off
Price is AU$7,645
AU$7,645
AU$1,092 per night
includes taxes & fees
Image gallery for Gorgeous 3BR River North Condo - Free Parking
1010 out of 10 rating
Exceptional
(15 reviews)
Gorgeous 3BR River North Condo - Free Parking
Chicago, IL
8% off
Price is AU$9,757
AU$9,757
AU$1,394 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
8% off
Price is AU$4,809
AU$4,809
AU$687 per night
includes taxes & fees
Image gallery for Prime location Historic Chicago Townhouse
9.49.4 out of 10 rating
Exceptional
(69 reviews)
Prime location Historic Chicago Townhouse
Chicago, Illinois
5% off
Price is AU$16,388
AU$16,388
AU$2,341 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 AU$9,640
AU$9,640
AU$1,377 per night
includes taxes & fees
Image gallery for Kasa | Family Friendly 3 BD + Laptop Friendly | Chicago
9.89.8 out of 10 rating
Exceptional
(20 reviews)
Kasa | Family Friendly 3 BD + Laptop Friendly | Chicago
Chicago, Illinois
8% off
Price is AU$9,640
AU$9,640
AU$1,377 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 AU$5,574
AU$5,574
AU$796 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 AU$3,695
AU$3,695
AU$528 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 AU$4,880
AU$4,880
AU$697 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 AU$4,149
AU$4,149
AU$593 per night
includes taxes & fees
Image gallery for Kasa | Relaxing 1 BD + Near Local Eateries | Chicago
1010 out of 10 rating
Exceptional
(12 reviews)
Kasa | Relaxing 1 BD + Near Local Eateries | Chicago
Chicago, Illinois
8% off
Price is AU$3,630
AU$3,630
AU$519 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 AU$3,043
AU$3,043
AU$435 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 AU$9,640
AU$9,640
AU$1,377 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 AU$3,043
AU$3,043
AU$435 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 AU$3,695
AU$3,695
AU$528 per night
includes taxes & fees
Find spaces that suit your style
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Chalet
Find the best place to stay - Chicago 63rd Street Station
Showing deals for: 15 Aug - 18 Aug
Rare Gem! Indoor Pool, Rooftop Deck, Close to Magnificent Mile
Sleeps 2 · 1 bedroom · 1 bathroom
8.08.0 out of 10
Very goodvery good
69 reviews(69 reviews)
The current price is AU$1,261
AU$1,261
for 3 nights, 1 home
AU$420 per night
includes taxes & fees
Chic Suite/Mins to L Train /Laundry/Free Parking
Sleeps 5 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
42 reviews(42 reviews)
The current price is AU$903
AU$903
for 3 nights, 1 apartment
AU$301 per night
includes taxes & fees
Lux Home in Chicago 7mins Downtown
Sleeps 8 · 4 bedrooms · 3+ bathrooms
9.69.6 out of 10
Exceptionalexceptional
18 reviews(18 reviews)
The current price is AU$3,732
AU$3,732
for 3 nights, 1 home
AU$1,244 per night
includes taxes & fees
Level Chicago – Old Town
Sleeps 8
9.09.0 out of 10
Wonderfulwonderful
313 reviews(313 reviews)
The current price is AU$1,625
AU$1,625
for 3 nights, 1 room
AU$542 per night
includes taxes & fees
Cozy Stay with Private Room & Bathroom, Breakfast and Airport Pickup Near O'Hare
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
The current price is AU$1,063
AU$1,063
for 3 nights, 1 home
AU$354 per night
includes taxes & fees
Cozy Home Sweet Homewood.
Sleeps 4 · 2 bedrooms · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
25 reviews(25 reviews)
The current price is AU$959
AU$959
for 3 nights, 1 home
AU$320 per night
includes taxes & fees
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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