Chicago 103rd Street Station holiday homes
We found 3,069 holiday rentals — enter your dates for availability
Choose the right holiday rental within close proximity to Chicago 103rd Street Station (Rosemoor). Holiday homes offer the best amenities for your stay with friends, family or just your pet, such as parking and air conditioning. Whatever you're looking for, you'll be sure to find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Chicago 103rd Street Station (Rosemoor)
Showing deals for:15 Aug - 22 Aug
Image gallery for Chic 2BR 2BA Condo with Balcony - River North Chicago
9.89.8 out of 10 rating
Exceptional
(24 reviews)
Chic 2BR 2BA Condo with Balcony - River North Chicago
Chicago, Illinois
8% off
Price is NZ$9,539
NZ$9,539
NZ$1,363 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$7,067
NZ$7,067
NZ$1,010 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 NZ$3,204
NZ$3,204
NZ$458 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$3,907
NZ$3,907
NZ$558 per night
includes taxes & fees
Image gallery for 1600ft² Floor 19 PH w/ Best Views@WestLoop|TheSoul
9.69.6 out of 10 rating
Exceptional
(11 reviews)
1600ft² Floor 19 PH w/ Best Views@WestLoop|TheSoul
Chicago, Illinois
8% off
Price is NZ$11,054
NZ$11,054
NZ$1,579 per night
includes taxes & fees
Image gallery for Spacious,Chic & Steps from MichiganAve|The Lion
9.89.8 out of 10 rating
Exceptional
(42 reviews)
Spacious,Chic & Steps from MichiganAve|The Lion
Chicago, Illinois
8% off
Price is NZ$9,572
NZ$9,572
NZ$1,367 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
7% off
Price is NZ$8,141
NZ$8,141
NZ$1,163 per night
includes taxes & fees
Image gallery for Why Guests Call This Chicago’s Best Spot|TheViolet
9.69.6 out of 10 rating
Exceptional
(18 reviews)
Why Guests Call This Chicago’s Best Spot|TheViolet
Chicago, Illinois
7% off
Price is NZ$7,758
NZ$7,758
NZ$1,108 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$9,089
NZ$9,089
NZ$1,298 per night
includes taxes & fees
Image gallery for 4BR Lincoln Park Getaway: Steps to Red Line
9.89.8 out of 10 rating
Exceptional
(8 reviews)
4BR Lincoln Park Getaway: Steps to Red Line
Chicago, Illinois
7% off
Price is NZ$7,373
NZ$7,373
NZ$1,053 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$6,095
NZ$6,095
NZ$871 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 NZ$6,817
NZ$6,817
NZ$974 per night
includes taxes & fees
Image gallery for Splendid Corner 3BR in the Loop | City Views
9.29.2 out of 10 rating
Wonderful
(10 reviews)
Splendid Corner 3BR in the Loop | City Views
Chicago, Illinois
7% off
Price is NZ$8,758
NZ$8,758
NZ$1,251 per night
includes taxes & fees
Image gallery for Most Stylish Apartments You’ll Ever Stay In|TheNeo
9.69.6 out of 10 rating
Exceptional
(10 reviews)
Most Stylish Apartments You’ll Ever Stay In|TheNeo
Chicago, Illinois
8% off
Price is NZ$8,097
NZ$8,097
NZ$1,157 per night
includes taxes & fees
Image gallery for Gorgeous 3BR River North Condo - Free Parking
1010 out of 10 rating
Exceptional
(14 reviews)
Gorgeous 3BR River North Condo - Free Parking
Chicago, IL
7% off
Price is NZ$12,571
NZ$12,571
NZ$1,796 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 NZ$5,229
NZ$5,229
NZ$747 per night
includes taxes & fees
Image gallery for Best Group/Family Amenities in Downtown|The Cooke
9.89.8 out of 10 rating
Exceptional
(49 reviews)
Best Group/Family Amenities in Downtown|The Cooke
Chicago, IL
8% off
Price is NZ$9,115
NZ$9,115
NZ$1,302 per night
includes taxes & fees
Image gallery for Prime location Historic Chicago Townhouse
9.49.4 out of 10 rating
Exceptional
(68 reviews)
Prime location Historic Chicago Townhouse
Chicago, Illinois
5% off
Price is NZ$17,758
NZ$17,758
NZ$2,537 per night
includes taxes & fees
Image gallery for Kasa | Modern Studio + Steps to the South Loop | Chicago
9.49.4 out of 10 rating
Exceptional
(127 reviews)
Kasa | Modern Studio + Steps to the South Loop | Chicago
Chicago, Illinois
8% off
Price is NZ$3,688
NZ$3,688
NZ$527 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$10,439
NZ$10,439
NZ$1,491 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 NZ$10,439
NZ$10,439
NZ$1,491 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$3,907
NZ$3,907
NZ$558 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$4,495
NZ$4,495
NZ$642 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$3,204
NZ$3,204
NZ$458 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Chicago 103rd Street Station
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)
Sonder Onterie
Sleeps 2 · 1 bedroom
8.28.2 out of 10
Very goodvery good
14 reviews(14 reviews)
Level Chicago – Old Town
Sleeps 8
9.09.0 out of 10
Wonderfulwonderful
311 reviews(311 reviews)
Sonder Market Hall
Sleeps 2 · 1 bedroom
8.68.6 out of 10
Excellentexcellent
279 reviews(279 reviews)
Sonder The Opal
Sleeps 6 · 2 bedrooms
8.68.6 out of 10
Excellentexcellent
36 reviews(36 reviews)
Kasa Magnificent Mile Chicago
Sleeps 3 · 1 bedroom
9.29.2 out of 10
Wonderfulwonderful
399 reviews(399 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