Vacation rentals in Chicago River

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Top-rated vacation rentals in Chicago River

Guests agree: these stays are highly rated for location, cleanliness, and more.

Superhost
Apartment in The Loop
Beautiful Corner 2 Bedroom in the Loop | Roof Deck
This corner apartment is in a perfect location with panoramic city views in multiple directions. With over 1,200 square feet of space, tall ceilings, and oversized windows, this spacious unit is a true escape in the sky in the heart of downtown Chicago. It's a two bedroom, two bathroom apartment with an additional sofa bed, ideal for families, business travelers, or couples traveling together. The building has a pool and an amazing outdoor rooftop terrace with 360 degree views of the skyline and
Feb. 5 – 12
$513 CAD per night
4.78 out of 5 average rating, 151 reviews
Guest favourite
Apartment in Chicago
Amazing Location | Stunning Views | Free Parking
You will feel on top of the world as this luxury property truly has it all. With a 24 hour doorman, heated parking in the building, hot tub, workout and rec rooms, and views not to be beat, this property is in a beautiful and safe neighborhood in Chicago. Be at Mccormick place in under five minutes or dash off to all Chicago has to offer from our perfectly located condo in our Luxury South Loop flat. Close to public transport and an easy cab ride to the airports, we look forward to your stay!
Dec. 17 – 24
$678 CAD per night
4.86 out of 5 average rating, 148 reviews
Guest favourite
Apartment in Chicago
Sophisticated Flat in Historic Building
Nestled in the charming Old Town Triangle of Chicago, this luxurious flat offers a seamless blend of historic charm and contemporary sophistication. With its soaring ceilings and elegant arched windows, this immaculate space boasts a truly captivating ambiance. Impeccably designed interiors ensure a truly indulgent stay, while the building's rich heritage adds an unforgettable sense of place. Treat yourself to the ultimate Chicago getaway and bask in the allure of this stunning residence.
Aug. 2 – 9
$579 CAD per night
4.96 out of 5 average rating, 369 reviews

Popular amenities for Chicago River vacation rentals

Other great vacation rentals in Chicago River

Guest favourite
Apartment in Lincoln Park
Redesigned Lower Level Studio in Historic Building
Apr. 19 – 26
$283 CAD per night
4.98 out of 5 average rating, 291 reviews
Guest favourite
Condo in Gold Coast
MAG MILE 2/2 w/ Lake VIEWS! (+Rooftop)
May 11 – 18
$671 CAD per night
4.86 out of 5 average rating, 236 reviews
Guest favourite
Apartment in Chicago
50th Floor Mag Mile Studio
Apr. 24 – May 1
$452 CAD per night
4.93 out of 5 average rating, 55 reviews
Superhost
Home in Chicago
503LOFT | Top Floor 5 BED, 2 BA Downtown Loft
Sep. 20 – 27
$766 CAD per night
4.86 out of 5 average rating, 77 reviews
Superhost
Apartment in Chicago
McCormick Place Studio/parking/sleeps up to 4
Feb. 9 – 16
$151 CAD per night
4.8 out of 5 average rating, 56 reviews
Guest favourite
Condo in Chicago
Posh South Loop Condo
Mar. 25 – Apr. 1
$247 CAD per night
4.85 out of 5 average rating, 99 reviews
Guest favourite
Guest suite in West Loop
Cozy one-bedroom suite in the heart of West Loop
Jan. 3 – 10
$235 CAD per night
4.95 out of 5 average rating, 75 reviews
Guest favourite
Condo in Gold Coast
Modern MAG Mile 2BD/2BA (+Parking/Rooftop)
May 5 – 12
$692 CAD per night
4.96 out of 5 average rating, 48 reviews
Guest favourite
Apartment in The Loop
STUNNING VIEWS, 5★AMENITY BUILDING, FREE PARKING
Feb. 26 – Mar. 5
$1,093 CAD per night
5.0 out of 5 average rating, 6 reviews
Guest favourite
Apartment in Near North Side
Modern 3BR with Private Rooftop & Free Parking
Feb. 14 – 21
$871 CAD per night
4.92 out of 5 average rating, 89 reviews
Guest favourite
Apartment in River North
Cloud9 |Social club| Motion Studio|The Hamilton
Sep. 16 – 23
$1,007 CAD per night
4.92 out of 5 average rating, 72 reviews
Guest favourite
Apartment in River North
Luxury Loft Collection 02 | Terrace | River North
Jan. 16 – 23
$1,223 CAD per night
5.0 out of 5 average rating, 9 reviews

Destinations to explore

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  2. United States
  3. Illinois
  4. Cook County
  5. Chicago River