Beachfront vacation rentals in Downtown Chicago
Find and book unique beachfront homes on Airbnb
Top-rated beachfront rentals in Downtown Chicago
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Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Downtown Chicago beachfront rentals
Pet-friendly beachfront home rentals
Apartment in Chicago
New place to stayLovely & spacious 1B by the lake
Aug 24 – 31
G$52,629 GYD per night
Room in Chicago
4.77 out of 5 average rating, 130 reviewsBasic accomodation equipped for short terms stays.
Jul 19 – 26
G$12,632 GYD per night
Guest favorite
Apartment in Chicago
4.88 out of 5 average rating, 86 reviewsCannabis Condo 4BR
Sep 2 – 9
G$58,037 GYD per night
Apartment in Chicago
4.86 out of 5 average rating, 100 reviewsRock Star Beach Pad on Lake Michigan with parking
Feb 18 – 25
G$44,711 GYD per night
Private beachfront home rentals
Apartment in Chicago
Gorgeous N. Kenwood/Hyde Park
Jan 15 – 22
G$100,619 GYD per night
Guest favorite
Condo in Chicago
4.87 out of 5 average rating, 242 reviewsMAG MILE 2/2 w/ Lake VIEWS! (+Rooftop)
G$62,547 GYD per night
Guest favorite
Apartment in Chicago
5.0 out of 5 average rating, 5 reviewsGold Coast Pristine Paradise 3BR/2BA. Free Parking
Dec 29 – Jan 5
G$127,781 GYD per night
Guest favorite
Apartment in Evanston
4.98 out of 5 average rating, 42 reviewsNew renovation|1BR|Stylish|Modern|Next to the Lake
Aug 8 – 15
G$55,908 GYD per night
Guest favorite
Guest suite in Evanston
4.85 out of 5 average rating, 86 reviewsHistoric Manor House Private Guest Suite Evanston
Sep 17 – 24
G$89,690 GYD per night
Apartment in Evanston
4.8 out of 5 average rating, 83 reviewsModern|Aesthetic|2BR|Evanston|Near Beach
Nov 2 – 9
G$56,076 GYD per night
Apartment in Evanston
4.71 out of 5 average rating, 113 reviews✨Chic|Luxurious|2BR|Trendy|Evanston Next To Beach✨
Sep 23 – 30
G$53,029 GYD per night
Destinations to explore
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