Beachfront vacation rentals in Downtown Chicago
Find and book unique beachfront homes on Airbnb
Top-rated beachfront rentals in Downtown Chicago
Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.
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
Room in Chicago
4.77 out of 5 average rating, 128 reviewsBasic accomodation equipped for short terms stays.
Apartment in Chicago
4.94 out of 5 average rating, 84 reviews420 at Cheltenham 4BR
Apartment in Chicago
4.86 out of 5 average rating, 99 reviewsRock Star Beach Pad on Lake Michigan with parking
Apartment in Chicago
4.91 out of 5 average rating, 182 reviewsStone Mansion Sleeps 10-20 Free parking & TV
Apartment in Chicago
4.88 out of 5 average rating, 86 reviewsCannabis Condo 4BR
Apartment in Chicago
4.94 out of 5 average rating, 122 reviewsExecutive Apartment on Lake Michigan with parking
Apartment in Chicago
4.64 out of 5 average rating, 14 reviewsModern Duplex Condo With Advanced 4K LED TV’s/PS5
Apartment in Chicago
New place to stayLovely & spacious 1B by the lake
Private beachfront home rentals
Condo in Chicago
4.9 out of 5 average rating, 167 reviews2BD/2BA MAG MILE MASTERPIECE (+Rooftop)
Condo in Chicago
4.87 out of 5 average rating, 242 reviewsMAG MILE 2/2 w/ Lake VIEWS! (+Rooftop)
Apartment in Evanston
4.98 out of 5 average rating, 42 reviewsNew renovation|1BR|Stylish|Modern|Next to the Lake
Guest suite in Evanston
4.85 out of 5 average rating, 86 reviewsHistoric Manor House Private Guest Suite Evanston
Apartment in Evanston
4.79 out of 5 average rating, 82 reviewsModern|Aesthetic|2BR|Evanston|Near Beach
Apartment in Evanston
4.71 out of 5 average rating, 112 reviews✨Chic|Luxurious|2BR|Trendy|Evanston Next To Beach✨
Luxury beachfront home rentals
Apartment in Chicago
5.0 out of 5 average rating, 4 reviewsGold Coast Pristine Paradise 3BR/2BA. Free Parking
Townhouse in Chicago
5.0 out of 5 average rating, 209 reviewsSpacious 4-Level/4-Bedroom Townhouse in West Loop
Home in Highland Park
4.92 out of 5 average rating, 39 reviewsWitness Sunrise Over Lake Michigan
Home in Chicago
4.86 out of 5 average rating, 28 reviewsOnly Urban Beach House in Chicago
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