Beachfront holiday 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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for beachfront rentals in Downtown Chicago
Pet-friendly beachfront home rentals
Room in Chicago
4.77 out of 5 average rating, 133 reviewsBasic accomodation equipped for short terms stays.
Flat in Chicago
4.89 out of 5 average rating, 88 reviewsCannabis Condo 4BR
Flat in Chicago
4.86 out of 5 average rating, 103 reviewsRock Star Beach Pad on Lake Michigan with parking
Flat in Chicago
4.91 out of 5 average rating, 189 reviewsStone Mansion Sleeps 10-20 Free parking & TV
Flat in Chicago
4.94 out of 5 average rating, 86 reviews420 at Cheltenham 4BR
Flat in Chicago
4.94 out of 5 average rating, 127 reviewsExecutive Apartment on Lake Michigan with parking
Flat in Chicago
4.54 out of 5 average rating, 99 reviewsHome in heart of Lincoln Park & Lake Sea and beach
Apartment in Chicago
4.74 out of 5 average rating, 19 reviewsModern Duplex Condo With Advanced 4K LED TV’s/PS5
Private beachfront home rentals
Apartment in Chicago
4.33 out of 5 average rating, 3 reviewsGorgeous N. Kenwood/Hyde Park
Apartment in Chicago
4.89 out of 5 average rating, 171 reviews2BD/2BA MAG MILE MASTERPIECE (+Rooftop)
Flat in Chicago
5.0 out of 5 average rating, 9 reviewsGold Coast Pristine Paradise 3BR/2BA. Free Parking
Flat in Evanston
4.87 out of 5 average rating, 30 reviewsModern|Spacious|New Renovation|1BR|Evanston
Guest suite in Evanston
4.85 out of 5 average rating, 86 reviewsHistoric Manor House Private Guest Suite Evanston
Flat in Evanston
4.78 out of 5 average rating, 87 reviews🌟Elegant|Brand New Remodeled|1BR|Next to beach🌟🏖
Flat in Evanston
4.69 out of 5 average rating, 116 reviews✨Chic|Luxurious|2BR|Trendy|Evanston Next To Beach✨
Destinations to explore
- Milwaukee Holiday rentals
- Lake Geneva Holiday rentals
- Lake Michigan Beach Holiday rentals
- Saugatuck Holiday rentals
- Evanston Holiday rentals
- Holland Holiday rentals
- South Haven Holiday rentals
- Naperville Holiday rentals
- South Side Holiday rentals
- South Bend Holiday rentals
- New Buffalo Holiday rentals
- Chicago Holiday rentals
- Beachfront rentals Chicago
- Rentals with a fireplace Downtown Chicago
- Rentals with a washing machine and dryer Downtown Chicago
- Rentals with a cinema Downtown Chicago
- Rentals with a firepit Downtown Chicago
- Loft rentals Downtown Chicago
- Pet-friendly rentals Downtown Chicago
- Apartment rentals Downtown Chicago
- Boutique hotel rentals Downtown Chicago
- Rentals with breakfast Downtown Chicago
- Waterfront rentals Downtown Chicago
- Rentals with a hot tub Downtown Chicago
- Rentals with a patio Downtown Chicago
- Rentals with pools Downtown Chicago
- Hotel rentals Downtown Chicago
- Rentals with beach access Downtown Chicago
- Rentals with lake access Downtown Chicago
- Monthly Rentals Downtown Chicago
- House rentals Downtown Chicago
- Fitness-friendly rentals Downtown Chicago
- Rentals with outdoor seating Downtown Chicago
- Smoking-friendly rentals Downtown Chicago
- Family-friendly rentals Downtown Chicago
- Rentals with an EV charger Downtown Chicago
- Flat rentals Downtown Chicago
- Rentals with a sauna Downtown Chicago
- Townhouse rentals Downtown Chicago
- Family-friendly rentals Downtown Chicago
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