Beachfront vacation rentals in North Side
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Top-rated beachfront rentals in North Side
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Vacation rentals for every style
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Popular amenities for North Side beachfront rentals
Pet-friendly beachfront home rentals
Room in Chicago
4.77 out of 5 average rating, 129 reviewsBasic accomodation equipped for short terms stays.
Jun 30 – Jul 7
Apartment in Chicago
4.94 out of 5 average rating, 85 reviews420 at Cheltenham 4BR
Sep 15 – 22
Apartment in Chicago
4.86 out of 5 average rating, 100 reviewsRock Star Beach Pad on Lake Michigan with parking
Dec 27 – Jan 3
Apartment in Chicago
4.91 out of 5 average rating, 183 reviewsStone Mansion Sleeps 10-20 Free parking & TV
Oct 25 – Nov 1
Apartment in Chicago
4.88 out of 5 average rating, 86 reviewsCannabis Condo 4BR
Sep 11 – 18
Apartment in Chicago
4.94 out of 5 average rating, 124 reviewsExecutive Apartment on Lake Michigan with parking
Mar 25 – Apr 1
Condo in Chicago
4.67 out of 5 average rating, 15 reviewsModern Duplex Condo With Advanced 4K LED TV’s/PS5
Nov 23 – 30
Apartment in Chicago
New place to stayLovely & spacious 1B by the lake
Dec 25 – Jan 1
Private beachfront home rentals
Condo in Chicago
4.9 out of 5 average rating, 235 reviewsMAG MILE 2/2 Gold Coast Gem (+Parking/Rooftop)
May 10 – 15
Condo in Chicago
4.87 out of 5 average rating, 242 reviewsMAG MILE 2/2 w/ Lake VIEWS! (+Rooftop)
Jun 17 – 24
Apartment in Chicago
5.0 out of 5 average rating, 5 reviewsGold Coast Pristine Paradise 3BR/2BA. Free Parking
Jan 15 – 22
Apartment in Evanston
4.98 out of 5 average rating, 42 reviewsNew renovation|1BR|Stylish|Modern|Next to the Lake
Oct 9 – 16
Guest suite in Evanston
4.85 out of 5 average rating, 86 reviewsHistoric Manor House Private Guest Suite Evanston
Aug 4 – 11
Apartment in Evanston
4.8 out of 5 average rating, 83 reviewsModern|Aesthetic|2BR|Evanston|Near Beach
Oct 17 – 24
Apartment in Evanston
4.71 out of 5 average rating, 113 reviews✨Chic|Luxurious|2BR|Trendy|Evanston Next To Beach✨
Sep 23 – 30
Destinations to explore
- Downtown Chicago Vacation rentals
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- Guesthouse rentals North Side
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