Beachfront vacation rentals in North Side
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Top-rated beachfront rentals in North Side
Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.
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.
Jul 8 – 15
Apartment in Chicago
4.94 out of 5 average rating, 85 reviews420 at Cheltenham 4BR
Sep 22 – 29
Apartment in Chicago
4.86 out of 5 average rating, 100 reviewsRock Star Beach Pad on Lake Michigan with parking
Aug 3 – 10
Apartment in Chicago
4.91 out of 5 average rating, 183 reviewsStone Mansion Sleeps 10-20 Free parking & TV
Nov 26 – Dec 3
Apartment in Chicago
4.88 out of 5 average rating, 86 reviewsCannabis Condo 4BR
Oct 20 – 27
Apartment in Chicago
4.94 out of 5 average rating, 124 reviewsExecutive Apartment on Lake Michigan with parking
Sep 9 – 16
Condo in Chicago
4.69 out of 5 average rating, 16 reviewsModern Duplex Condo With Advanced 4K LED TV’s/PS5
Jun 16 – 23
Apartment in Chicago
New place to stayLovely & spacious 1B by the lake
Jun 14 – 21
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 4 – 11
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
Sep 25 – Oct 2
Apartment in Evanston
4.8 out of 5 average rating, 83 reviewsModern|Aesthetic|2BR|Evanston|Near Beach
Oct 30 – Nov 6
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
- Milwaukee Vacation rentals
- Lake Geneva Vacation rentals
- Lake Michigan Beach Vacation rentals
- Saugatuck Vacation rentals
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- Beachfront rentals Chicago
- Beachfront rentals Downtown Chicago
- Beachfront rentals Illinois
- Rentals with a balcony North Side
- Family-friendly rentals North Side
- Bed and breakfasts North Side
- Waterfront rentals North Side
- Rentals with a fire pit North Side
- Smoking-friendly rentals North Side
- Condo rentals North Side
- Guesthouse rentals North Side
- Rentals with a hot tub North Side
- Monthly Rentals North Side
- Loft rentals North Side
- Rentals with an EV charger North Side
- Rentals with a fireplace North Side
- Townhouse rentals North Side
- Rentals with pools North Side
- Private suite rentals North Side
- House rentals North Side
- Pet-friendly rentals North Side
- Rentals with breakfast North Side
- Apartment rentals North Side
- Rentals with outdoor seating North Side
- Rentals with beach access North Side
- Hotel rentals North Side
- Rentals with lake access North Side
- Fitness-friendly rentals North Side
- Kid-friendly rentals North Side
- Rentals with a patio North Side
- Rentals with a washer and dryer North Side
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