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Beachfront holiday rentals in North Side

Find and book unique beachfront homes on Airbnb

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Popular amenities for beachfront rentals in North Side

Pet-friendly beachfront home rentals

Top guest favourite
Private room in Evanston
4.84 out of 5 average rating, 68 reviews

1 Room for up to 3, Near NU & Old Orchard Mall

SakiRating, 5 stars5 months ago
We had an absolutely wonderful time. Nancy was truly kind and made various thoughtful arrangements to ensure our family felt comfortable. Her dog, Pepper, was also very friendly and played with my daughter. The room was impeccably clean and left nothing to be desired. The bathroom, in particular, was spotless, allowing us to relax in the bath with peace of mind. Thank you so much!
Superhost
Flat in Chicago
4.89 out of 5 average rating, 167 reviews

Executive Apartment on Lake Michigan with parking

DevinRating, 5 starstoday
me and my fiance stayed just a few days and I didn’t want to leave! The space was even better than expected. Having almost everything you’d need to cook, plenty of towels, clean bedding. It was so clean and beautiful inside and the view from the balcony was gorgeous. Felt just like home. The neighborhood was very nice and peaceful as well. We will 100% be back!
Guest favourite
Flat in Chicago
4.9 out of 5 average rating, 99 reviews

Cannabis Condo 4BR

HeatherRating, 5 stars4 days ago
Great stay in Chicago. Parking was easy and getting inside was a breeze with the instructions provided. The unit was just as expected with added touches like extra towels and cold drinks in the fridge on arrival. We enjoyed our time and recommend Shomari’s place for a perfect weekend in Chicago with family and friends!
Guest favourite
Flat in Chicago
4.92 out of 5 average rating, 227 reviews

Stone Mansion Sleeps 10-20 Free parking & TV

PennyRating, 5 stars3 days ago
Seven of us had a great stay at Will’s place! This is a spacious apartment that is in a quiet neighborhood, yet only two blocks from restaurants and bars. We walked just about every place we went, including to Wrigley Field for a game. The place had everything we could possibly need. The kitchen was well stocked, plenty of towels and linens. Very convenient to be able to drop our bags in the garage until check in time. Will is a very responsive host. We hope to come back some time.

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