Waterfront vacation rentals in North Side
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in North Side
Guests agree: these waterfront rentals 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 North Side waterfront rentals
Waterfront apartment rentals
Apartment in Chicago
4.93 out of 5 average rating, 46 reviewsThe Holiday House by the Lake! 2br/2bth
Apr 13 – 20
Apartment in Chicago
4.86 out of 5 average rating, 29 reviewsElegant 2-bed/2-bath in the heart of Uptown
Sep 3 – 10
Apartment in Evanston
4.86 out of 5 average rating, 29 reviewsModern|Spacious|New Renovation|1BR|Evanston
Jun 18 – 25
Apartment in Chicago
4.82 out of 5 average rating, 88 reviewsCozy 1 BR Apartment in South Loop
Jul 27 – Aug 3
Apartment in Lisle
4.65 out of 5 average rating, 79 reviewsTranquility and comfort in private condo
Aug 11 – 18
Apartment in Chicago
4.94 out of 5 average rating, 124 reviewsExecutive Apartment on Lake Michigan with parking
Aug 6 – 13
Apartment in Evanston
4.78 out of 5 average rating, 128 reviewsMDRN Kid-Frndly Apt | Natural Lite | Quiet|Private
Aug 16 – 23
Apartment in Chicago
4.54 out of 5 average rating, 39 reviewsHUGE & BRAND NEW BEACH Apartment is Ready For You!
Sep 29 – Oct 6
Waterfront house rentals
Home in Chicago
5.0 out of 5 average rating, 54 reviewsNEW! Lake & Skyline View on Kenwood Culdesac!
Oct 18 – 25
Home in Chicago
4.88 out of 5 average rating, 32 reviews'22 CasaNova Modern City Living
Oct 11 – 18
Home in Barrington
5.0 out of 5 average rating, 27 reviewsON RIVER Barrington Home + Deck & Views
Jan 4 – 11
Home in Deerfield
4.96 out of 5 average rating, 26 reviewsLake Forest Country Estate
May 27 – Jun 3
Home in Schaumburg
4.89 out of 5 average rating, 44 reviewsSprawling private fenced home with pond view!
May 26 – Jun 2
Home in Chicago
4.74 out of 5 average rating, 23 reviewsBeautiful 3 Bedroom TownHome in Rogers Park
Oct 21 – 28
Home in Chicago
4.82 out of 5 average rating, 61 reviewsLake Home-3 blocks to beach/harbor 10 min 2 Loop!
Dec 31 – Jan 7
Home in Westmont
4.89 out of 5 average rating, 18 reviewsCozy 5-bedroom with lake views and spacious deck
Jan 24 – 31
Waterfront condo rentals
Condo in West Town
4.87 out of 5 average rating, 92 reviewsUpscale Penthouse Private Balconies Amazing Views
Apr 17 – 24
Condo in Chicago
4.96 out of 5 average rating, 56 reviewsModern MAG Mile 2BD/2BA (+Parking/Rooftop)
Jul 4 – 11
Condo in Chicago
4.9 out of 5 average rating, 20 reviewsBronzeville Tribe Palace Loft
May 8 – 15
Condo in Chicago
4.92 out of 5 average rating, 63 reviewsPING-PONG Free PARKiNG 10 min-Downtown Sleeps 10
Aug 11 – 18
Condo in Chicago
4.75 out of 5 average rating, 16 reviewsLovely condo studio
Dec 12 – 19
Condo in Chicago
4.89 out of 5 average rating, 9 reviewsCozy Studio 1BR Apt near the lake on the Northside
Jan 3 – 10
Condo in Chicago
5.0 out of 5 average rating, 49 reviewsWhere you want to BE! Stylish, Comfy, Luxe
Aug 21 – 28
Condo in Chicago
4.75 out of 5 average rating, 12 reviewsSpacious Wicker Park Hideaway with Parking!
Feb 15 – 22
Destinations to explore
- Downtown Chicago Vacation rentals
- Milwaukee Vacation rentals
- Lake Geneva Vacation rentals
- Lake Michigan Beach Vacation rentals
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- Waterfront rentals United States
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- Rentals with a fire pit North Side
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- Beachfront rentals North Side
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- Hotel rentals North Side
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- Rentals with a hot tub North Side
- Bed and breakfasts North Side
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- Apartment rentals North Side
- Rentals with a fireplace North Side
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