Waterfront holiday rentals in Chicago
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Chicago
Guests agree: these waterfront rentals 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 waterfront rentals in Chicago
Waterfront apartment rentals
Flat in Chicago
4.82 out of 5 average rating, 87 reviewsCozy 1 BR Apartment in South Loop
3–10 Jul
Flat in Chicago
4.86 out of 5 average rating, 29 reviewsElegant 2-bed/2-bath in the heart of Uptown
29 Oct – 5 Nov
Flat in Chicago
4.93 out of 5 average rating, 45 reviewsThe Holiday House by the Lake! 2br/2bth
13–20 Nov
Flat in Lisle
4.65 out of 5 average rating, 78 reviewsTranquility and comfort in private condo
11–18 Aug
Flat in Edgewater
4.67 out of 5 average rating, 3 reviewsLovely Lake Side Apartment
28 Aug – 4 Sep
Flat in Chicago
4.94 out of 5 average rating, 123 reviewsExecutive Apartment on Lake Michigan with parking
30 Oct – 6 Nov
Flat in Evanston
4.78 out of 5 average rating, 127 reviewsMDRN Kid-Frndly Apt | Natural Lite | Quiet|Private
6–13 Aug
Flat in Chicago
4.54 out of 5 average rating, 39 reviewsHUGE & BRAND NEW BEACH Apartment is Ready For You!
9–16 Sep
Waterfront house rentals
Home in Chicago
5.0 out of 5 average rating, 52 reviewsNEW! Lake & Skyline View on Kenwood Culdesac!
14–21 Aug
Home in Chicago
4.88 out of 5 average rating, 32 reviews'22 CasaNova Modern City Living
21–28 Sep
Home in Barrington
5.0 out of 5 average rating, 25 reviewsON RIVER Barrington Home + Deck & Views
4–11 Jun
Home in Westmont
4.95 out of 5 average rating, 22 reviewsWestmont,Il 4/3 on the Lake
25 Jan – 1 Feb
Home in Deerfield
4.96 out of 5 average rating, 26 reviewsLake Forest Country Estate
18–25 May
Home in Schaumburg
4.89 out of 5 average rating, 44 reviewsSprawling private fenced home with pond view!
9–16 May
Home in New Lenox
4.8 out of 5 average rating, 10 reviewsFamily Friendly Farmhouse + Creek View!
23–30 Jun
Home in Westmont
4.89 out of 5 average rating, 18 reviewsCozy 5-bedroom with lake views and spacious deck
1–8 Apr
Waterfront apartment rentals
Apartment in West Town
4.87 out of 5 average rating, 92 reviewsUpscale Penthouse Private Balconies Amazing Views
14–21 Jul
Apartment in Chicago
4.96 out of 5 average rating, 55 reviewsModern MAG Mile 2BD/2BA (+Parking/Rooftop)
1–8 Jul
Apartment in Chicago
4.67 out of 5 average rating, 169 reviewsStudio flat in the heart of Chicago's Gold Coast
24 Jun – 1 Jul
Apartment in Chicago
4.9 out of 5 average rating, 20 reviewsBronzeville Tribe Palace Loft
20–27 Oct
Apartment in Chicago
4.89 out of 5 average rating, 9 reviewsCozy Studio 1BR Apt near the lake on the Northside
2–9 Sep
Apartment in Chicago
4.75 out of 5 average rating, 16 reviewsLovely condo studio
29 Jan – 5 Feb
Apartment in Chicago
4.75 out of 5 average rating, 12 reviewsSpacious Wicker Park Hideaway with Parking!
28 Dec – 4 Jan
Apartment in Chicago
5.0 out of 5 average rating, 49 reviewsWhere you want to BE! Stylish, Comfy, Luxe
8–15 Mar
Quick stats about waterfront rentals in Chicago
Total rentals
130 properties
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
70 properties are a good fit for families
Total number of reviews
5.5K reviews
Nightly prices starting at
€ 19 before taxes and fees
Destinations to explore
- Downtown Chicago Holiday rentals
- 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
- Waterfront rentals United States
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