Waterfront vacation rentals in West Side
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in West 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 West Side waterfront rentals
Waterfront apartment rentals
Apartment in Chicago
4.86 out of 5 average rating, 7 reviewsSheridan Beach Apartment
Apartment in Evanston
4.86 out of 5 average rating, 29 reviewsModern|Spacious|New Renovation|1BR|Evanston
Apartment in Chicago
4.96 out of 5 average rating, 49 reviewsLoyola & Lake -3br/2bth close to the Lake & Loyola
Apartment in Chicago
4.87 out of 5 average rating, 31 reviewsElegant 2-bed/2-bath in the heart of Uptown
Apartment in Chicago
4.82 out of 5 average rating, 88 reviewsCozy 1 BR Apartment in South Loop
Apartment in Lisle
4.65 out of 5 average rating, 79 reviewsTranquility and comfort in private condo
Apartment in Chicago
4.94 out of 5 average rating, 124 reviewsExecutive Apartment on Lake Michigan with parking
Apartment in Evanston
4.78 out of 5 average rating, 128 reviewsMDRN Kid-Frndly Apt | Natural Lite | Quiet|Private
Waterfront house rentals
Home in Highland Park
4.93 out of 5 average rating, 40 reviewsWitness Sunrise Over Lake Michigan
Home in Chicago
4.88 out of 5 average rating, 32 reviews'22 CasaNova Modern City Living
Home in Deerfield
4.96 out of 5 average rating, 26 reviewsLake Forest Country Estate
Home in Schaumburg
4.89 out of 5 average rating, 44 reviewsSprawling private fenced home with pond view!
Home in Chicago
4.6 out of 5 average rating, 10 reviewsCozy home w/ 4 bedrooms in Bridgeport Chicago
Home in Chicago
4.74 out of 5 average rating, 23 reviewsBeautiful 3 Bedroom TownHome in Rogers Park
Home in Chicago
4.82 out of 5 average rating, 61 reviewsLake Home-3 blocks to beach/harbor 10 min 2 Loop!
Home in Westmont
5.0 out of 5 average rating, 7 reviewsCozy 5-bedroom with lake views and spacious deck
Waterfront condo rentals
Condo in Chicago
4.9 out of 5 average rating, 20 reviewsBronzeville Tribe Palace Loft
Condo in Chicago
4.96 out of 5 average rating, 57 reviewsModern MAG Mile 2BD/2BA (+Parking/Rooftop)
Condo in Chicago
4.92 out of 5 average rating, 64 reviewsPING-PONG Free PARKiNG 10 min-Downtown Sleeps 10
Condo in Chicago
4.75 out of 5 average rating, 16 reviewsLovely condo studio
Condo in Chicago
4.9 out of 5 average rating, 10 reviewsCozy Studio 1BR Apt near the lake on the Northside
Condo in Chicago
4.75 out of 5 average rating, 12 reviewsSpacious Wicker Park Hideaway with Parking!
Condo in Chicago
5.0 out of 5 average rating, 49 reviewsWhere you want to BE! Stylish, Comfy, Luxe
Condo in Chicago
4.8 out of 5 average rating, 10 reviewsLovely 1 Bedroom with Fireplace and Home Office
Destinations to explore
- Downtown Chicago Vacation rentals
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- Rentals with beach access West Side
- Rentals with a fireplace West Side
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- Monthly Rentals West Side
- Rentals with lake access West Side
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- Townhouse rentals West Side
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- Kid-friendly rentals West Side
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- Condo rentals West Side
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- Pet-friendly rentals West Side
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- Apartment rentals West Side
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