Waterfront holiday rentals in Cook County
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Top-rated waterfront rentals in Cook County
Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.
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Popular amenities for waterfront rentals in Cook County
Waterfront apartment rentals
Flat in Chicago
4.79 out of 5 average rating, 139 reviewsSpacious & Stylish 2BR-2BA Apt Steps from The Bean
24–31 Oct
Flat in Chicago
4.86 out of 5 average rating, 7 reviewsSheridan Beach Apartment
27 Oct – 3 Nov
Flat in Evanston
4.86 out of 5 average rating, 28 reviewsModern|Spacious|New Renovation|1BR|Evanston
18–25 Jun
Flat in Lisle
4.65 out of 5 average rating, 78 reviewsTranquility and comfort in private condo
11–18 Aug
Flat in Chicago
4.82 out of 5 average rating, 87 reviewsCozy 1 BR Apartment in South Loop
3–10 Jul
Flat in Chicago
4.96 out of 5 average rating, 49 reviewsLoyola & Lake -3br/2bth close to the Lake & Loyola
21–28 Apr
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
4.94 out of 5 average rating, 123 reviewsExecutive Apartment on Lake Michigan with parking
30 Oct – 6 Nov
Waterfront house rentals
Home in Gary
4.93 out of 5 average rating, 58 reviewsSteps from the beach and a mile from National Park
31 Oct – 7 Nov
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 Sept
Home in Schaumburg
4.89 out of 5 average rating, 44 reviewsSprawling private fenced home with pond view!
9–16 May
Home in Valparaiso
5.0 out of 5 average rating, 3 reviewsThe Good Farm: Farmhouse + BarnBnB on 44 acres!
11–18 Mar
Home in Portage
Portage Indiana Dunes 3 bedroom Duplex
23–30 Sept
Home in Gary
4.96 out of 5 average rating, 138 reviewsKayaker’s Dune Cottage
17–24 Oct
Home in New Lenox
4.8 out of 5 average rating, 10 reviewsFamily Friendly Farmhouse + Creek View!
23–30 Jun
Waterfront apartment rentals
Apartment in Portage
5.0 out of 5 average rating, 53 reviewsLuxury Waterfront 2 Bedroom Condo by Lake Michigan
15–22 Sept
Apartment in Portage
4.91 out of 5 average rating, 23 reviewsSerenity on the Shores
14–21 Mar
Apartment in Chicago
4.9 out of 5 average rating, 20 reviewsBronzeville Tribe Palace Loft
20–27 Oct
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
4.92 out of 5 average rating, 60 reviewsPING-PONG Free PARKiNG 10 min-Downtown Sleeps 10
11–18 Dec
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 Portage
5.0 out of 5 average rating, 6 reviewsHarbor Haven Hideaway
3–10 Dec
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