Vacation rentals with lake access in South Side
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Top-rated lake access rentals in South Side
Guests agree: these lake access rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for South Side lake access rentals
Lake access house rentals
Home in Chicago
4.82 out of 5 average rating, 140 reviewsHistoric Old Town, Fabulous 4 Bedroom Home
Apr 6 – 13
Home in Chicago
4.92 out of 5 average rating, 111 reviewsSpacious Two Story Luxurious Home w/Outdoor Deck!
Dec 11 – 18
Home in Chicago
4.93 out of 5 average rating, 134 reviewsSuperhost Wrigley/Lakeview Duplex 3BR/2.5BA
Aug 16 – 23
Home in Cedar Lake
5.0 out of 5 average rating, 128 reviewsLake front home on the hill.
Aug 30 – Sep 6
Home in Chicago
4.87 out of 5 average rating, 115 reviewsSoak Up Mid-Century Style in Wrigleyville and Boystown
Sep 13 – 20
Home in Gary
4.93 out of 5 average rating, 126 reviewsBayless Dune Lodge at West Beach - Indiana Dunes!
Dec 24 – 31
Home in Chicago
5.0 out of 5 average rating, 53 reviewsNEW! Lake & Skyline View on Kenwood Culdesac!
Oct 23 – 30
Home in Chicago
4.82 out of 5 average rating, 96 reviewsWoodlawn Oasis: 5-15 Mins from Food, Fun, Dining
Jan 28 – Feb 4
Lake access apartment rentals
Apartment in Chicago
4.84 out of 5 average rating, 101 reviewsminimal lakefront apartment
Dec 25 – Jan 1
Apartment in Chicago
4.98 out of 5 average rating, 106 reviews*Steps to Mag Mile, 2 BD , fast Wi-Fi, W&D
Jul 20 – 25
Apartment in Chicago
4.83 out of 5 average rating, 395 reviewsLakeview Charmer -with parking!
Dec 20 – 27
Apartment in Wilmette
4.86 out of 5 average rating, 119 reviewsDowntown Wilmette Micro Studio
Jul 6 – 13
Apartment in Chicago
4.87 out of 5 average rating, 106 reviewsIdyllic Lakefront Sanctuary W/ Unforgettable Vista
Jun 28 – Jul 5
Apartment in Highland Park
4.94 out of 5 average rating, 122 reviewsLovely studio near the beach! (and heated floors!)
Dec 25 – Jan 1
Apartment in Chicago
4.91 out of 5 average rating, 138 reviewsCozy 2BR-2BA steps from 'The Bean' & Michigan Ave
Oct 3 – 10
Apartment in Batavia
4.88 out of 5 average rating, 125 reviewsDowntown Batavia Musician's Escape
Nov 19 – 26
Lake access cottage rentals
Cottage in Gary
4.85 out of 5 average rating, 165 reviewsMidcentury Cottage 3bd IN Dunes Natl Park, Lake MI
Oct 5 – 12
Cottage in Cedar Lake
4.9 out of 5 average rating, 20 reviewsCedar Sunset On the Lake
Sep 1 – 8
Cottage in Gary
4.88 out of 5 average rating, 60 reviewsLuxury Cottage nestled in nature, close to beach
Aug 29 – Sep 5
Cottage in Cedar Lake
4.94 out of 5 average rating, 17 reviewsQuant Cottage with private dock and boathouse
Mar 7 – 14
Cottage in Gary
4.82 out of 5 average rating, 11 reviewsCozy Home near Chicago, Casinos, Shops, & Parks
Nov 1 – 8
Cottage in Gary
5.0 out of 5 average rating, 7 reviewsMiller Beach Cottage
Jun 5 – 12
Cottage in Gary
4.89 out of 5 average rating, 9 reviewsDarling, Rehabbed Cottage Steps from the beach
Nov 14 – 21
Cottage in Gary
4.96 out of 5 average rating, 46 reviewsSYLVIA's CHARMING & RELAXING COTTAGE
Sep 22 – 29
Destinations to explore
- Downtown Chicago Vacation rentals
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