Holiday rentals with lake access in South Side
Find and book unique lake access rentals on Airbnb
Top-rated rentals with lake access in South Side
Guests agree: these rentals with lake access 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 lake access rentals in South Side
Lake access house rentals
Home in Chicago
4.92 out of 5 average rating, 115 reviewsSpacious Two Story Luxurious Home w/Outdoor Deck!
Home in Cedar Lake
5 out of 5 average rating, 130 reviewsLake front home on the hill.
Home in Valparaiso
4.95 out of 5 average rating, 116 reviewsLakefront House, Pontoon, Deck, Fire Pit & More!
Home in Gary
4.93 out of 5 average rating, 127 reviewsBayless Dune Lodge at West Beach - Indiana Dunes!
Home in Chicago
4.93 out of 5 average rating, 137 reviewsSuperhost Wrigley/Lakeview Duplex 3BR/2.5BA
Home in Chicago
4.87 out of 5 average rating, 117 reviewsSoak Up Mid-Century Style in Wrigleyville and Boystown
Home in Whiting
5 out of 5 average rating, 13 reviewsFull Home Near Lake and Parks
Home in Chicago
5 out of 5 average rating, 57 reviewsNEW! Lake & Skyline View on Kenwood Culdesac!
Apartment rentals with lake access
Rental unit in Chicago
4.87 out of 5 average rating, 111 reviewsIdyllic Lakefront Sanctuary W/ Unforgettable Vista
Rental unit in Chicago
4.84 out of 5 average rating, 106 reviewsminimal lakefront apartment
Rental unit in Chicago
4.97 out of 5 average rating, 187 reviewsSteps to Mag Mile, 2 BD , fast Wi-Fi, W&D
Rental unit in Chicago
4.98 out of 5 average rating, 311 reviewsLincoln Pk-parking-wifi-King bd-crib-kid friendly
Rental unit in Chicago
4.92 out of 5 average rating, 404 reviewsAndersonville Living
Rental unit in Evanston
4.97 out of 5 average rating, 416 reviewsCharming, Sunny Apartment with Backyard Garden
Rental unit in Highland Park
4.94 out of 5 average rating, 125 reviewsLovely studio near the beach! (and heated floors!)
Rental unit in Chicago
4.91 out of 5 average rating, 163 reviewsOLD TOWN TRIUMPHANT 2BD/2BA (+Rooftop&Parking)
Lake access cottage rentals
Cottage in Gary
4.84 out of 5 average rating, 167 reviewsMidcentury Cottage 3bd IN Dunes Natl Park, Lake MI
Cottage in Cedar Lake
5 out of 5 average rating, 40 reviewsCedar Sunrise- 1 BR Lake Home
Cottage in Gary
4.85 out of 5 average rating, 20 reviewsCozy Home near Chicago, Casinos, Shops, & Parks
Cottage in Cedar Lake
4.95 out of 5 average rating, 19 reviewsQuant Cottage with private dock and boathouse
Cottage in Gary
4.89 out of 5 average rating, 62 reviewsLuxury Cottage nestled in nature, close to beach
Cottage in Gary
5 out of 5 average rating, 7 reviewsMiller Beach Cottage
Cottage in Gary
4.89 out of 5 average rating, 9 reviewsDarling, Rehabbed Cottage Steps from the beach
Cottage in Gary
4.96 out of 5 average rating, 47 reviewsSYLVIA's CHARMING & RELAXING COTTAGE
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
- South Haven Holiday rentals
- Naperville Holiday rentals
- South Bend Holiday rentals
- Schaumburg Holiday rentals
- New Buffalo Holiday rentals
- Chicago Holiday rentals
- Rentals with lake access United States
- Rentals with lake access Chicago
- Rentals with lake access Chicago
- Rentals with lake access Downtown Chicago
- Rentals with a fireplace South Side
- Rentals with a washing machine and dryer South Side
- Apartment rentals South Side
- Family-friendly rentals South Side
- Rentals with pools South Side
- Rentals with breakfast South Side
- Family-friendly rentals South Side
- Smoking-friendly rentals South Side
- Flat rentals South Side
- Rentals with a firepit South Side
- Rentals with a hot tub South Side
- Rentals with beach access South Side
- Private suite rentals South Side
- Waterfront rentals South Side
- Monthly Rentals South Side
- Rentals with outdoor seating South Side
- House rentals South Side
- Rentals with an EV charger South Side
- Pet-friendly rentals South Side
- Townhouse rentals South Side
- Fitness-friendly rentals South Side
- Rentals with a patio South Side
- Rentals with lake access Milwaukee
- Rentals with lake access Illinois
- Rentals with lake access Cook County
- Yurt Rentals United States
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- Castle Rentals United States
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- Holiday Caravans United Kingdom
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- Farm Houses United States
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- Cabin Rentals Australia
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- Holiday Chalets United Kingdom
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- Apartments with a Hot Tub United States
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- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
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- Luxury Dog-Friendly Cottages United Kingdom