Vacation rentals with lake access in South Side
Find and book unique lake access rentals on Airbnb
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
Get the amount of space that is right for you
Popular amenities for South Side lake access rentals
Lake access house rentals
Home in Chicago
4.83 out of 5 average rating, 138 reviewsHistoric Old Town, Fabulous 4 Bedroom Home
Jan 20 – 27
Home in Cedar Lake
5.0 out of 5 average rating, 128 reviewsLake front home on the hill.
Aug 26 – Sep 2
Home in Chicago
4.92 out of 5 average rating, 111 reviewsSpacious Two Story Luxurious Home w/Outdoor Deck!
Mar 8 – 15
Home in Chicago
4.93 out of 5 average rating, 134 reviewsSuperhost Wrigley/Lakeview Duplex 3BR/2.5BA
Sep 20 – 27
Home in Chicago
4.87 out of 5 average rating, 115 reviewsSoak Up Mid-Century Style in Wrigleyville and Boystown
Sep 10 – 17
Home in Chicago
4.85 out of 5 average rating, 115 reviewsHuge Home * Yard * Parking * Best Location
Mar 18 – 25
Home in Gary
4.93 out of 5 average rating, 125 reviewsBayless Dune Lodge at West Beach - Indiana Dunes!
Jun 21 – 28
Home in Chicago
5.0 out of 5 average rating, 52 reviewsNEW! Lake & Skyline View on Kenwood Culdesac!
Aug 14 – 21
Lake access apartment rentals
Apartment in Wilmette
4.86 out of 5 average rating, 119 reviewsDowntown Wilmette Micro Studio
Jun 23 – 30
Apartment in Chicago
4.98 out of 5 average rating, 300 reviewsLincoln Pk-parking-wifi-King bd-crib-kid friendly
Apartment in Chicago
4.83 out of 5 average rating, 394 reviewsLakeview Charmer -with parking!
Mar 25 – Apr 1
Apartment in Chicago
4.91 out of 5 average rating, 156 reviewsOLD TOWN TRIUMPHANT 2BD/2BA (+Rooftop&Parking)
Jul 6 – 13
Apartment in Highland Park
4.94 out of 5 average rating, 122 reviewsLovely studio near the beach! (and heated floors!)
Nov 27 – Dec 4
Apartment in Chicago
4.9 out of 5 average rating, 136 reviewsCozy 2BR-2BA steps from 'The Bean' & Michigan Ave
Sep 20 – 27
Apartment in Chicago
4.98 out of 5 average rating, 118 reviewsVintage Charm Near Lake
Nov 11 – 18
Apartment in Chicago
4.87 out of 5 average rating, 105 reviewsIdyllic Lakefront Sanctuary W/ Unforgettable Vista
Dec 23 – 30
Lake access cottage rentals
Cottage in Gary
4.85 out of 5 average rating, 164 reviewsMidcentury Cottage 3bd IN Dunes Natl Park, Lake MI
Sep 22 – 29
Cottage in Cedar Lake
4.89 out of 5 average rating, 19 reviewsCedar Sunset On the Lake
Jan 7 – 14
Cottage in Gary
5.0 out of 5 average rating, 7 reviewsMiller Beach Cottage
May 1 – 8
Cottage in Gary
4.88 out of 5 average rating, 60 reviewsLuxury Cottage nestled in nature, close to beach
Oct 29 – Nov 5
Cottage in Gary
4.82 out of 5 average rating, 11 reviewsCozy Home near Chicago, Casinos, Shops, & Parks
Apr 4 – 11
Cottage in Cedar Lake
5.0 out of 5 average rating, 15 reviewsQuant Cottage with private dock and boathouse
Oct 8 – 15
Cottage in Gary
4.89 out of 5 average rating, 9 reviewsDarling, Rehabbed Cottage Steps from the beach
May 12 – 19
Cottage in Gary
4.96 out of 5 average rating, 46 reviewsSYLVIA's CHARMING & RELAXING COTTAGE
Feb 5 – 12
Destinations to explore
- Downtown Chicago Vacation rentals
- Milwaukee Vacation rentals
- Lake Geneva Vacation rentals
- Lake Michigan Beach Vacation rentals
- Saugatuck Vacation rentals
- Evanston Vacation rentals
- South Haven Vacation rentals
- Naperville Vacation rentals
- South Bend Vacation rentals
- New Buffalo Vacation rentals
- Schaumburg Vacation rentals
- Chicago Vacation rentals
- Rentals with lake access United States
- Rentals with lake access Chicago
- Rentals with lake access Chicago
- Rentals with lake access Downtown Chicago
- Smoking-friendly rentals South Side
- Rentals with a hot tub South Side
- Rentals with a fire pit South Side
- Private suite rentals South Side
- Pet-friendly rentals South Side
- Rentals with a washer and dryer South Side
- Waterfront rentals South Side
- Rentals with beach access South Side
- Monthly Rentals South Side
- Apartment rentals South Side
- Rentals with outdoor seating South Side
- Rentals with a fireplace South Side
- Kid-friendly rentals South Side
- Rentals with an EV charger South Side
- House rentals South Side
- Family-friendly rentals South Side
- Rentals with breakfast South Side
- Fitness-friendly rentals South Side
- Rentals with a patio South Side
- Townhouse rentals South Side
- Condo rentals South Side
- Rentals with lake access Milwaukee
- Rentals with lake access Illinois
- Rentals with lake access Cook County
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes