Holiday rentals with lake access in South Side

Find and book unique lake access rentals on Airbnb

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Popular amenities for South Side lake access rentals

Lake access house rentals

Top Guest favourite
Home in Chicago
5 out of 5 average rating, 27 reviews

Gold Coast Home|Rooftop |PoolTable |Parking |Beach

RikkiRating, 5 stars1 week ago
Great home and location. Safe neighborhood, walkable to restaurants, shopping, beach. Home was clutter free, clean and well maintained. Beds were comfortable and we had plenty of supplies for duration of stay (fresh towels, blankets, paper products, soap, shampoo, conditioner, etc.) Rooftop deck with nice view. Host was very responsive with any questions and communicated well. House was perfect size for our group of 6. We appreciate Rasheed making our stay perfect! Will stay here again in the future.
Guest favourite
Home in Chicago
4.9 out of 5 average rating, 143 reviews

Spacious Two Story Luxurious Home w/Outdoor Deck!

NicoleRating, 5 stars2 weeks ago
Great location, close to all the action but just far enough to be peaceful. We loved having the back deck to sit outside and relax before a night out. I would absolutely recommend this location for a weekend or even longer.
Guest favourite
Home in Chicago
5 out of 5 average rating, 19 reviews

Amazing historic campus mansion!

ArunaRating, 5 stars3 weeks ago
Caryl was extremely helpful with a check in process and she introduced us the property as well as surrounding local attractions. We felt the place was warm and very spacious for our group and we had a pleasant stay.
Guest favourite
Home in Chicago
4.88 out of 5 average rating, 51 reviews

CasaNova Modern City Living

HelenRating, 5 stars3 weeks ago
Beautiful home layout and very spacious! Location was a quick drive to the city, which was convenient. Host was also very kind and attentive. Thank you Ms. Lilly for our stay!
Guest favourite
Home in Chicago
4.93 out of 5 average rating, 154 reviews

Superhost Wrigley/Lakeview Duplex 3BR/2.5BA

JesseRating, 5 stars1 week ago
This house was just as described on the website. It was in a great location. The house is beautiful and clean. Walking distance to Wrigley, many restaurants and also the train. We really enjoyed our stay.
Guest favourite
Home in Chicago
4.85 out of 5 average rating, 171 reviews

Historic Old Town, Fabulous 4 Bedroom Home

MeganRating, 5 stars1 month ago
We had the best stay in Old Town! The Airbnb was wonderful and spacious for our family.
Top Guest favourite
Home in Chicago
4.9 out of 5 average rating, 367 reviews

Private 3rd Floor Apartment

RickRating, 5 stars1 month ago
Very comfy apartment in a great neighborhood. We were in town for a baseball game and it’s a terrific place for that, just about a 20-minute walk to Wrigley Field. The only thing to be concerned about is the stairs: there are two flights to get into the apartment and they’re fairly steep and small, so if you have mobility issues that would be a concern. I don’t and had no problem. Karen is a lovely host and was very helpful when I was getting into the place and unloading my stuff from my car. There are tons of restaurants and coffee shops in the area, so it’s a great place to explore and hang out.
Guest favourite
Home in Skokie
4.86 out of 5 average rating, 96 reviews

Luxe-Haus of Love—The 1938 Cape Cod |Heated FLRS |

TaniaRating, 5 stars6 days ago
Words can’t describe how beautiful and clean the property and neighborhood is! The house is very spacious and modern. The basement is new, has a big room and bathroom with shower. The masters bedroom has a living room and GORGEOUS bathroom! The host provided cleaning supplies and even personal bathroom supplies for men and woman. The host was very nice and friendly 🥰 We had an incident with our previous AIRBNB and we had to rent this one last minute- The host responded at 1am letting us checked in at 1am. If you plan on staying here, please take care of it lol It’s such a lovely house! 100% Recommend!

Lake access apartment rentals

Top Guest favourite
Apartment in Evanston
4.99 out of 5 average rating, 77 reviews

Evanston 2BR 2Bth 1 Blk to Beach

AnnaRating, 5 stars1 week ago
Really comfortable home with thoughtful details. Easy access to many parks and restaurants, and also close to everything we needed for our family event. Sheila was very warm and helpful. There was more traffic than I expected (Evanston is hopping!), but we still always found parking within half a block. Great stay!
Guest favourite
Apartment in Chicago
4.94 out of 5 average rating, 31 reviews

NEW Garden Unit Close to Downtown

BrittanyRating, 5 stars2 months ago
Thank you for a comfortable and pleasant stay. Place felt like home. Quiet and quiet neighborhood had all the necessities. Easy access to local stores nearby, convenient location less than 10 minutes from downtown and host was a great person very responsive. I would highly recommend.
Top Guest favourite
Apartment in Chicago
4.97 out of 5 average rating, 241 reviews

Steps to Mag Mile, 2 BD , fast Wi-Fi, W&D

LizRating, 5 stars2 weeks ago
Great place and location! Thank you for letting us stay in your home!
Top Guest favourite
Apartment in Chicago
4.96 out of 5 average rating, 50 reviews

Spacious 3BR in Lakeview - Walk to Wrigley & Shops

AlexanderRating, 5 stars2 weeks ago
Steven's place was a great place to spend a few days in Chicago. Lovely apartment and well-located for bars and restaurants in Northalsted as well as the Belmont L train into downtown.
Guest favourite
Apartment in Chicago
4.83 out of 5 average rating, 167 reviews

The Posh Apt. Mins to Downtown & Hyde Park

VijayRating, 5 stars1 month ago
We had a most wonderful stay at Kayode's apartment which was very clean and matched all the descriptions in the listing and it was perfectly located for our purpose which was to be close to Hyde Park. Kayode was the perfect host and was extremely responsive and even when had a minor issue, he responded within minutes and had the issue resolved within the hour. Highly recommend Kayode as a host if you need an apartment in the Hyde Park area
Top Guest favourite
Apartment in Chicago
4.98 out of 5 average rating, 370 reviews

Lincoln Pk-parking-wifi-King bd-crib-kid friendly

AdamRating, 5 stars5 days ago
The apartment was very clean and comfortable and it was great that they had amenities for a baby as we stayed here with our daughter and baby grandson. This apartment is in a great location in Lincoln Park. Buena North Deli is a short walk away as well as other markets. Cedar Palace Lebanese restaurant is just across the street (great food and great service) with other nice restaurants just a short walk away. Armitage station was walkable and we used the train everyday to get around in Chicago. Michael, the host, provided great instructions and recommendations for the area. He was very responsive made sure we had what we needed. We would definitely stay here again on our next trip to Chicago.
Guest favourite
Apartment in Chicago
4.91 out of 5 average rating, 35 reviews

cozy grand studio 2nd floor/near lake/public tran.

JeronRating, 5 stars1 day ago
Beautiful location and well furnished. No complaints, surrounding folks in the community are friendly. Tap into Mores Liquor very friendly staff gave me the tips and tricks in the area and what to do. Thank you Cozy Nest for hosting my wife and I! Much Appreciated!!
Luxe
Apartment in Chicago
4.9 out of 5 average rating, 10 reviews

Luxury Designer Penthouse|Private Deck|Gold Coast

IkechiRating, 5 stars2 weeks ago
Excellent place to stay. Quite a fe steps for those with issues getting up and down steps, but worth it.

Destinations to explore

  1. Airbnb
  2. United States
  3. Illinois
  4. Cook County
  5. Chicago
  6. South Side
  7. Rentals with lake access