Holiday rentals with lake access in South Side

Find and book unique lake access rentals on Airbnb

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Popular amenities for lake access rentals in South Side

Lake access house rentals

Guest favourite
Home in Chicago
4.9 out of 5 average rating, 144 reviews

Spacious Two Story Luxurious Home w/Outdoor Deck!

ElizabethRating, 5 stars2 weeks ago
Our party was comprised of 5 adults. We had enough space to spread out and relax between events. The kitchen was very clean and there were snacks and beverages which was very nice. The deck off the kitchen was lovely. There was a welcome binder with lots of information about the neighborhood. The location was well situated; the neighborhood was quiet and very pretty to walk around in. We were able to walk to a restaurant for breakfast each day. My sons walked to Wrigley Field for a Cubs game. The only drawback for me were the stairs which were hard on me as I have a bad ankle. All said, I would highly recommend this listing to others, Robert and Sue were available and were great hosts.
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 stars4 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.
Top guest favourite
Home in Evanston
5 out of 5 average rating, 105 reviews

Larimer Park Carriage House

FionaRating, 5 stars3 days ago
The moment I walked in, it feels like home! The house is very nicely decorated, and it has everything you need to have a very comfortable stay. The kitchen is well stocked and she even has a basketball for my kid to play with in the court right in front of the house. She even welcomes the guests with a nice bar of chocolate , card and fresh flowers! We will stay here again if we visit Evanston!
Superhost
Home in Chicago
4.89 out of 5 average rating, 28 reviews

Executive Contemporary Duplex

WaljimaRating, 5 stars2 weeks ago
My family and I enjoyed staying here. I was born and raised in Chicago just 4 blocks from this Airbnb! It was such a great experience to be back in my old neighborhood. Olusesan is a phenomenal host! I highly recommend this place.

Apartment rentals with lake access

Top guest favourite
Flat in Evanston
4.99 out of 5 average rating, 78 reviews

Evanston 2BR 2Bth 1 Blk to Beach

AnnaRating, 5 stars2 weeks 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
Flat 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.
Guest favourite
Flat in Chicago
4.97 out of 5 average rating, 242 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
Flat 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.
Top guest favourite
Flat in Chicago
4.98 out of 5 average rating, 371 reviews

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

AdamRating, 5 stars1 week 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.
Superhost
Flat in Chicago
5 out of 5 average rating, 3 reviews

15mins DT | Wicker Park Gem | Sleeps 7 | FreePark

JoannaRating, 5 stars1 week ago
My mom and I visited Chicago for a weekend girls trip and had a great stay. It was clean, comfortable, and we felt secure. We loved being near Humboldt Park as well as some tasty restaurants and coffee shops, plus the location was very walkable and near bus routes. TIBO did a great job responding to our questions promptly and kindly. Definitely worth the stay!
Top guest favourite
Flat in Chicago
4.93 out of 5 average rating, 436 reviews

Andersonville Living

AndrewRating, 5 stars2 weeks ago
Comfortable, homey place for our group of five. Great back deck for outdoor time. Wonderful neighborhood with lots of shops and restaurants. Good beds.
Guest favourite
Flat in Chicago
4.88 out of 5 average rating, 8 reviews

COZY unit near Michigan Lake 2nd floor/no elevator

AliyahRating, 5 stars1 month ago
Loved my stay! There was a little bit of confusion when it came to checking in and they responded to me almost immediately—which I was so grateful for after a long day of traveling. The amenities were great (me and that Keurig got along like a house on fire) and the apartment was, as described, cozy. It was perfect for me as someone who was traveling solo. After I checked out, they saw that I’d accidentally left my glasses behind and reached out to me to make sure I could grab them. Just a stellar experience from start to finish. Will definitely try to stay here again if the opportunity arises!

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  7. Rentals with lake access