
Holiday rentals with lake access in South Side
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Top-rated rentals with lake access in South Side
Guests agree: these rentals with lake access are highly rated for location, cleanliness and more.
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Lake access house rentals

Spacious Two Story Luxurious Home w/Outdoor Deck!
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.

Amazing historic campus mansion!
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.

CasaNova Modern City Living
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!

Superhost Wrigley/Lakeview Duplex 3BR/2.5BA
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.

Historic Old Town, Fabulous 4 Bedroom Home
We had the best stay in Old Town! The Airbnb was wonderful and spacious for our family.

Private 3rd Floor Apartment
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.

Larimer Park Carriage House
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!

Executive Contemporary Duplex
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

Evanston 2BR 2Bth 1 Blk to Beach
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!

NEW Garden Unit Close to Downtown
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.

Steps to Mag Mile, 2 BD , fast Wi-Fi, W&D
Great place and location! Thank you for letting us stay in your home!

Spacious 3BR in Lakeview - Walk to Wrigley & Shops
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.

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

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

Andersonville Living
Comfortable, homey place for our group of five. Great back deck for outdoor time. Wonderful neighborhood with lots of shops and restaurants. Good beds.

COZY unit near Michigan Lake 2nd floor/no elevator
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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- Millennium Park
- Wrigley Field
- Navy Pier
- United Center
- Oak Street Beach
- Shedd Aquarium
- Six Flags Great America
- Humboldt Park
- Guaranteed Rate Field
- 875 North Michigan Avenue
- The Field Museum
- Lincoln Park
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Garfield Park Conservatory
- Willis Tower
- Lincoln Park Zoo
- Wicker Park
- Illinois Beach State Park
- Brookfield Zoo
- Washington Park Zoo
- The 606
- The Beverly Country Club
- Moraine Hills State Park