Holiday houses in South Side

Find and book unique accommodation on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for South Side holiday rentals

Other great holiday rentals in South Side

Private room in Chicago
4.72 out of 5 average rating, 39 reviews

Bees Knees - Room 3

MikaylahRating, 5 stars2 weeks ago
I really enjoyed my stay here . Genova place is very affordable, well kept for a shared space . I like that everything was organized . Toiletries such as body soap , hair conditioner was provided as well as towels and linens . Genova was able to accommodate me as well with some plans that didn’t quite work out with my airfare . I was very grateful and appreciative of that as well . Very good and timely with communication on whatever I needed . I’m sure a future stay here will be planned out . Maybe sooner than later . Great host . Until next time …
Guest favourite
Private room in Chicago
4.85 out of 5 average rating, 119 reviews

Hyde Park/UC Newly Renovated Private Room #1

MarcianoRating, 5 stars1 week ago
Great stay at Andy's place. Listing is accurate to the description. Place is clean, private room and shared bathroom has all the essentials. Roommates were very private so I felt like I was free to stay in the common areas without much disturbances. Andy himself was very professional and responsive to my messages. Check in was very easy. I would recommend Andy's place and would definitely stay here if I am in town again for a conference. Thank you for a very peaceful and pleasant stay, Andy!
Guest favourite
Private room in Chicago
4.87 out of 5 average rating, 46 reviews

Yellow Room - South Shore Bungalow

GavinRating, 5 stars4 days ago
What a lovely place to stay. Lady Delia showed us her turtles and had a beautiful cat. She was very friendly and talkative. She drove us to get bus passes when we didn’t know where to get them. Jeffrey jump was a convenient bus to get from her place to the city very quickly. The bathroom had the window creaked open which made it smell like the coast in the mornings. The house is a historic bungalow which gave it a very different look and feel from what I’m used to. Spent some beautiful morning strolls along the neighborhood and got to see the beautiful architecture in the city; overall was worth what we paid.
Guest favourite
Private room in Chicago
4.8 out of 5 average rating, 110 reviews

Quiet Room #5

RubenRating, 5 stars1 week ago
Silvia was great to work with and such a gracious and helpful host. I would stay again at Silvia’s location in a heartbeat!
Private room in Chicago
4.75 out of 5 average rating, 4 reviews

Confortable and affordable

Said OmarRating, 5 stars1 week ago
the stay with Eduardo was very peaceful , quite and relaxing. I enjoyed it alot...
Guest favourite
Private room in Chicago
4.85 out of 5 average rating, 13 reviews

Quiet and relaxing kind bed

ManevaRating, 5 stars4 weeks ago
Very clean, had all amenities, and everything works. Highly recommend.
Superhost
Private room in Chicago
4.8 out of 5 average rating, 5 reviews

room with Queen bed, work desk and dresser

ElsieRating, 5 stars2 weeks ago
We had a lovely time at Aminata’s place, who was always so helpful and responsive. The area is near a train station into the centre of the city, and the neighbourhood is quiet. We would come back and stay again.
Private room in Chicago
4.56 out of 5 average rating, 34 reviews

Private room in Bridgeport. #4

HugoRating, 5 stars2 weeks ago
everything was great, Zhih answered all of my questions and even made recommendations! great place to stay

Destinations to explore

  1. Airbnb
  2. United States
  3. Illinois
  4. Cook County
  5. Chicago
  6. South Side