
Vacation rentals with a fireplace in South Side
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Top-rated fireplace rentals in South Side
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Popular amenities for South Side fireplace rentals
House rentals with a fireplace

Cozy Modern Home w/Fireplace & Pond
The host was very nice and attentive. The place was very nice and clean. Great place to stay

Cozy at The Walter
I thoroughly enjoyed my recent stay at this home. The home itself was filled with everything we could have needed and saved us from trips to the store when we needed something quickly. It also felt to me like it was nicer than the photos and felt extremely safe and comfortable. All in all I would 100 percent stay here again!

Spacius unit in historic gem
Nyeri was very responsive and helpful throughout our stay and immediately dealt with any issues that came up. Her suggestions were spot on and she even provided a discount code to order food! The space was comfortable for the 5 of us, and allowed us to rest, visit with each other, and prepare meals. There is construction going on next door but we barely heard them. Thanks for a wonderful stay!

Beautiful , fully renovated
Elena was a very proactive and responsive host. Instructions and directions were accurate. The property was easy to find, clean and spacious. The extra bed on the lower level was prefect! Felt like 2 places in one. I would consider coming back again.

Historic Hyde Park Gray stone (upper)
Absolutely stellar stay! Kymi’s Airbnb in Chicago was everything we hoped for and more during our time at ASCO. The home was beautifully decorated, exceptionally comfortable, and stocked with everything we needed. My family felt incredibly safe and at ease the entire time. Kymi herself was a dream host—warm, responsive, and genuinely hospitable. She graciously allowed us to extend our stay and have a late checkout, all without hesitation or hassle. Her kindness and attentiveness made the experience even more special. I highly encourage anyone visiting Chicago to stay at her amazing home—you won’t regret it!

Dog Friendly Cozy North Naperville 3 BED/2 BA Home
Nice place tucked into a quiet, safe neighborhood. Backyard was outstanding. (We wish the weather had cooperated so we could have spent more time outside) One level home with comfy beds and furniture throughout. Kitchen was spacious and clean. Plenty of extra towels and blankets.

Laurna Dune
We had a wonderful stay at this property, it truly felt like a home away from home. The entire place was exceptionally clean, and the kitchen and dining area were spacious and easy to move around in. Both bedrooms were spotless, and the mattresses were incredibly comfortable. If you’re looking for a quiet, private place to stay, this is the perfect choice. I would definitely stay here again! 😊

Mid-Century Gem By United Center: Hot Tub & Sauna
I had a fantastic stay at Sebastian’s place in Chicago! The house was spotless, stylish, and exactly as described. The location was perfect—close to restaurants, coffee shops, and public transportation, which made exploring the city super easy. Sebastian was a wonderful host: responsive, helpful, and made sure everything went smoothly. I especially appreciated the thoughtful touches throughout the home that made it feel cozy and welcoming. I would absolutely stay here again and highly recommend it to anyone visiting Chicago!
Apartment rentals with a fireplace

Modern 3BR with Private Rooftop & Free Parking
Song’s place was perfect for our family trip to Chicago!

Stunning Retro Apartment in Andersonville
This place absolutely perfect! We were back and forth from Navy Pier for a tournament. The apartment was the perfect escape from the noise. We would definitely stay here again if we come back to the city. I can’t recommend this apartment enough. The price, for Chicago, is totally worth it!! Host is very quick to respond. The distance from the Pier to the apartment is an easy, short drive.

Logan Square 2nd Floor Chicago Victorian
We had an amazing stay at Kitty’s place! From the moment we arrived, she made us feel so welcome. She even decorated the house for my fiancée’s birthday and left us treats, which was such a sweet touch. Her recommendations were super helpful and made our trip even better. The house was full of books and art that made it feel really special, and the beds were super comfy. The separate entrance was great for privacy, and street parking was easy to find, which was a big plus. Thank you so much for all the little things that made our stay unforgettable. We would love to stay here again very soon!

Lovely, spacious 2bd, 1bath home w/free parking
Tiffany was friendly host and made sure to communicate with us to make our stay enjoyable. The place walkable distance to public transit and the neighborhood was safe enough to walk at night. It was clean and as pictured, there was coffee, utensils, plates, etc if you needed prepare food.

Luxe Ranch & Spa, Euro Opulence, a 4-Season Oasis
We stayed on the third floor of the complex and enjoyed Matthew's attention to detail. He gave a lot of thought to all components of his property.

Large sunny 3BR apt. in downtown Oak Park
This is a great spot in Oak Park for a larger group. Would definitely stay here again when coming to Chicago!

Private apartment with retro vibe
Amazing stay with an amazing host! Antoinette runs a very nice place.

Elegant Suite in Gold Coast
Truly a five star experience. The nicest furnished Airbnb we have stayed in and we have over 30 rentals for comparison. The only thing that keeps it from being the nicest overall is we have stayed at places that had spectacular views and this was mostly rooftops. Service at the Walton was top notch.
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- Millennium Park
- Wrigley Field
- Navy Pier
- United Center
- Oak Street Beach
- Shedd Aquarium
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- The Field Museum
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- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Garfield Park Conservatory
- Willis Tower
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- The 606
- The Beverly Country Club
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