
Vacation rentals with a fireplace in Old Town, Chicago
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Top-rated fireplace rentals in Old Town, Chicago
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House rentals with a fireplace

Gold Coast Home|Rooftop |PoolTable |Parking |Beach
Rasheed was very attentive. His home is in an excellent location, walking distance to resturants and shopping. The rooftop provided a spectular view of the city. I would definitely recommend Rasheed's home on a trip to Chicago!

Amazing Penthouse Skyline Views!
Huge space in an awesome location. Extremely walkable neighborhood and very close to the train if you want to hop on and ride into the heart of the city. Views from the patio were amazing. We had a great time at Kevin's place.

Lux Urban 3BR/3BA Duplex + Parking!
Great stay! Thanks for making it so easy. Big space for lots of family to be together and have space.

Bucktown Home - Great Location!
We were in town for a bachelorette weekend and Austin’s place was perfect. It was clean and comfortable. Having outdoor space was important and we were pleasantly surprised that there was a rooftop space in addition to the yard. Austin was also super responsive even when we had to reach out late on a Friday. A couple notes that are just FYI. Austin’s place is across from a school which wasn’t a problem at all except we arrived around 3:00… right at pick up time. The road was closed just for a short bit, so you might want to check in later of you’re checking in on a school day , or plan to park around the block. And there is no longer a bunk bed with a full size bed on the bottom. We would book this place again in a heartbeat and really enjoyed our time and the location. Thanks Austin!

Victorian House in Heart of Rogers Park
We had an excellent stay here. hosts went above and beyond to make sure we had everything we needed. beautiful house and parking spot was ideal.

Lake View | Wrigley Designer House w/Patio
We had a great stay! Super comfortable, lots of room and great location. Host was quick to respond to questions and helpful. It was perfect for our girls trip (party of 6). Book it!

Ultra Modern, 2800 SQ Ft, Outdoor Gazebo Sleeps 14
The house is very beautiful. My family and I loved the place and how spacious it is.

Soak Up Mid-Century Style in Wrigleyville and Boystown
Sometimes pictures don't tell the whole story. In this case, the photos of Matt's property didn't do the property justice! This is a gorgeous, beautifully appointed house - difficult to fully convey in photos. Absolutely stunning! From the living areas to the dining room to the kitchen to the bedrooms, it was all perfection - welcoming, clean and user-friendly. The house is located in a wonderful area - restaurants and bars easily within walking distance. Despite the busy-ness of the surrounding area, the house itself was blissfully quiet (a rare find in the heart of Chicago)! Matt was super responsive to the few questions I had - a wonderful host all around. 10/10 would recommend this house, and I can't wait for my next stay!
Apartment rentals with a fireplace

Hip Chicago Condo in fun shopping and dining area
Emily’s place is peaceful and homey, yet right in the heart of a vibrant neighborhood. Wicker Park was a nice walk from her home as well. TONS of restaurants and shopping literally a couple of blocks from her house. The train stop is a 5 minute walk away and downtown is less than a 15 minute uber ride. Emily is a very considerate and communicative host and I would stay here again. Thank you for sharing your home with me!

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.

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.

Charming loft style suite
Very nice clean space, host provided clear and concise instructions on check in/check out, etc. Would definitely recommend!

Midcentury Modern Lakeview 2 Bedroom Apartment
It was a loving place with a lovely stay with a lovely host. highly recommend

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

★Bright & Bold 1BR in Roscoe Village + Fireplace★
Great location, nice unit. Older building but nice updates. You can definitely hear the tenant upstairs so bring headphones or earplugs if that bothers you.
Quick stats about vacation rentals with a fireplace in Old Town, Chicago
Total rentals
20 properties
Nightly prices starting at
ﺩ.ﺇ367 before taxes and fees
Total number of reviews
1.8K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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- Pet-friendly rentals Old Town
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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
- Flossmoor Golf Club