
Holiday rentals with a fireplace in Wicker Park, Chicago
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Top-rated rentals with a fireplace in Wicker Park, Chicago
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House rentals with a fireplace

Gold Coast Home|Rooftop |PoolTable |Parking |Beach
Great home and location. Safe neighborhood, walkable to restaurants, shopping, beach. Home was clutter free, clean and well maintained. Beds were comfortable and we had plenty of supplies for duration of stay (fresh towels, blankets, paper products, soap, shampoo, conditioner, etc.) Rooftop deck with nice view. Host was very responsive with any questions and communicated well. House was perfect size for our group of 6. We appreciate Rasheed making our stay perfect! Will stay here again in the future.

♥ 3BR/2.5 BA House + Roof Deck in Wicker Park ♥
Great location, easy street parking. Beautiful smart home. Comfortable and great for a family get together. Christopher was super responsive and the best host I've had so far. Restaurants are all around and amazing. Christopher was an amazing host, providing area entertainment suggestions and other fun area recommendations. He even sent me flowers for my birthday! All needed house items were provided. He even provided eye masks in the bedroom nightstands. We would definitely rent again!

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
This was my second stay at this location, and our family had the BEST time! We stayed for five days. The house is very immaculate; not a trace of dirt or dust anywhere. Like last time, we were left with some yummy snacks and treats upon arrival. Kris & Daniel also went above and beyond when we wanted to go to the beach - they personally came right over and got some beach chairs, towels, and an umbrella from the basement for us. The house is very comfortable with high-tech smart devices and we were nice and cool despite the heat (and nice and warm when it got chilly later in our visit). Our last day, I accidentally pulled down a curtain rod when opening the drapes, and Kris & Daniel could not have been more gracious about it. Great house and great hosts! Thank you!

Mid-Century Gem By United Center: Hot Tub & Sauna
Great stay! Loved the decor and amenities. Everything was just as described and my family really enjoyed our time there. Would stay again!

LUXURIOUS LINCOLN PARK Home w/ Rooftop (+parking)
Great stay at Nicole and Matt’s place! It was just two of us, but we ended up using both bedrooms as one was a bit too bright at night and the bed a little too soft. The back bedroom was nice and dark with a firm bed - so something for everyone lol. We could hear the train but it wasn’t too disruptive. I slept in earplugs and was totally fine. The kitchen was clean and well equipped and the living space was comfy. We loved the neighborhood! So charming and cute!

Bucktown Haven - Private Townhome in Chicago
Loved our stay and the location was perfect for our group celebrating a birthday. Very quiet family neighborhood with great amenities near by. Andrew and Lauren were great hosts and very responsive. The house has a nice layout with the bedrooms on the top floor which holds any street noise to a minimum. Parking was very easy. Would definitely stay again.

Stunning 5BR Home Chicago w/ Rooftop and Hot Tub
Absolutely loved our stay in Wicker Park! The house was super clean, stylish, and had everything we needed for a comfortable visit. The neighborhood is amazing—so much to do, great restaurants, coffee shops, and fun local spots all within walking distance. It felt like a true Chicago experience. We had such a great time and would definitely stay here again. Highly recommend!
Apartment rentals with a fireplace

Spacious Vintage 3 BR in Chicago's NorthCenter!
Lin communicated clearly and was helpful throughout the whole process. The space was perfect for our needs, close to the event we were there for and in a lovely neighborhood near a small park close to a variety of great family restaurants. Happy to go back should the need arise.

The Lodge Chicago
Highly recommend the Lodge! Shelby & Bob have an amazing place and were so flexible and accommodating. We could not get over how on theme everything in the space was, it was so cool. And felt like we’d been transported to a different time and place, in the best way! Will definitely recommend this airbnb to friends. Thanks, Shelby & Bob!

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.

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.

Charming retreat w/ fireplace
We truly had the best time staying at Alec’s. The space is lovely, comfortable, and has everything you’d need. The outdoor spaces were beautiful and private with a high fence surrounding it. We enjoyed spending time by the fire and the neighborhood is great. Our favorite part by far were Alec’s two lovely pups Molcajete and Lobita. They were absolute ANGELS and made us so happy- we hated leaving them. Alec was a great host- super communicative, friendly, and just what we needed. When we come back to Chicago, we’ll definitely stay with him again.

South Loop 3Br/2Ba Condo with Balcony & Parking
Got lucky finding this place. Excellent experience. Great owner. Everything was neat, clean, and super easy. We will gladly be back. Great job!

Charming loft style suite
Very nice clean space, host provided clear and concise instructions on check in/check out, etc. Would definitely recommend!
Quick stats about holiday rentals with a fireplace in Wicker Park, Chicago
Total rentals
30 properties
Nightly prices starting at
₹4,304 before taxes and fees
Total number of reviews
1.9K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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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
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Lincoln Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Illinois Beach State Park
- Wicker Park
- Willis Tower
- Washington Park Zoo
- Brookfield Zoo
- The 606
- Moraine Hills State Park
- Chicago Cultural Center