Holiday rentals with a fireplace in Woodlawn, Chicago

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Popular amenities for Woodlawn, Chicago Accommodation with Fireplace

Holiday House Rentals with a fireplace

Top Guest favourite
Home in Garfield Ridge
4.95 out of 5 average rating, 61 reviews

Chicago Home (1st floor) by Midway near Downtown

DelaneyRating, 5 stars3 days ago
My friends and I had a great time staying at Joanna’s place! It was super clean, the neighborhood was nice, and there were lots of stores and restaurants around the area too! We would definitely stay again :)
Top Guest favourite
Home in Homewood
5 out of 5 average rating, 6 reviews

Modern Charming Home w/Pergola & games

KellyRating, 5 stars5 days ago
This place is definitely a gem! Excellent location and spacious house for a family! We will book here again when visiting the area. Very clean, accommodating and comfortable stay!
Guest favourite
Home in Glen Ellyn
4.91 out of 5 average rating, 154 reviews

Home in Glen Ellyn

KatharynRating, 5 stars1 week ago
The home was beautiful. And I love the master bedroom I felt like a queen walking into the room private bathroom. Big backyard. Everything was fabulous and next time I go back I will stay there again if available.
Guest favourite
Home in Chicago
4.93 out of 5 average rating, 44 reviews

Floresitas Oasis, your home in Chicago

Kawina RochelleRating, 5 starstoday
Lizbeth was an amazing host. She’s responsive and attentive. The place was exceptional clean and had an amazing smell. I was there to celebrate my birthday and was pleasantly surprised upon entry when I was greeted with a personalized birthday message, fresh flowers and a bottle of wine. Anytime I reached out to Lizbeth, she responded expeditiously. Again, very attentive. My husband and I will definitely stay at her beautiful Oasis again. We felt comfortable and completely safe. Everything we wanted to do was a quick drive from the location. If you’re considering staying at her home, you will not regret it. If I could give more than 5 stars, I would. Thanks Lizbeth for being an incredible host Until the next time…
Guest favourite
Home in Chicago
4.95 out of 5 average rating, 55 reviews

Spacius unit in historic gem

GinaRating, 5 stars1 week ago
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!
Top Guest favourite
Home in South Chicago
4.97 out of 5 average rating, 73 reviews

Spacious 3 Level Home with 5 BDR/3 BA & 2 Kitchens

CashaRating, 5 stars1 week ago
Jonathan’s home was very comfortable and welcoming. He was flexible with meeting us as his home for a quick tour. There was plenty of space for our group of 7. The neighbors were quiet, and we felt safe. Would definitely rent this space again.
Superhost
Home in Gary
4.91 out of 5 average rating, 79 reviews

Laurna Dune

EusebiaRating, 5 stars2 weeks ago
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! 😊
Guest favourite
Home in Munster
4.89 out of 5 average rating, 109 reviews

Cozy House with Gazebo

ElenaRating, 5 stars2 weeks ago
We stayed for almost a week with three dogs. Sarah's place was perfect for our needs - great backyard, comfortable beds, clean and equipped kitchen, and awesome location - close to Chicago, Indiana dunes and easy to navigate thru, no traffic. Sarah and her family (and their amazing dog Chandler) are super friendly and helpful. We will definitely stay there again once back in the area.

Apartment rentals with a fireplace

Superhost
Apartment in Near North Side
4.92 out of 5 average rating, 142 reviews

Modern 3BR with Private Rooftop & Free Parking

JillRating, 5 stars2 weeks ago
Song’s place was perfect for our family trip to Chicago!
Top Guest favourite
Apartment in Andersonville
4.95 out of 5 average rating, 557 reviews

Stunning Retro Apartment in Andersonville

MelissaRating, 5 stars1 week ago
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.
Guest favourite
Apartment in Oak Park
4.91 out of 5 average rating, 180 reviews

Lovely, spacious 2bd, 1bath home w/free parking

DouglasRating, 5 stars2 days ago
This cute home is situated in a nice neighborhood and was clean when we arrived. Tiffany was helpful and left great instructions. We really appreciated it!
Guest favourite
Apartment in Logan Square
4.96 out of 5 average rating, 298 reviews

Logan Square 2nd Floor Chicago Victorian

JaspreetRating, 5 stars3 weeks ago
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!
Guest favourite
Apartment in Logan Square
4.98 out of 5 average rating, 103 reviews

Luxe Ranch & Spa, Euro Opulence, a 4-Season Oasis

BriantRating, 5 stars2 weeks ago
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.
Guest favourite
Apartment in Near South Side
4.94 out of 5 average rating, 172 reviews

South Loop 3Br/2Ba Condo with Balcony & Parking

KeithRating, 5 stars1 week ago
Got lucky finding this place. Excellent experience. Great owner. Everything was neat, clean, and super easy. We will gladly be back. Great job!
Superhost
Apartment in Forest Park
4.87 out of 5 average rating, 202 reviews

2 Bed Apartment | Convenient Access to Downtown

BonnieRating, 5 stars1 week ago
The stay was for me and my parents. The location was a bit hard to find at first. But once we found it, it was quiet and peaceful. We felt safe. Im 5'2 and could touch the ceiling so keep that in mind my tall folks. We had no issues with it. The parking spot was amazing to have! Its located right inside a town with Walmart, grocery stores & restaurants. It is about 30 mins from downtown. And takes about an hr to get back during the evening hrs. But we didn't mind.
Guest favourite
Apartment in Forest Park
4.84 out of 5 average rating, 183 reviews

Cozy & Convenient Oak Park w Parking / Transit

DevinRating, 5 stars1 week ago
Elizabeth’s place was perfect! So cozy and on a beautiful street. And Elizabeth’s hospitality is excellent. I can’t wait to stay again!

Quick stats about holiday rentals with a fireplace in Woodlawn, Chicago

  • Total rentals

    20 properties

  • Nightly prices starting at

    $67 NZD before taxes and fees

  • Total number of reviews

    930 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 properties include access to Wi-Fi

Destinations to explore

  1. Airbnb
  2. United States
  3. Illinois
  4. Cook County
  5. Chicago
  6. Woodlawn
  7. Rentals with a fireplace