
Smoking friendly vacation rentals in Illinois
Find and book unique smoking friendly rentals on Airbnb
Top-rated smoking friendly rentals in Illinois
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Smoking friendly apartment rentals

Take A Pebble Apartments Apt#4 (1 Bedroom)
Jim was super responsive and provided great restaurant recommendations. The deck was amazing and we definitley utilized it! We also utilized the sound system that Jim provided along with the Chick Corea album.

The Green Lantern
Great customer service host reply straight back I would definitely book again

Luxe Studio - Cal King Bed - Easy & Free Parking!
Coty was a wonderful host. There was a slight hiccup with there being no hot water but Coty was extremely responsive and kept me in the loop and got the problem fixed. Highly recommend booking Coty’s place if you’re ever in Chicago. Also the family owned taco spot next door serves really good food and is great after a long day of travel.

420 at Cheltenham 4BR
Very clean and nice place to stay. Within drivable distant to downtown Chicago or take an uber would work too. Very nice and responsive host, well worth what we paid especially for 7 guests. Thank you again, I loved it.

Rooftop HotTub As Seen On "Married At First Sight"
I booked this Air BNB for my girlfriend's birthday weekend and my surprise proposal! Ashlee was very responsive, super helpful, just an overall great host! She went out of her way to decorate the master bedroom for me with rose petals, tea lights, champagne and all! There were snacks in the kitchen, the place was clean and tidy, our group really felt at home! The vibes were everything, and so were the VIEWS from the rooftop!!!! Thank you Ashlee!!

1900 Historic Farm house attached apartment
we stayed here for two weekends, it was great, smooth, good comunication, saving for future

Cozy 2 Bed 1 Bath in Affluent Lakeview
Madolyn was very communicative and helpful the entire stay. Her place was great and was super nice to stay in and went beyond our expectations! Would recommend for a future stay in Chi town :)

Clean-Cozy one bedroom apartment
Amazing little hole in the wall, wonderful place to stay for a month or two
Smoking friendly house rentals

Just Off The Lake Comfort
I had an incredible stay at Wanda's house! From the moment I arrived, I was greeted with warmth and hospitality. The home was exactly as described, even better in person—spotlessly clean, beautifully decorated, and equipped with everything I needed for a comfortable stay. The location was perfect for the wedding we were attending that weekend. I especially loved how cozy and convenient it was. Wanda went above and beyond to ensure I had a great experience, providing flexible check in/out times, ample snacks, and an abundance of amenities to help it feel more like home. Communication was smooth and prompt, and helped with everything we needed. I highly recommend Wanda's place to anyone looking for a relaxing and cozy stay in Wonder Lake! I can’t wait to come back.

Lake of Egypt Paradise Lodge
Lovely place, quiet, peaceful cove. House has everything. The screened decks are stellar for enjoying the natural beauty. Bird watchers try the 3rd level, no screen and in the treetops. Very dog friendly property. Kind and attentive host. We had a great time and hope to come back.

Waterfront- Egypt Shores Luxury Retreat
The rooms were spaced great and everyone had enough room and could enjoy the stay. It was all great. The 2 level balcony and all the seating area and the fire pits including the one by lake. Having a accessible garage was a plus. The kitchen is huge. Having a sitting space upstairs and a space downstairs was awesome! I cannot say enough about the bathrooms they are amazing. All the closets and space in the closets so nice. The bathrooms also had all needed items - shampoo, conditioner, body wash and even facial bars! It was a nice sweet touch! I cannot say enough. We will come back and book this place again!

Blackberry Hill—Welcome Hunters, Hikers, Bikers
This family house is just amazing. Thank you for sharing your home with us!

Rejuvenate: 4BR, fenced yard
The only thing I didn’t like was the smart lock due to having to download an app and creating an account , there is not an exterior pic of the place and the floor was to noise when walking, I would wake up in the middle of the night from my roommates waking up to the toilet or early in the morning . But everything else was perfect.

Medley Manor Duck Hunt Sun-Mon Special
had a great stay, room was perfect for quick work trip

Pearl Street Pool House
This place is 200% recommended. Excellent place for a relaxing weekend. The kids had so much fun. They enjoyed the pool and the whole house. Michelle is a great host! We will definetely come back.

Charming Home in the Country
We had an awesome stay! Very clean, comfortable, well equipped, peaceful and quiet. Communication was excellent from our host. Would definitely stay here again.
Smoking friendly condo rentals

Private BR in Condo close to Chicago Dwtwn!
Saurin’s place was super comfortable and felt homely! Location is pretty convenient - with the bus stop / train station being in close proximity. Saurin was super helpful during our stay and prompt in responding to our queries. Would highly recommend his place!

Wicker Park Loft Style Apartment
Lovely place, nice accommodating hosts, The air bnb was a really nice vibe.

voco: Balcony & City View
Overall very nice place for the price. Only disappointment was I got to the location listed on the air bnb listing and the actual location was 3 to 4 blocks away which I was a bit upset with. It is closer to the Chicago station on the redline than it is to the river where the listing states. Host was very responsive and allowed me to check out late to avoid waiting around at the airport for a long time.

Where you want to BE! Stylish, Comfy, Luxe
This has to be the best AirBnB we have stayed at. The apartment was like home from home, super clean and exceeded our expectations. The location of the apartment is a short walk from the L, has everything you need within a 5 minute walk and is in a great neighbourhood. John, the host, is outstanding. Nothing is too much trouble and he gives some great recommendations of local restaurants/ activities. I would highly recommend this apartment if you are in Chicago - we are sure to be back!

Beautiful condo close to the beach
I feel lucky to stay at this place during my 2 month visit to Chicago. Barbara and James were amazing hosts, always caring and making sure their guests feel at home. They were also super helpful about everything a first-time traveller needed to know, from weather to transportation, food to community events. The apartment itself was cozy and lively, way beyond what it seemed on the photos! A variety of apparatus made a seamless transition to life in Chicago. Meanwhile, a Walgreens was within 15 mins walk. A Trader Joe’s and a Target within walking distance. The neighborhood is peaceful and diverse. Nearby, there were top restaurants of Mexican, Peruvian, Vietnamese, Indian, Middle Eastern, Greek, Haiti cuisines, just to name a few. Public transit was extremely convenient to either downtown Chicago or Evanston. Despite the possibilities to adventure, living expenses were easy manageable. Because of Barbara and James, I had an unforgettable and amazing journey at Chicago.

Beautiful Condo in North Kenwood with Parking
Very nice condominium in a great location. We were attending a trade show at McCormick Place and it was about 10 minutes drive. Plenty of room, well equipped and very comfortable. The massage chair was a nice bonus at the end of a long day! Lisa is very friendly, helpful and always available to help with requests or information. Highly recommended!

Private BR in Chicago - Dwntwn & Fulton Mkt close
I was in Chicago for a conference, and Saurin’s place was a few minutes away from a bus stop to get to the venue. The neighborhood is quiet and off the main road, which has a lot to do. Saurin was an incredibly responsive host and I’m thankful for his friendliness and hospitality.
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