Smoking-friendly holiday rentals in Chicago
Find and book unique smoking-friendly rentals on Airbnb
Top-Rated Smoke-Friendly Accommodation in Chicago
Guests agree: These smoking-friendly rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Chicago Smoke-Friendly Accommodation
Smoking-friendly apartment rentals
Apartment in Cicero
4.88 out of 5 average rating, 40 reviewsModern Cicero apartment
Apartment in Calumet City
5.0 out of 5 average rating, 9 reviewsWelcome to True Blue.
Apartment in Chicago
4.7 out of 5 average rating, 40 reviewsMcCormick Place 420 friendly 3Br/2Ba opt Parking
Apartment in Oak Park
5.0 out of 5 average rating, 18 reviewsHistoric Hotspot Apartment
Apartment in Chicago
4.94 out of 5 average rating, 87 reviews420 at Cheltenham 4BR
Apartment in Chicago
4.87 out of 5 average rating, 45 reviewsSpectacular Rooftop Getaway in Heart of City
Apartment in Chicago
5.0 out of 5 average rating, 4 reviews“The Sunflower Suite” 420 Friendly - Free Parking
Apartment in Chicago
4.3 out of 5 average rating, 10 reviewsEntire Huge 1 BDRM Loft Unit
Smoke-Friendly Holiday Houses
Home in Chicago
4.72 out of 5 average rating, 32 reviews1501HOME | West Town Single Family Home + Garage
Home in Carol Stream
4.9 out of 5 average rating, 91 reviewsLAKE HOUSE HotTub/Kayak/Billiards/Pets/Fenced Yard
Home in Chicago
4.9 out of 5 average rating, 31 reviewsCheerful 2 Bedroom Residential Home with Finished Basement, full kitchen and Dining Room. 2 Residential Parking passes per 24 hour stay!
Home in Chicago
4.81 out of 5 average rating, 53 reviewsStunning 4 BR Home * Chicago * Centrally Located
Home in Matteson
4.76 out of 5 average rating, 54 reviews"Just Like Home"
Home in Chicago
5.0 out of 5 average rating, 24 reviews420 lux and huge 1 bedroom that will WOW you
Home in Lemont
4.69 out of 5 average rating, 26 reviewsNature retreat hide n seek private suite/ house
Home in Evanston
4.65 out of 5 average rating, 81 reviewsEntire Apartment - Huge 3 Bedrooms 2 Full Baths
Smoke-Friendly Holiday Condos
Condo in Chicago
4.96 out of 5 average rating, 25 reviewsBeautiful Condo in North Kenwood with Parking
Condo in Chicago
4.88 out of 5 average rating, 17 reviews3 Story Luxury Condo with Massive Roof-top Deck
Condo in Chicago
5.0 out of 5 average rating, 51 reviewsWhere you want to BE! Stylish, Comfy, Luxe
Room in Chicago
4.87 out of 5 average rating, 255 reviewsPrivate BR in Condo close to Chicago Dwtwn!
Room in Chicago
4.85 out of 5 average rating, 75 reviewsBeautiful condo close to the beach
Room in Chicago
4.9 out of 5 average rating, 228 reviewsPrivate BR in Chicago - Dwntwn & Fulton Mkt close
Room in Chicago
4.78 out of 5 average rating, 73 reviewsMaster BR w/ensuite (600 Sq Ft.) in Chicago Condo
Quick stats about holiday rentals that are smoking-friendly in Chicago
Total rentals
260 properties
Rentals with dedicated workspaces
170 properties have a dedicated workspace
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
100 properties allow pets
Family-friendly rentals
110 properties are a good fit for families
Total number of reviews
8.2K reviews
Destinations to explore
- Downtown Chicago Holiday rentals
- Milwaukee Holiday rentals
- Lake Geneva Holiday rentals
- Lake Michigan Beach Holiday rentals
- Saugatuck Holiday rentals
- Evanston Holiday rentals
- Holland Holiday rentals
- South Haven Holiday rentals
- Naperville Holiday rentals
- South Side Holiday rentals
- South Bend Holiday rentals
- New Buffalo Holiday rentals
- Smoking-friendly rentals United States
- Rentals with a sauna Chicago
- Kid-friendly rentals Chicago
- Loft rentals Chicago
- Lakehouse rentals Chicago
- Rentals with a fireplace Chicago
- Rentals with a washing machine and dryer Chicago
- Family-friendly rentals Chicago
- Rentals with breakfast Chicago
- Rentals with a fire pit Chicago
- Rentals with lake access Chicago
- Fitness-friendly rentals Chicago
- Rentals with a balcony Chicago
- Monthly Rentals Chicago
- Boutique hotel rentals Chicago
- Rentals with an accessible height bed Chicago
- Waterfront rentals Chicago
- Rentals with an EV charger Chicago
- Private suite rentals Chicago
- Rentals with a patio Chicago
- Rentals with beach access Chicago
- Rentals with a home theatre Chicago
- Rentals with outdoor seating Chicago
- Condo rentals Chicago
- Rentals with a hot tub Chicago
- Bed and breakfasts Chicago
- Beachfront rentals Chicago
- Apartment rentals Chicago
- Rentals with pools Chicago
- Hotel rentals Chicago
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- Smoking-friendly rentals Downtown Chicago
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- Smoking-friendly rentals Cook County
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