Smoking friendly vacation rentals in Chicago
Find and book unique smoking friendly rentals on Airbnb
Top-rated smoking friendly rentals in Chicago
Guests agree: these smoking friendly rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Chicago smoking friendly rentals
Smoking friendly apartment rentals
Rental unit in Cicero
4.89 out of 5 average rating, 54 reviewsModern Cicero apartment
Rental unit in Chicago
4.87 out of 5 average rating, 47 reviewsMinutes Away From DNC Location
Rental unit in South Shore
4.89 out of 5 average rating, 91 reviewsCannabis Condo 4BR
Rental unit in Portage Park
5 out of 5 average rating, 5 reviewsāThe Sunflower Suiteā 420 Friendly - Free Parking
Rental unit in Calumet City
4.6 out of 5 average rating, 5 reviewsThe Green Lantern
Rental unit in Near South Side
4.72 out of 5 average rating, 64 reviewsMcCormick Place 420 friendly 2BR/parking/sleeps 6
Rental unit in West Ridge
4.5 out of 5 average rating, 20 reviewsEntire Huge 1 BDRM LOFt Condo
Rental unit in Chicago
4.75 out of 5 average rating, 68 reviewsHomey, clean, & private 1 bed, 15min to city
Smoking friendly house rentals
Home in West Town
4.74 out of 5 average rating, 38 reviews1501HOME | West Town Single Family Home + Garage
Home in Carol Stream
4.91 out of 5 average rating, 95 reviewsLAKE HOUSE HotTub/Kayak/Billiards/Pets/Fenced Yard
Home in Austin
4.78 out of 5 average rating, 58 reviewsStunning 4 BR Home * Chicago * Centrally Located
Home in Romeoville
New place to stayRejuvenate: 4BR, fenced yard
Home in Roseland
4.94 out of 5 average rating, 34 reviews420 friendly huge 1 bedroom that will WOW you
Home in Lemont
4.73 out of 5 average rating, 30 reviewsNature retreat hide n seek private suite/ house
Home in Evanston
4.65 out of 5 average rating, 83 reviewsEntire Apartment - Huge 3 Bedrooms 2 Full Baths
Home in Country Club Hills
4.52 out of 5 average rating, 25 reviewsEntire suburban home 30 mins from downtown Chicago
Smoking friendly condo rentals
Condo in Kenwood
4.97 out of 5 average rating, 29 reviewsBeautiful Condo in North Kenwood with Parking
Condo in East Rogers Park
5 out of 5 average rating, 52 reviewsWhere you want to BE! Stylish, Comfy, Luxe
Condo in Wicker Park
5 out of 5 average rating, 4 reviewsWicker Park Loft Style Apartment
Condo in West Town
4.8 out of 5 average rating, 20 reviews3 Story Luxury Condo with Massive Roof-top Deck
Private room in West Town
4.89 out of 5 average rating, 237 reviewsPrivate BR in Chicago - Dwntwn & Fulton Mkt close
Private room in East Rogers Park
4.86 out of 5 average rating, 77 reviewsBeautiful condo close to the beach
Private room in West Town
4.87 out of 5 average rating, 263 reviewsPrivate BR in Condo close to Chicago Dwtwn!
Private room in West Town
4.78 out of 5 average rating, 74 reviewsMaster BR w/ensuite (600 Sq Ft.) in Chicago Condo
Quick stats about vacation rentals that are smoking-friendly in Chicago
Total rentals
260 properties
Total number of reviews
8.5K reviews
Family-friendly rentals
100 properties are a good fit for families
Pet-friendly rentals
100 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
160 properties have a dedicated workspace
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