Smoking friendly vacation rentals in Downtown Chicago
Find and book unique smoking friendly rentals on Airbnb
Top-rated smoking friendly rentals in Downtown 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 Downtown Chicago smoking friendly rentals
Smoking friendly apartment rentals
Apartment in Chicago
4.86 out of 5 average rating, 44 reviewsSpectacular Rooftop Getaway in Heart of City
Aug 29 – Sep 5
Apartment in Calumet City
5.0 out of 5 average rating, 7 reviewsWelcome to True Blue.
Jul 4 – 11
Apartment in Chicago
4.68 out of 5 average rating, 34 reviewsMcCormick Place 420 friendly 3Br/2Ba opt Parking
Nov 25 – Dec 2
Apartment in Oak Park
5.0 out of 5 average rating, 13 reviewsHistoric Hotspot Apartment
Aug 18 – 25
Apartment in Cicero
4.85 out of 5 average rating, 27 reviewsModern Cicero apartment
Dec 19 – 26
Apartment in Chicago
4.88 out of 5 average rating, 86 reviewsCannabis Condo 4BR
Oct 16 – 23
Apartment in Chicago
4.75 out of 5 average rating, 24 reviews“The Mascaraed Suite” Gorgeous Multicultural Home
Sep 12 – 19
Apartment in Chicago
4.78 out of 5 average rating, 63 reviewsHomey, clean, & private 1 bed, 15min to city
Jul 23 – 30
Smoking friendly house rentals
Home in Chicago
4.81 out of 5 average rating, 47 reviewsStunning 4 BR Home * Chicago * Centrally Located
Dec 12 – 19
Home in Chicago
4.9 out of 5 average rating, 30 reviewsCheerful 2 Bedroom Residential Home with Finished Basement, full kitchen and Dining Room. 2 Residential Parking passes per 24 hour stay!
Mar 8 – 15
Home in Chicago
5.0 out of 5 average rating, 17 reviews420 lux and huge 1 bedroom that will WOW you
Sep 24 – Oct 1
Home in Lemont
4.82 out of 5 average rating, 22 reviewsNature retreat hide n seek private suite/ house
Feb 24 – Mar 3
Home in Chicago
4.61 out of 5 average rating, 18 reviewsRomantic 3 Bed Home In the Heart of the Park
Sep 23 – 30
Home in Evanston
4.68 out of 5 average rating, 77 reviewsEntire Apartment - Huge 3 Bedrooms 2 Full Baths
Jun 25 – Jul 2
Home in Chicago
4.56 out of 5 average rating, 16 reviewsCheerful 4 bedroom, 3 bathroom spacious home
Aug 17 – 24
Home in Chicago
Lake Shore Breeze
Oct 14 – 21
Smoking friendly condo rentals
Condo in Elmwood Park
4.88 out of 5 average rating, 8 reviewsLuxury Artistic Condo Safe Historic Location
Jan 9 – 16
Condo in Chicago
4.88 out of 5 average rating, 17 reviews3 Story Luxury Condo with Massive Roof-top Deck
Aug 26 – Sep 2
Condo in Chicago
5.0 out of 5 average rating, 49 reviewsWhere you want to BE! Stylish, Comfy, Luxe
Mar 7 – 14
Room in Chicago
4.86 out of 5 average rating, 248 reviewsPrivate BR in Condo close to Chicago Dwtwn!
Aug 9 – 16
Room in Chicago
4.85 out of 5 average rating, 75 reviewsBeautiful condo close to the beach
Dec 20 – 27
Room in Chicago
4.91 out of 5 average rating, 218 reviewsPrivate BR in Chicago - Dwntwn & Fulton Mkt close
Jul 23 – 30
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