Smoking friendly vacation rentals in South Side
Find and book unique smoking friendly rentals on Airbnb
Top-rated smoking friendly rentals in South Side
Guests agree: these smoking friendly rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for South Side smoking friendly rentals
Smoking friendly apartment rentals
Apartment in Cicero
4.86 out of 5 average rating, 28 reviewsModern Cicero apartment
Dec 19 – 26
Apartment in Chicago
4.86 out of 5 average rating, 44 reviewsSpectacular Rooftop Getaway in Heart of City
Aug 29 – Sep 5
Apartment in Chicago
5.0 out of 5 average rating, 3 reviewsEntire Huge 1 BDRM Loft Unit
Dec 26 – Jan 2
Apartment in Oak Park
5.0 out of 5 average rating, 13 reviewsHistoric Hotspot Apartment
Aug 18 – 25
Apartment in Chicago
4.72 out of 5 average rating, 54 reviewsMcCormick Place 420 friendly 2BR/parking/sleeps 6
Aug 15 – 22
Apartment in Chicago
4.75 out of 5 average rating, 24 reviews“The Mascaraed Suite” Gorgeous Multicultural Home
Nov 10 – 17
Apartment in Chicago
4.78 out of 5 average rating, 63 reviewsHomey, clean, & private 1 bed, 15min to city
Jul 10 – 17
Apartment in Chicago
4.75 out of 5 average rating, 105 reviewsNice Quite Home with Arcade & Theater Room
Oct 2 – 9
Smoking friendly house rentals
Home in Chicago
4.73 out of 5 average rating, 26 reviews1501HOME | West Town Single Family Home + Garage
Jan 16 – 23
Home in Chicago
4.81 out of 5 average rating, 47 reviewsStunning 4 BR Home * Chicago * Centrally Located
Jan 20 – 27
Home in Carol Stream
4.9 out of 5 average rating, 89 reviewsLAKE HOUSE HotTub/Kayak/Billiards/Pets/Fenced Yard
Mar 23 – 30
Home in Monee
4.85 out of 5 average rating, 26 reviewsThe Clubhouse
Mar 17 – 24
Home in Matteson
4.75 out of 5 average rating, 51 reviews"Just Like Home"
Aug 4 – 11
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 Chicago
4.61 out of 5 average rating, 18 reviewsRomantic 3 Bed Home In the Heart of the Park
Apr 14 – 21
Home in Lemont
4.82 out of 5 average rating, 22 reviewsNature retreat hide n seek private suite/ house
Jan 19 – 26
Smoking friendly condo rentals
Condo in Elmwood Park
4.88 out of 5 average rating, 8 reviewsLuxury Artistic Condo Safe Historic Location
Jun 9 – 16
Condo in Chicago
4.88 out of 5 average rating, 17 reviews3 Story Luxury Condo with Massive Roof-top Deck
Aug 27 – Sep 3
Condo in Chicago
5.0 out of 5 average rating, 49 reviewsWhere you want to BE! Stylish, Comfy, Luxe
Mar 8 – 15
Room in Chicago
4.86 out of 5 average rating, 248 reviewsPrivate BR in Condo close to Chicago Dwtwn!
Sep 30 – Oct 7
Room in Chicago
4.85 out of 5 average rating, 75 reviewsBeautiful condo close to the beach
Dec 21 – 28
Room in Chicago
4.91 out of 5 average rating, 218 reviewsPrivate BR in Chicago - Dwntwn & Fulton Mkt close
Sep 17 – 24
Destinations to explore
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