Smoking friendly holiday rentals in South Side
Find and book unique smoke-friendly rentals on Airbnb
Top-rated smoke-friendly rentals in South Side
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 smoke-friendly rentals in South Side
Smoke-friendly flat rentals
Flat in Chicago
5.0 out of 5 average rating, 5 reviewsEntire Huge 1 BDRM Loft Unit
Flat in Chicago
4.87 out of 5 average rating, 45 reviewsSpectacular Rooftop Getaway in Heart of City
Flat in Chicago
4.68 out of 5 average rating, 34 reviewsMcCormick Place 420 friendly 3Br/2Ba opt Parking
Flat in Cicero
4.84 out of 5 average rating, 31 reviewsModern Cicero apartment
Flat in Chicago
5.0 out of 5 average rating, 10 reviewsSpacious 2nd fl, 2BR/2BA, near UC and Field Museum
Flat in Oak Park
5.0 out of 5 average rating, 15 reviewsHistoric Hotspot Apartment
Flat in Chicago
4.75 out of 5 average rating, 24 reviews“The Mascaraed Suite” Gorgeous Multicultural Home
Flat in Chicago
4.78 out of 5 average rating, 63 reviewsHomey, clean, & private 1 bed, 15min to city
Smoke-friendly house rentals
Home in Chicago
4.75 out of 5 average rating, 28 reviews1501HOME | West Town Single Family Home + Garage
Home in Chicago
4.82 out of 5 average rating, 49 reviewsStunning 4 BR Home * Chicago * Centrally Located
Home in Monee
4.85 out of 5 average rating, 26 reviewsThe Clubhouse
Home in Matteson
4.75 out of 5 average rating, 51 reviews"Just Like Home"
Home in Carol Stream
4.9 out of 5 average rating, 89 reviewsLAKE HOUSE HotTub/Kayak/Billiards/Pets/Fenced Yard
Home in Chicago
5.0 out of 5 average rating, 20 reviews420 lux and huge 1 bedroom that will WOW you
Home in Lemont
4.7 out of 5 average rating, 23 reviewsNature retreat hide n seek private suite/ house
Home in Chicago
4.61 out of 5 average rating, 18 reviewsRomantic 3 Bed Home In the Heart of the Park
Smoke-friendly apartment rentals
Apartment in Elmwood Park
4.88 out of 5 average rating, 8 reviewsLuxury Artistic Condo Safe Historic Location
Apartment in Chicago
4.88 out of 5 average rating, 17 reviews3 Story Luxury Condo with Massive Roof-top Deck
Apartment in Chicago
5.0 out of 5 average rating, 49 reviewsWhere you want to BE! Stylish, Comfy, Luxe
Room in Chicago
4.86 out of 5 average rating, 249 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
4.91 out of 5 average rating, 221 reviewsPrivate BR in Chicago - Dwntwn & Fulton Mkt close
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
- South Haven Holiday rentals
- Naperville Holiday rentals
- South Bend Holiday rentals
- New Buffalo Holiday rentals
- Schaumburg Holiday rentals
- Chicago Holiday rentals
- Smoking-friendly rentals United States
- Smoking-friendly rentals Chicago
- Smoking-friendly rentals Chicago
- Smoking-friendly rentals Downtown Chicago
- Rentals with outdoor seating South Side
- Waterfront rentals South Side
- Rentals with lake access South Side
- Rentals with breakfast South Side
- Family-friendly rentals South Side
- Flat rentals South Side
- Rentals with a washing machine and dryer South Side
- Private suite rentals South Side
- Apartment rentals South Side
- Rentals with a hot tub South Side
- Rentals with a fireplace South Side
- Rentals with an EV charger South Side
- Rentals with a firepit South Side
- Pet-friendly rentals South Side
- Fitness-friendly rentals South Side
- House rentals South Side
- Monthly Rentals South Side
- Rentals with beach access South Side
- Rentals with a patio South Side
- Townhouse rentals South Side
- Family-friendly rentals South Side
- Smoking-friendly rentals Milwaukee
- Smoking-friendly rentals Illinois
- Smoking-friendly rentals Cook County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom