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Smoking friendly holiday rentals in Illinois

Find and book unique smoke-friendly rentals on Airbnb

Top-rated smoke-friendly rentals in Illinois

Guests agree: these smoking-friendly rentals are highly rated for location, cleanliness and more.

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Flat

5 out of 5 average rating, 3 reviews

“Dream Catcher Suite” Gorgeous Multicultural Home

✨🦚✨ Welcome to The Dream Catcher Suite - private unit Thank you for selecting our place for your upcoming stay. We are excited to have you. Take a moment to see what's in store for you during your time on property: This is perfect for a family or a group of friends getaway! Enjoy our Gorgeous Multicultural Home and a nice 420 experience. FreeParking & own main door access code to check-in at ANY time after 3 p.m. no-hassle check-in guaranteed Safe & nice neighborhood with restaurants & stores

Guest favourite

Flat

4.96 out of 5 average rating, 122 reviews

RiverView Lux: 420 Damage Control, private deck

420 Friendly, this newly remodeled spacious apartment is conveniently located on the Mississippi River side of Main St in the heart of downtown Savanna. You have all the access with none of the noise. Stunning river views from your own private deck. Whether you are looking for a romantic weekend, outdoor adventures or scenic curvy roads to ride we have you covered. Comfy couches, King sized bed, clawfoot tub everything you need to enhance your comfort while you stay with us at Damage Control.

Apartment

4.85 out of 5 average rating, 27 reviews

Wicker Park Loft Style Apartment

Experience the best of Chicago with a stylish stay at our centrally-located home in the heart of Wicker Park! This space is packed with great amenities & just steps from the city’s top spots. Kick back & relax as you enjoy 1 of our three Smart TVs, play a round of pool, challenge each other to board games, or try your hand at darts. We’ve stocked the place with all the essentials. Feel at home & enjoy a complimentary welcome bottle of wine to start your stay off right. We can’t wait to host you!

Guest favourite

Flat

5 out of 5 average rating, 115 reviews

Walk to downtown McHenry. Heart of the Fox River

NO PETS Entire 2nd. floor. 1 block away from downtown, Fox River Riverwalk & Pokémon Gym. Full stocked kitchen, books, games, toys & extra amenities to make your stay beyond relaxing. 4:20 allowed in backyard & not in view of under the age of 21. Private smoking area in front too. Minutes away from 2 State Parks, 1 with free boat/kayak launch. Several marinas, boat rental, golf courses & huge variety of entertainment. Look at Bettye's Guidebook for more information & nearby entertainment.

Guest favourite

Flat

4.98 out of 5 average rating, 177 reviews

Take A Pebble Apartments (Studio 3)

Greetings travelers! Come stay in my Studio Apartment located in downtown Lake Zurich, Illinois. A 2 minute walk to our lake. Breakfast Place, Fast Food, Fine Italian/Pizza Restaurant & a few Bars all in our downtown area. Below your room is Offbeat Music & LP Records. Take a few records back home with you or better yet a Drum Set!!! Free parking is available at a public lot just a 90 seconds away. Take A Pebble Properties was named after a song by the great band Emerson Lake & Palmer.

Guest favourite

Guest suite

4.82 out of 5 average rating, 131 reviews

Florence Guest House--Loft Unit

Upper Loft Unit is the top floor of the guest house. With it's own entrance & deck area, No Interaction (if desired) from the lower unit is possible. Loft Supplies: Living room/kitchen area, private bathroom, large bedroom with 2 twins/1 full bed (Fitted Bed spreads). Deck with an amazing view of the area. Guests DO HAVE FULL USE of the large yard. Guest House Has: Parking area, two Illinois river lots, charcoal grill, screened in porch. ALL linens, towels, Bed sheets!!

Guest favourite

Guest suite

4.95 out of 5 average rating, 151 reviews

Cozy Home Living, Dogs, Kids, Free Parking, 420 OK

Private entrance apartment on the 2nd floor of this historic bungalow. Free street parking! Medicinal & recreational smokers permitted... outdoor ONLY. This comfortably cozy quiet get-away is nestled in NW Portage Park in a family neighborhood. Dog and kids park nearby. Fenced yard for Fido. Backyard patio w/ BBQ grill. High-speed internet. Front porch swing Easy access to buses & Jefferson Park Transit train station to Downtown & Museum Campus NO PARTIES

Guest favourite

Home

4.92 out of 5 average rating, 127 reviews

Nice 2 bedroom home w/attached garage & deck.

Nearby attractions in Carthage include historic Carthage Jail & Kibbe Museum, historical Carthage courthouse, public swimming pool & golf course, several public parks & library, shopping, restaurants, and the Legacy Theater. Many recreational activities & special events year round. Located just minutes from the interstate. 16 miles from Nauvoo, IL. 15 miles from Keokuk, IA. 27 miles from Macomb, IL. 43 miles from Quincy, IL. 59 miles from Hannibal, MO.

Guest favourite

Flat

4.95 out of 5 average rating, 686 reviews

Best in Chicago, private, amazing garden space

We offer the highest standards of cleanliness. Excellent workspace with fast wifi and beautiful outdoor deck and garden space to relax. The most popular Airbnb in Illinois (Buzzfeed, Aug. 2017). After 12 years hosting we still enjoy making our space a special place…as one reviewer commented, "The pictures don't really do justice to how beautiful the apartment is. I will miss having my morning coffee while overlooking the tranquil garden."

Guest favourite

Home

4.94 out of 5 average rating, 110 reviews

Quiet cul-de-sac with huge fenced in backyard

3 bedroom, 2 bath ranch home on a quiet cul-de-sac. Big fenced in backyard for the kids, dog, & adults to play during the day, then relax by the fire at night. Walking distance (50 ft.) to the bar/restaurant with private entrance. 15 miles (25 mins) from downtown Chicago. And for you couples, come back home from your busy day, sit back and relax in the 8 jet jacuzzi whirlpool tub that will comfortably fit both of you.

Guest favourite

Townhouse

4.95 out of 5 average rating, 39 reviews

Luv Happii House

Truly enjoy home away from home at the Luv Happii House, a Charming, vintage style canna friendly townhouse. Perfect for a weekend getaway, business trip, work from home alternative, content creation, or cozy home base while exploring everything Chicago and the South Suburbs of Chicago have to offer including nearby The Credit Union 1 Amphitheater and Tinley Park Convention Center.

Guest favourite

Flat

4.96 out of 5 average rating, 156 reviews

Huge Sofa-King Bed-Retro-Free Laundry-Downtown Pal

<b>MId Century Modern 1 Bedroom With Private Entrance in Downtown Palatine! Over 150 5 Star Reviews on Airbnb</b> ★★★★★ <b>"I cannot say enough about this wonderful little apartment." Janell - July 2024</b> <b>700sf Retro Apartment with a King Bed & Private Outdoor Space. Safe Off Street Parking. Just Steps to Public Transportation, Bars & Restaurants.</b>

Holiday rentals for every style

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Houses

A space that's all yours, with room for everyone

Flats

Convenient locations with everyday essentials

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for smoke-friendly rentals in Illinois

Free parking on premises

Air conditioning

Smoke-friendly flat rentals

Flat

5 out of 5 average rating, 11 reviews

BEAUTIFULLY DESIGNED CHILL SPOT

Flat

4.75 out of 5 average rating, 20 reviews

The Green Lantern

Flat

4.84 out of 5 average rating, 19 reviews

Luxe Studio - Cal King Bed - Easy & Free Parking!

Guest favourite

Flat

4.95 out of 5 average rating, 101 reviews

420 at Cheltenham 4BR

Flat

4.17 out of 5 average rating, 6 reviews

Cozy Renovated Coach House w/ Private Deck

Flat

4.69 out of 5 average rating, 52 reviews

McCormick Place 420 friendly 3Br/2Ba opt Parking

Flat

4.7 out of 5 average rating, 33 reviews

1900 Historic Farm house attached apartment

Guest favourite

Flat

5 out of 5 average rating, 5 reviews

Cozy 2 Bed 1 Bath in Affluent Lakeview

Smoke-friendly house rentals

Guest favourite

Home

4.95 out of 5 average rating, 44 reviews

*4Bdrm~eachw/PRIVATEBathrms*

Home

4.9 out of 5 average rating, 10 reviews

Just Off The Lake Comfort

Guest favourite

Home

5 out of 5 average rating, 5 reviews

Home In Belleville Close To St Louis & SAFB

Guest favourite

Home

4.92 out of 5 average rating, 49 reviews

Lake of Egypt Paradise Lodge

Guest favourite

Home

4.92 out of 5 average rating, 26 reviews

Blackberry Hill—Welcome Hunters, Hikers, Bikers

Home

4.83 out of 5 average rating, 36 reviews

The Clubhouse

Guest favourite

Home

5 out of 5 average rating, 11 reviews

Rejuvenate: 4BR, fenced yard

Guest favourite

Home

4.95 out of 5 average rating, 22 reviews

Pearl Street Pool House

Smoke-friendly apartment rentals

Apartment in Chicago

New place to stay

voco: Private Terrace, Sauna & Hot-tub

Apartment in Chicago

4.83 out of 5 average rating, 24 reviews

3 Story Luxury Condo with Massive Roof-top Deck

Private room in Rosemont

4.87 out of 5 average rating, 189 reviews

Serene⚡️Self Check-In⚡️Instant Book⚡️(Chicago-O’Hare)

Apartment in Chicago

New place to stay

voco: Balcony & City View

Apartment in Chicago

New place to stay

voco: Balcony, River & Riverwalk View

Private room in Chicago

4.87 out of 5 average rating, 82 reviews

Beautiful condo close to the beach

Apartment in Chicago

4.95 out of 5 average rating, 42 reviews

Beautiful Condo in North Kenwood with Parking

Apartment in Aurora

4.88 out of 5 average rating, 59 reviews

Acorn Woods Condo

Destinations to explore