Smoking friendly vacation rentals in Illinois

Find and book unique smoking friendly rentals on Airbnb

Top-rated smoking friendly rentals in Illinois

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

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Guest favorite

A hot tub is positioned on a private deck, featuring bubbling water and a clear view of the Mississippi River in the background. A wooden railing surrounds the area, complemented by blue drapes. Lush greenery is visible along the riverbank.

Apartment in Savanna

4.95 out of 5 average rating, 126 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.

Top guest favorite

Apartment in McHenry

5 out of 5 average rating, 125 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 favorite

An outdoor area features a partially enclosed space highlighted by warm wood paneling and a large window. A grill is positioned against the wall, with a concrete floor leading toward a well-lit interior visible through glass doors.

Home in Chicago

4.96 out of 5 average rating, 169 reviews

Chicago River House -BBQ Oasis now open!

Close to must see Chicago restaurants and nightlife, yet nestled in nature! This 1937 Print Shop is seated between the Chicago River & Forest Preserves, with trails & river walks, 3 miles to the beach, near Lake Shore Drive & 90/94, nearby Lincoln Square , Andersonville, and seasonal waterfalls, brunch nearby. This 2-bed, 2-bath home one level. 5star Chef's kitchen 9’ x 15’ HD projector, comfy beds, double shower head shower room, near nature. Relax on our private patio and glowing furniture

Top guest favorite

A charming cabin is nestled among lush green trees. The exterior features warm orange tones, and a covered porch is visible. The surrounding lawn is well-maintained, providing a serene backdrop with a peaceful ambiance. Nearby trees contribute to the natural setting.

Guesthouse in Jerseyville

4.97 out of 5 average rating, 131 reviews

Cozy cabin on farm near Jerseyville and Grafton IL

No cleaning fees! Relax in this cozy cabin on a 30 acre farm w/beautiful views & peaceful surroundings. Near shopping, wineries, nightlife, hunting & fishing. Abundant wildlife & farm animals-horses, cows, chickens, goats, sheep, geese. Two bedrooms (one in a spacious loft) with a queen sofa sleeper in the living room. Full kitchen w/dish washer. Fireplace & cathedral ceilings in living room. Full bath w/shower. Covered front porch. Screen porch off living area w/outdoor seating. Fire pit.

Guest favorite

A spacious yard is shown, featuring well-kept grass and a combination of trees and a red-brick structure in the background. A screened-in porch is visible on the right, while several red chairs are arranged around a table on the left, creating areas for relaxation.

Guest suite in Pittsfield

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 favorite

An outdoor space is highlighted by a wooden deck featuring a picnic table and two blue chairs. A fire pit is visible on the grass, and string lights illuminate the area. Lush greenery climbs the walls, creating a welcoming atmosphere.

Guest suite in Chicago

4.89 out of 5 average rating, 102 reviews

1 bed apartment + futon room bridgeport

Located at the geographic center of Chicago! Plenty of free street parking. Very safe and ~10 min walk to the 35th Orange line and 3 blocks from the Archer bus, both go directly downtown within minutes. Brand new lower level construction unit. Comfortable spacious rooms to relax in. Closet in both rooms for your use while here. The apartment has a separate entrance, bathroom, kitchen, dining space. Enjoy your own private space in Chicago with a back patio, grill, and laundry.

Top guest favorite

Home in Carol Stream

4.91 out of 5 average rating, 103 reviews

Lake House Hot Tub-Billiards-Kayak Waterfront Stay

Our beautiful home is the perfect place to gather with friends & family, relax, refresh, fish, have fun with your loved ones. It's the perfect home away from home with great views of the lake and on a quiet cul-de-sac. Stunning views of the lake while grilling or the firepit from the completely upgraded patio & the hot tub 🥂 🐶Up to 2 furry babies are allowed & they'll love the almost 1 acre fenced-in yard! (pet fee is extra & must be included at time of booking)

Guest favorite

Guest suite in Chicago

4.94 out of 5 average rating, 157 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 favorite

A wooden deck is presented with a round table and several chairs, surrounded by lush green trees. A few potted plants can be seen on one side, while clear blue skies and scattered clouds are visible overhead.

Home in Carthage

4.92 out of 5 average rating, 131 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 favorite

A bright living room is illuminated by natural light from large windows. A white sofa is paired with two orange chairs, complemented by vibrant cushions. A coffee table with a striped design sits centrally, surrounded by decorative plants and artwork on the walls.

Apartment in Chicago

4.95 out of 5 average rating, 693 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 favorite

A red brick building is framed by lush greenery and features large windows. A black staircase leads to the entrance, which is accessible via a gentle slope. An adjacent chair stands on the concrete sidewalk, adding to the inviting exterior.

Guest suite in Chicago

4.91 out of 5 average rating, 111 reviews

The Huron Haven

A beautiful, one-of-a-kind, hidden gem in the heart of River West. Private entry. Front & Back Patios. Full office space. Large Living Room. Exposed brick walls, 11.5’ tall ceilings. Large barn doors lead from the living room / office to a large master bedroom with large modern bathroom. The bedroom has French doors which open to private balcony with a beautiful back patio, dining space, and thriving garden. On Property Parking

Top guest favorite

An outdoor patio is illuminated by soft lighting under a protective shelter. Comfortable seating arrangements include folding chairs and metal benches. In the center, a fire pit is surrounded by stones, with flames providing warmth and a calming ambiance during the evening.

Home in Chicago Ridge

4.94 out of 5 average rating, 125 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.