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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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Top guest favorite

A doorway is viewed from inside, featuring a decorative welcome mat. The door opens to a private wooden deck, which is partially visible. Natural light filters in through the glass, highlighting the contrasting textures of the mat and the wooden deck.

Apartment in Savanna

4.95 out of 5 average rating, 128 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

An inviting outdoor space is illuminated by string lights, creating a cozy atmosphere. A large dining table is surrounded by comfortable chairs, with colorful cushions adding a pop of color. Lush foliage and a fenced yard provide a private setting for relaxation.

Apartment in McHenry

5 out of 5 average rating, 127 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.

Home in Chicago

4.96 out of 5 average rating, 170 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

Guesthouse in Jerseyville

4.97 out of 5 average rating, 135 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.

A serene landscape featuring a solitary tree reflected in calm water. The setting sun casts gentle hues of pink and purple across the sky, while the moon is visible, adding to the tranquil ambiance of the Illinois River.

Home in Pittsfield

4.84 out of 5 average rating, 234 reviews

Florence Guest House

This 1,200 sq. ft. PRIVATE BOOK is a 174 year old building that Abe Lincoln stayed in. Central A/C, Forced air heat, Two decks (one overlooking the Illinois River), burn pit, outside grill, fully equipped kitchen, screened in porch, ample parking, access to the Illinois River/ boat ramp near, tie up on Our Private Lots! NOTE: RECENTLY HAD Guests' wanting to "JUST GET AWAY" for A Time!!! WE'RE HERE, IF YOU NEED YOUR PRIVATE TIME ALONE, AS WELL!!! ***NEW KEURIG; BRING YOUR K-CUPS!!!***

Apartment in Lake Zurich

4.94 out of 5 average rating, 141 reviews

Take A Pebble Apartments Apt#4 (1 Bedroom)

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

Top guest favorite

An outdoor patio is illuminated by string lights, creating a cozy ambiance. The hot tub is set against a backdrop of snowy ground, with comfortable seating arrangements nearby. The lake is visible in the background, enhancing the tranquil atmosphere.

Home in Carol Stream

4.91 out of 5 average rating, 104 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 suite in Chicago

4.94 out of 5 average rating, 160 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

A cozy sitting area features a plush sofa adorned with a colorful blanket, surrounded by large windows that provide views of the forest. A ceiling fan hangs above, while a chair and lamp complete the inviting space.

Place to stay in Cobden

4.94 out of 5 average rating, 306 reviews

Eva’s Roost - Retreat Cabin

A private retreat space, Eva’s Roost is located at Center For Lost Arts near Cobden, Illinois. Uniquely crafted rustic, zen-style cottage, designed to be close to the earth & nature. Extensive, curtainless windows facing the forest & pond allow for private views: sunrise, moonrise, forest & wildlife. Yoga mat, guitar & some art supplies. Personal outdoor space with firepit & comfy adirondack chairs. Entrance to wandering trails right outside your back door.

An outdoor deck showcases a round table surrounded by four chairs with cushions. An additional chair is positioned nearby. A patterned rug lies beneath the table, providing a cozy area for relaxation. Distant green grass and trees can be seen in the background.

Home in Carthage

4.93 out of 5 average rating, 135 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.

Cabin in Oregon

4.96 out of 5 average rating, 180 reviews

GOOSE ISLAND CABIN -Secluded Riverside Eco-Retreat

Nestled along the banks of the Rock River under tall oaks, ye ol cabin was built by early settlers in 1907. Legit rustic charm. Secluded yet only 10 mins from the fun town of Oregon. 100 acres of private property, bordering Lowden-Miller State Forest. Includes use of canoes/kayaks, large riverfront yard, grills, hammocks, deck, porch and firewood. $35/night/person/pet after first 2 people. Message Tim about accomodating big groups and events.

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, 695 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."

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Popular amenities for Illinois smoking friendly rentals

Free parking on premises

Air conditioning

Smoking friendly apartment rentals

A vibrant green wall features an assortment of decorative mirrors and picture frames in varied shapes. A sleek yellow console table is positioned beneath, adorned with a decorative object and a potted plant. A transparent chair complements the modern aesthetic.

Apartment in Calumet City

4.78 out of 5 average rating, 27 reviews

The Green Lantern

A spacious living area features a sectional sofa with patterned cushions, a coffee table adorned with magazines, and a foosball table nearby. The kitchen space is visible, showcasing modern appliances and stylish cabinets, while a feature wall adds a unique touch to the room.

Apartment in Chicago

4.81 out of 5 average rating, 32 reviews

Hype Loft Experience

A bright living area features large windows dressed with sheer curtains, allowing natural light to fill the space. A modern coffee table is centered on a polished hardwood floor. Comfortable seating includes a gray sofa and two armchairs, complemented by a TV mounted on the wall above a white fireplace.

Apartment in Chicago

4.95 out of 5 average rating, 107 reviews

420 at Cheltenham 4BR

An outdoor lounge area features a rectangular table with a central firepit, surrounded by comfortable seating with purple cushions. The backdrop showcases the Chicago skyline against a clear blue sky, adding a scenic view to this rooftop retreat.

Apartment in Chicago

4.83 out of 5 average rating, 54 reviews

Rooftop HotTub As Seen On "Married At First Sight"

The kitchen features a clean layout with light cabinetry and modern appliances. A double oven is installed next to a dishwasher, while a gas stove is positioned against the countertop. Natural light brightens the area, complemented by decorative sunflower accents on the floor.

Apartment in Old Mill Creek

4.71 out of 5 average rating, 34 reviews

1900 Historic Farm house attached apartment

A cozy sleeping area is presented, featuring a black metal bed frame with a queen size mattress adorned with white linens and accent pillows in shades of yellow and green. A small round table beside the bed holds a potted plant, while a mirror reflects the natural light in the room.

Apartment in Chicago

4.75 out of 5 average rating, 4 reviews

Modern apartment close to Loyola & Lakefront

A 55-inch smart TV is mounted on a sleek black stand, facing a plush area rug. The background shows a modern shower area behind a glass door, and a bright entrance leads to another room. Wooden flooring complements the contemporary decor.

Apartment in Rockford

4.77 out of 5 average rating, 26 reviews

Spacious 1 bdr Apartment

A modern living area features a navy blue sofa, two accent chairs, and a circular coffee table. Large windows allow natural light to brighten the space, complemented by light grey walls and a patterned area rug. Art pieces are displayed on the walls, creating an inviting ambiance.

Apartment in Chicago

4.7 out of 5 average rating, 74 reviews

Cozy Chicago 420 Friendly 3BR Suite Near McCormick

Smoking friendly house rentals

The exterior of the home is showcased, featuring a light-colored facade complemented by neatly trimmed shrubs. Stairs lead up to a welcoming entrance, while a well-kept lawn and mature trees provide shade. The roofline is distinctive, adding character to the overall appearance.

Home in Oak Park

4.89 out of 5 average rating, 9 reviews

Spacious Designer Oasis: Game Room - Yard - Garage

A charming cottage exterior is presented, featuring gray siding and a neatly maintained yard. The building shows multiple large windows that enhance natural light. A stone pathway leads to the entrance, while a detached garage is visible alongside the grassy area.

Home in Wonder Lake

4.9 out of 5 average rating, 10 reviews

Just Off The Lake Comfort

A charming three-story house features a distinctive metal roof and is surrounded by trees. A large porch extends along the front, providing shaded areas. Access to the serene lake is visible nearby, contributing to the peaceful setting.

Home in Creal Springs

4.91 out of 5 average rating, 55 reviews

Lake of Egypt Paradise Lodge

Top guest favorite

An aerial view captures a spacious lakeside property surrounded by lush trees. A private slip dock extends over the calm water, accommodating boat access. The elegant home features large windows, blending with the natural landscape, creating a serene lakeside setting.

Home in Creal Springs

5 out of 5 average rating, 7 reviews

Waterfront- Egypt Shores Luxury Retreat

A spacious master bedroom features a large bed adorned with a gray quilt. Natural light filters through the sheer curtains on two windows, illuminating the warm wooden floor. Nightstands are positioned beside the bed, and a bench is situated against the wall.

Home in Shawneetown

4.94 out of 5 average rating, 33 reviews

Blackberry Hill—Welcome Hunters, Hikers, Bikers

A spacious living area features a modern television mounted on a light-colored wall, flanked by a comfortable sofa set. A neutral coffee table sits centrally, while soft natural light enhances the inviting atmosphere through large windows. A dining area is visible in the background.

Home in Romeoville

5 out of 5 average rating, 12 reviews

Rejuvenate: 4BR, fenced yard

The indoor pool area features a large swimming pool with clear blue water, surrounded by wooden beams and glass panels that create a bright atmosphere. A hot tub is located nearby, and seating is arranged along the pool's edge, providing a relaxing space for guests.

4.89 out of 5 average rating, 45 reviews

Pearl Street Pool House

Top guest favorite

The spacious single-story home is surrounded by a verdant lawn and gentle trees, showcasing a welcoming front porch. A clear blue sky with fluffy white clouds complements the tranquil setting, while an open area provides an inviting space for outdoor activities.

Home in Grafton

4.98 out of 5 average rating, 43 reviews

Charming Home in the Country

Smoking friendly condo rentals

A spacious living area features a modern sectional sofa in warm tones, positioned around a circular coffee table. Large windows allow natural light to fill the room, showcasing a view of the outdoors. A neutral area rug anchors the seating arrangement, enhancing the home’s contemporary design.

Private room in Chicago

4.88 out of 5 average rating, 301 reviews

Private BR in Condo close to Chicago Dwtwn!

Condo in Chicago

4.25 out of 5 average rating, 8 reviews

voco: Balcony & City View

Condo in Chicago

5 out of 5 average rating, 7 reviews

Urban Oasis: South Shore Chicago

A modern kitchen showcases stainless steel appliances and elegant cabinetry. A large island is accentuated by unique stools, while pendant lighting adds soft illumination. The open floor plan leads to a welcoming living area visible in the background, enhancing the spacious design.

Private room in Chicago

4.8 out of 5 average rating, 88 reviews

Master BR w/ensuite (600 Sq Ft.) in Chicago Condo

Top guest favorite

A long hallway is lined with chalkboard-painted walls, showcasing colorful drawings and notes. Light is provided by ceiling fans and bright fixtures, leading towards an entryway with a glimpse of furniture and natural light coming from an open door.

Private room in Chicago

4.87 out of 5 average rating, 83 reviews

Beautiful condo close to the beach

A private balcony is presented with cozy seating and potted plants along the railing. A view of the surrounding area is visible, framed by brick columns and a decorative rug underfoot. The sky displays soft, diffused clouds that enhance the peaceful atmosphere.

Condo in Chicago

4.96 out of 5 average rating, 47 reviews

Beautiful Condo in North Kenwood with Parking

Condo in Chicago

4.74 out of 5 average rating, 38 reviews

Wicker Park Loft Style Apartment

Condo in Chicago

5 out of 5 average rating, 56 reviews

Where you want to BE! Stylish, Comfy, Luxe

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