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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 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

4.96 out of 5 average rating, 138 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.

The cabin is nestled among tall trees, featuring warm lighting that highlights the rustic wooden structure. A spacious deck extends from the cabin, with a hammock positioned between trees, inviting relaxation amidst nature. Smoke gently rises from the chimney, suggesting a cozy atmosphere inside.

Cabin in Oregon

4.96 out of 5 average rating, 186 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. $33/night per person or pet after first 2 people. Message Tim about accomodating larger groups and events. Closed for winter November through March.

Top guest favorite

A two-story house is presented with a welcoming blue front door and bright flower pots lining the entrance. The property is surrounded by neatly maintained grass and pathways, with trees and shrubs adding greenery to the inviting façade.

Apartment in McHenry

5 out of 5 average rating, 140 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.

A private outdoor patio is surrounded by wooden fencing, featuring a glowing sofa and two chairs placed on a patterned rug. A small table holds a plant, while greenery adds a natural touch to the tranquil setting, under a colorful sky at dusk.

Home in Chicago

4.96 out of 5 average rating, 178 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 cozy cabin is nestled among tall trees, featuring a welcoming front porch and a green door. The surrounding lawn is well-kept, with open fields visible in the distance, creating a peaceful and serene setting.

Guesthouse in Jerseyville

4.97 out of 5 average rating, 151 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 cozy sitting area is surrounded by wooden walls, featuring a large window that offers views of the forest. A red chair stands next to a small side table, while a gray couch is positioned against the wall. Decorative art pieces adorn the space.

Tiny home in Cobden

4.95 out of 5 average rating, 111 reviews

Tiny House of Paul - Center For Lost Arts

Perfect if you're working or spending time exploring Southern Illinois. Great discount for longer stays. Tiny House of Paul house has a cozy & spacious feel. A large west-facing window looks out onto the forest. Windows in the loft open to tree tops & stars. Private inside. Centrally located on the property of Center For Lost Arts near Cobden, Illinois. Wander the trails at the end of a work day, or relax on the deck after hiking or exploring. Enjoy your time in Southernmost Illinois.

A cozy bedroom is presented with warm wood flooring and soft lighting. A spacious bed is adorned with neutral bedding, complemented by a decorative bench at the foot. A dresser and artwork decorate the walls, while natural light filters in through small windows.

Guest suite in Chicago

4.9 out of 5 average rating, 116 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

The historic brick building, featuring a green roof, is surrounded by open grassy areas. Several flags are displayed in front, symbolizing heritage. Multiple sets of stairs lead to various entrances, highlighting the structure's two-story design and outdoor spaces for guests to enjoy.

Home in Pittsfield

4.85 out of 5 average rating, 245 reviews

Florence Guest House

This 1,200 sq. ft. PRIVATE BOOK is a 175 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!!! PRIVATE TIME ALONE, Guaranteed!!! NEW KEURIG; BRING YOUR OWN K-CUPS!!!***

Top guest favorite

A brick bungalow features a welcoming front porch adorned with a US flag. The porch includes a railing and seating area, while flower pots add greenery. Stairs lead up to the front door, which is detailed with a decorative screen.

Guest suite in Chicago

4.95 out of 5 average rating, 171 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 single-story residence features a light exterior with a symmetrical layout. A covered entryway leads to large windows that allow natural light. A driveway extends toward a spacious two-car garage, surrounded by well-maintained grass and landscaped plants.

Home in Carthage

4.93 out of 5 average rating, 145 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.

A living area features exposed brick walls and polished hardwood floors. A comfortable sofa along with two wooden side tables, each topped with a lamp, is positioned for relaxing. Large windows allow natural light to fill the space, providing views of the outdoors.

Guest suite in Chicago

4.89 out of 5 average rating, 136 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

A single-story home is set within a grassy area, surrounded by trees exhibiting autumn colors. The structure features a red front door and multiple windows. A building is visible to the right, and the landscape includes a backdrop of cornfields under a clear blue sky.

Farm stay in Coatsburg

4.97 out of 5 average rating, 110 reviews

Your Getaway in the country!

Relax with the whole family at this peaceful place to stay. Our 3 bedroom, 2 bath home is ready for you to enjoy! Peaceful, relaxing & fun times! Outdoor seating & bbq, 3 acres to roam with fishing next door. Plenty of amenities nearby including golfing, fine dining, several local wineries & more. Overnight, weekends, weekly or longer, welcome to The Getaway! Search YouTube for "The Getaway Camp Point Airbnb" to see our property

Vacation rentals for every style

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Villas

Luxurious estates for the ultimate escape

Cabins

Kick off your hiking boots at these rustic lodgings

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Illinois smoking friendly rentals

Free parking on premises

Air conditioning

Smoking friendly apartment rentals

A bright hallway features large windows allowing natural light to fill the space. Decorative elements include a vintage gramophone positioned next to a wooden side table, framed artwork on the walls, and a few chairs placed along the corridor, adding character to the area.

Apartment in Lake Zurich

4.94 out of 5 average rating, 145 reviews

Take A Pebble Apartments Apt#4 (1 Bedroom)

A spacious living room features a gray sectional sofa and a round area rug, complementing a stylish coffee table at the center. Natural light filters through sheer curtains, while a piece of abstract wall art adds a pop of color. A potted plant adds a touch of greenery.

Apartment in Thornton

4.83 out of 5 average rating, 30 reviews

Your quiet south suburban oasis

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

4.76 out of 5 average rating, 33 reviews

The Green Lantern

A charming house stands amid a lush garden, featuring a variety of plants and shrubbery. Straw and natural materials create beds for growing vegetables. Sunlight filters through the trees, illuminating the scene, while the structure showcases a welcoming porch and a pitched roof.

Apartment in Chicago

4.84 out of 5 average rating, 134 reviews

Studio Apartment in Nature Sancturary

A spacious living area features a plush sectional sofa adorned with decorative pillows. A tasteful coffee table rests on a patterned rug, while a well-equipped kitchen is visible in the background, complemented by sleek cabinetry and modern appliances.

Apartment in Chicago

4.78 out of 5 average rating, 37 reviews

Hypebeast Experience

A comfortable living area is highlighted by a modern sectional sofa and a glass coffee table. A vibrant, abstract area rug is positioned beneath, and a large flat-screen television is mounted on the wall. A colorful artwork complements the space, contributing to the inviting ambiance.

Apartment in Chicago

4.96 out of 5 average rating, 116 reviews

420 at Cheltenham 4BR

A modern living area is presented with a gray sofa and a bright red accent chair. A glass coffee table sits atop a patterned rug with a blend of cool tones. Colorful abstract artwork adorns the walls, and natural light enters through a large window framed by light curtains.

Apartment in Chicago

4.5 out of 5 average rating, 4 reviews

McCormick 420-Friendly3BR Suite Near Soldier Field

A living area features a comfortable sofa adorned with patterned cushions. A glass coffee table sits in the center, accompanied by a decorative vase. Natural light filters through the double-hung windows with wooden blinds, complementing the warm wooden floors.

Apartment in Bellwood

4.89 out of 5 average rating, 46 reviews

Bellwood Getaway

Smoking friendly house rentals

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

4.85 out of 5 average rating, 62 reviews

Lake of Egypt Paradise Lodge

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

4.92 out of 5 average rating, 12 reviews

Waterfront- Egypt Shores Luxury Retreat

Top guest favorite

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

4.95 out of 5 average rating, 43 reviews

Blackberry Hill—Welcome Hunters, Hikers, Bikers

A historic home is showcased with a faded blue exterior and a prominent black star on the front. The entrance is framed by a white pergola, and a decorative gate leads to a garden adorned with red, white, and blue bunting, capturing an inviting atmosphere.

Home in Waukegan

4.94 out of 5 average rating, 16 reviews

Historical Hideaway Near Naval Base

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

4.81 out of 5 average rating, 21 reviews

Rejuvenate: 4BR, fenced yard

A vibrant bedroom features a bed with a bold orange and green camo-patterned coverlet. Complementing accents include brown pillows and a rustic wooden platform. A loveseat in dark leather and a patterned area rug enhance the cozy atmosphere, while window treatments echo the room's color scheme.

Home in East Peoria

4.86 out of 5 average rating, 72 reviews

Medley Manor Duck Hunt Sun-Mon Special

A two-story brick house is set amidst well-maintained lawns and mature trees. A covered carport is visible on the left, while the front porch showcases a welcoming entrance with a glass door. Natural light bathes the exterior under a clear blue sky.

4.88 out of 5 average rating, 65 reviews

Pearl Street/Starved Rock Pool House

A covered porch features a round table surrounded by chairs and two spacious Adirondack chairs. Soft lighting is provided by string lights and a lantern that rests on the table, creating a cozy setting against the backdrop of a twilight sky.

4.88 out of 5 average rating, 17 reviews

Shawnee Forest Vacation Lodge

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

4.89 out of 5 average rating, 320 reviews

Private BR in Condo close to Chicago Dwtwn!

A spacious living area features a large sectional sofa draped with a cozy throw. Soft lighting is provided by recessed ceiling lights. A stylish desk and chair are positioned nearby, complementing a picturesque wall-mounted television that serves as a focal point in the room.

Condo in Chicago

4.44 out of 5 average rating, 25 reviews

Urban Oasis: South Shore Chicago

A serene bedroom is illuminated by soft purple lighting. A spacious bed with a polka dot blanket is centered in the room. Floor-to-ceiling glass doors reveal a view of a vibrant city skyline at night, with city lights twinkling in the background.

Condo in Chicago

4.38 out of 5 average rating, 24 reviews

voco: Balcony & City View

Top guest favorite

A well-lit hallway is adorned with framed artwork and a stylish console table. At the end of the hallway, a cozy seating area with a round dining table and four chairs is visible, illuminated by natural light from large windows.

Condo in Chicago

5 out of 5 average rating, 60 reviews

Where you want to BE! Stylish, Comfy, Luxe

Private room in Chicago

New place to stay

Modern West Town condo room

Top guest favorite

A spacious living area features a large sectional sofa arranged around a coffee table. A dining table is positioned nearby, complemented by four chairs. Natural light enters through multiple windows, illuminating the hardwood floors. A ceiling fan and decorative artwork enhance the casual setting.

Condo in Chicago

4.96 out of 5 average rating, 56 reviews

Beautiful Condo in North Kenwood with Parking

A spacious living area features a leather sectional couch arranged around a round coffee table. Large windows allow natural light to fill the room, highlighting the hardwood floors and elegant chandeliers above. A plush area rug contrasts with the dark wood, creating a cozy atmosphere.

Private room in Chicago

4.89 out of 5 average rating, 284 reviews

Private BR in Chicago - Dwntwn & Fulton Mkt close

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