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

Rental unit in Savanna

4.96 out of 5 average rating, 118 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.

Guest favorite

Rental unit in McHenry

5 out of 5 average rating, 105 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

Home in Chicago

4.96 out of 5 average rating, 151 reviews

Chicago River House with private patio!

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 illuminating seats

Guest favorite

Guesthouse in Jerseyville

4.97 out of 5 average rating, 115 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

Home in Pittsfield

4.84 out of 5 average rating, 220 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!!!***

Guest favorite

Rental unit in Lake Zurich

4.95 out of 5 average rating, 130 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.

Guest favorite

Farm stay in Grafton

5 out of 5 average rating, 72 reviews

Historic Country Farmhouse on 80 Acres

COME ON IN, MAKE YOURSELF AT HOME You'll find no other guest house in Grafton that will offer you this down-home peaceful country experience. You’ll stay in a private, 2 bedroom, 1 bath home with a 1-acre lake, tucked away on 80 acres. This beautiful farm is ALL yours. A spring fed lake full of fish, pedal boat , rec room, nature trail. Bring the kids the family pet (addtl $25 fee) and enjoy all the amenities this guest house has to offer. Just 2 miles from Grafton.

Guest favorite

Guest suite in Chicago

4.95 out of 5 average rating, 148 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

Place to stay in Cobden

4.94 out of 5 average rating, 296 reviews

Eva’s Roost - Cozy 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.

Guest favorite

Home in Carthage

4.92 out of 5 average rating, 118 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.

Superhost

Rental unit in Chicago

4.83 out of 5 average rating, 112 reviews

McCormick Pl 420 friendly 1br/1ba parking/sleeps 4

• MESSAGE US for SPECIAL RATES • Minutes walk to McCormick Convention Center • 420 friendly unit. Smoking inside the unit allowed • Optional Parking space • State street location • Safe building monitored by our Security team • Queen size bedroom + Sofa bed for a comfortable stay for up to 4 guests • Dedicated fast Internet • 65" 4K Roku Smart HDTV(Roku and Netflix) • Fully equipped kitchen • Minutes to all touristic destinations • In-unit washer and dryer

Guest favorite

Cabin in Oregon

4.95 out of 5 average rating, 174 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.