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

Apartment in Lake Zurich

4.98 out of 5 average rating, 170 reviews

Take A Pebble Apartments (Studio 3)

Message me if you experiencing difficulties booking Greetings travelers! Come stay in my Studio Apartment located in downtown Lake Zurich, Illinois. A 2 minute walk to our lovely 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!!! Take A Pebble Properties L.L.C. was named after a song by the great band Emerson Lake & Palmer.

Jun 13 – 20

$124 per night

Guest favorite

Apartment in Savanna

4.96 out of 5 average rating, 93 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.

Jan 8 – 15

$137 per night

Guest favorite

Cabin in Oregon

4.95 out of 5 average rating, 146 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. Pets allowed by adding them to total guest count. $35/night/person/pet after first 2 people. Message Tim about accomodating big groups and events.

Dec 17 – 24

$213 per night

Guest favorite

Home in Pittsfield

4.83 out of 5 average rating, 204 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!!!***

Jun 6 – 13

$54 per night

Guest favorite

Home in Chicago

4.96 out of 5 average rating, 126 reviews

Chicago Riverhouse summer on our 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. Amazing chef’s kitchen! 9’ x 15’ HD projector, comfy beds, double shower head shower room, near nature. Chill private patio with illuminating sofa

Sep 7 – 14

$266 per night

Guest favorite

Place to stay in Cobden

4.95 out of 5 average rating, 272 reviews

Eva's Roost Retreat - Center For Lost Arts

Eva's Roost -a uniquely crafted rustic, zen-style cottage, designed to be close to the earth & nature. Expensive curtainless windows facing the forest & pond allow for private views: sunrise, moonrise, forest & wildlife. Personal outdoor space with firepit & comfy adirondack chairs. Paul is the architect & designer of Center For Lost Arts structures, furniture & grounds. Bonnie is a mindfulness meditation teacher who enjoys creating a welcoming space for all to enjoy year-round.

May 29 – Jun 5

$97 per night

Guest favorite

Guesthouse in Jerseyville

4.99 out of 5 average rating, 82 reviews

Cozy cabin on farm near Jerseyville and Grafton IL

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 the living area w/outdoor seating. Fire pit.

Oct 18 – 25

$119 per night

Guest favorite

Guesthouse in Grantsburg

4.95 out of 5 average rating, 22 reviews

Home In The Bluff

Book your stay at this cozy guest home! The perfect place for a cozy getaway. A quiet area in the country. It is conveniently located within a 30-minute drive of Shawnee National Forest. 30 minutes to Paducha Kentucky 45 minutes from the Garden of The Gods. 40 minutes to Marion IL Hunters welcome. Note Internet is currently slow with difficulty streaming shows. This property has farm animals nearby with smells associated with farming. Thank you for understanding.

May 7 – 14

$78 per night

Guest favorite

Farm stay in Grafton

5.0 out of 5 average rating, 48 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.

Jan 17 – 24

$135 per night

Guest favorite

Guest suite in Chicago

4.95 out of 5 average rating, 119 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

Apr 21 – 28

$97 per night

Guest favorite

Home in Pontiac

4.95 out of 5 average rating, 246 reviews

Baby, I just need a little getaway.......

Come spend a night, or an entire wknd out in the cold...in a luxury hot tub! Enjoy a spacious, 2 bdrm, two BR pet and 420 friendly brick ranch with tasteful decor on a corner lot. W/D, full access garage and screened in porch with fenced in yard. House fits 4 comfortably, but hot tub fits 7. Let me know if we need to discuss sleeping arrangements for more than 4 guests. You simply won't find a more accommodating host on the platform.

Jul 21 – 28

$158 per night

Guest favorite

Farm stay in Coatsburg

4.98 out of 5 average rating, 41 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

Jan 15 – 22

$131 per night