Smoking friendly holiday rentals in Illinois

Find and book unique smoke-friendly rentals on Airbnb

Top-rated smoke-friendly rentals in Illinois

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

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Top guest favourite
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.
Flat in Savanna
4.96 out of 5 average rating, 148 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 favourite
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, 193 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 favourite
Flat in McHenry
5 out of 5 average rating, 169 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.

Superhost
A luxurious hot tub features illuminated jets creating a soothing ambiance. Water cascades gently, and the layout accommodates multiple seating options. The controls are positioned conveniently on the side, highlighted by blue lighting to enhance the relaxing environment.
Home in Pontiac
4.9 out of 5 average rating, 117 reviews

Work hard. Play harder. You deserve it.

GuestWork is a local Property Management Company and we operate nearly all of the AirBnB's in our community. We have units designed for weekend getaways, temporary housing for local displaced residents, mid-term stays for local work travelers and go to great lengths to accommodate guests in the area to visit family and friends in our perfect little town. Please feel free to complete an inquiry and tell us exactly what you are looking for and let us help align you with the perfect unit in your

Guest favourite
Flat in Chicago
4.96 out of 5 average rating, 125 reviews

420 at Cheltenham 4BR

If you want to experience an authentic piece of Chicago and it’s rich history, our place is a cozy spot to start and it’s just like being at home. Summertime Chicago Lake Shore Drive Beaches. Lollapalooza. Chicago Riverwalk. Concerts at Soldiers Field-Bears. Winter wonder festival. The Bean. Great for larger groups visiting looking to divide costs. Obama Library, Southshore golf course, Reggies on the Beach, Shedd Aquarium, Field Museum, Museum of Science & Industry are all within 20 minutes.

Top guest favourite
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.
Guest house in Jerseyville
4.96 out of 5 average rating, 171 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.

Top guest favourite
A charming guest house is presented, featuring a green roof and white siding. A covered porch with a railing welcomes visitors, while manicured grass surrounds the pathway leading to the entrance. Trees are visible in the background, adding to the serene rural setting.
Farm stay in Grafton
5 out of 5 average rating, 101 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 & 1/2 mile nature trail. Bring the kids your furry friend (addtl $25 fee/pet) and enjoy all the amenities this guest house has to offer. Just 2 miles from Grafton.

Top guest favourite
A rustic cottage is nestled among tall trees, showcasing a natural setting during autumn. Colorful fall foliage blends with the greenery, while fallen leaves cover the ground. The warm tones of the cottage complement the serene landscape.
Place to stay in Cobden
4.95 out of 5 average rating, 329 reviews

Eva’s Roost - Center For Lost Arts

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. Perfect place to retreat and renew.

Top guest favourite
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, 250 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 favourite
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
4.94 out of 5 average rating, 169 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 favourite
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
4.87 out of 5 average rating, 176 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

Superhost
A luxury hot tub is positioned on a wooden deck, illuminated by soft lighting. Steam rises gently from the bubbling water, creating a serene atmosphere. The surrounding area is dimly lit, enhancing the inviting nature of this outdoor space, perfect for relaxation.
Home in Pontiac
4.94 out of 5 average rating, 281 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.

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