Smoking-friendly vacation rentals in Will County

Spacious Split-Level Home 30 mins From Downtown!

Alone, with friends, or with family? Whatever your needs, this house is sure to fulfill your expectations. Full house in quiet suburb with free parking, driveway, TVs in all bedrooms with WiFi. Bedroom 1 has 1 queen size bed. Bedroom 2 has a full/full bunk bed. Bedroom 3 has full/twin-twin triple bed. House is near many restaurants, grocery stores, bars, banks, and gas stations. Locally, you can find a hookah lounge, Children’s museum, library, amphitheater, Marcus cinema, Walmart, and more!

Your quiet south suburban oasis

NO PARTIES! Relax and enjoy yourself in this south suburban duplex located in a safe and quiet location! We offer the entire unit so you don’t have to worry about sharing. 1 bedroom but the living room is spacious enough for an air mattress (must bring own). Large yard for you and your family to enjoy outdoor activities! Park less than 1 block away. 4 blocks from the famous rock quarry of Thornton. New casino less than 2 miles away. Bar right across the street! Animals allowed if trained.

Luxury Indoor Glamping! 38 minutes from Chicago

You’ll treasure your time at this memorable place. This is not your traditional camping experience! This is one of 3 different luxury trailer styles. Guests are allowed to have up to 20 people to entertain until quiet hours at 11:30 pm. Additional guests must be approved by us. Check out our photos to see everything we have to offer! From our indoor mechanical bull, outdoor theater screen, pool table, outdoor club, playground, basketball, volleyball & horses you'll definitely be entertained.

Nature retreat hide n seek private suite/ house

Unique retreat! Located within the acres of the forest preserves,this beautiful home will give you“The Cabin in the Woods Feeling,”but city living. Just 28 miles from downtown Chicago. 5 mins to the adventure park the Forge, 5 mins to downtown Lemont, 5 mins to Argonne National lab, 15 mins from Joliet and infamous casinos. Home located on one acre surrounded by trees and nature.The interior of home will be completely private with no shared areas. The exterior/driveway shared with the host.

The Green Lantern

Relax and unwind with the family or friends at this peaceful place. A stylish 2 bedroom 1 bathroom home that you has great work space with a warm inviting kitchen cozy bedrooms relaxing bathroom and unwinding living room. There is also great dining and entertainment nearby. The Green Lantern is located in the heart of everything, 25 minutes away from downtown Chicago, 30 minutes away from Joliet. Right next door to northwest Indiana. Come relax and enjoy this amazing home away from home….

The Estate-Private bedroom

Relax in this serene and stylish space. Clean with a comfy Queen size bed. This listing is for 1 private bdrm for 1-2 guests. Easy access to expressway, 25 min to Grant Park driving, 1 hour via public trans. , 15 min southeast to Horseshoe Hammond area. 5 minutes from Trinity Hospital and 2 minutes to a variety of food options such as McDonalds, Burger King, White Castle, Subway, KFC, Dominos (all within 1 mile) but Grubhub, UberEats,Doordash can bring anything else you might need.

Rejuvenate: 4BR, fenced yard

Step inside this charming 4-bedroom, 1.5-bath ranch-style home — the perfect single-level retreat for families, groups, or business travelers. With a spacious, fully fenced yard and a modern design throughout, this home offers the comfort and convenience you’re looking for. Conveniently located near Naperville, Plainfield, and Oswego, you’ll be close to shopping, dining, and entertainment while still enjoying a quiet residential setting.

Spacious ADA King Bed|Free Wifi

The Cozy King Bed Room offers a relaxing stay with a plush double bed, bathtub, flat-screen TV, free WiFi, and climate control. Guests enjoy 24-hour front desk service, daily housekeeping, vending machines, and laundry facilities. Nearby spots include Lil Deb’s Express Eats, Louie’s Waffle House, Joliet Metra and Amtrak stations, Four Lakes Rope Tow, and Lewis University and Dupage airports—making this a convenient home away from home.

Quiet cul-de-sac with huge fenced in backyard

3 bedroom, 2 bath ranch home on a quiet cul-de-sac. Big fenced in backyard for the kids, dog, & adults to play during the day, then relax by the fire at night. Walking distance (50 ft.) to the bar/restaurant with private entrance. 15 miles (25 mins) from downtown Chicago. And for you couples, come back home from your busy day, sit back and relax in the 8 jet jacuzzi whirlpool tub that will comfortably fit both of you.

Entire suburban home 30 mins from downtown Chicago

Bring the whole family to this great place with lots of room for fun. Full house in quiet suburb with free garage access, driveway, gated backyard, patio, tvs in all bedrooms, and 30 mins from downtown Chicago! Bedroom 1 has 1 queen size bed. Bedroom 2 has 2 full size beds. Bedroom 3 has 2 twin size beds. Bedroom 4 has 1 queen size bed. House is near many restaurants, grocery stores, and gas stations.

Luv Happii House

Truly enjoy home away from home at the Luv Happii House, a Charming, vintage style canna friendly townhouse. Perfect for a weekend getaway, business trip, work from home alternative, content creation, or cozy home base while exploring everything Chicago and the South Suburbs of Chicago have to offer including nearby The Credit Union 1 Amphitheater and Tinley Park Convention Center.

Executive Retreat Gym Sauna Whirlpool Steam Shower

One block off 294th & 95th street. Executive penthouse with 3 full bathrooms, 2 bars, large conference room, master suite, gym, whirlpool, sauna, and steam shower. Everything you need to stay healthy & entertained while getting the job done.