Smoking friendly holiday rentals in Will County

Welcome to True Blue.

Relax with the whole family at this peaceful place to stay. A stylish, great work space, with great dining and entertainment nearby. True Blue is located in the heart of everything, 15 minutes away from downtown Chicago, 20 minutes away from Joliet. Right next door to northwest Indiana. Come relax and enjoy this amazing home away from home smoking is allowed inside of home. Please no large parties or gatherings or loud music there is a 500 dollar fee smoking is allowed inside and outside of home

City Retreat

Welcome to your home away from home in the heart of Chicago! This charming, two bedroom home offers a blend of comfort, convenience and accessibility. The vibrant Neighbourhood put you close to local amenities, dining and entertainment. You’ll find excellent restaurant shops, cultural attractions within walking distance. The area is well connected with easy access to public transportation, making it easy to explore what Chicago has to offer. Full cable premium package provided free of charge.

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.

Cozy Unit +Kitchen & DW Parking - Quiet Area

Description: House: Private BASEMENT Apartment with two spacious bedrooms, equipped kitchen, bathroom, and its own entrance and parking through the driveway. Neighborhood: Located in Alsip/Chicago, on a quiet cul‑de‑sac, 5 minutes from I‑294 and 10 minutes from I‑57, 30 minutes from Downtown. Peaceful, family‑friendly area. Parking: Available in the driveway or on the street. (see photos) Note: We live in the unit upstairs. Rules: One small dog allowed. No parties. No smoking inside.

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.

Cheerful 2 bedroom sunny single family home

Relax in a sunny single family home in the suburbs of Chicago with access to a large kitchen, dining room and living room. On-site Wi-Fi available and carport parking on the premises. RULES: * No overnight guests or reservation will be canceled) * No parties or reservation will be canceled immediately * No smoking inside of the house * All trash should be thrown in designated trash cans * Must state if you’re bringing a pet or reservation can be canceled

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.

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.

Urbal retreat

On the cusp of urban and rural, urbal. To the north, the sprawling and windy city of Chicago. To the south, farmland and more open spaces. Small bedroom in a nice house on a quiet street. Living space shared with me, my boyfriend, Dillon and my 10 year old son and dog Chase. Walking distance from the train to downtown Chicago. 5 min drive to highway and area with shopping and restaurants.