Smoking-friendly vacation rentals in North Side

Music Hot Spot Three Level Home

Multi level option; 5 Beds & 3 full Baths, each level. High Speed Fiber Wifi. Walk to music venues; Friendly Tap/Coffee. Crawl to Fitzgerald's, well-known music venue. Multiple restaurants & shops: Walgreen's, CVS and Grocery. Few blocks to the CTA Blue line & 7 blks CTA Green/Pink. Nature park, zoo, mtn bike, trail run, fishing. 15 min from West Loop, public pool, tennis, Zen garden, patio, grills, smokers, fire pit, indoor bar, speak easy, music recording studio w/soundguy. 30yrs + to stay

Cozyquietsecure room w/comfy queen, bidet, parking

Last minute booking is fine. By car, Edens Expressway I 94 @ exit 37 Dempster EAST. On foot, 7 minute stroll from Dempster Skokie Swift Terminal: Yellow Line to Chicago via red & purple line, Dempster Pulse Express to ORD & Evanston. Google 60077, zoom in Dempster and Skokie Boulevard nexus to see conveniences within walking distance: Target, Starbucks 24/7Subway, Kaufman's Deli, McDonald's, Pita Inn, Oberweis and more, super convenient North Chicagoland attractions including Old Orchard Mall.

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.

Cozy Chicago Suburban Apartment

Welcome to our cozy apartment, perfect for solo travelers or couples looking for a comfortable stay in the quiet Northwestern suburbs of Chicago. Located in a quiet and serene neighborhood, this apartment offers easy access to all the best restaurants, cafes, and shops. Just 23 mins away from O’hare International Airport, 15 mins to Schaumburg Convention center & Woodfield Mall, and about 40 mins from the Chicago Downtown. Lake Arlington is a 10 mins walk away for Kayak and park activities.

Modern Cicero apartment

located near Midway Airport, just a 11-minute drive away. Situated in Cicero, IL, the neighborhood exudes a peaceful ambiance, complemented by friendly neighbors. Enjoy the convenience of complimentary street parking, well-equipped kitchen, great appliances. The bathtub features a jacuzzi for added relaxation. Additionally, there’s a shared backyard that can be utilized.Our goal is to ensure a comfortable and enjoyable stay, allowing you to fully immerse yourself in the local experience

1 bedroom & 1 full private bathroom in a townhouse

Private room with full bath in a secure Wheeling townhouse. Walking distance to Walmart, Target, Starbucks, and restaurants. Includes all utilities, premium Samsung appliances, in-unit washer/dryer, driveway parking, central heating/cooling, small gym, and access to kitchen, living/dining room with a 75” Samsung Frame TV, patio, and premium garbage disposal. Safe area near Wheeling Metra Station, corporate offices, and local attractions.

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.

Loft Style Private Apt 4 (1 Room- 420 Friendly)

Please do not book unless you read the entire listing, including all house rules & amenities. No refunds will be given if you book without first reading the house rules Near Loyola University. 420 friendly environment. No Cleaning Fee, Full Kitchen, Living Room, 1 Shared Bathroom, Internet, Heat, Air Conditioning Redline, CTA, Beach, Groceries, Gyms, Multiple Bars & Diverse Cuisine within 5-15 min walking

Loft Style Private Apt 5 (1 Room- 420 Friendly)

Please do not book unless you read the entire listing, including all house rules & amenities. No refunds will be given if you book without first reading the house rules Near Loyola University. 420 friendly environment. No Cleaning Fee, Full Kitchen, Living Room, 1 Shared Bathroom, Internet, Heat, Air Conditioning Redline, CTA, Beach, Groceries, Gyms, Multiple Bars & Diverse Cuisine within 5-15 min walking

hacjenda - where memories are made

beautifully located on the hill, with ample amount of parking, large living room finished in cedar,wood burning fireplace, 3bedrooms 2bathrooms,patio with gas grill,swimming pool( open june- August)bonfire area for late night talks. it's a two story unit.

Cozy Apartment in Franklin Park

Franklin Park offers a unique blend of tranquility and accessibility, providing a peaceful retreat within reach of vibrant city life. Enjoy the serenity of nature in close proximity to cultural attractions, making it an ideal and special place to stay.