Smoking friendly holiday rentals in DuPage County

Chicago River House -BBQ Oasis now open!

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. 5star Chef's kitchen 9’ x 15’ HD projector, comfy beds, double shower head shower room, near nature. Relax on our private patio and glowing furniture

Spacious Designer Oasis: Game Room - Yard - Garage

Step into the spacious 5BR 3BA designer getaway in the friendly Oak Park area, just 10 minutes to downtown Chicago via the I-290 and the nearby Blue Line. It promises a relaxing retreat just a stone's throw away from restaurants, shops, exciting attractions, and landmarks. The luxurious design and a rich amenity list will leave you in awe. ✔ 5 Comfortable BRs ✔ Open Design Living ✔ Full Kitchen ✔ Game Room ✔ Fenced Backyard ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Garage Parking Learn more below!

Tranquil tiny cottage by golf club-senior friendly

Before every reservation this home is professionally CLEANED and SANITIZED from top to bottom! This is a little single-family home on a corner near a golf course. A Charming tranquil one story private 2 bed 1 bath cottage recently remodeled last year from top to bottom. There is a separate patio area with umbrella patio set and grill for your use. senior friendly with 1 step- wide doorways more details in listing… * one of driveways can accommodate a 25” horse trailer #847-

1 bed apartment + futon room bridgeport

Located at the geographic center of Chicago! Plenty of free street parking. Very safe and ~10 min walk to the 35th Orange line and 3 blocks from the Archer bus, both go directly downtown within minutes. Brand new lower level construction unit. Comfortable spacious rooms to relax in. Closet in both rooms for your use while here. The apartment has a separate entrance, bathroom, kitchen, dining space. Enjoy your own private space in Chicago with a back patio, grill, and laundry.

Take A Pebble Apartments Apt#4 (1 Bedroom)

Come stay at Take a Pebble apartments located in downtown Lake Zurich, Illinois. Only a 2 minute walk to our lake. Breakfast, Fast Food, Fine Italian/Pizza Restaurant & a few Bars all in our downtown area. Parking is at a public lot just 90 seconds from the entrance. 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 was named after a song by the great band Emerson Lake & Palmer.

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

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.

Quirky Bucktown Loft w/ Parking No Parties

Located on a peaceful treelined street in energetic, fashionable Bucktown with upscale amenities at your fingertips. This unique penthouse/loft apartment has its share of quirks that come with being a 125-year-old building yet its unique vintage comfort, eclectic furnishings and modern necessities come together to make your time in the city relaxing and unforgettable. This is a legally licensed Chicago vacation rental R22000079930

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.