Holiday rentals in Leyden Township

Stunning 2bd 1bath w/free parking, W/D & fireplace

Whether you're here to visit family or friends, to attend a conference in the city or a quick getaway, your family will love renting our entire flat. It has all the comforts of home located on a beautiful block in the historic Frank Lloyd Wright District in Oak Park. Here, you will be close to The Frank Lloyd Wright Home/Studio, downtown Oak Park, amazing restaurants and attractions, the Green and Blue line trains that will take you to downtown Chicago, and major highways and shopping centers.

Spacious in-law Apt: 10 min to O'Hare and Downtown

Our family would love to share our in-law apt. (private entrance) in our Norwood Park house. A beautiful neighborhood, the convenience of O'Hare and the highway, and 3 ways to get downtown less than a mile away (blue line and metra). Great food, bars, grocery store, and parks all within walking distance. A great alternative to the hustle and bustle of the city but you can be in some of the best neighborhoods in the city in 15 min (Wicker Park, Lincoln Park, Logan Sq.) and downtown in 25.

Gorgeous Studio 15 Minutes From Ohare!

Private, cozy and spacious studio apartment. This wonderful apartment is clean and ready to be your home away from home in Chicago! Full kitchen and bath! Spacious Backyard! Free Parking! On a beautiful treelined street in the Dunning neighborhood. Great for couples & business travelers! Close to great restaurants and parks, Rosemont Convention Center (10 minutes), O’ Hare Aiport (15 minutes), Downtown (35-45minutes). *Travel times are non rush hour and can increase depending on time/events*

King Sleep Number Bed – No Cleaning Fee

Unwind in luxury on a king-sized Sleep Number bed, refresh in a sleek marbled bathroom, and channel your inner chef in a farmhouse-inspired kitchen with many amenities. This bright and airy space is the perfect retreat after a day of exploring. Located near CTA bus stops, getting around the city is a breeze. Whether you're here for business or pleasure, our home offers the ideal mix of comfort, style, and convenience. Book your stay today and experience Chicago in elevated comfort!

Romantic King Bed/1 free parking/O’hare/Allstate

-18 minutes to O’Hare/Allstate Arena -35 minutes to DT Chicago -King & QN 2 bedroom + sleeper sofa/1 bath apartment decorated with a playful & bright nautical theme & vintage accent pieces. -Board games, books, darts, & large screen TV for entertainment. -Tea & Coffee station -Free designated parking space -walk to local restaurants at corner or playground w/outside seating up the street. -Nothing fancy, but convenient! urban/suburbia vibe in quieter corner of busy central area

KNG & QN 2bdrm/18 min to O’hare/free parking spot

Cozy & convenient! Your friends & family will love the entertainment style living/dining room that seats 6 and overlooks smart TV & livingroom. Spread out, cook, watch a movie, and cozy up near the fireplace while you play tunes. The KNG & QN bedrooms + sleeper sofa will sleep your crew comfortably. Pick a board game out of our large entertainment chest, read something from our library nook, get work done in the office corner, or cook in our fully equipped kitchen.

Updated in May 2025 • Private Floor • Free Parking

👍I have fixed all problem from guest reviews, the whole floor is Renovated in MAY, 2025 ✅ Very Safe Area and Conveniently Located! ✅ Private Entrance and Floor ✅ Private Bathroom ✅ Updated all brand new equipment ✅ Free WiFi & 43" Smart TV ✅ 5 min Walk to Metra and Bus Stop ✅ 10 min drive to O'hare and Downtown ✅ Free and Easy Street PARKING. ✅ Short Walk to Convenience Stores ✅ Bedroom with Fan, AC, and Heat ✅ Fully Stocked Kitchen ✅ Keyless Self Check-in

Modern NEW Deluxe Studio in Oak Park

Enjoy a stylish experience at this centrally-located studio In charming Oak Park. Tourist-friendly and trendy downtown Oak Park has a buzzing restaurant district, great cafes, and an assortment of excellent storefronts, including vintage shops, boutique toy stores, mom-and-pop bookstores, and a variety of spas and salons to choose from. Parks in this world-class suburb are everywhere. Views from the unit are fabulous. This deluxe studio has it all.

Big house in the BEST Location!

Spacious 2-story home near O’Hare & Rosemont. Includes 3 bedrooms, 2.5 baths, full kitchen, living & dining areas. Smart TVs in master, kitchen & living room. High-speed WiFi, private deck, and individual room thermostats. No shared spaces, basement & garage not included. Easy access to public transport & free street parking. Ideal for families, work trips, or exploring the Chicago area.

Garden Suite 10 Min to O’Hare w/ Yard & Grill

Relax in our Cozy-Chic Garden Suite, minutes from O’Hare & Rosemont! Private backyard with grill, gated parking, snacks, drinks & games for a cozy stay.🏡 Need transportation? 🚗 We offer chauffeur services for airport pickup/drop-off. ✈️ O’Hare: $60 round trip ✈️ Midway: $100 round trip Special occasion? 🎉 Professional on-site makeup and suite décor available upon request.

Eddy Street Upstairs Apartment

Make yourself at home in our comfy, cozy upstairs apartment! Located in the Portage Park neighborhood of Chicago, we are close to great food, parks, and fun outings! You can get to O'Hare Airport in less than 20 minutes, depending on traffic. And we're about a 25 minute drive to downtown, or about 45 minutes via public transit. We have free street parking on our block!

Chicago getaway for two!

This cozy 1 bedroom 1 bath apartment on the second floor of a lovely home in Jefferson Park is the perfect place to stay in Chicago. Conveniently located near the blue line (Jefferson Park stop) and has a bus stop for 88W right in-front! This cozy 1 bedroom 1 bath apartment on the second floor of a lovely home in Jefferson Park is the perfect place to stay in Chicago.