Apartment holiday rentals in Downtown Chicago

Chicago Airbnb Newly Remodeled 2-Unit Apartment!

Enjoy Chicago in style! This newly renovated apartment on Chicago’s west side offers high end finishes and all of your basic needs. This unit features 2 spacious bedrooms and one bath with a jetted soaking tub so that you can unwind after a long day of exploring our beautiful city. Commuting around the city from this location is super easy! You’re only one block away from the CTA blue line train, CTA #7 Harrison Bus and I-290! The train and interstate can get you downtown in just 15 minutes!

Spaulding Oasis on 4 lots In Humboldt Park!

This first floor 2 bed room apartment has all the modern amenities you could want featuring central air and heat, glass shower door, high water pressure shower, for really getting clean! smart tv with all your streaming services plus local tv, back porch with table and chairs, recessed led lighting, ice maker, dish washer, stove with built in griddle, coffee and coffee maker, glass electric tea kettle, silverware, and all kitchen items found in a home, hard wood floors. With comfy couch bed !!

COZY Bright*BOLD*FUN* Eclectic Wicker Park Home

Location! Location! Location! Prime Wicker Park Location on Milwaukee! This spacious, cool, vibrant, eclectic, fully equipped apartment is close to everything, making it easy to plan your visit. Bright top floor unit with a private patio to just chill and unwind or walk downstairs and your literally in the heart of Wicker Park. Super easy access to downtown nightlife/lake/museum all within 15 minutes and super easy commute to O'hare. CTA busses all around and a 2 minute walk to the Blue Line.

Logan Square Lookout

Great 1st floor apartment along a tree lined street with free street parking. Has 2 cozy bedrooms with a spacious living room and kitchen. On site laundry. Great back yard with garden area. In the super nice Logan Square neighborhood with cool bars and award winning restaurants. Friendly safe neighborhood with lots to do. Quick walk to the Blue Line gets you Downtown or out to O'Hare. I own the building which consists of 3 apartments. So always nearby. permit parking is provided

Sounds Of The City

Fun and lively location! Cozy one-bedroom "stumbling distance" from McGee's Tavern and Grille, as in right upstairs. It’s pretty peaceful during the day except some train noise but the popular bar below ranges from a little noisy to pretty loud at night. Lincoln Park is an upscale, safe & convenient area. Walking distance to cafes, dining, pubs, parks, transportation, Lyft bikes, yoga, fitness, Amazon, etc. Weekends draw the biggest crowds and noise. Free street parking.Easy Uber/Lyft

Hip Chicago Apartment - FREE Parking Spot Included

You’ll love this high-end, newly renovated 2 bedroom apartment located in Chicago’s iconic Logan Square. This bright and modern space has free parking, a fully equipped stainless-steel kitchen and an outdoor sitting area perfect for a sunny meal. Walking distance from a bike rental station and hip Armitage Street where you can find a wide selection of restaurants and bars to suit any palate. You’ll also be close by the 606 Trail, a lovely place to enjoy a walk, bike or go for a run

Bucktown Garden Suite 7 min walk to train

Bucktown Garden Apartment in A+ location on quiet neighborhood street. Private suite equipped with full bath, fridge, snacks, large couch, and queen-sized bed + free public laundry with soap provided. Walk in any direction to get to some of Chicago's best bars and restaurants or hop on the blueline subway 3 blocks away and zip downtown to explore some tourist attractions. Very easy, free street parking on the block. NO SMOKING/VAPING OR DRUG USE ON THE PROPERTY

Charming one bedroom apartment

Downtown Evanston. Cozy quiet area. Lovely studio 1-bedroom apartment. Ideal for a couple or business travelers. One queen size bed. TV & WiFi, microwave, AC & dishwasher. Free off-street parking. Close walk to Northwestern U, Lake Michigan, several supermarkets & many restaurants. Minutes to Metra, Davis & Dempster CTA stations. About 40 minutes to downtown Chicago on CTA Purple Express & less time on Metra. Non-smoking.

MDRN Kid-Frndly Apt | Natural Lite | Quiet|Private

Relax with the whole family or explore the city with friends at this peaceful and spacious 3-bd/1.5 ba condo tucked on a quiet, tree-lined street. Includes one (1) free parking space, plus plenty of unmetered parking on st. Minutes away notable hospitals, both Northwestern, and Loyola Universities. Travel via CTA bus stop at the corner. Only 30min drive from downtown Chicago. PET & 420 FRIENDLY!