Holiday rentals in West Side

Modern Design 2bd Garden Condo Near United Center

Welcome to my chic Chicago getaway! This bright and open 2 bed 1 bath garden condo in Chicago’s near west side boasts high ceilings, a modern interior, gourmet kitchen and spacious living area. Both bedrooms feature King beds along with a sofa bed in the living room. In-unit laundry and easy street parking complete the amenities to enhance your stay. With easy access to downtown, the United Center for sporting events and concerts and vibrant dining spots, your Windy City adventure starts here!

Cute, Clean, Cozy Apartment in Pilsen

Updated, clean and private apartment in Chicago’s unique Pilsen neighborhood. Located on a quiet, tree-lined street with private entrance, it's the perfect spot to rest after a day of exploring this great neighborhood and city. The apartment has a full kitchen with everything needed to make your morning coffee or prepare a meal. Conveniently located to McCormick Place and many of the city's attractions, including West Loop, downtown, United Center, Grant / Union / Douglass Park and more!

Humboldt Park Loft

Bright and spacious loft style 1 bedroom/1 bathroom apt in the Humboldt Park neighborhood of Chicago. Renovated A-frame large attic space on the second floor of our house. Private apartment with open lay-out plan, full kitchen, and lots of natural light. Close to Logan Square and Wicker Park neighborhoods. Walking distance to Humboldt Park and the 606 trail. Two blocks to Kimball/Homan and North Ave buses. Quiet residential street with free and easy street parking. Smoke and pet free space.

NEW Jade Haven in Berwyn/Riverside

Step into Jade Haven, where tranquility meets modern elegance. This serene one-bedroom, one-bath suite offers a peaceful retreat, inspired by the calming essence of jade. The space features a sleek, airy design with thoughtful touches to make you feel right at home. Fully equipped kitchen, cozy living area, the bedroom invites restful nights, while the spa-like bathroom offers a moment of quiet indulgence. Perfect for a restful getaway or a productive stay.

Cozy Apt+Steps to Train+10 mins to Downtown

Welcome to your stylish retreat in Chicago’s vibrant Little Village neighborhood! -4 Minute Walk to Train -2 Stops from Pilsen on Train -10 Minute Drive to Downtown -Walking distance to local eateries, taquerías, and coffee shops. -Entertainment including an arcade cabinet and board games -Less than 15 minutes from Rush, University of Illinois and Mount Sinai Hospitals Enjoy a seamless blend of cozy vibes, fun, and local flair in this Little Village gem!

Modern Apt with style & comfort in Pilsen Chicago

Enjoy a nicely updated studio in a safe, family-owned building located in Pilsen/Heart of Chicago conveniently located near Downtown, Chinatown, & Hyde Park to name a few. Public transportation is walking distance or you can go on a short drive to museums, parks, cafes, restaurants, bars, venues, and hip neighborhoods. Chicago has a full line up of festivals happening this year so feel confident in choosing my lovely space to be part of your experience.

Chic Retreat in Historic Victorian House-Park Free

This historic Queen Anne home built in 1889 is in the heart of Oak Park. Centrally located and within walking distance to all tourist attractions, public transportation, great restaurants, boutiques and grocery stores. It’s the perfect base for exploring Oak Park and Chicago Perfect for long-term stays. We kindly ask that you read our full listing description and our house rules prior to booking.

Clean & Cozy Oak Park Vintage 1BR: Tv 40-2

Newly renovated fully furnished apartment unit one block away from Oak Park Art District and 9 miles from Chicago. It is 0.6 miles to public transportation Blue Line train only taking 30 minutes to arrive in the heart of downtown Chicago. Also 0.6 miles from a highway which can be taken to reach any neighborhood in Chicago.

Logan Square Penthouse

This is a prime location in the center of Chicago. Enjoy a Logan Square penthouse w/private deck. In the middle of all the hot spots. Steps away from award winning restaurants, 606 Bloomingdale trail, 15 mins to Downtown, 20 mins to airport, Perfect for solo explorers.