Vacation rentals in West Side

4.77 out of 5 average rating, 47 reviews

A cozy living area showcases orange sofas arranged around a dark wooden coffee table. Large windows with blinds offer natural light, while a vibrant mural of a city skyline adds visual interest. A ceiling fan provides circulation, enhancing comfort in the space.

Apartment in Chicago

Dwntown Mins Away/Relax & Stay! Bus/Train Friendly

Take it easy in this peaceful and cozy sleeper, central to everything Chicago has to offer and only minutes from downtown. Take advantage of all of the amenities while your here and enjoy the city night life with all of the great entertainment and restaurants Chicago has to offer. Newley rehabbed with high end appliances and fixtures that you, your significant other or family can enjoy. This relaxing vibe is one that will make it feel like a home away from home with all that it has to offer.

4.82 out of 5 average rating, 506 reviews

Florence Room - 3min to CTA, Free Parking, Roomy

The Florence room is one of three rooms in the grotto. The room has a king size bed and full size sofa sleeper for a maximum guest count of 4. You will have access to the kitchen for the microwave, toaster, and stove, along with free Keurig coffee. There are multiple common areas on the 1st, 2nd, and 3rd floors including Dining, Living, TV, and Recreation rooms.There is a private mini fridge in your room for food storage. The house is one block from the Kedzie Green line rail station.

The bedroom is furnished with a spacious bed, light bedding, and decorative pillows. A large flat-screen smart TV is positioned on a media console. Natural light filters through sheer curtains, and a ceiling fan adds to the room's comfort.

Apartment in Cicero

4.53 out of 5 average rating, 15 reviews

103 Beach Style 1 Bedroom Apt

This is a BRAND NEWLY RENOVATED SPACE! Its a cozy 1 bedroom apartment with ability to sleep 4. There are laundry facilities on site. A large flat screen smart tv with free wifi and a connected keyboard. Have access to a full kitchen with all the items needed for food prep and clean up. The CTA pink line, to and from Chicago, is a few blocks south for easy commuting. A Dollar General is across the street for groceries. There are many restaurants within a block and many other chains near.

4.99 out of 5 average rating, 111 reviews

A modern living space features a light-colored sofa with decorative pillows and a woven throw. A warm-toned wooden accent wall complements a sleek electric fireplace below a mounted television. A patterned area rug anchors the room, while shelves in the background display decorative items.

Loft in Chicago

Lovely Garden Studio in Chicago

Kick back and relax in this calm, stylish space. Located in historic Bronzeville, our modern studio boasts open-plan living, stylish finishes and plenty of room to accommodate up to 3 guests. Our garden studio is located walking distance to the Green Line station, a 10 minute drive to downtown loop, 15-20 minutes away from Midway Airport, 5 minutes to Lake Michigan, and 5 minutes away from McCormick Place Convention Center, IIT, and Hyde Park/University of Chicago.

4.6 out of 5 average rating, 5 reviews

A well-lit sleeping area features a spacious bed adorned with patterned linens and accent pillows. A wooden nightstand holds a lamp. A clothes rack stands nearby, alongside a chair with a throw pillow. Dark curtains frame a window, adding privacy to the room.

Apartment in Oak Park

Bright Boho Haven free parking

Welcome to our bright, newly constructed 1-bedroom, 1-bath Airbnb in the heart of Oak Park. Enjoy a sunny, modern space with a beautiful bathroom, free parking, and all the essentials. Just steps from grocery stores, coffee shops, and the Oak Park Blue Line stop—reach downtown Chicago in under 30 minutes. Perfect for a cozy getaway or work trip, with fast Wi-Fi, smart TV, kitchenette (no oven!) and a peaceful, walkable neighborhood. We can’t wait to host you!

5 out of 5 average rating, 6 reviews

A cozy living area features a plush gray sofa accompanied by light-colored ottomans. A glass coffee table sits on a multicolored rug, adding warmth to the space. Natural light filters through sheer curtains, enhancing the modern design complemented by a mounted flat-screen television.

Apartment in Berwyn

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.

Top guest favorite

A modern living area features a tan leather sofa and a stylish blue accent chair. Framed black-and-white cityscape photographs are displayed on the walls. The space is illuminated by recessed lighting, and a glimpse of the kitchen, furnished with bar stools, is visible in the background.

Apartment in Chicago

5 out of 5 average rating, 8 reviews

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!

4.81 out of 5 average rating, 357 reviews

Loft Style Private Apt 2 (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

4.93 out of 5 average rating, 167 reviews

Hattie’s House

My space is very accessible to public transportation ( walking distance to 3 bus lines) also a neighborhood grocery store 1 Blk away ( for essentials & alcohol & ATM) for eating establishment also close corner block has a French restaurant (Jean-Marie) , bakery (Spinning J) , Bar restaurant (Rootstock Wine & Beer) and Pizza bar (Dante’s ) great breakfast diner “Flying Saucer”

4.77 out of 5 average rating, 320 reviews

Chicago River Room near USMLE

R+ My other listings can be found through my profile page. 7 minutes to O'Hare Airport See below for details. Highway entrance 1 block away, so you can easily drive anywhere. Walking distance to pharmacy, shopping mall (including grocery store), health club, train station, restaurants and a library. 0.6 miles to Harlem Blue Line. Prices are subject to change.

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