Vacation rentals in West Side

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Top-rated vacation rentals in West Side

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Top guest favorite

Private room in Elmhurst

4.99 out of 5 average rating, 218 reviews

Chic Oasis near Downtown Chicago

Open the classic wooden shutters and let in the morning sun at this peaceful abode in the suburbs. The kitchen fridge and small appliances, family room, upstairs laundry, and basement game tables. We enjoy hosting our guests and are happy to help with any information and/or suggestions to make their visit as enjoyable as possible. Located in a quiet suburb, there's a park with tennis courts and a playground within walking distance. A short Uber or taxi ride reaches dozens of excellent restaurants and shops in locations such as the cozy downtown Elmhurst area. We are 10 minutes away from public transportation from Elmhurst to downtown Chicago. If you have a vehicle, parking is inexpensive at the Elmhurst train station. If you do not have a vehicle, we recommend taking Uber or Lyft to the Elmhurst train station. If you are planning to drive into the city of Chicago, we recommend using either SpotHero or ParkWhiz parking apps. We will try to make your stay as comfortable as possible. If you have any special needs or requests, please let us know and we will do our best to accommodate you.

An open studio layout features a spacious bed adorned with multiple pillows. A wooden ceiling fan adds comfort above. The living area includes a large flat-screen TV and a stylish coffee table, with a kitchen area visible in the background, equipped with wooden cabinets and appliances.

Apartment in Cicero

4.69 out of 5 average rating, 141 reviews

101 Mid-Century Rustic Studio

This is a BRAND NEWLY RENOVATED SPACE! It is a cozy apartment studio with ability to sleep 4 if needed. 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.

Superhost

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

4.77 out of 5 average rating, 47 reviews

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.

Guest favorite

A cozy living area features a green sofa adorned with white pillows and a rustic wooden coffee table. A patterned area rug adds warmth to the space. A wall-mounted television is positioned opposite the sofa, with artwork displayed on the surrounding walls.

Apartment in Chicago

5 out of 5 average rating, 22 reviews

Bright and full of life!

Charming apartment steps away from iconic Route 66 (Ogden Avenue) and public transportation. Cozy retreat boasts a fully stocked kitchen, comfy beds, and a designated workspace with a printer - perfect for remote workers or travelers who need to stay productive. The apartment is filled with natural light and surrounded by lush greenery, including a beautiful veg garden in the summer and plenty of plants throughout. Sunny, bright space, and relaxing. Pet owners, furry friends are welcome here!

Guest favorite

A tree-lined street in a quiet neighborhood is visible, with well-maintained lawns and charming homes featuring brick exteriors. A single green chair is positioned on a grassy area, inviting relaxation amidst the landscaped surroundings.

Private room in Evanston

4.94 out of 5 average rating, 198 reviews

Welcoming Evanston Home

We have a newly renovated suite awaiting your stay, perfect for one guest. This dedicated entry, private room + bathroom, and tree-lined street are in our quiet neighborhood in beautiful Evanston, just north of Chicago. As international travelers ourselves, we love hosting others from near or far! Enjoy a short walk to cafes, stores, mall shopping, parks, and restaurants. Easy free parking, convenient Uber / Lift rides, and public transportation are also here to make your stay enjoyable.

Top guest favorite

A bright hallway is illuminated by natural light, showcasing a mix of art and plants. Shelves with various glassware and plants line one wall, while framed artwork featuring mountains and landscapes adds character. Light wooden flooring runs throughout the space.

Apartment in Chicago

4.99 out of 5 average rating, 142 reviews

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.

Guest favorite

Private room in North Riverside

4.93 out of 5 average rating, 218 reviews

The Albany Park Room at the Cape Cod in Riverside

The Cape Cod in Riverside is 10 miles from downtown Chicago, accessible via METRA and CTA Blue Line. It's a block from a trail entrance, a mile from Brookfield Zoo, and close to Riverside's historic downtown and Loyola University Medical Center. O'Hare Airport is 18 miles away, and Midway is 9 miles. The Albany Park Room, one of two Airbnb listings, is on the second floor and accommodates two guests. The property supports sustainability with partial solar energy for heat and hot water.

Guest favorite

A formal dining area is highlighted by a classic chandelier above a large wooden table with intricate detailing. Surrounding chairs feature ornate upholstery. The room is adorned with dark blue walls and rich wood accents, complemented by red curtains framing large windows. An aquarium adds a lively element.

Private room in Chicago

4.84 out of 5 average rating, 533 reviews

Egyptian Room - Free Parking, 1 block to CTA

Comfortable lower level bedroom with a pillow top king bed, granite topped desk, and smart tv makes this room a super cozy retreat, You will have full access to the kitchen cooking and free Keurig coffee. You have a private mini fridge in your room for food storage. There are multiple common areas on the 1st, 2nd, and 3rd floors including Dining, Living, TV, and Recreation rooms. Easy unmetered street parking is readily available for those coming by car.

Guest favorite

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

5 out of 5 average rating, 7 reviews

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 green sofa is positioned in a bright living area, accompanied by a round coffee table. A decorative bowl and a potted plant sit atop the table, while a piece of wall art featuring a tree landscape adds character. Natural light enters through nearby windows.

Apartment in Chicago

4.99 out of 5 average rating, 235 reviews

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.

Guest favorite

Private room in Chicago

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”

Guest favorite

Private room in Chicago

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.