Vacation rentals in West Side

Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom

Why stay anywhere when you can experience luxury during your travels. This brand new 1-BR apartment was designed with a touch of elegance and offers amenities to make your experience not just satisfying, but memorable. At your finger tips is a full kitchen; luxury bathroom with enormous walk-in shower; separate bedroom w/ queen bed (extra day bed in living room to sleep 3 total); garage parking; garden access; cozy workspace; 2-Smart TVs; bicycle; ample storage for longer stays; WIFI; and more.

Urban Oasis Pilsen - guest room in townhouse

Experience the charm of Pilsen, one of Chicago's trendiest neighborhoods. Your private bedroom features a queen-size bed and an en-suite bathroom with a tub/shower. The room includes a small desk, ample storage space, and a TV with streaming services. Triple-paned windows provide plenty of natural light while minimizing noise from the nearby I-90/94 freeway. The room is located on the third floor (40 steps)! The second floor offers access to the kitchen, living room, TV den, and balcony.

Cozy Private Room in a unique Chicago Penthouse

Our three bedroom Penthouse apartment has a cozy guest room with detached private bathroom. It fits two and is centrally located on a quiet street near Du Paul University. Enjoy a gourmet kitchen, roof access and easy access to major subway lines, coffee shops, restaurants and movie theater are all in walking distance. You will share the apartment with us and our two cats. Your room is totally private and the bathroom is only used by you. The apartment is a walk up on the fourth floor.

City Chickens Studio

Yes, chickens are allowed in Chicago, but don’t worry, we’re Ladies Only—No Roosters! Our little farm is a memorable spot to spend your visit to the city. The friendly ladies will welcome you, but they won’t tell you that the train from O’Hare to downtown is just down the block or that there are plenty of coffee shops, restaurants, and friendly Midwesterners all over the place happy to help you find your way around. If you’re looking for a unique and perfectly-sized spot, this is it.

Private King Room in Prime Logan Square

Come stay at this affordably priced private bedroom in an apartment. Your bedroom has a very comfortable queen size bed and a desk and monitor to work from. The apartment has a recently renovated, fully equipped kitchen. Apartment has a free washer and dryer for laundry You will be steps away from Blue Line train and busses and some best restaurants, coffee shops, cocktail lounges and bars in Chicago This is a private room in a shared apartment. Shared bathroom and apartment.

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.

A8- 6 min Walk to Pink Line

Located at Pilsen which is one of the 12 Coolest Neighborhoods around the world (by Forbes) this is a Private bedroom with a full size bed bed in a share apartment close to Downtown Chicago (around 15 min by car). Great gastronomy around. Accesible public transportation just 6 min far by walk to the train (Damen Pink Line) We made a very detailed listing so you can know exactly what to expect, don’t book before reading the whole advertisement.

B: Spacious bedroom with private workspace.

Fantastic private room with a workspace. Very convenient location to restaurants and close to public transportation. Downtown is 45 minutes via public transportation. Please note that this is on the second floor and will require you to climb stairs. IMPORTANT: The other room in this apartment is shared with another guest- you cannot reserve the entire house. Kitchen, bathroom, living room are shared spaces.

Spacious & serene in hip spot. Sleeps 4.

Located in the heart of Pilsen, a vibrant neighborhood rich in Mexican arts/ culture, and an emerging hipsterville. Check out art gallery crawls, award winning restaurants and local taquerias. Thalia Hall (3 blocks away) w/ indie and major musicians. 7 mins via car to downtown or 2 blocks to train/bus. Mask wearing is optional. Guests are not required to wear masks. Chicago Registration #: R21000069179

Great location. Free parking.

Great location in Chicago's Wicker Park/Bucktown community. Fully furnished living room, bedroom with queen bed and bathroom. Internet, central heating/ac, small refrigerator, microwave, cable TV, dvd/Blu-ray, coffee maker. Small safe. Private free parking. One block from blue line (Division). From O’Hare via train – 35 min. 10 min to the city via blue line.

Cloudgate Room, minutes to O'Hare in Safest Area

My other listing can be found through my profile. This room is just next to the washroom. My place is only 1 mile/1.6km to USMLE Center; 10 minutes driving to O'Hare, 0.6 miles to CTA Blue Line station. Early check in is available for an additional fee. Prices are subject to change.

The Blue Room

A spacious single-family home; minutes away from Midway Airport (train station), within walking distance from gorgeous and dog-friendly parks, and walking distance of plentiful of supermarkets and convenience stores. Downtown Chicago is just about 40 minutes away from a train ride.