Serviced apartment holiday rentals in Chicago Loop

Find and book unique serviced apartment rentals on Airbnb

Top-rated serviced apartments in Chicago Loop

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Superhost

Apartment in Roscoe Village

4.91 out of 5 average rating, 308 reviews

A+Chicago Home Upscale Roscoe Village Wrigleyville

Elegant large bright posh eclectic flat in heart of Roscoe Village very comfortably furnished to enjoy charismatic Chicago. Free parking. Very fast internet and laptop comfortable space for your home office. Professionally cleaned, well appointed cozy, perfect for families or a solo traveler. Fab decor, fully stocked kitchen plus all amenities and an open-plan layout invites you to enjoy quiet elegant comfort of home. Easy walk to Wrigley Field. Take the bus or train downtown. Easy walk to wine & dine in posh areas of Roscoe Village, Lake view & Lincoln Square. Or a quick drive to downtown! This is A FULL UPPER FLOOR, and NOT a Garden Basement. You are a short walk away from restaurants, stores but stay in a quiet beautifully appointed 1100 square feet elegant 1 large Bedroom flat with parking all to yourself. Enjoy this -its hard to find in this city. Refurbished to the highest standards this spacious apartment is located moments from shopping, restaurants and pubs in the heart of cool Roscoe Village Lakeview & Lincoln square neighborhoods of Chicago. Famously eclectic and vibrant, we are the heart of Chicago's best offerings. Boyztown, Buck town, Lincoln park or music at Scubas, Stage 777, Revolution Brewery, and other cool hip spots are a short walk or ride away. Home of the CUBS -Chicago’s best attractions "Walking to Wrigley field with all of the other "fans" singing GO CUBS was a fab experience" a guest's comment. The most difficult decision of the day might well be whether to eat out - many restaurants, pubs and bars in the area catering for all tastes and pockets; or to stay in and cook - cozy comfort of a first class home. We are keen for you to enjoy your stay with us, and we will do our best to make your stay a memorable one. The accommodation is the whole upper floor, (one short flight of stairs) and you have your own entrance. Enjoy a luxurious home away from home. You have an entire floor to yourself with 100% privacy. Interaction with our guest is as much or as little as you need, when we are in town. We often travel, but always have a caretaker who will be responsible to ensure satisfaction for your complete stay. Part of the area's charm is not only the elegant vintage Chicago style homes, or how easy it is to walk to all the local favorite dining, but how much personality all the small independent businesses on Roscoe street have. This gives the neighborhood a hip vibe and friendly, small-town feel! Centrally located in the middle of Wrigleville, Lakeview, Bucktown, Logan Square, Lincoln Square and 10 minutes to train station - 5 minutes to bus or divvy bikes. Or park your car FREE - a luxury in Chicago Centrally located, yet quiet and charming you will be within minutes of everything this mega city has to offer. Chicago is a major city second only to New York, in the United States, and is a global alpha city with fantastic offerings. This glittering city built on the shores of Lake Michigan is where you’ll find some of the biggest and best entertainment outside of New York City and Las Vegas, including touring Broadway shows, professional sports teams, stand-up comedy and concert venues – including the iconic Chicago Theater and Grant Park, home of Lollapalooza. The second city is also home to year-round attractions and world-class museums – the Field Museum, the Skydeck at the Willis Tower, Shedd Aquarium, and the Art Institute of Chicago. Chicago sports fans fuel their passion year-round as they cheer on the north side Cubs or south side White Sox in the summer, Bulls and Blackhawks in the winter, and Bears in the fall.

Superhost

Apartment in Ukrainian Village

4.88 out of 5 average rating, 69 reviews

Retro lovers dream in the heart of West Town

Immerse yourself in the unique charm of the 1970s with our time capsule Airbnb, where vintage elegance and mobster lore blend seamlessly. This apartment, once inhabited by reputed mobster Joey ‘The Clown’ Lombardo, is a perfectly preserved piece of history, offering guests a rare glimpse into the vibrant 1970s lifestyle, with authentic fixtures, Joey's personal effects, furnishings imported from Italy, and a story that captures the intrigue of a bygone era. Thoughtfully restored to its original splendor, the space provides all modern amenities, including high-end mattresses, central heating, and air conditioning, ensuring a comfortable stay. FEATURES: - Authentic, original vintage decor throughout - New luxury bedding - Wifi; USB charging ports - Central heat and a/c - Hair dryer, cedar closet, and luggage racks - Central location convenient to downtown, west loop, and United Center / UIC **No parties / large groups. Strictly enforced**

Guest favourite

Apartment in Lincoln Park

4.96 out of 5 average rating, 121 reviews

English garden apt. in the heart of Lincoln Park

Welcome to this new, totally furnished apartment in the heart of East Lincoln Park…only a 3 minute walk to the Lincoln Park Zoo! Apartment has been completely renovated with high finishes throughout. Living room boasts a 50” television with Dish TV, internet and a queen sleeper sofa! Gourmet kitchen with granite counter tops with an eat-in bar height counter top. Truly gourmet kitchen! Bedroom with en-suite European styled bathroom. Wall mounted television in the bedroom. In unit laundry.

Apartment in Bridgeport

4.78 out of 5 average rating, 182 reviews

Elegant 3/BR w/Balcony by Downtown, Chinatown

Newly developed condo with 3 spacious bedrooms and 2 full baths. Brand new appliances and spacious living room and kitchen. Environment is warm, comforting and modern. Public transportation just steps away. Orange line takes you directly to Midway airport. Buses will take you to major event locations such as McCormick, US Cellular & Soldier Field. Chinatown is just blocks away w/ day and night food & entertainment. Eateries are on the 1st floor for a quick bite. Private, designated parking.

Superhost

Apartment in River North

4.64 out of 5 average rating, 28 reviews

Level ◆ Brand New Luxe Studio

Suite at Level Grand River North are the personal sanctuary that you’ve been looking for! Your modern suite is more than luxurious and spacious; they are meticulously cleaned with the highest standards for your peace of mind. We are proud to announce that the cleanliness of our suites have secured Level the GBAC STAR™ facility accreditation. A separate additional destination amenity fee totaling $22.30 will be added daily. The fee is a separate charge that will be collected at check in.

Apartment in Bridgeport

4.84 out of 5 average rating, 119 reviews

Bright & Cozy 2 Bedroom Apt - 15 Min to downtown!

Welcome to our cozy Chicago apartment located in the historic Bridgeport neighborhood! This 2-bedroom unit is located on the first floor of a two-flat building providing a comfortable and stylish retreat for travelers to Windy City. Located just steps away from a bus stop and a 5 min drive from the CTA Orange Line which provides easy access to the Loop, downtown sights, and all of Chicago's other neighborhoods. Adjacent to popular neighborhoods such as Pilsen and Chinatown.

Apartment in Austin

4.69 out of 5 average rating, 13 reviews

Modern Home ~20 min from Downtown

This stylish place to stay is perfect for group trips. Nestled in a prime location, this stunning modern home offers the epitome of convenience and luxury. Boasting three bedrooms and three bathrooms, this residence is a harmonious blend of contemporary design and functionality. Situated near a golf course, tennis courts, and a picturesque fishing lagoon. Step inside, and you'll be greeted by an open-concept layout that seamlessly connects the living, dining, and kitchen areas.

Superhost

Apartment in Wicker Park

4.63 out of 5 average rating, 68 reviews

Hotel Quality Meets Local Living Deluxe Studio 3A

Quaint, cozy and 100% private, our overnight Guest Rooms offer honest to goodness pillow top mattresses with 500 thread count linens. Comfortable, simple and clean, additional features include: Private glass and marble showers, comfy chair, desk, custom woodworking and molding abound. Carpeted floors, oriental rug, natural light, modern and vintage décor/furnishings, high speed internet access, soft comforters and thirsty towels. Note there are no TV's in rooms and no elevator.

Superhost

Apartment in Washington Park

4.88 out of 5 average rating, 72 reviews

Washington Estate minutes from University of CHI

Kick back and relax in this calm, stylish space. The Washington Estate is the professional escape. We provide a 1-bed/2-bath to accommodate a maximum of two guests. Everything you need, full kitchen, WIFI, exercise room, in unit laundry and exterior patio seating for your enjoyment. Gated parking available upon request. Near the historic Hyde Park, the University of Chicago and 8 minutes away from Lake Shore Drive. Walking distance from public transportation.

Apartment in Albany Park

4.65 out of 5 average rating, 62 reviews

1bedroom unit with garden approach

Take a break and unwind at this peaceful oasis. Its close to brown line train for easy travel to many venues. Place is spacious, and bike friendly. This neighborhood is full of restaurants ,Japanese, Chinese, Italian, Persian,Vietnam cuisine, Swiss,Korean on and on. There is a beautiful park system, you can boat ,bike,jog,fish etc. There are 2 colleges North Park, and Northeastern within walking distance. Health club,banking, grocery,all in close proximity.

Guest favourite

Apartment in Streeterville

4.83 out of 5 average rating, 146 reviews

Downtown Guild #4 | Mag Mile, Gold Coast, The Lake

Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Welcome to one of the best locations in Chicago. Guests love our home because: - You're SECONDS from the LAKE and MAGNIFICENT MILE - Steps away from the John Hancock - Gym in the Basement - Amazing location w/ many shops & restaurants nearby - Fast WIFI - KING bed - Charming, vintage Chicago building Please read our FAQs to answer any questions before booking.

Apartment in Old Town

4.59 out of 5 average rating, 66 reviews

Level ◆ One Bedroom Suite in Old Town City Views

Designed with you in mind, our One Bedroom Suites range from 680 – 775 sq ft of spacious living space boasting fully-equipped kitchen, living room with sofa bed, spa-inspired bathroom, and bedroom with king bed. All suites also feature in-suite laundry, premium appliances, flat-screen TV, complimentary WiFi and local calling. Welcome to the suite life.