Serviced apartment holiday rentals in Downtown Chicago

Find and book unique serviced apartment rentals on Airbnb

Top-rated serviced apartment rentals in Downtown Chicago

Guests agree: these serviced apartment rentals are highly rated for location, cleanliness and more.

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Guest favourite
The living area features an ornate red damask wallpaper that creates an engaging backdrop. A plush cream-colored sofa is arranged alongside two black armchairs, complementing a glass coffee table atop a vibrant red carpet. Natural light filters through sheer curtains, enhancing the vintage decor.
Flat in Chicago
4.91 out of 5 average rating, 87 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**

Top guest favourite
A light and airy living room is showcased, featuring a comfortable sofa adorned with decorative pillows. Two armchairs are positioned nearby, and a coffee table sits at the center. Natural light filters through two windows, and a large television is mounted on the wall.
Flat in Chicago
4.96 out of 5 average rating, 149 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.

Superhost
A spacious living area showcases a modern kitchen with wooden cabinetry and stainless-steel appliances. A dining table with black chairs is situated next to a cozy seating area featuring a large couch and ample natural light from the windows.
Flat in Chicago
4.8 out of 5 average rating, 187 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.

A dining area is visible, featuring a wooden table set for four with a patterned tablecloth. A small green chair is positioned beside the table, while a kitchenette can be seen in the background. Decorative elements, including a sunflower display, add a touch of warmth to the space.
Flat in Chicago
4.7 out of 5 average rating, 101 reviews

Apartment in Lincoln Park, second bedroom optional

Great Central Location, steps away from the corner of Clark and Wrightwood. Second bedroom w/ twin size bed available for an extra fee. Default reservation is for bedroom w/queen size bed. Inquire for availability and pricing for second bedroom. We offer weekly, bi-weekly and monthly discounts. As well as weekdays. Discount applied automatically at time of reservation. Meet in person to check in. Let host know time of arrival. Early or late check-in available for a fee. Street parking.

A modern kitchen features sleek navy cabinetry with gold hardware and a spacious white countertop. Stainless steel appliances are integrated, including a dishwasher. A decorative vase with white flowers adds a touch of elegance, while a geometric rug complements the overall design.
Flat in Chicago
4.65 out of 5 average rating, 20 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
A well-lit room features deep purple walls and contrasting white molding. Natural light enters through two large windows adorned with tree-patterned drapes. A cozy chair sits beside a small desk area, complemented by a mirror and soft lighting from a floor lamp.
Flat in Chicago
4.64 out of 5 average rating, 69 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.

Guest favourite
A modern kitchen features white cabinetry and stainless steel appliances, including a refrigerator and microwave. A marble countertop extends to a bar area with three red stools. Decorative elements, including a vase of flowers, enhance the inviting atmosphere.
Flat in Chicago
4.89 out of 5 average rating, 81 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.

Guest favourite
Flat in Chicago
4.82 out of 5 average rating, 170 reviews

Downtown Guild #4 | Mag Mile, Gold Coast

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.

Superhost
Flat in Chicago
4.79 out of 5 average rating, 161 reviews

Level ◆ Brand New Luxe One Bedroom

Designed with you in mind, our One Bedroom Suites range from 560 – 698 sq ft of spacious living space boasting fully-equipped kitchen, comfortable living area, spa-inspired bathroom, bedroom with king bed and open-air balcony. Perfect for couples and corporate travelers alike, all suites also feature in-suite laundry, premium appliances, flat-screen TV with cable, complimentary WiFi and local calling. Welcome to the suite life.

A modern kitchen area features a large island with seating for four, complemented by sleek cabinetry. Floor-to-ceiling windows provide expansive views of the city skyline, allowing natural light to fill the space.
Flat in Chicago
4.87 out of 5 average rating, 165 reviews

Level ◆ Two Bedroom Deluxe Corner Suite + Balcony

Space to live, space to play, space to call home. Our spectacular Two Bedroom Suites boast 1,080 – 1,170 sq ft of modern living space and feature a fully-equipped kitchen, open concept living and dining area, two spa-inspired bathrooms, bedrooms with king beds and an open-air balcony. All suites also feature in-suite laundry, premium appliances, flat-screen TV, complimentary WiFi and local calling.

Superhost
A modern living area features a spacious sectional sofa paired with a green accent chair. A large dining table, surrounded by white chairs, sits under an elegant light fixture. Windows allow natural light, complementing the sleek design of the open-plan layout.
Flat in Chicago
4.81 out of 5 average rating, 67 reviews

Lincoln Park Coach House w Kitchen & Queen Sleeper

Stylish East Lincoln Park Coach House. Large one bedroom unit with queen bed + queen sleeper sofa in the living room. This apartment features a spacious living room with a dining table for 8- great space for a dinner with friends or for a work-from-home setup! Plenty of room for a family.

Superhost
The living room features a modern design with a brown leather sofa and a small coffee table centered on a decorative rug. A comfortable armchair is positioned nearby, and natural light illuminates the space through large windows.
Flat in Chicago
4.84 out of 5 average rating, 379 reviews

Hear the Crowd Roar from a Condo Moments Away from Wrigley

This is a recently renovated condo literally steps from the gates of Wrigley Field. Bring your family and friends to enjoy a one of a kind experience staying so close to the friendly confines that you can hear the crowd roar sitting in the living room!

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