
Serviced apartment holiday rentals in Chicago
Find and book unique serviced apartment rentals on Airbnb
Top-rated serviced apartment rentals in Chicago
Guests agree: these serviced apartment rentals are highly rated for location, cleanliness and more.

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.

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**

Experience Chicago! Full Kitchen, Free Breakfast!
The hotel is excellently situated in downtown Chicago. There are many popular attractions within easy reach of the property doors. Such as the iconic Magnificent Mile, known for its shopping, dining, and entertainment options. Guests may visit the historic Navy Pier, bustling with activities for all ages, or admire the city's skyline from the 360 Chicago Observation Deck. Discover world-class art at the Museum of Contemporary Art or appreciate the beauty of Lake Michigan from Ohio Street Beach.

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.

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.

City Views from Large 4th Floor Apartment in LP
A refreshing, sophisticated oasis with added flare like vibrant, oversized works of Chicago memorabilia. Ideal for a family or group of friends, this suite offers a large Queen Bedroom & beautiful full bathroom. A brand new oversized stocked kitchen is on hand to cook a meal (or simply request a chef, you’re on vacay after all) and serene a bathroom complete with luxury bath products feels like home. A washer + dryer, Sonos, YouTubeTV, and fast Wi-Fi add to the ease and comfort.

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.

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.

Downtown Guild #3 | Mag Mile Gold Coast The Lake!
Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to 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 Walk to nearly any attraction in central Chicago. Please read our FAQs to answer any questions before booking.

Hotel Quality Meets Local Living King Room 3C
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.

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.

Beautiful, quiet, private, spacious, guest suite.
We offer a private entrance with ramp, private deck, shared screened-in porch, gas fireplace, cable with two T.V.’s, kitchenette, washer/dryer, and beautiful views. Our suite is also a wonderful work from home location. We offer fast reliable WiFi, with office supply and copy centers within five minutes of our suite. The suite is on a single level, with all doors being 36 inches wide for accessibility.
Popular amenities for serviced apartment rentals in Chicago
Family-friendly serviced apartment rentals

Level ◆ New Executive One Bedroom & Office

Hotel Quality Meets Local Living Skyline Studio 4B

Hotel Quality Meets Local Living Skyline King 4C

Chic 3BD/2BA Suite w/ Full Kitchen & Washer/Dryer

Level ◆ One Bedroom Suite in Old Town City Views

Level ◆ Studio Apartment

Level ◆ Brand New Luxe One Bedroom

Level ◆ Brand New Luxe JR Two Bedroom Suite
Serviced apartment rentals with a washing machine and dryer

Dtown Penthouse 3bd VIEWS+Parking +Gym+Pool

BOHEMIAN LODGE #2 (clean & affordable travel)

Amazing 2-Bedroom apartment in the South loop

2Bedroom/2Bath, two blocks from Lincoln Park

Lincoln Park Apartment, Steps from the Park

MICH AVE Downtown 2bd, Grant Park Museums #25

Large Queen Suite w Sleeper Sofa in Lincoln Park

Lincoln Park Coach House w Kitchen & Queen Sleeper
Other serviced apartment holiday rentals

Dtown Penthouse 3bd VIEWS+Parking +Gym+Pool

Elegant 3/BR w/Balcony by Downtown, Chinatown

Downtown Guild #4 | Mag Mile, Gold Coast

English garden apt. in the heart of Lincoln Park

Hotel Quality Meets Local Living Skyline Studio 4D

A+Chicago Home Upscale Roscoe Village Wrigleyville

Guild #1 | Gold Coast Mag Mile Best Location

Hotel Quality Meets Local Living Skyline Studio 3D
When is the best time to visit Chicago?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £131 | £125 | £138 | £148 | £190 | £204 | £172 | £223 | £177 | £157 | £152 | £138 |
| Avg. temp | -3°C | -1°C | 4°C | 10°C | 16°C | 22°C | 25°C | 24°C | 20°C | 13°C | 6°C | 0°C |
Quick stats about serviced apartment rentals in Chicago

Total holiday rentals
Explore 240 holiday rentals in Chicago

Nightly prices starting at
Chicago holiday rentals start at £15 per night before taxes and fees

Verified guest reviews
Over 7,460 verified reviews to help you choose

Family-friendly holiday rentals
80 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 150 rentals that welcome pets

Holiday rentals with a pool
170 properties feature pools

Rentals with dedicated workspaces
190 properties have a dedicated workspace

Wifi availability
240 of Chicago holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Chicago rentals

4.8 Average rating
Chicago stays are highly rated by guests – averaging 4.8 out of 5!

Nearby attractions
Chicago’s top spots include Millennium Park, Wrigley Field and Lincoln Park
Destinations to explore
- Downtown Chicago Holiday rentals
- Platteville Holiday rentals
- Indianapolis Holiday rentals
- Detroit Holiday rentals
- Southern Indiana Holiday rentals
- St. Louis Holiday rentals
- Columbus Holiday rentals
- Louisville Holiday rentals
- Cincinnati Holiday rentals
- Milwaukee Holiday rentals
- Wisconsin River Holiday rentals
- Windsor Holiday rentals
- Rentals with a cinema Chicago
- Rentals with outdoor seating Chicago
- Rentals with breakfast Chicago
- Rentals with a firepit Chicago
- Smoking-friendly rentals Chicago
- Rentals with a sauna Chicago
- Apartment rentals Chicago
- Rentals with a hot tub Chicago
- Private suite rentals Chicago
- Loft rentals Chicago
- Boutique hotels Chicago
- Rentals with a washing machine and dryer Chicago
- Rentals with an accessible-height bed Chicago
- Rentals with a fireplace Chicago
- Lakehouse rentals Chicago
- Fitness-friendly rentals Chicago
- Beachfront rentals Chicago
- Waterfront rentals Chicago
- Ski-in/ski-out rentals Chicago
- Rentals with a patio Chicago
- Mansion rentals Chicago
- Rentals with beach access Chicago
- Family-friendly rentals Chicago
- Rentals with pools Chicago
- Flat rentals Chicago
- House rentals Chicago
- Bed and breakfasts Chicago
- Rentals with lake access Chicago
- Rentals with an EV charger Chicago
- Townhouse rentals Chicago
- Rentals with a balcony Chicago
- Pet-friendly rentals Chicago
- Serviced apartment rentals Cook County
- Serviced apartment rentals Illinois
- Serviced apartment rentals United States
- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Six Flags Great America
- 875 North Michigan Avenue
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- Oak Street Beach
- The Field Museum
- Wicker Park
- Garfield Park Conservatory
- Lincoln Park Zoo
- Frank Lloyd Wright Home and Studio
- Brookfield Zoo
- Willis Tower
- Museum of Science and Industry
- Illinois Beach State Park
- The Beverly Country Club
- Washington Park Zoo
- The 606
- Raging Waves Waterpark
- Things to do Chicago
- Sports activities Chicago
- Sightseeing Chicago
- Nature and outdoors Chicago
- Art and culture Chicago
- Tours Chicago
- Food and drink Chicago
- Entertainment Chicago
- Things to do Cook County
- Entertainment Cook County
- Tours Cook County
- Sightseeing Cook County
- Food and drink Cook County
- Art and culture Cook County
- Nature and outdoors Cook County
- Sports activities Cook County
- Things to do Illinois
- Art and culture Illinois
- Sightseeing Illinois
- Sports activities Illinois
- Nature and outdoors Illinois
- Tours Illinois
- Food and drink Illinois
- Things to do United States
- Sightseeing United States
- Tours United States
- Wellness United States
- Nature and outdoors United States
- Food and drink United States
- Art and culture United States
- Entertainment United States
- Sports activities United States






