
Serviced apartment vacation 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.

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**

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.

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.

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.

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.

Guild #2 | Gold Coast Mag Mile Best Location
Feel at Home, Unwind, and Enjoy the amenities you deserve at our quiet vintage building with lots of character. 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 beds - Charming, vintage Chicago building Walk to nearly any attraction in central Chicago. Please read our FAQs to answer any questions before booking.

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.

Level ◆ Brand New Luxe Studio
With 542 sq ft of modern, functional accommodations, our Level Suites feature a spacious studio layout with fully-equipped kitchen, open-concept living room with sofa bed, comfortable sleeping space, spa-inspired bathroom and ample closet space. Designed for comfort and convenience, all suites boast in-suite laundry, premium appliances, flat-screen TV with cable, complimentary WiFi and local calling. Space to live and play? That’s pretty suite.

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.

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.

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.
Popular amenities for Chicago serviced apartment rentals
Family-friendly serviced apartment rentals

Hotel Quality Meets Local Living Skyline Studio 4B

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

Lincoln Park Coach House w Kitchen & Queen Sleeper

Hotel Quality Meets Local Living Skyline Studio 3D

Hear the Crowd Roar from a Condo Moments Away from Wrigley
Serviced apartment rentals with a washer and dryer

Dtown Penthouse 3bd VIEWS+Parking +Gym+Pool

2Bedroom/2Bath, two blocks from Lincoln Park

Stylish 2BD/BA in the heart of Lincoln Park

MICH AVE Downtown 2bd, Grant Park Museums #25

Large Queen Suite w Sleeper Sofa in Lincoln Park

Two Bedroom Apartment Walk to Metra

Luxe 3BD/2BA with Fireplace and Private Balcony

Level ◆ New Luxe Two Bedroom Corner Suite
Other serviced apartment vacation rentals

Elegant 3/BR w/Balcony by Downtown, Chinatown

Downtown Guild #4 | Mag Mile, Gold Coast

English garden apt. in the heart of Lincoln Park

Lincoln Park Coach House w Kitchen & Queen Sleeper

3-Bedroom Penthouse in the heart of Lincoln Park

2 Bedroom Apartment in the Heart of Lincoln Park

Hear the Crowd Roar from a Condo Moments Away from Wrigley

Level ◆ Brand New Luxe Studio
When is the best time to visit Chicago?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$36,819 GYD | G$36,819 GYD | G$38,283 GYD | G$40,794 GYD | G$52,300 GYD | G$56,065 GYD | G$47,488 GYD | G$61,295 GYD | G$48,743 GYD | G$46,861 GYD | G$42,467 GYD | G$36,819 GYD |
| 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 vacation rentals
Explore 220 vacation rentals in Chicago

Nightly prices starting at
Chicago vacation rentals start at G$10,460 GYD per night before taxes and fees

Verified guest reviews
Over 5,820 verified reviews to help you choose

Family-friendly vacation rentals
70 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 140 rentals that welcome pets

Vacation rentals with a pool
150 properties feature pools

Rentals with dedicated workspaces
160 properties have a dedicated workspace

Wi-Fi availability
220 of Chicago vacation rentals include wi-fi 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
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- Lincoln Park
- Wrigley Field
- Millennium Park
- United Center
- Grant Park
- Navy Pier
- Soldier Field
- 875 North Michigan Avenue
- The Field Museum
- Six Flags Great America
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- Union Park
- University of Chicago
- Lincoln Park Zoo
- Chicago River Walk
- Frank Lloyd Wright Home and Studio
- Garfield Park Conservatory
- Washington Park Zoo
- Loyola University Chicago
- Indiana Dunes State Park
- Oak Street Beach
- Illinois Beach State Park
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