Serviced apartment vacation rentals in Downtown Chicago

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.

“The Marlowe” A Couples Getaway

Couples Getaway: Your Ultimate Lovers Nest Welcome to Couples Getaway, an enchanting one-bedroom retreat designed for romance and relaxation. Nestled in a serene setting, this cozy haven features a luxurious six-person hot tub, perfect for unwinding under the stars. Inside, indulge in cinematic experiences with an 80-inch smart TV, equipped with all the latest movies, channels, and series. The living room boasts surround sound, allowing you to create the perfect ambiance for a cozy night in.

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.

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.

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.

Level ◆ Studio Apartment

With 560 - 630 sq ft of modern, functional accommodations, our Level Suites feature a spacious studio layout with fully-equipped kitchen, open-concept living room and sleeping space, plus spa-inspired bathroom. Designed for comfort and convenience, all suites boast in-suite laundry, premium appliances, flat-screen TV, complimentary WiFi and local calling. Space to live and play? That’s pretty suite.

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!

Luxe 3BD/2BA with Fireplace and Private Balcony

Our suites are perfect for families or individuals, traveling for business or pleasure. The Guesthouse Hotel offers great style, comfort and value in the unique Andersonville neighborhood. Stay with us and Live Like a Local!