Ski-in/Ski-out vacation rentals in Cook County

Iconic Style, Charming Lake View

Enjoy breathtaking views of the lake and boats, with Gorgeous sunrises and sunsets. And Experience the ultimate in luxury and comfort in this exquisite high-rise apartment. This apartment offers the perfect blend of city life and relaxation. This spacious unit features a bedroom with a king-sized bed, a fully equipped kitchen, a large TV, and high-speed WiFi. Premium amenities include an indoor pool available all seasons, spa, hot tub, library, work area with computers, gym, and bar & Much More.

Executive Contemporary Duplex

Discover a newly remodeled, stylish, & spacious 2-bedroom garden home nestled in the historic Bronzeville neighborhood. This beautiful residence boasts enchanting décor and well-appointed living spaces that promise a memorable stay. Its minimalist charm and comfortable setup reflect a contemporary/modern aesthetic, making it an irresistible choice for guest. Just 6 mints from the downtown, 20 mints from Midway Airport, and 4 mints from McCormick Place & UOC, it's perfect for any length of stay.

Best view and luxury style, Located in Downtown

Experience the best view of your life Chicago's iconic landmarks from this high-rise apartment. Located downtown,you can see Wacker Drive, the lake, Navy Pier, the river,Trump tower from your balcony and room , The place features a spacious bedroom with a king bed , comes fully equipped with essentials, kitchen. large TV, and high WiFi. With premium amenities pool, spa, hot tub, library ,work area,computers,gym, bar. offers the perfect blend of luxury, comfort for a best city life experience

3BR Luxury Modern Apartment

This is the place to be in downtown Chicago! This new building offers you comfort and luxury in one of the most desirable locations. Flooded with natural sunlight the spacious living room, fully equipped kitchen and bedrooms open up to a stunning mesmerizing view. The modern apartment building offers a sun-filled outdoor pool, a fitness center and beautiful appointed outdoor courtyard. Enjoy those summer days in your luxury apartment or the amenities outside.

Modern townhouse in Rolling Meadows

Welcome to this Modern Casa Exelente location, Rolling Meadows on. Bring your family, guests can check in without time restrictions, ! This clean and safe space is clean and safe, …1 first floor of this house all complete and private, It has 3 bedrooms, living room, kitchen, dining room, bathroom, terrace, ! luxury kitchen! The images say more than a thousand words, ! A solo 20 minutos al O’Hare, y 20 min Allstate Arena, y 7 minutos Woodfield Mall

2BR w/Balcony, Fireplace & Wi-Fi

Stylish 2BR in serene Four Lakes community. Fully furnished with all utilities, Wi-Fi, and 2 rare front-row parking spots included. Enjoy a cozy fireplace, private balcony with tree views, and peaceful resort-style amenities—pool, gym, ski hill, and more. Ideal for traveling pros near top hospitals. Quiet, nature-filled setting perfect for work and relaxation.

Cozy Private Basement Room | Mini Fridge | Desk

This is the basement room in a duplex down first floor apartment in Albany park neighborhood of Chicago. Upstairs has shared bathroom & shower, common areas like kitchen and living room. Laundry is next to the bedroom in the basement as well. Free wifi, kitchen is full with appliances. Gas and electric included.

House 1 minute from O'hare Airport

The whole group will enjoy easy access to everything from this centrally located place.

voco: Balcony & City View

Enjoy easy access to popular shops and restaurants from this charming place to stay.