Search all holiday resorts in Chicago, IL

Level Chicago - River North, situated in Chicago's River North district, is 2.3 kilometres from Ohio Street Beach and near the Shops at Northbridge.
This hotel boasts a seasonal outdoor pool, fitness centre, sauna, hot tub, barbecue facilities, free Wi-Fi, and private parking, offering guests a range of amenities.

This stylish one-bedroom apartment at Hotel Nemo is located in a trendy Chicago neighbourhood, offering convenient proximity to award-winning restaurants and fashionable shopping.
The 1-bathroom flat, sleeping up to two guests, features high-speed Wi-Fi, a built-in workstation, in-unit laundry, and a mini-bar; affordable garage parking is available at £12 per night or £140 per month.

The Stunning Suite 1 @ Hotel Nemo Downtown offers a prime Chicago location, placing guests adjacent to award-winning restaurants and trendy shopping districts within easy reach of the city's downtown.
This fully-serviced apartment provides high-speed WiFi, a built-in workstation, convenient room-service-style dining, and in-room amenities including a Keurig coffee maker and mini-bar, with an on-site washer and dryer for guest convenience and a minimum one-month stay requirement.

This Chicago apartment, centrally located near the West Loop, offers convenient access to the United Centre and the University of Illinois at Chicago.
The two-bedroom, one-bathroom flat sleeps four guests and boasts 1970s décor, modern amenities including WiFi and air conditioning, a shared patio, and unique historical features linked to Joey 'The Clown' Lombardo.

This apartment is located in the popular Lincoln Park neighbourhood, just a short walk from Fullerton Beach, North Avenue Beach, and Lincoln Park Zoo. It has received excellent ratings for its location, cleanliness and user experience.
The apartment is comfortable and modern, with a fully equipped kitchen and a private bathroom. It offers a range of amenities including free Wi-Fi, air conditioning, and a terrace, making it an ideal choice for travellers looking to explore Chicago.

This stylish East Lincoln Park flat is a three-minute walk (less than 0.5 km) from Lincoln Park Zoo, offering easy access to other Chicago attractions.
The one-bedroom apartment sleeps three, features a fully equipped gourmet kitchen with granite worktops, in-unit laundry, and a queen-size sofa bed, plus a 50" television with Dish TV and internet access.

This apartment is situated in a quiet part of Chicago, just a short walk from the lakefront, Magnificent Mile and John Hancock building. The accommodation has excellent user, location and cleanliness ratings.
The flat has two king-size beds, a queen-size sofa bed and a full dining room. Amenities include a fully equipped kitchen, a 50-inch smart TV, a gym, laundry facilities and a rooftop terrace.

This Pilsen, Chicago flat is conveniently located in the Mexican-American cultural heartland, offering easy access to local restaurants and shops.
The self-contained apartment comprises one bedroom, one bathroom, sleeps two guests, and includes a fully equipped kitchen, laundry facilities, and free on-street parking within a short walking distance.

The Ruby Room hotel is located in Chicago, around 3 kilometres west of the United Center and within 5 kilometres of several popular attractions, including Water Tower Chicago, Union Station, and the Chicago Museum of Contemporary Art. It offers a peaceful setting away from the hustle and bustle of the city centre, while still being within easy reach of major attractions and public transport. The hotel consistently receives very good user ratings, with excellent scores for location and cleanliness.
Rooms at the Ruby Room are comfortable and feature desks, private bathrooms with showers and free toiletries, and free Wi-Fi. Some rooms have balconies for enjoying fresh air and views. Guests can also enjoy a garden, a spa, and a concierge service. Parking is available, and the hotel has convenient access to public transport.

The Hotel & Athletic Club at Midtown is conveniently located in Chicago's Midtown neighbourhood, just a short distance from popular attractions like Wrigley Field, Lincoln Park Zoo, and United Center. The hotel consistently receives high ratings for its cleanliness, location, and overall experience, making it a popular choice for travellers.
The hotel offers a range of comfortable and modern rooms, each equipped with amenities such as air conditioning, flat-screen TVs, and private bathrooms. Guests have access to a wide array of facilities including indoor and outdoor swimming pools, a spa, a fitness centre, tennis courts, and a variety of fitness classes, making it a great choice for those seeking a wellness-focused getaway.

This Roscoe Village flat is a short walk from Wrigley Field and offers easy access to public transport for exploring downtown Chicago, Lakeview, and Lincoln Square.
The 102-square-metre, one-bedroom apartment sleeps two, features a fully equipped kitchen, free on-site parking, and a private entrance; a caretaker ensures guest satisfaction.

This downtown Chicago flat boasts a central location, offering easy access to numerous landmarks and attractions.
The spacious 111.5 square metre corner unit features two queen bedrooms (king-size bed optional), two bathrooms, and accommodates up to five guests, with access to a swimming pool, fitness centre, and on-site amenities including a shopping mall and AMC cinema.