TOP 30 Best Vacation cottage rentals in Chicago, Illinois

The Royal Sonesta Chicago Downtown is a luxurious hotel located at 71 East Wacker Drive in the heart of Chicago, Illinois. This upscale institution offers exquisite accommodations, world-class dining options, and top-notch service. Guests can enjoy stunning views of the city skyline, relax in the spa, or dine at the on-site restaurant offering delicious cuisine. With its prime location and exceptional amenities, The Royal Sonesta Chicago Downtown is the perfect choice for travelers looking for a truly unforgettable experience in the Windy City.

Even Hotel Chicago-Tinley Park-Conv Ctr, an IHG Hotel, is a modern and stylish lodging option located in Tinley Park, Illinois. Situated at 18501 Convention Center Drive, this hotel is conveniently located near the Tinley Park Convention Center, making it an ideal choice for business travelers and event attendees. The hotel offers comfortable and well-appointed rooms, along with amenities such as a fitness center, on-site restaurant, and meeting facilities. Whether you are visiting for work or leisure, Even Hotel Chicago-Tinley Park-Conv Ctr provides a welcoming and convenient stay for all guests.

Berkshire Hathaway HomeServices Chicago, located at 35 South Washington Street in Hinsdale, Illinois, is a prestigious real estate agency specializing in luxury properties. As part of the global Berkshire Hathaway HomeServices network, Luxury Collection, our top luxury brokers offer unparalleled expertise and innovative luxury marketing services to reach a worldwide audience. Our luxury properties benefit from our global access and trusted real estate advisors, ensuring the best possible exposure for our clients. We are committed to helping our Sales Partners grow their business by providing industry-leading marketing programs, experienced leadership, comprehensive training, and cutting-edge technology and tools.

Mac Properties - Chicago Apartments is a reputable real estate agency located at 1364 East 53rd Street in Chicago, Illinois. Specializing in providing high-quality apartments for rent in the bustling city of Chicago, Mac Properties offers a wide range of options to suit every individual's needs and preferences. With a strong focus on customer satisfaction and attention to detail, Mac Properties is dedicated to helping clients find their perfect home in the vibrant city of Chicago. Whether you are looking for a cozy studio apartment or a spacious luxury penthouse, Mac Properties has a diverse portfolio of properties to choose from. Experience top-notch service and exceptional living spaces with Mac Properties - Chicago Apartments.

Located in the heart of downtown Chicago on the famous Magnificent Mile, Hilton Grand Vacations Club Chicago Magnificent Mile offers luxurious lodging for guests looking to explore the vibrant city. The institution boasts spacious suites with modern amenities, stunning views of the city skyline, and top-notch service. Guests can enjoy easy access to world-class shopping, dining, and entertainment options just steps away from their doorstep. Whether you're visiting for business or leisure, this institution provides a comfortable and convenient stay in the bustling city of Chicago.

Red Roof Inn Chicago - Joliet is a comfortable and affordable lodging option located at 1750 McDonough Street in Joliet, Illinois, United States. This hotel offers cozy rooms with modern amenities, friendly staff, and convenient access to nearby attractions. Whether you're in town for business or leisure, Red Roof Inn Chicago - Joliet provides a relaxing stay for all guests.

Hyatt House Chicago/Schaumburg is a modern and stylish lodging option located at 1251 American Lane in Schaumburg, Illinois, United States. This upscale hotel offers spacious and comfortable rooms, perfect for both business and leisure travelers. Guests can enjoy amenities such as a fitness center, indoor pool, complimentary breakfast, and a 24-hour market. The hotel is conveniently located near popular attractions, shopping centers, and dining options, making it an ideal choice for those visiting the Schaumburg area. Experience exceptional service and hospitality at Hyatt House Chicago/Schaumburg.

Extended Stay America - Chicago - Burr Ridge is a comfortable and convenient lodging option located on S Frontage Road in Burr Ridge, Illinois, United States. This institution offers spacious and well-equipped rooms for longer stays, making it perfect for business travelers, families, and anyone looking for a home away from home. Guests can enjoy amenities such as fully-equipped kitchens, free Wi-Fi, on-site laundry facilities, and complimentary breakfast. With its convenient location and excellent facilities, Extended Stay America - Chicago - Burr Ridge is the ideal choice for those looking for a comfortable and affordable extended stay in the Chicago area.

Extended Stay America - Chicago - Vernon Hills - Lake Forest is a comfortable and convenient lodging option located at 215 North Milwaukee Avenue in Vernon Hills, Illinois. Situated in the beautiful Lake Forest area, this institution offers spacious rooms with fully equipped kitchens, free Wi-Fi, and on-site laundry facilities. Guests can enjoy a complimentary grab-and-go breakfast each morning and take advantage of the convenient location near shopping, dining, and attractions in the Chicago area. Whether you are staying for a night or an extended period of time, Extended Stay America provides a home away from home experience for travelers in the Vernon Hills area.

Welcome to Comfort Inn & Suites Geneva- West Chicago, located at 1555 East Fabyan Parkway in Geneva, Illinois. Our lodging institution offers comfortable and affordable accommodations for travelers visiting the West Chicago area. Guests can enjoy spacious rooms and suites equipped with modern amenities such as flat-screen TVs, free Wi-Fi, and plush bedding. Our hotel also features a fitness center, indoor pool, and complimentary breakfast to start your day off right.

Extended Stay America Select Suites - Chicago - Naperville - West is a comfortable and convenient lodging option located at 1575 Bond Street in Naperville, Illinois, United States. This institution offers spacious suites equipped with full kitchens, free Wi-Fi, and premium cable channels, making it an ideal choice for both short and long-term stays. Guests can enjoy amenities such as complimentary breakfast, on-site laundry facilities, and a fitness center. The convenient location provides easy access to nearby attractions, dining options, and shopping centers. Whether visiting for business or leisure, Extended Stay America Select Suites - Chicago - Naperville - West provides a welcoming and home-like atmosphere for all guests.

Hyatt House Chicago/Naperville/Warrenville is a modern and comfortable lodging facility located at 27554 Maecliff Drive in Warrenville, Illinois, United States. This institution offers spacious and well-appointed rooms, perfect for both short and extended stays. Guests can enjoy amenities such as a complimentary breakfast buffet, a fitness center, an indoor pool, and a business center. The hotel's convenient location allows easy access to nearby attractions, shopping centers, and restaurants. Whether traveling for business or leisure, Hyatt House Chicago/Naperville/Warrenville provides a welcoming and relaxing atmosphere for all guests.

Sonesta Simply Suites Chicago Naperville is a comfortable and convenient lodging option located at 300 Warrenville Road in Warrenville, Illinois. This modern and stylish hotel offers spacious suites equipped with full kitchens, perfect for extended stays or business travelers. Guests can enjoy amenities such as free Wi-Fi, a fitness center, laundry facilities, and a complimentary breakfast. The hotel's central location provides easy access to nearby attractions, dining options, and corporate offices. Whether you're visiting for work or leisure, Sonesta Simply Suites Chicago Naperville offers a relaxing and enjoyable stay in the heart of Illinois.

Extended Stay America - Chicago - Romeoville - Bollingbrook is a cozy and convenient lodging option located at 1225 Lakeview Drive in Romeoville, Illinois, United States. This extended stay hotel offers comfortable accommodations for both short and long-term stays, making it an ideal choice for business travelers, families, and tourists. The rooms are spacious and well-equipped with kitchenettes, free Wi-Fi, and workspaces, providing guests with all the comforts of home. The hotel also features amenities such as a fitness center, laundry facilities, and complimentary breakfast, ensuring a comfortable and enjoyable stay for all guests. With its convenient location near major highways and attractions, Extended Stay America - Chicago - Romeoville - Bollingbrook is the perfect choice for travelers looking for a home away from home in the Chicago area.

Extended Stay America - Chicago - Schaumburg - Convention Center is a comfortable and convenient lodging option located at 51 East State Parkway in Schaumburg, Illinois. This hotel is perfect for travelers looking for a longer stay, with spacious rooms equipped with kitchenettes, free Wi-Fi, and a convenient location near the Schaumburg Convention Center. Guests can enjoy amenities such as complimentary breakfast, on-site laundry facilities, and a fitness center. Whether you are in town for business or leisure, Extended Stay America offers a home away from home experience for all guests.

DoubleTree Suites by Hilton & Conference Center Chicago - Downers Grove is a luxurious lodging option located at 2111 Butterfield Road in Downers Grove, Illinois. This upscale hotel offers spacious suites with modern amenities, a fitness center, indoor pool, and on-site dining options. The conference center is perfect for business meetings, weddings, and other special events. Guests can enjoy the convenience of being located near shopping, dining, and local attractions in the Chicago area. Experience exceptional hospitality and comfort at DoubleTree Suites by Hilton & Conference Center Chicago - Downers Grove.

Hyatt Place Chicago/Schaumburg is a modern and stylish lodging option located at 1851 McConnor Parkway in Schaumburg, Illinois. This hotel offers comfortable rooms and suites, perfect for both business and leisure travelers. The hotel features amenities such as free Wi-Fi, a 24/7 fitness center, an indoor pool, and a complimentary breakfast buffet. Conveniently located near shopping, dining, and entertainment options, Hyatt Place Chicago/Schaumburg is the perfect choice for your stay in the area.

The Hilton Chicago/Oak Brook Hills Resort & Conference Center is a luxurious lodging facility located at 3500 Midwest Road in Oak Brook, Illinois, United States. This elegant resort offers a perfect blend of modern amenities and picturesque surroundings, making it an ideal destination for both leisure and business travelers. With spacious rooms, top-notch dining options, and a wide range of recreational activities, guests can enjoy a truly unforgettable stay. The resort also features state-of-the-art conference facilities, making it a popular choice for corporate events and meetings. Experience unparalleled hospitality and comfort at the Hilton Chicago/Oak Brook Hills Resort & Conference Center.

Le Méridien Chicago - Oakbrook Center is a luxurious lodging institution located at 2100 Spring Road in Oak Brook, Illinois, United States. Nestled within the prestigious Oakbrook Center, this hotel offers a sophisticated and stylish retreat for guests looking to experience the best of Chicago's western suburbs. The hotel boasts modern and elegant accommodations, exceptional dining options, a rooftop pool, and a fitness center. With its convenient location near shopping, dining, and entertainment options, Le Méridien Chicago - Oakbrook Center is the perfect destination for both business and leisure travelers.

Extended Stay America - Chicago - Elmhurst - O'Hare is a comfortable and convenient lodging option located at 550 West Grand Avenue in Elmhurst, Illinois, United States. Perfect for travelers looking for a longer stay, this hotel offers spacious rooms equipped with kitchenettes, free Wi-Fi, and on-site laundry facilities. Guests can enjoy easy access to O'Hare International Airport and downtown Chicago, as well as nearby attractions such as Oakbrook Center and the Brookfield Zoo. Whether you're visiting for business or leisure, Extended Stay America - Chicago - Elmhurst - O'Hare provides a welcoming and affordable home away from home.

Wisconsin Lake House Rentals in Fox Lake, IL offers a beautiful and spacious lake house with stunning sunset views on Pistakee Lake. This child-proofed and dog-friendly property features amenities such as space for a boat, fire pit, kayaks, sunroom, bar, and outdoor seating overlooking the lake. Inside, guests can enjoy WiFi, a 75" smart TV, PS4, Nintendo NES, and board games. The house is perfect for large families or multiple families, with four bedrooms (all with queen beds) and two cribs. Guests can also make use of the two kayaks provided and enjoy the convenience of nearby restaurants and bars. The property is within walking distance of the Metra station, offering easy access to downtown Chicago. Guests are encouraged to respect the property and nearby neighbors, and follow the rules of the Fox Waterway Agency if bringing a boat. The cancellation policy allows for refunds up to 60 days prior to arrival. Enjoy a relaxing stay at this cozy and welcoming lake house in Fox Lake, IL.

Beach House Chicago is a luxurious waterfront lodging option located at 7609 North Eastlake Terrace in Chicago, Illinois. This institution serves as a real estate agency and travel agency, offering guests the opportunity to experience the beauty of Lake Michigan from the comfort of their own beachfront property. With stunning views and top-notch amenities, Beach House Chicago is the perfect destination for those looking to relax and unwind in style. Whether you're looking for a weekend getaway or a long-term rental, Beach House Chicago has everything you need for a memorable stay in the Windy City.

Realty of Chicago is a reputable institution located at 6535 Cermak Road in Berwyn, Illinois. As a general contractor and real estate agency, we specialize in providing top-notch services for all your property needs. Whether you are looking to buy, sell, or renovate a property, our experienced team is here to assist you every step of the way. With a commitment to excellence and customer satisfaction, Realty of Chicago is your go-to destination for all things real estate in the United States.

Berkshire Hathaway HomeServices Chicago: Glen Ellyn is a prestigious real estate agency located at 550 Pennsylvania Avenue in Glen Ellyn, Illinois, United States. Our Luxury Collection division specializes in marketing high-end properties to a global audience through our affiliation with the Berkshire Hathaway HomeServices network. Our team of top luxury brokers offers innovative marketing services to showcase luxury properties and provide trusted real estate advice. We are dedicated to supporting our Sales Partners in growing their business by offering industry-leading marketing programs, experienced leadership, comprehensive training, and cutting-edge technology and tools. Our affiliated Illinois mortgage lender offers a wide range of loan products for purchase, refinance, investment properties, and vacation homes, providing fast and efficient service in one convenient location.

Berkshire Hathaway HomeServices Chicago in Wheaton, Illinois is a prestigious real estate agency specializing in luxury properties. Located at 145 Danada Square East, our team of top luxury brokers offers unparalleled global access and trusted real estate advice. Our Luxury Collection brand platform, in association with the Berkshire Hathaway HomeServices network, provides innovative luxury marketing services to reach a worldwide audience. We are dedicated to helping our Sales Partners grow their business by offering industry-leading marketing programs, experienced leadership, comprehensive training, and the latest technology and tools for success. Our affiliated Illinois mortgage lender provides a wide range of loan products for purchase, refinance, investment properties, and vacation homes, making us a one-stop source for fast and efficient service.

Berkshire Hathaway HomeServices Chicago in Lake Forest is a premier real estate agency located at 778 North Western Avenue in Lake Forest, Illinois. Our team of experienced agents is dedicated to providing exceptional service and expertise in buying and selling homes in the Lake Forest area. Whether you are looking for your dream home or ready to sell your property, our professionals are here to guide you through every step of the process. Contact us today to learn more about how we can help you achieve your real estate goals.

Cruise America RV Rental is a premier RV rental service located at 2732 Mannheim Road in Franklin Park, Illinois. Offering a wide selection of top-quality recreational vehicles, Cruise America is the perfect choice for those looking to explore the open road in style and comfort. Whether you're planning a cross-country road trip or a weekend getaway, Cruise America has the perfect RV for your needs. With excellent customer service and competitive rates, Cruise America is the go-to destination for all your RV rental needs in the United States.

Brigitte Blair Real Estate Broker Berkshire Hathaway HomeServices Chicago is a premier real estate agency located in the heart of Hinsdale, Illinois. With a prime location at 35 South Washington Street, this institution offers top-notch services for buying and selling residential properties in the area. Led by experienced real estate broker Brigitte Blair, the team at Berkshire Hathaway HomeServices Chicago is dedicated to providing exceptional customer service and expert guidance throughout the entire real estate process. Whether you are looking to purchase your dream home or sell your current property, Brigitte Blair Real Estate Broker Berkshire Hathaway HomeServices Chicago is the go-to agency for all your real estate needs in Hinsdale and beyond.

Rent My Chicago Home is a reputable real estate and travel agency located at 1 West Superior Street in the bustling city of Chicago, Illinois. We specialize in helping visitors find the perfect vacation rental or temporary accommodation in the Windy City. Our team of experienced agents are dedicated to providing top-notch service and ensuring a seamless booking experience for our clients. Whether you're looking for a cozy apartment in the heart of downtown or a luxurious penthouse overlooking Lake Michigan, Rent My Chicago Home has you covered. Contact us today to start planning your next trip to Chicago!

Villas in Jamaica, Inc. is a real estate and travel agency located at 2706 West Agatite Avenue in Chicago, Illinois, United States. Picture yourself in a Caribbean villa, basking in the sun, reading a book, sipping coffee or cocktails on your veranda or around your private pool, and enjoying home-cooked meals prepared by your own chef. Villas in Jamaica can make this dream a reality with a variety of locations to choose from - beachfront, hillside, seaside, cliff-side, and more. Whether you're planning a romantic getaway, family reunion, or business retreat, we have over 40 years of experience planning villa vacations in Jamaica to ensure your satisfaction. With villas in Discovery Bay, Montego Bay, Negril, Ocho Rios, and more, there is no finer choice than Jamaica for a villa vacation. Let us help you plan your ideal getaway in the sun-soaked tropical paradise of Jamaica!