TOP 30 Best Luxury vacation homes in Chicago, Illinois

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.

Suite Home Corporate Housing, located at 1250 North La Salle Drive in Chicago, Illinois, offers a tailored experience for those in need of corporate housing solutions. With beautifully furnished apartments in prime downtown locations across the country, our luxury properties provide both comfort and functionality. Whether you are relocating for work or seeking a temporary rental, Suite Home Corporate Housing caters to all looking for a high-end experience. Our pet-friendly units are elegantly designed and include housekeeping services throughout your stay. Established in 2005, we offer flexible leasing terms and provide modern furnishings, luxury linens, and all necessary housewares for a seamless temporary stay. Contact us at 1-888-55SUITEHM or sales@suitehome.com to learn more about our luxury corporate apartments.

500 Lake Shore Drive Luxury Apartments is a premier real estate agency located at 500 North Lake Shore Drive in the vibrant city of Chicago, Illinois. Offering a range of luxurious apartments with stunning views of Lake Michigan, this institution provides top-notch amenities and exceptional service to its residents. From modern finishes and spacious layouts to a prime location near downtown Chicago, 500 Lake Shore Drive Luxury Apartments is the perfect place to call home for those seeking a sophisticated urban lifestyle.

Meeow Chicago - Lincoln Park is a premier cat boarding and grooming facility located at 1765 North Elston Avenue in the heart of Chicago, Illinois. Our state-of-the-art facility offers top-notch care and accommodations for your feline friends, ensuring they have a comfortable and enjoyable stay while you're away. Our experienced staff provides personalized attention and care to each cat, making sure they feel right at home. Whether your cat needs a cozy place to stay while you're on vacation or a professional grooming session to keep them looking their best, Meeow Chicago - Lincoln Park has everything your cat needs for a purr-fect experience. Visit us today and see why we're the preferred choice for cat owners in the Lincoln Park area.

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.

Located in the heart of Chicago's bustling Theatre District, Hampton Inn Majestic Chicago offers comfortable and convenient lodging for visitors looking to explore the city. Just steps away from iconic theaters like the Chicago Theatre and the Cadillac Palace Theatre, guests can easily catch a show or enjoy a night out on the town. The hotel's modern amenities, friendly staff, and stylish rooms make it the perfect home base for both business and leisure travelers. With its prime location on West Monroe Street, guests are within walking distance of popular attractions, restaurants, and shopping destinations. Experience the best of Chicago while staying at Hampton Inn Majestic Chicago Theatre District.

Located in the charming town of Bolingbrook, Illinois, the Residence Inn by Marriott Chicago Bolingbrook offers comfortable and spacious accommodations for short or extended stays. Situated at 180 Remington Boulevard, this modern lodging facility provides guests with all the amenities they need for a relaxing and enjoyable stay. Whether you are traveling for business or pleasure, you will appreciate the convenient location and welcoming atmosphere of this hotel. With fully equipped kitchens, complimentary breakfast, and a fitness center, the Residence Inn by Marriott Chicago Bolingbrook is the perfect choice for travelers looking for a home away from home.

Located in the charming town of Carol Stream, Illinois, the Hampton Inn Chicago/Carol Stream (Wheaton Area) is a top choice for travelers seeking comfortable and convenient lodging. Situated at 205 North Avenue, this hotel offers easy access to nearby attractions, shopping, and dining options. The hotel features modern amenities, spacious rooms, and a complimentary breakfast buffet to start your day off right. Whether you are visiting for business or leisure, the Hampton Inn Chicago/Carol Stream is the perfect home away from home during your stay in the United States.

Situated in Arlington Heights, Illinois, the DoubleTree by Hilton Hotel offers a comfortable and convenient lodging experience for guests. Located at 75 West Algonquin Road, this hotel provides easy access to nearby attractions and amenities. With modern amenities and stylish decor, guests can enjoy a relaxing stay in spacious rooms equipped with all the comforts of home. Whether traveling for business or leisure, guests can take advantage of on-site dining options, fitness facilities, and meeting spaces. Experience exceptional hospitality and luxury at the DoubleTree by Hilton Hotel Chicago - Arlington Heights.

Apartments For Rent Chicago offers modern and comfortable lodging options in the bustling city of Chicago. Conveniently located at 10033 Irving Park Road in Schiller Park, Illinois, this institution provides a range of apartments for rent, perfect for individuals and families looking for a temporary or long-term stay in the area. With easy access to local attractions, dining, and entertainment options, Apartments For Rent Chicago is the ideal choice for those seeking a home away from home in the Windy City. Whether you're in town for business or pleasure, you'll find everything you need for a relaxing and enjoyable stay at this well-maintained property.

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!

Extended Stay America - Chicago - Gurnee is a comfortable and convenient lodging option located at 5724 Northridge Drive in Gurnee, Illinois, United States. This institution offers spacious and well-equipped rooms for extended stays, making it an ideal choice for travelers looking for a home away from home. With a prime location near popular attractions, shopping centers, and dining options, guests can easily explore all that the vibrant city of Chicago has to offer. Whether visiting for business or leisure, Extended Stay America - Chicago - Gurnee provides a welcoming and affordable accommodation option for all types of travelers.

Holiday Inn & Suites Chicago-Downtown, an IHG Hotel, is a premier lodging destination located in the heart of Chicago, Illinois. Situated at 506 West Harrison Street, this hotel offers a convenient and central location for both business and leisure travelers. With modern amenities, comfortable accommodations, and exceptional service, guests can enjoy a relaxing and memorable stay in the bustling city of Chicago. Whether you are visiting for a business trip, a weekend getaway, or a family vacation, Holiday Inn & Suites Chicago-Downtown provides a welcoming and convenient home away from home.

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.

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.

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.

Hollywood Sensation Home 1 is a luxurious and stylish institution located at 1656 West Hollywood Avenue in the vibrant city of Chicago, Illinois, United States. This upscale residence offers a unique and sophisticated living experience, with modern amenities and elegant decor. The location is ideal for those who appreciate the excitement and glamour of Hollywood, while still enjoying the charm of a bustling city like Chicago. Whether you are looking for a temporary stay or a long-term residence, Hollywood Sensation Home 1 is the perfect place to call home.

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!

Deer Park Crossing Apartments and Townhomes is a luxurious real estate agency located at 21595 West Field Court in Deer Park, Illinois, United States. This community offers gracious living, luxury amenities, and the flexibility of leasing a home to suit your lifestyle. Situated on more than 11 lush acres in a quiet neighborhood, Deer Park Crossing is conveniently located within easy walking distance from Deer Park Town Center, one of the premium lifestyle centers in suburban Chicago. Centrally located between Barrington, Lake Zurich, Arlington Heights, and Schaumburg, this apartment community is close to over 70 stores and restaurants, a 16-screen Cinemark movie theater, and a Whole Foods. Experience quality, comfort, and convenience at Deer Park Crossing. Take the full tour by watching our video and see all that our community has to offer. Welcome home!

Laura Parker - Realtor at eXp Realty is a top-rated real estate agency located at 325 South Street in Geneva, Illinois. With years of experience in the industry, Laura Parker is dedicated to helping clients buy and sell properties in the Geneva area. Whether you are looking for your dream home or trying to sell your current property, Laura Parker and her team are committed to providing exceptional service and personalized attention to meet your real estate needs. Contact Laura Parker - Realtor at eXp Realty today to start your real estate journey.

Magic Factory Lofts is a unique and enchanting lodging option located at 800 West Evergreen Avenue in the bustling city of Chicago, Illinois. As a real estate agency, we specialize in offering guests the opportunity to stay in beautifully designed loft apartments that exude charm and character. Each loft is thoughtfully decorated with a touch of magic, creating a truly one-of-a-kind experience for our guests. Whether you are visiting Chicago for business or pleasure, Magic Factory Lofts offers a memorable and cozy retreat that will make you feel right at home. Book your stay with us today and experience the magic for yourself.

Quentin Green - Downtown Realty Company is a reputable real estate agency located at 730 North Wells Street in Chicago, Illinois. Known for their hard work, dedication, and reliability, the agents at Quentin Green are committed to helping clients find their dream homes and ensuring they are well represented throughout the entire process. With a team of equally dedicated professionals behind them, including title experts, mortgage specialists, and inspectors, Quentin Green provides a seamless and positive real estate experience for all clients. Partner and director of development, Quentin Green, is a respected figure in the industry, offering valuable insights on market trends and expert advice on real estate transactions. Whether you are a first-time homebuyer or a high-net-worth individual, Quentin Green - Downtown Realty Company is dedicated to providing exceptional service and building long-lasting relationships with clients. Contact them today to experience the difference in real estate excellence.

Jovanna Quinones is a dedicated and knowledgeable broker with eXp Realty, located at 939 West North Avenue in Chicago, Illinois. With a passion for helping clients achieve their real estate goals, Jovanna offers personalized service and expert guidance throughout the buying or selling process. Whether you are looking for your dream home or trying to sell your property, Jovanna Quinones is committed to providing top-notch service and making your real estate experience seamless and stress-free. Contact Jovanna Quinones today to start your real estate journey with a trusted and experienced professional.

Berkshire Hathaway HomeServices is a prestigious real estate agency located at 980 North Michigan Avenue in Chicago, Illinois, United States. With a focus on helping individuals and families find the perfect home that fits their needs and budget, Berkshire Hathaway HomeServices is dedicated to providing top-notch service and expertise in the real estate market. As quoted by Warren Buffett, chairman and CEO of Berkshire Hathaway Inc., finding the right home is an important investment for your future. Don't wait to make that investment - let Berkshire Hathaway HomeServices help you find your dream home today.

Vaystays is a premier real estate and travel agency located at 222 West Ontario Street in the vibrant city of Chicago, Illinois. Our expert team specializes in providing luxurious vacation rentals, unique accommodations, and personalized travel experiences for our clients. Whether you are looking for a cozy apartment in the city or a beachfront villa for your next getaway, Vaystays has you covered. With a wide range of properties and destinations to choose from, we strive to make your travel dreams a reality. Contact us today to start planning your next unforgettable vacation with Vaystays.

Onni Fulton Market is a premier real estate agency located in the bustling city of Chicago, Illinois. Situated at 355 North Halsted Street, this institution specializes in helping clients find their dream homes or investment properties in the vibrant Fulton Market district. With a team of experienced and knowledgeable agents, Onni Fulton Market offers top-notch service and expertise to guide clients through the buying, selling, or renting process. Whether you're looking for a trendy loft, a luxury condo, or a commercial space, Onni Fulton Market is your go-to destination for all your real estate needs in Chicago.

Stay. a modern dog hotel is a luxurious and contemporary pet boarding facility located at 4130 North Rockwell Street in Chicago, Illinois. Our state-of-the-art hotel offers a comfortable and safe environment for your furry friends to stay while you're away. With spacious accommodations, personalized care, and a range of amenities, we ensure that your dog feels right at home during their stay with us. Our dedicated staff is trained to provide top-notch care and attention to each dog, making sure they have a fun and stress-free experience. Trust Stay. a modern dog hotel to provide the best possible care for your beloved pet while you're away.

The Duncan - West Loop is a premier real estate agency located at 1515 West Monroe Street in the vibrant city of Chicago, Illinois. Our experienced team of professionals is dedicated to helping clients find their dream home or investment property in the bustling West Loop neighborhood. With a focus on personalized service and attention to detail, we strive to make the buying or selling process as seamless and stress-free as possible. Whether you are a first-time buyer or a seasoned investor, The Duncan - West Loop is here to assist you every step of the way. Visit us today and let us help you find the perfect property to suit your needs.

Swift Mansion is a historic museum and popular tourist attraction located at 4500 South Michigan Avenue in Chicago, Illinois, United States. The mansion showcases the grandeur and elegance of the early 20th century, offering visitors a glimpse into the lavish lifestyle of the Swift family who once called this place home. With its beautiful architecture, stunning interiors, and fascinating exhibitions, Swift Mansion is a must-visit destination for history buffs and architecture enthusiasts alike. Immerse yourself in the rich history and heritage of this iconic landmark as you explore its halls and rooms filled with artifacts and memorabilia. Don't miss the opportunity to experience the opulence and charm of Swift Mansion during your visit to Chicago.