Find Luxury Places to Stay Near Chicago
About Chicago Luxury Rental on Vacation Cottage
Vacation Cottage aims to connect travelers with luxurious accommodations in destinations worldwide, including outstanding hotel stays in Chicago, US. We offer users exceptional deals at premium hotels and resorts in sought-after locations. This encompasses a wide range of high-end stays, including luxurious hotel suites in Chicago, available at various price points to cater to every traveler's needs.
Vacation Cottage proudly presents over 6521 hotels listed in or near Chicago, featuring many 5-star hotels and premium properties. Whether you're embarking on a business trip, enjoying a leisurely vacation with a group, or traveling with family or friends for a summer or winter getaway, you'll find a hotel or resort perfectly suited to your preferences.
From beachfront hotels and all-inclusive resorts to boutique accommodations and luxury rentals, our platform offers thousands of hotels, resorts, inns, and villas with updated prices for 2025. Additionally, Vacation Cottage showcases numerous last-minute hotel deals and villa options from leading travel providers, including esteemed hotel chains such as Radisson Hotel, Wyndham, W, OYO, Marriott, Hyatt, Hilton, MGM Resorts, and more.
Frequently Asked Questions About Chicago Luxury Rentals
What are the top rated Luxury Rentals in Chicago?
There are a lot of options in Chicago. If you plan on staying in the Chicago area, consider making a reservation for a few nights at one of these properties as these have been rated the top Luxury Rentals in Chicago:
- The Sono Chicago
- 52nd Floor MagMile Penthouse VIEWS Fireplace Pool
- Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC
- 55-56 Mag Mile Penthouse
- 3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place
- 53 Floor MagMile Penthouse Views, Balcony, Pool
- Luxury Loyola 3 Bedroom, 2 Bath, Near Subway and Beach
- 51st Floor MagMile Penthouse Views Balcony Pool
- 53/54 Mag Mile Penthouse VIEWS, Fireplace, Pool
- Magic Factory Loft 2West
What are the best pet-friendly luxury rentals in Chicago?
We have many pet-friendly luxury rentals in the Chicago. The top pet-friendly rentals in Chicago are:
- Chicago urban house - 4 Bedroom 2.5 bath
- Your Own 8 Bedroom Private Inn and Event Space, Urban Garden Included
- Nine-Bedrooms in Wrigleyville
- The Lyra: Luxury Group Getaway - Two Penthouses
See all pet-friendly rentals in Chicago on Vacation Cottage
Do any luxury resorts or villas in Chicago have a pool?
Yes, there are more than 6521 luxury resorts & villas rentals in Chicago that have indoor/outdoor and private swimming pools. Check out our filter option and find your best places to stay near Chicago.
What are some great luxury places to stay in Chicago that have internet access?
Most of the luxury holiday rentals have an internet facility on Vacation Cottage. These are some popular places to stay in Chicago that have internet access:
- Chicago urban house - 4 Bedroom 2.5 bath
- Your Own 8 Bedroom Private Inn and Event Space, Urban Garden Included
- Nine-Bedrooms in Wrigleyville
- The Lyra: Luxury Group Getaway - Two Penthouses
How many luxury rentals with hot tubs are available for rent in Chicago?
There are more than 6521 luxury rentals with hot tubs available for rent in Chicago.
