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Best Vacation Home Rentals in Chicago
Options for vacation home rentals in Chicago provide travelers with spacious living areas, modern amenities, and local charm. Many properties are located near popular attractions.
+ 97 photos
The Palmer House Hilton
17 East Monroe Street
Free Wi-Fi in public areas
Baggage storage
Locker room
24-hour reception
24-hour security
Bar/ Lounge area
Restaurant
Welcome drink
Coffee shop
Fitness center
Indoor swimming pool
Massage
Spa & wellness center
Elevator
Business center
Express check-in/ -out
Children's menu
Cribs
Wheelchair access
Pets allowed
Air conditioning
No smoking on site
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The Palmer House Hilton is a historic gem located just a block from Millennium Park and the Art Institute of Chicago. With 1641 modern rooms, guests enjoy flat-screen HD TVs and the option of housekeeping services upon request. Dining options include the acclaimed Lockwood restaurant, serving American cuisine, along with a lively Lobby Bar. This hotel features a full-service spa, a fitness center, and easy access to the Monroe Red Line subway station. Situated in the bustling financial district, it stands near the scenic Chicago Riverwalk.
Price comparison
Average Price 293 US$
+ 97 photos
The Drake Hotel
140 East Walton Place
Free Wi-Fi in public areas
Baggage storage
24-hour reception
24-hour security
Bar/ Lounge area
Restaurant
Welcome drink
Coffee shop
Fitness center
Jacuzzi
Laundry
Flat-screen TV
Elevator
Business center
Express check-in/ -out
Beach access
Video games
Cribs
Wheelchair access
Pets allowed
Air conditioning
No smoking on site
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Overlooking Lake Michigan, The Drake Hotel is steps from Oak Street Beach and just a mile from Navy Pier. This grand hotel offers spacious rooms adorned with deluxe bedding and marble bathrooms, providing an elegant environment. Guests can enjoy traditional afternoon tea or cocktails at the Palm Court, while entertainment options include access to nearby Lincoln Park Zoo and the stunning 360 Chicago Observation Deck. The Drake boasts a shared lounge and live entertainment.
Price comparison
Average Price 474 US$
+ 97 photos
Hilton Chicago
720 South Michigan Avenue
Free Wi-Fi in public areas
Baggage storage
Locker room
24-hour reception
24-hour security
Bar/ Lounge area
Restaurant
Welcome drink
Snack bar
Coffee shop
Picnic area/ Tables
Fitness center
Sauna
Laundry
Flat-screen TV
Elevator
Business center
Express check-in/ -out
Sun loungers
Children's menu
Cribs
Wheelchair access
Pets allowed
Air conditioning
No smoking on site
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The Hilton Chicago overlooks Grant Park and Lake Michigan and is located just minutes from Millennium Park. Guests can enjoy an indoor pool, a modern fitness center, and an on-site restaurant, 720 South Bar & Grill, which serves local cuisine. Comprising 1544 smoke-free rooms, accommodations feature contemporary amenities such as MP3 alarm clocks and mini-refrigerators. With its prime location, guests can easily reach Soldier Field and McCormick Place for events and concerts.
Price comparison
Average Price 279 US$
+ 97 photos
Hyatt Regency Mccormick Place Chicago
2233 South Martin Luther King Dr
Wi-Fi
Baggage storage
Locker room
24-hour reception
Bar/ Lounge area
Restaurant
Welcome drink
Snack bar
Coffee shop
Fitness center
Jacuzzi
Sauna
Laundry
Elevator
Business center
Express check-in/ -out
Cycling
Golf course
In-room breakfast
Children's menu
Board games
Wheelchair access
No pets allowed
Air conditioning
No smoking on site
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Hyatt Regency McCormick Place Chicago is perfectly situated adjacent to the McCormick Place convention center, enhancing convenience for business travelers. The hotel features spacious rooms with modern designs and amenities, including in-room coffeemakers and high-tech docking stations. Guests can enjoy stunning views of Lake Michigan and the surrounding skyline from their accommodation. On-site, a range of leisure activities are available, including a 24-hour fitness center and quick access to the scenic jogging paths lining Lake Michigan, perfect for outdoor enthusiasts.
Price comparison
Average Price 252 US$
+ 97 photos
Hyatt Regency Chicago
151 East Wacker Drive
Wi-Fi
Baggage storage
24-hour reception
24-hour security
Bar/ Lounge area
Restaurant
Welcome drink
Coffee shop
Fitness center
Laundry
Flat-screen TV
Elevator
Business center
Express check-in/ -out
Children's menu
Cribs
Wheelchair access
No pets allowed
Air conditioning
No smoking on site
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As the largest hotel in Chicago, Hyatt Regency Chicago offers an extensive range of amenities, including an indoor swimming pool and a well-equipped fitness center. This property is ideally located near the Magnificent Mile and Millennium Park. Each eco-friendly room is outfitted with sophisticated technology, including flat-screen TVs and iPod docking stations. Guests can dine at various on-site restaurants, such as Stetsons Modern Steak + Sushi, renowned for its fine chops and seafood.
Price comparison
Average Price 346 US$
+ 97 photos
Renaissance Chicago Downtown Hotel
1 West Upper Wacker Drive
Free Wi-Fi
Baggage storage
Locker room
24-hour reception
24-hour security
Bar/ Lounge area
Restaurant
Welcome drink
Snack bar
Coffee shop
Fitness center
Indoor swimming pool
Laundry
Flat-screen TV
Elevator
Canoeing
Wheelchair access
Pets allowed
Air conditioning
No smoking on site
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Renaissance Chicago Downtown Hotel features contemporary décor and is nestled in Chicago's Theater District. With a lobby that includes various amenities, guests can relax at the rooftop bar while enjoying cocktails and views of the stunning city skyline. The indoor heated swimming pool and fitness center provide ample opportunity to unwind after a day of explorations. Located less than a mile from Millennium Park, this hotel provides easy access to nearby attractions while maintaining the allure of modern luxury.
Price comparison
Average Price 139 US$
+ 97 photos
Warwick Allerton Chicago
701 N Michigan Ave
Free Wi-Fi in rooms
Baggage storage
24-hour reception
24-hour security
Bar/ Lounge area
Welcome drink
Coffee shop
Fitness center
Laundry
Flat-screen TV
Elevator
Business center
Express check-in/ -out
Cribs
Board games
No pets allowed
Air conditioning
No smoking on site
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Warwick Allerton Chicago blends historic charm with modern comforts, situated in the bustling Magnificent Mile district. This boutique hotel features stylish rooms equipped with flat-screen TVs and bespoke décor. It also offers extensive meeting and banquet space, ideal for business travelers requiring professional settings. Its closeness to major attractions, such as Navy Pier and Millennium Park, ensures guests have everything they need right at their doorstep, enhancing their time in the Windy City.
Price comparison
Average Price 71 US$
+ 97 photos
Courtyard Chicago Downtown/Magnificent Mile
165 East Ontario Street
Wi-Fi
Baggage storage
24-hour reception
Bar/ Lounge area
Restaurant
Welcome drink
Fitness center
Indoor swimming pool
Flat-screen TV
Cribs
No pets allowed
Air conditioning
No smoking on site
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Courtyard Chicago Downtown offers stunning panoramic views of Michigan Avenue in a modern high-rise setting. The location is paired with a Starbucks Café for convenient refreshments. Guests can unwind in the indoor pool or utilize the well-equipped gym. Its proximity to The Magnificent Mile ensures ample shopping and dining options, as well as easy access to top attractions like Navy Pier, enhancing the overall experience for both leisure and business travelers.
Price comparison
Average Price 80 US$
+ 97 photos
Courtyard By Marriott Chicago Downtown/River North
30 East Hubbard
Free Wi-Fi in public areas
On-site parking lot
Baggage storage
24-hour reception
24-hour security
Bar/ Lounge area
Welcome drink
Snack bar
Fitness center
Indoor swimming pool
Laundry
Flat-screen TV
Elevator
Business center
Express check-in/ -out
Cribs
Wheelchair access
Pets allowed
Air conditioning
No smoking on site
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Located in the vibrant River North area, the Courtyard By Marriott Chicago Downtown/River North is newly renovated. This hotel is within a short walking distance of Michigan Avenue's luxury shops and Navy Pier. Featuring spacious rooms that cater to both leisure and business guests, it includes a well-equipped gym for fitness enthusiasts. Travelers will appreciate the abundance of dining options nearby.
Price comparison
Average Price 136 US$
+ 97 photos
Embassy Suites Chicago - Downtown River North
600 North State Street
Wi-Fi
Baggage storage
24-hour reception
24-hour security
Bar/ Lounge area
Restaurant
Welcome drink
Snack bar
Coffee shop
Fitness center
Indoor swimming pool
Flat-screen TV
Elevator
Business center
Express check-in/ -out
Children's buffet
Cribs
Wheelchair access
Pets allowed
Air conditioning
No smoking on site
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Embassy Suites Chicago - Downtown River North is an all-suite property, providing guests with spacious accommodations well-suited for families. Each suite features a private bedroom and a living area equipped with modern amenities. The hotel boasts an indoor pool, a well-equipped gym, and an Italian restaurant, Osteria Via Stato, known for its authentic three-course meals. Positioned conveniently near the Magnificent Mile and Chicago Cultural Center, this hotel offers a perfect blend of comfort and location for travelers.
Price comparison
Average Price 149 US$
Chicago, the birthplace of the skyscraper, boasts a rich architectural heritage influenced by iconic structures like the Willis Tower and the John Hancock Center. With a dynamic art scene showcased in institutions such as the Art Institute of Chicago, the city also embraces diverse culinary delights ranging from deep-dish pizza to gourmet hot dogs, making it a food lover's paradise, with over 200 theater productions annually. The city features numerous accommodations that serve as an ideal base for travelers with a variety of options. From luxury suites to family-friendly rentals, the selections cater to business travelers and vacationers alike, all within close proximity to popular attractions like Millennium Park and Navy Pier.
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