Luxury Vacation Rentals in Chicago

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Best Luxury Vacation Rentals in Chicago

Staying in luxury vacation rentals in Chicago offers elegant spaces with unique designs, premium amenities, and spacious living areas. These accommodations are ideally located within walking distance to major attractions, dining, and entertainment hubs like the Magnificent Mile.

9.2

Good

(89 Reviews)

+ 97 photos

Park Hyatt Chicago

800 N Michigan Ave
Wi-Fi
Baggage storage
Locker room
24-hour reception
Bar/ Lounge area
Restaurant
Welcome drink
Fitness center
Indoor swimming pool
Jacuzzi
Massage
Steam room
Spa & wellness center
Laundry
Flat-screen TV
Elevator
Business center
Express check-in/ -out
In-room breakfast
Cribs
Pets allowed
Air conditioning
No smoking on site
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Located steps from historic Water Tower Park, the Park Hyatt Chicago offers a luxurious residence feel in the heart of downtown. With 182 rooms all featuring premium bedding and spacious workspaces, this hotel caters to both business and leisure travelers. Guests can enjoy the indoor pool and relax at the NoMI Garden restaurant, which highlights American cuisine. The hotel is just a short walk from iconic sites like the 360 Chicago Observation Deck and the famed shops along Michigan Avenue. Business travelers will appreciate the fully-equipped 24/7 business center available.

Price comparison

Average Price 404 US$

9.1

Good

(2281 Reviews)

+ 97 photos

L7 Chicago By Lotte

225 N Wabash Ave
Wi-Fi
Baggage storage
24-hour reception
Bar/ Lounge area
Restaurant
Welcome drink
Fitness center
Laundry
Flat-screen TV
Elevator
Business center
Express check-in/ -out
Cribs
Wheelchair access
Pets allowed
Air conditioning
No smoking on site
Show more + Show less -
Centrally located along the Chicago River, L7 Chicago By Lotte presents an eco-friendly atmosphere with a modern twist. Each designer room includes spa services and a yoga mat. The hotel is a mere 9-minute walk from the picturesque Millennium Park and offers easy access to luxury shopping along the Magnificent Mile. Guests can unwind in the stylish lounge bar to complete their stay in this vibrant city. Business travelers can utilize the convenient conference spaces available on-site.

Price comparison

Average Price 142 US$

8.8

Good

(1172 Reviews)

+ 97 photos

Sofitel Chicago Magnificent Mile

20 East Chestnut Street
Free Wi-Fi in public areas
Baggage storage
24-hour reception
24-hour security
Bar/ Lounge area
Restaurant
Welcome drink
Fitness center
Massage
Flat-screen TV
Elevator
Business center
Express check-in/ -out
In-room breakfast
Children's menu
Cribs
Wheelchair access
Pets allowed
Air conditioning
No smoking on site
Show more + Show less -
Just blocks from the bustling Magnificent Mile, Sofitel Chicago Magnificent Mile provides sleek accommodations adorned with French-inspired elegance. The hotel features 415 well-appointed rooms, with amenities like a seasonal terrace and over 10000 square feet dedicated to meetings and events. Dining options include locally-sourced French cuisine at the on-site restaurant, CDA. Guests can take a short stroll to Navy Pier or the Art Institute of Chicago for cultural enrichment. Excellent transport links make it easy for guests to navigate the city.

Price comparison

Average Price 139 US$

9.1

Good

(1807 Reviews)

+ 97 photos

Hilton Vacation Club Hotel Blake Chicago

500 S. Dearborn Street
Wi-Fi
Baggage storage
24-hour reception
Bar/ Lounge area
Restaurant
Fitness center
Massage
Flat-screen TV
Elevator
Business center
Express check-in/ -out
Cribs
No pets allowed
Air conditioning
No smoking on site
Show more + Show less -
Nestled in the South Loop, Hilton Vacation Club Hotel Blake Chicago provides a historic blend with modern conveniences. Close proximity to Grant Park makes it perfect for a family getaway or business trip. Guests are treated to urban views from the contemporary 138 rooms and enjoy casual dining within the hotel or at nearby restaurants. The Art Institute of Chicago, just a 10-minute walk away, adds to the central location's appeal. Business travelers will find ample amenities catering to their needs.

Price comparison

Average Price 94 US$

8.8

Good

(77 Reviews)

+ 97 photos

The Gwen, A Luxury Collection Hotel, Michigan Avenue Chicago

521 North Rush Street
Baggage storage
24-hour reception
Bar/ Lounge area
Restaurant
Fitness center
Flat-screen TV
Elevator
Business center
Express check-in/ -out
In-room breakfast
Cribs
Wheelchair access
Pets allowed
Air conditioning
No smoking on site
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Overlooking Lake Michigan, The Gwen - A Luxury Collection offers bespoke luxury in downtown Chicago. Guests can enjoy bespoke cocktails at the rooftop lounge while relishing expansive city views. Accommodations include state-of-the-art amenities and personalized services. The hotel is conveniently located near Chicago's Theater District and offers an array of dining options, including American cuisine at Circa. With attractions like Navy Pier and Millennium Park just minutes away, this hotel exemplifies sophisticated urban living.

Price comparison

Average Price 131 US$

9.0

Good

(137 Reviews)

+ 97 photos

Four Seasons Chicago

120 East Delaware Place
Free Wi-Fi in rooms
Baggage storage
Locker room
24-hour reception
24-hour security
Bar/ Lounge area
Restaurant
Welcome drink
Fitness center
Indoor swimming pool
Jacuzzi
Back massage
Head massage
Full body massage
Steam room
Spa & wellness center
Laundry
Flat-screen TV
Elevator
Business center
Express check-in/ -out
In-room breakfast
Toys
Children's menu
Cribs
Babysitting/Child services
Pets allowed
Air conditioning
No smoking on site
Show more + Show less -
Located just steps from the upscale shops of the Magnificent Mile, Four Seasons Chicago combines luxury hospitality with exceptional amenities. Featuring a lavish spa, an on-site gourmet restaurant, and a 50-foot indoor pool, it caters to all guests. The hotel rooms offer stunning views of either Lake Michigan or the iconic Chicago skyline. Nearby attractions such as Lincoln Park Zoo and Navy Pier further enhance the appeal for urban explorers. Families can benefit from the Kids' Clubroom, featuring activities for the younger guests.

Price comparison

Average Price 1190 US$

8.8

Good

(54 Reviews)

+ 97 photos

The Ritz-Carlton, Chicago

160 East Pearson Street At Water Tower Place
Baggage storage
Locker room
24-hour reception
24-hour security
Bar/ Lounge area
Restaurant
Coffee shop
Fitness center
Indoor swimming pool
Massage
Steam room
Spa & wellness center
Laundry
Flat-screen TV
Elevator
Business center
Express check-in/ -out
Yoga class
In-room breakfast
Cribs
Wheelchair access
Pets allowed
Air conditioning
No smoking on site
Show more + Show less -
Set atop Water Tower Place, The Ritz-Carlton, Chicago offers a luxury experience with exceptional city and lake views. Each room features artful décor complemented by lavish amenities, including a spa and temperature-controlled lap pool. The two on-site restaurants provide exquisite culinary experiences, while the location allows easy access to attractions like Navy Pier. Business travelers will appreciate the modern business center equipped with everything needed for seamless meetings or presentations. The luxurious touches throughout the hotel enhance its status as a premier destination.

Price comparison

Average Price 296 US$

9.4

Good

(142 Reviews)

+ 97 photos

Waldorf Astoria Chicago

11 E. Walton
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
Pedicure
Manicure
Jacuzzi
Facial
Body wraps
Body scrub
Waxing
Back massage
Head massage
Full body massage
Steam room
Treatment room
Laundry
Flat-screen TV
Elevator
Cookware/ Kitchen utensils
Business center
Express check-in/ -out
VIP check-in/ -out
Cycling
Yoga class
Water sports
In-room breakfast
Sun loungers
Video games
Children's menu
Baby stroller
Board games
Babysitting/Child services
Wheelchair access
Pets allowed
Air conditioning
No smoking on site
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Nestled in the prestigious Gold Coast, Waldorf Astoria Chicago provides an opulent escape with French-inspired elegance. The property boasts rooms with refined details and a wellness-focused amenities package. Guests can enjoy seasonal specialties at the upscale Brass Tack restaurant or unwind at the serene spa. With proximity to the luxury shopping outlets on Oak Street and attractions like Millennium Park, this destination is ideal for anyone seeking elegance in the city. The indoor pool and fitness center cater to health-conscious guests.

Price comparison

Average Price 433 US$

9.0

Good

(329 Reviews)

+ 97 photos

Thompson Chicago, By Hyatt

21 East Bellevue Place
Wi-Fi
On-site parking lot
Baggage storage
24-hour reception
Bar/ Lounge area
Restaurant
Fitness center
Jacuzzi
Massage
Laundry
Flat-screen TV
Elevator
Express check-in/ -out
Cribs
Pets allowed
Air conditioning
No smoking on site
Show more + Show less -
In the heart of downtown, Thompson Chicago provides a fresh boutique experience with modern design and personalized service. Each guest room showcases sophisticated décor along with essentials like plush furnishings and upscale bath amenities. The hotel's restaurant offers a contemporary setting for guests to enjoy delicious meals, while within walking distance lies the famed Michigan Avenue for shopping and dining. Fitness enthusiasts will appreciate the spacious fitness center, providing a range of equipment and workout options.

Price comparison

Average Price 106 US$

8.9

Good

(882 Reviews)

+ 97 photos

Viceroy Chicago

1118 North State Street
Wi-Fi
Baggage storage
24-hour reception
24-hour security
Poolside snack bar
Restaurant
Welcome drink
Coffee shop
Fitness center
Seasonal outdoor pool
Heated swimming pool
Rooftop pool
Laundry
Flat-screen TV
Elevator
In-room breakfast
Sun loungers
Cribs
Babysitting/Child services
Wheelchair access
Pets allowed
Air conditioning
No smoking on site
Show more + Show less -
Viceroy Chicago presents a sophisticated blend of luxury and historic architecture in the Gold Coast neighborhood. Guests can indulge in crafted cocktails at the rooftop bar while absorbing breathtaking views of the skyline. The hotel's modern accommodations come with a fully-stocked mini-bar and coffee machine. Nearby attractions like Navy Pier and Millennium Park provide ample opportunities for exploration. A state-of-the-art fitness center, along with a seasonal outdoor pool, caters to wellness-focused guests looking to maintain their fitness routine.

Price comparison

Average Price 215 US$

Chicago, founded in 1837, is the third-largest city in the United States and is known for its iconic skyline, vibrant arts scene, and deep-rooted history. Famous attractions like the Art Institute of Chicago, Navy Pier, and Millennium Park draw millions, while distinct neighborhoods such as Wicker Park and the Loop offer unique cultural experiences. Serving as an ideal base for travelers, the city boasts a variety of accommodations, including over 100 luxury options. Top-rated properties like the Park Hyatt Chicago and Four Seasons Chicago provide extensive amenities, ensuring all types of travelers-be they families, couples, or business executives-can find the perfect place to stay.

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