Chicago Metropolitan AreaBoutique Hotels with Private Pool

List Of Best Boutique Hotels with Private Pool Chicago Metropolitan Area

We have created a list with the best boutique hotels with private pool in Chicago Metropolitan Area, USA. Hope you enjoy it. We think it might be the best of its kind around

boutique hotels in Chicago Metropolitan Area
Hotel
108 East Superior, River North, Chicago, IL 60611, USA

Welcome to our hotel, conveniently situated at Water Tower Park, just a short stroll from Michigan Avenue. If you love art, you’ll be pleased to know that the Museum of Contemporary Art is only a 5-minute walk away. We are committed to making your stay comfortable and enjoyable, and we are here to help with anything you may need during your time with us. Whether you're exploring the city or relaxing in our welcoming space, we look forward to being a part of your journey!

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  • Private Pool
    Private Pool
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
  • Price Dropped
    Price Dropped
  • Free Cancellation
13 Baths651.63 ft²
9.4

Exceptional

238 reviews

$825
Average price / night
Check Availability
boutique hotels in Chicago Metropolitan Area
Hotel
330 North Wabash Avenue, River North, Chicago, IL 60611, USA

The Langham Chicago is designed to make you feel at home in the heart of the city. Here, you'll find a perfect mix of modern comfort and elegant style. We focus on providing thoughtful amenities and high-quality details that ensure your stay is both enjoyable and relaxing. Whether you're visiting for business or leisure, our goal is to create a welcoming environment where you can unwind and feel valued.

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  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
  • Spa
    Spa
  • Highly Rated
    Highly Rated
  • Ocean View
19 Baths696.82 ft²
9.4

Exceptional

333 reviews

$1024.25
Average price / night
Check Availability
boutique hotels in Chicago Metropolitan Area
Hotel
155 North Peoria Street, West Loop, Chicago, IL 60607, USA

If you're planning a visit to Chicago, consider staying at the Nobu Hotel Chicago, located just a short 1.5 km from Union Station. This hotel offers a welcoming atmosphere with a cozy bar and convenient private parking for guests. You can enjoy delicious meals at their on-site restaurant and maintain your fitness routine at the well-equipped fitness center. Whether you’re traveling for business or leisure, the Nobu Hotel aims to make your stay comfortable and enjoyable.

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  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
5 Baths676.59 ft²
9

Exceptional

375 reviews

$440
Average price / night
Check Availability
boutique hotels in Chicago Metropolitan Area
Hotel
800 North Michigan Avenue, Chicago, IL 60611, USA

Welcome to the Park Hyatt Chicago, nestled in the vibrant Gold Coast neighborhood of downtown Chicago. Here, you’ll find a warm and welcoming atmosphere where sophistication meets comfort. Our hotel is not just about luxury; it's about creating memorable experiences for everyone who walks through our doors. We take pride in showcasing beautiful art and providing modern amenities that cater to your needs. Whether you're visiting for business or leisure, our friendly staff is here to ensure you feel at home and have everything you need for a pleasant stay. We look forward to welcoming you!

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  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
14 Baths528.97 ft²
9.2

Exceptional

86 reviews

$1043.67
Average price / night
Check Availability
boutique hotels in Chicago Metropolitan Area
Hotel
401 North Wabash Avenue, River North, Chicago, IL 60611, USA

Experience breathtaking views from every corner of our hotel, a remarkable 92-story building made of stainless steel and tinted glass. Situated along the Chicago River, right by the Loop and North Michigan Avenue, our landmark offers a welcoming space where everyone can feel at home while enjoying the beauty of the city. Whether you’re here for business or pleasure, we strive to create an atmosphere that caters to your needs and enhances your stay.

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  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
  • Highly Rated
    Highly Rated
  • Ocean View
20 Baths912.78 ft²
9.2

Exceptional

1289 reviews

$716.25
Average price / night
Check Availability
boutique hotels in Chicago Metropolitan Area
Hotel
455 North Park Drive, Streeterville, Chicago, IL 60611, USA

Welcome to the newly opened Loews Chicago in the vibrant Streeterville neighborhood! Our hotel offers a comfortable stay with 400 guest rooms and 25 spacious suites, perfect for families, business travelers, and anyone seeking a relaxing getaway. At our lobby bar, ETA, you can unwind with a drink or snack, while Chef Jose Garces’ Rural Society invites you to enjoy delicious meals inspired by local flavors. For those planning events, we have expansive meeting spaces designed to accommodate gatherings of all sizes. After a busy day, take some time for yourself at our luxurious spa, where you can indulge in rejuvenating treatments. We look forward to welcoming you and ensuring your experience is enjoyable and memorable!

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  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
21 Baths550.66 ft²
8.9

Exceptional

1230 reviews

$297.53
Average price / night
Check Availability
boutique hotels in Chicago Metropolitan Area
Hotel
120 East Delaware, Chicago, IL 60611, USA

Located just a short walk from the vibrant shopping, dining, and entertainment options on Michigan Avenue's Magnificent Mile, this downtown Chicago hotel offers beautiful views of the city skyline. Guests can enjoy a welcoming on-site restaurant and a relaxing spa, all designed to enhance your stay and make you feel at home. Whether you're here for business or leisure, we prioritize your comfort and well-being.

Show more
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
  • Price Dropped
    Price Dropped
  • Free Cancellation
22 Baths809.86 ft²
8.7

Exceptional

144 reviews

$636.67
Average price / night
Check Availability
boutique hotels in Chicago Metropolitan Area
Hotel
11 East Walton, Chicago, IL 60611, USA
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
  • Spa
    Spa
  • Highly Rated
    Highly Rated
  • Ocean View
5 Baths852.83 ft²
9.5

Exceptional

137 reviews

$694.5
Average price / night
Check Availability
boutique hotels in Chicago Metropolitan Area
Resort
2444 North Elston Avenue, Chicago, IL 60647, USA

Welcome to The Hotel & Athletic Club at Midtown! We’re excited to have you as our guest. During your stay, you'll enjoy complimentary access to a variety of fantastic amenities including our indoor and outdoor lap pools, spa, sauna, steam room, and workout facilities. We want to ensure you have a wonderful experience, so feel free to reach out if you have any questions or need assistance. Your comfort and well-being are our top priorities!

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  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
  • Spa
    Spa
2 Baths344.45 ft²
8.9

Exceptional

166 reviews

$1255
Average price / night
Check Availability
boutique hotels in Chicago Metropolitan Area
Hotel
1551 North Thoreau Drive, Schaumburg, IL 60173, USA

Explore unique and lesser-known spots that only locals appreciate with our In-The-Know recommendations. Each week, our hotel Navigator thoughtfully curates a selection of these hidden gems just for you. We’re conveniently located at the crossroads of Interstates 90 and 290, making it easy to access all that our community has to offer. Come and discover the true heart of the area with us!

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  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
11 Baths299.43 ft²
8.3

Exceptional

105 reviews

$279
Average price / night
Check Availability
boutique hotels in Chicago Metropolitan Area
Hotel
1 West Wacker Drive, Chicago Loop, Chicago, IL 60601, USA
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
24 Baths415.31 ft²
8.7

Exceptional

290 reviews

$362.33
Average price / night
Check Availability
boutique hotels in Chicago Metropolitan Area
Hotel
160 East Pearson Street, Streeterville, Chicago, IL 60611, USA
  • Private Pool
    Private Pool
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
16 Baths532.14 ft²
8.6

Exceptional

57 reviews

$997.5
Average price / night
Check Availability
boutique hotels in Chicago Metropolitan Area
Hotel
505 North State Street, River North, Chicago, IL 60654, USA
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
16 Baths455.45 ft²
8.7

Exceptional

1486 reviews

$289.95
Average price / night
Check Availability
boutique hotels in Chicago Metropolitan Area
Hotel
633 North Saint Clair Street, Streeterville, Chicago, IL 60611, USA
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
10 Baths416.56 ft²
8.5

Exceptional

414 reviews

$302.68
Average price / night
Check Availability
boutique hotels in Chicago Metropolitan Area
Hotel
630 North Rush Street, River North, Chicago, IL 60611, USA
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
6 Baths261.02 ft²
7.9

Exceptional

393 reviews

$188
Average price / night
Check Availability
boutique hotels in Chicago Metropolitan Area
Hotel
50 North Martingale Road, Schaumburg, IL 60173, USA

Welcome to the Chicago Marriott Schaumburg! We’re excited to offer you a cozy and inviting hotel experience right here in Schaumburg, IL. Whether you're visiting for shopping or fun with family, you'll find that we're just a short drive from popular spots like Woodfield Mall and Legoland Discovery Center. Our team is here to ensure your stay is comfortable and memorable. We can’t wait to welcome you!

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  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
2 Baths312.15 ft²
7.8

Exceptional

169 reviews

$188
Average price / night
Check Availability
boutique hotels in Chicago Metropolitan Area
Hotel
601 North Milwaukee Avenue, Wheeling, IL 60090, USA

Welcome to our hotel! We are located just north of O'Hare International Airport in Wheeling, a vibrant area known as Restaurant Row. Here, you'll discover a wide range of dining options to satisfy every taste. Our goal is to provide you with a comfortable and stylish experience that meets your needs. Whether you're traveling for business or leisure, we’re here to make your stay enjoyable and convenient.

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  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
  • Breakfast
    Breakfast
13 Baths440.05 ft²
8.4

Exceptional

106 reviews

$252.33
Average price / night
Check Availability
boutique hotels in Chicago Metropolitan Area
Hotel
151 West Adams, Chicago Loop, Chicago, IL 60603, USA
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
8 Baths466.01 ft²
8.7

Exceptional

199 reviews

$710.33
Average price / night
Check Availability
boutique hotels in Chicago Metropolitan Area
Hotel
70 Yorktown Center, Lombard, IL 60148, USA

Welcome to our hotel, located in the vibrant Lombard/Oak Brook area, where you’ll find a perfect mix of shopping, dining, and business opportunities. We take pride in offering a warm and inviting atmosphere that caters to everyone, whether you're traveling for work or leisure. Our goal is to ensure you feel comfortable and well taken care of during your stay with us. With stylish accommodations and modern amenities, we strive to meet your needs and make your experience as enjoyable as possible.

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  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
13 Baths407.37 ft²
8.4

Exceptional

308 reviews

$208.33
Average price / night
Check Availability
boutique hotels in Chicago Metropolitan Area
Hotel
221 North Columbus Drive, Chicago Loop, Chicago, IL 60601, USA
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
11 Baths416.85 ft²
7.9

Exceptional

1599 reviews

$235.6
Average price / night
Check Availability
boutique hotels in Chicago Metropolitan Area
Hotel
644 North Lakeshore Drive, Streeterville, Chicago, IL 60611, USA
  • Private Pool
    Private Pool
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
  • Breakfast
    Breakfast
13 Baths4264.17 ft²
7.9

Exceptional

1683 reviews

$789
Average price / night
Check Availability
boutique hotels in Chicago Metropolitan Area
Hotel
301 East North Water Street, Streeterville, Chicago, IL 60611, USA
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
22 Baths413.21 ft²
8.3

Exceptional

786 reviews

$288.7
Average price / night
Check Availability
boutique hotels in Chicago Metropolitan Area
Resort
269 Fontana Boulevard, Lake Geneva, WI 53125, USA
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
  • Spa
    Spa
9 Baths301.39 ft²
8

Exceptional

1084 reviews

$272.53
Average price / night
Check Availability
boutique hotels in Chicago Metropolitan Area
Hotel
424 East Wisconsin Avenue, Milwaukee, 53202, USA

Welcome to our welcoming 4-star hotel in downtown Milwaukee, where your comfort is our priority! Here, you can enjoy a full-service spa and salon, perfect for relaxation and self-care. We also have a beautiful collection of Victorian art that adds charm to our space. If you're an art lover, you'll be pleased to know that the renowned Milwaukee Art Museum is just a short 10-minute stroll away. Plus, we offer complimentary WiFi throughout the hotel so you can stay connected during your visit. We look forward to making your stay enjoyable and memorable!

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  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
14 Baths333.68 ft²
9.5

Exceptional

774 reviews

$238.46
Average price / night
Check Availability

Most booked boutique hotels with Private Pool in Chicago Metropolitan Area

boutique hotels in Chicago Metropolitan Area
644 North Lakeshore Drive, Streeterville, Chicago, IL 60611, United States of America
7.9
1683 reviews
From $789
boutique hotels in Chicago Metropolitan Area
221 North Columbus Drive, Chicago Loop, Chicago, IL 60601, United States of America
7.9
1599 reviews
From $235.6
boutique hotels in Chicago Metropolitan Area
505 North State Street, River North, Chicago, IL 60654, United States of America
8.7
1486 reviews
From $289.95

Budget Boutique Hotels with Private Pool in Chicago Metropolitan Area

boutique hotels in Chicago Metropolitan Area
630 North Rush Street, River North, Chicago, IL 60611, United States of America
7.9
393 reviews
From $188
boutique hotels in Chicago Metropolitan Area
50 North Martingale Road, Schaumburg, IL 60173, United States
7.8
169 reviews
From $188
boutique hotels in Chicago Metropolitan Area
70 Yorktown Center, Lombard, IL 60148, United States
8.4
308 reviews
From $208.33

Compare the Best Boutique Hotels with Private Pool in Chicago Metropolitan Area – Addresses, Prices, Stars, Rating, and Review Count

Hotel Name Address Price ($)Star Rating Review Count Book
The Peninsula Chicago108 East Superior, River North, Chicago, IL 60611, USA82559.4238
The Langham Chicago330 North Wabash Avenue, River North, Chicago, IL 60611, USA1024.2559.4333
Nobu Hotel Chicago155 North Peoria Street, West Loop, Chicago, IL 60607, USA44059375
Park Hyatt Chicago800 North Michigan Avenue, Chicago, IL 60611, USA1043.6759.286
Trump International Hotel & Tower Chicago401 North Wabash Avenue, River North, Chicago, IL 60611, USA716.2559.21289
Loews Chicago Hotel455 North Park Drive, Streeterville, Chicago, IL 60611, USA297.5348.91230
Four Seasons Chicago120 East Delaware, Chicago, IL 60611, USA636.6758.7144
Waldorf Astoria Chicago11 East Walton, Chicago, IL 60611, USA694.559.5137
The Hotel & Athletic Club at Midtown2444 North Elston Avenue, Chicago, IL 60647, USA125548.9166
Renaissance Schaumburg Convention Center Hotel1551 North Thoreau Drive, Schaumburg, IL 60173, USA27948.3105
Renaissance Chicago Downtown Hotel1 West Wacker Drive, Chicago Loop, Chicago, IL 60601, USA362.3348.7290
The Ritz-Carlton, Chicago160 East Pearson Street, Streeterville, Chicago, IL 60611, USA997.558.657
The Royal Sonesta Chicago River North505 North State Street, River North, Chicago, IL 60654, USA289.9548.71486
Hyatt Centric Chicago Magnificent Mile633 North Saint Clair Street, Streeterville, Chicago, IL 60611, USA302.6848.5414
AC Hotel Chicago Downtown630 North Rush Street, River North, Chicago, IL 60611, USA18847.9393
Chicago Marriott Schaumburg50 North Martingale Road, Schaumburg, IL 60173, USA18847.8169
The Westin Chicago North Shore601 North Milwaukee Avenue, Wheeling, IL 60090, USA252.3348.4106
JW Marriott Chicago151 West Adams, Chicago Loop, Chicago, IL 60603, USA710.3358.7199
The Westin Chicago Lombard70 Yorktown Center, Lombard, IL 60148, USA208.3348.4308
Radisson Blu Aqua Hotel, Chicago221 North Columbus Drive, Chicago Loop, Chicago, IL 60601, USA235.647.91599
W Chicago - Lakeshore644 North Lakeshore Drive, Streeterville, Chicago, IL 60611, USA78947.91683
Sheraton Grand Chicago Riverwalk301 East North Water Street, Streeterville, Chicago, IL 60611, USA288.748.3786
The Abbey Resort269 Fontana Boulevard, Lake Geneva, WI 53125, USA272.53481084
The Pfister Hotel424 East Wisconsin Avenue, Milwaukee, 53202, USA238.4649.5774

Note: The prices for each boutique hotels in Chicago Metropolitan Area do vary. This can be because of the number of people you are booking for, how far in advance you book and the season. The prices above are only meant as a rough estimate for comparison purposes. Click the buttons above (or click here>) to get the latest prices.

Top 8 Attractions in the Chicago Metropolitan Area

Luxury Shopping: Experience the upscale shopping scene along the Magnificent Mile, where you can explore high-end boutiques and designer stores, making it a perfect complement to your luxury or boutique stay in Chicago Metropolitan Area, USA.

Art Institute of Chicago: Discover world-renowned art collections at the Art Institute, featuring works ranging from ancient artifacts to modern masterpieces, all within easy reach of your lavish accommodations.

Navy Pier: Enjoy family-friendly attractions, restaurants, and stunning views of Lake Michigan at Navy Pier, an iconic destination that enhances your luxurious getaway vibe in the heart of the city.

Millennium Park: Relax in Millennium Park, home to the famous Cloud Gate sculpture, where you can enjoy outdoor concerts and events, easily accessed from your boutique hotel in Chicago Metropolitan Area, USA.

Lincoln Park Zoo: Visit Lincoln Park Zoo for a free glimpse of wildlife in a lush, historic setting, providing a delightful escape just minutes away from your luxury stay.

Chicago Riverwalk: Stroll along the picturesque Chicago Riverwalk, lined with restaurants and scenic views, perfect for a leisurely afternoon after indulging in your boutique experience.

Willis Tower Skydeck: Ascend to the Skydeck of Willis Tower for breathtaking panoramic views of the Chicago skyline, creating unforgettable memories during your luxurious urban adventure.

Shedd Aquarium: Explore the Shedd Aquarium's fascinating marine life exhibits, making it an ideal family outing and a highlight of your visit to the Chicago Metropolitan Area.

Frequently Asked Questions