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Chicago Harbor Rentals

From $188 per night (USD)
VRBO
City Center, Saint Clair Suite - The Chicago Hotel Collection Magnificent Mile
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Immerse yourself in the energy of Chicago at our renovated hotel on the Magnificent Mile. Steps from landmarks and luxur ...
From $188 per night (USD)
VRBO
From $283 per night (USD)
VRBO
Heart of Chicago, Double Queen @ The Chicago Hotel Collection Magnificent Mile
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Immerse yourself in the energy of Chicago at our renovated hotel on the Magnificent Mile. Steps from landmarks and luxur ...
From $283 per night (USD)
VRBO
From $94 per night (USD)
VRBO
Upscale City Center Stay | Prime Locale | City Viwes | 24-hour Gym
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Immerse yourself in the energy of Chicago at our renovated hotel on the Magnificent Mile. Steps from landmarks and luxur ...
From $94 per night (USD)
VRBO
From $136 per night (USD)
VRBO
Windy City Hideaway | Mag Mile Magic | Navy Pier | The Bean | 24-hour Gym
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Immerse yourself in the energy of Chicago at our renovated hotel on the Magnificent Mile. Steps from landmarks and luxur ...
From $136 per night (USD)
VRBO
$Modern Digs Steps from Mag Mile Shops\/Dining with 24-hour Gym$
From $136 per night (USD)
VRBO
Modern Digs Steps from Mag Mile Shops\/Dining with 24-hour Gym
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Immerse yourself in the energy of Chicago at our renovated hotel on the Magnificent Mile. Steps from landmarks and luxur ...
From $136 per night (USD)
VRBO
From $153 per night (USD)
VRBO
Shop Chicago’s Magnificent Mile – Steps Away from Navy Pier - Bar On-Site
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Immerse yourself in the energy of Chicago at our renovated hotel on the Magnificent Mile. Steps from landmarks and luxur ...
From $153 per night (USD)
VRBO
From $149 per night (USD)
VRBO
Sleek Downtown Retreat by Chicago’s Mag Mile @ The Chicago Hotel Collection
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Immerse yourself in the energy of Chicago at our renovated hotel on the Magnificent Mile. Steps from landmarks and luxur ...
From $149 per night (USD)
VRBO
From $425 per night (USD)
VRBO
Rooms for the Crew | 2 units | Steps to Mag Mile| Navy Pier | 24-hour Gym
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
Immerse yourself in the energy of Chicago at our renovated hotel on the Magnificent Mile. Steps from landmarks and luxur ...
From $425 per night (USD)
VRBO
From $378 per night (USD)
VRBO
The Chicago Hotel Collection Magnificent Mile Upscale Saint Clair Suite, 3 Units
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
Immerse yourself in the energy of Chicago at our renovated hotel on the Magnificent Mile. Steps from landmarks and luxur ...
From $378 per night (USD)
VRBO
From $457 per night (USD)
VRBO
The Chicago Hotel Collection Magnificent Mile, Modern Double Queen, 3 Units
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
Immerse yourself in the energy of Chicago at our renovated hotel on the Magnificent Mile. Steps from landmarks and luxur ...
From $457 per night (USD)
VRBO
From $252 per night (USD)
VRBO
The Chicago Hotel Collection Magnificent Mile, Modern Double Queen | 2 Units
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Immerse yourself in the energy of Chicago at our renovated hotel on the Magnificent Mile. Steps from landmarks and luxur ...
From $252 per night (USD)
VRBO
From $407 per night (USD)
VRBO
The Chicago Hotel Collection Magnificent Mile, 3 Standard King Rooms
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
Immerse yourself in the energy of Chicago at our renovated hotel on the Magnificent Mile. Steps from landmarks and luxur ...
From $407 per night (USD)
VRBO
From $3043 per night (USD)
VRBO
Luxury Loft Collection 1, 2, 3
Bedrooms:
9
Bathrooms:
9
Sleeps:
42
Summary: Enjoy the combination of your own 3 side-by-side-by-side private luxury lofts in Chicago's bustling River North ...
From $3043 per night (USD)
VRBO
$Sweet South Loop 1BR w\/ Indoor Pool, Golf Sim, nr Museums, by Blueground$
From $115 per night (USD)
Expedia
Sweet South Loop 1BR w\/ Indoor Pool, Golf Sim, nr Museums, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Show up and start living from day one in Chicago with this cozy studio Blueground apartment. You’ll love coming home to ...
From $115 per night (USD)
Expedia
From $186 per night (USD)
VRBO
Clean South Loop 1BR, nr Museums, Grant Park & Football, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in South Loop. with high floor views over the lake. It’ll ...
From $186 per night (USD)
VRBO
$Charming 2-bed\/2bed at Huge discount downtown Chicago@luxury full amenity bldg$
Click For Pricing
Expedia
Charming 2-bed\/2bed at Huge discount downtown Chicago@luxury full amenity bldg
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Located in downtown Chicago, this is a 2-bedroom /2baths apartment with full lake and city views at luxury bldg with ful ...
Click For Pricing
Expedia
From $179 per night (USD)
VRBO
Brownstone in Gold Coast
Bedrooms:
2
Bathrooms:
2
Sleeps:
9
Summary: Our beautiful Brownstone Apartment is located in the heart of bustling GOLD COAST on a street shared with homes ...
From $179 per night (USD)
VRBO
From $1043 per night (USD)
Expedia
Luxury Downtown Penthouse with Private Rooftop!
Bedrooms:
2
Bathrooms:
2
Sleeps:
10
Summary: BRAND NEW REMODEL BUILT SPECIFICALLY FOR AIRBNB!! Designed by a famous Chicago Designer using strictly West El ...
From $1043 per night (USD)
Expedia
From $1069 per night (USD)
VRBO
The Orleans Floor 3 Private rooftop deck!
Bedrooms:
3
Bathrooms:
4
Sleeps:
16
Summary: You will get the following with this rental: - You will have your own private floor and access to 2 individual ...
From $1069 per night (USD)
VRBO
From $1017 per night (USD)
Expedia
The Orleans - Floor 2 Private roof deck Patio!
Bedrooms:
3
Bathrooms:
4
Sleeps:
16
Summary: The Orleans - Floor 2 is custom designed for Airbnb and you will get 2 units on an entire floor of the building ...
From $1017 per night (USD)
Expedia
From $226 per night (USD)
VRBO
Cozy 1-bedroom apartment .luxury building
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This memorable apartment is the perfect home base for your trip to Chicago. Nestled in the heart of the city, this charm ...
From $226 per night (USD)
VRBO
From $204 per night (USD)
VRBO
Elegant King Bed 1.5 Bath Suite in the Heart of Chicago's Gold Coast
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
Each apartment offers a luxurious living experience, as they come fully furnished with all the amenities you could need. ...
From $204 per night (USD)
VRBO
From $156 per night (USD)
VRBO
Elegant 1 Bed Suite at Walton Residence in Gold Coast Chicago
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
Each apartment offers a luxurious living experience, as they come fully furnished with all the amenities you could nee ...
From $156 per night (USD)
VRBO
From $174 per night (USD)
VRBO
Sonder Jewelers Row | One-Bedroom Apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Jewelers Row is the architectural gem of the Chicago Loop. Designed by Adler and Sullivan, the innovative style adds a m ...
From $174 per night (USD)
VRBO
From $217 per night (USD)
VRBO
Sonder The Plymouth | One-Bedroom Apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
With its ornate exterior and art-deco sign, The Plymouth is a South Loop staple. Step through the glass doors and into t ...
From $217 per night (USD)
VRBO
From $2541 per night (USD)
Expedia
870 bldg - 3 Separate Suites in same building
Bedrooms:
4
Bathrooms:
7
Sleeps:
16
Summary: This listing is ideal for LARGE GROUPS that wish to have individual Suites and separate living spaces for diffe ...
From $2541 per night (USD)
Expedia
From $223 per night (USD)
VRBO
Downtown Park #8 Mich Ave PH - Rooftop & Gym
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Welcome to our Michigan Ave Penthou ...
From $223 per night (USD)
VRBO
$Chicago Cityview Chic - Gold Coast\/River North$
From $190 per night (USD)
Expedia
Chicago Cityview Chic - Gold Coast\/River North
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to our stylish, modern 2-bed, 1-bath condo located in the vibrant Gold Coast/River North neighborhood. Discover ...
From $190 per night (USD)
Expedia
Click For Pricing
VRBO
Luxury 2 bed. Views of Navy pier, lakefront and city! Beach within steps!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Clean! Clean! Clean! 39th floor with Amazing views!!! Lots of space. Large Chefs Kitchen for entertaining! Sunrise eve ...
Click For Pricing
VRBO
From $120 per night (USD)
Expedia
Rarely Available Condo in River North - Downtown Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located in the awesome River North/Gold Coast area of Chicago, this unit has all the conveniences in a location that can ...
From $120 per night (USD)
Expedia
From $223 per night (USD)
VRBO
River North Luxury Condo 2 King Beds 2 Baths
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Located in the sought-after neighborhood of River North, this 2/2 high-rise condo provides luxury accommodations with am ...
From $223 per night (USD)
VRBO
$Downtown Guild 4bd\/4ba - 2 adjacent 2bds in Gold Coast!$
From $697 per night (USD)
Expedia
Downtown Guild 4bd\/4ba - 2 adjacent 2bds in Gold Coast!
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Welcome to one of the best location ...
From $697 per night (USD)
Expedia
From $660 per night (USD)
VRBO
Luxury Loft Collection 903 - Terrace - River North
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
Summary: BRAND NEW LOFT IN RIVER NORTH! Enjoy your new private luxury loft in Chicago's newest and most luxurious build ...
From $660 per night (USD)
VRBO
From $653 per night (USD)
Expedia
Luxury Loft Collection 902 - Terrace - River North
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
Summary: BRAND NEW LOFT IN RIVER NORTH! Enjoy your new private luxury loft in Chicago's newest and most luxurious build ...
From $653 per night (USD)
Expedia
From $117 per night (USD)
VRBO
Landing at NEXT - Studio in Near North Side
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to the NEXT evolution of luxury living. Our apartments come in varied layouts outfitted with contemporary featur ...
From $117 per night (USD)
VRBO
From $128 per night (USD)
VRBO
Landing at NEXT - 1 Bedroom in Near North Side
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to the NEXT evolution of luxury living. Our apartments come in varied layouts outfitted with contemporary featur ...
From $128 per night (USD)
VRBO
$Luxury Loft Collection COMBO 902\/903 Terrace$
From $1439 per night (USD)
VRBO
Luxury Loft Collection COMBO 902\/903 Terrace
Bedrooms:
6
Bathrooms:
6
Sleeps:
30
Summary: Enjoy the combination of your own 2 side-by-side private luxury lofts in Chicago's bustling River North-the cit ...
From $1439 per night (USD)
VRBO
From $107 per night (USD)
Expedia
Stellar South Loop 1BR, near CTA Train, Sports & Parks, by blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in South Loop. with high floor views over the city. It’ll ...
From $107 per night (USD)
Expedia
$Stunning South Loop 2BR w\/ Doorman, near Aquarium & Train, by Blueground$
From $140 per night (USD)
VRBO
Stunning South Loop 2BR w\/ Doorman, near Aquarium & Train, by Blueground
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Show up and start living from day one in Chicago with this cozy two bedroom Blueground apartment. You’ll love coming hom ...
From $140 per night (USD)
VRBO
From $237 per night (USD)
Expedia
Beautiful Unit CHI in Prime River North - 2
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Summary: Downtown Living is perfect for families, children and corporate gatherings. Looking to stay in the best neighbo ...
From $237 per night (USD)
Expedia
From $147 per night (USD)
VRBO
Historic and Unique Brownstone in Gold Coast - 3
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Summary: Our beautiful Brownstone Apartment is located in the heart of bustling GOLD COAST on a street shared with homes ...
From $147 per night (USD)
VRBO
From $178 per night (USD)
Expedia
2nd Floor Flat in River North - 2N
Bedrooms:
1
Bathrooms:
2
Sleeps:
10
Summary: BRAND NEW REMODEL BUILT SPECIFICALLY FOR AIRBNB. The entire property is designed by a famous Chicago Designe ...
From $178 per night (USD)
Expedia
From $209 per night (USD)
VRBO
3rd Floor Flat in River North - 3N
Bedrooms:
1
Bathrooms:
2
Sleeps:
10
Summary: REMODELED AND BUILT SPECIFICALLY FOR AIRBNB. The entire property is designed by a famous Chicago Designer us ...
From $209 per night (USD)
VRBO
From $238 per night (USD)
Expedia
Beautiful Unit CHI in Prime River North - 1
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Summary: This is a super unique place! This Downtown Living destination is perfect for everything from families with sma ...
From $238 per night (USD)
Expedia
From $338 per night (USD)
VRBO
2nd Floor Flat in River North - 2S
Bedrooms:
2
Bathrooms:
2
Sleeps:
10
Summary: BRAND NEW REMODEL BUILT SPECIFICALLY FOR AIRBNB. Designed by a famous Chicago Designer using strictly West E ...
From $338 per night (USD)
VRBO
From $464 per night (USD)
Expedia
Beautiful Unit CHI in Prime River North - 3
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Summary: This penthouse unit located on the 4th floor in downtown is perfect for families, children and corporate gather ...
From $464 per night (USD)
Expedia
$Striking South Loop 1BR w\/ Rooftop, walk to Grant Park, by Blueground$
From $159 per night (USD)
VRBO
Striking South Loop 1BR w\/ Rooftop, walk to Grant Park, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this sophisticated South Loop furnished one bedroo ...
From $159 per night (USD)
VRBO
$Sweet South Loop 1BR w\/ Rooftop, nr Grant Park & Museums, by Blueground$
From $144 per night (USD)
Expedia
Sweet South Loop 1BR w\/ Rooftop, nr Grant Park & Museums, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this sophisticated South Loop furnished one bedroo ...
From $144 per night (USD)
Expedia
From $103 per night (USD)
VRBO
Sunny South Loop 1BR, nr Soldier Field, CTA Train & Park, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in South Loop. . It’ll be easy to simply show up and start ...
From $103 per night (USD)
VRBO
From $111 per night (USD)
VRBO
Landing at NEXT - Studio in Near North Side
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to the NEXT evolution of luxury living. Our apartments come in varied layouts outfitted with contemporary featur ...
From $111 per night (USD)
VRBO
From $2391 per night (USD)
VRBO
Gold Coast Villa next to Oak Street Beach
Bedrooms:
4
Bathrooms:
4
Sleeps:
14
Summary: 》Press '♡ Save' and plan your stay at this stunning 5-bedroom Chicago house. ✦ Spacious 5,000 sq ft with room ...
From $2391 per night (USD)
VRBO
From $161 per night (USD)
VRBO
Kasa | See the Sites from Your Balcony | Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $161 per night (USD)
VRBO
From $329 per night (USD)
VRBO
2 x Superior 2 Doubles at Millennium Knickerbocker Chicago
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
The hotel is widely regarded as a paragon of the true Chicago style. With more than 300 rooms available, the property bo ...
From $329 per night (USD)
VRBO
From $961 per night (USD)
VRBO
3 x Millennium Suite King at Millennium Knickerbocker Chicago
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
The hotel is widely regarded as a paragon of the true Chicago style. With more than 300 rooms available, the property bo ...
From $961 per night (USD)
VRBO
From $659 per night (USD)
VRBO
4 x Superior 2 Doubles at Millennium Knickerbocker Chicago
Bedrooms:
4
Bathrooms:
4
Sleeps:
16
The hotel is widely regarded as a paragon of the true Chicago style. With more than 300 rooms available, the property bo ...
From $659 per night (USD)
VRBO
From $198 per night (USD)
VRBO
Central Chicago Retreat with Modern Comforts! Minutes to Oak Street Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The hotel is widely regarded as a paragon of the true Chicago style. With more than 300 rooms available, the property bo ...
From $198 per night (USD)
VRBO
From $495 per night (USD)
VRBO
3 x Superior 2 Doubles at Millennium Knickerbocker Chicago
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
The hotel is widely regarded as a paragon of the true Chicago style. With more than 300 rooms available, the property bo ...
From $495 per night (USD)
VRBO
From $320 per night (USD)
VRBO
Millennium Suite King at Millennium Knickerbocker Chicago, Near Oak Street Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The hotel is widely regarded as a paragon of the true Chicago style. With more than 300 rooms available, the property bo ...
From $320 per night (USD)
VRBO
From $264 per night (USD)
VRBO
Luxury Stay in Chicago's Iconic District! Near Chicago Tribune Tower
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The hotel is widely regarded as a paragon of the true Chicago style. With more than 300 rooms available, the property bo ...
From $264 per night (USD)
VRBO
From $790 per night (USD)
VRBO
Best Place to Unwind! 4 Convenient Units, Near Oak Street Beach
Bedrooms:
4
Bathrooms:
4
Sleeps:
16
The hotel is widely regarded as a paragon of the true Chicago style. With more than 300 rooms available, the property bo ...
From $790 per night (USD)
VRBO
From $1153 per night (USD)
VRBO
Prime Location for Exploring Chicago's Best Attractions! 3 Relaxing Units
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
The hotel is widely regarded as a paragon of the true Chicago style. With more than 300 rooms available, the property bo ...
From $1153 per night (USD)
VRBO
From $168 per night (USD)
VRBO
Historic Elegance in the Heart of Chicago! Near 360 Chicago Observation Deck
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The hotel is widely regarded as a paragon of the true Chicago style. With more than 300 rooms available, the property bo ...
From $168 per night (USD)
VRBO
From $1538 per night (USD)
VRBO
Ideal Spot for Exploring Chicago's Cultural Gems! 4 Relaxing Units
Bedrooms:
4
Bathrooms:
4
Sleeps:
16
The hotel is widely regarded as a paragon of the true Chicago style. With more than 300 rooms available, the property bo ...
From $1538 per night (USD)
VRBO
From $769 per night (USD)
VRBO
Short Distance From The Well Known Sites! 2 Comfortable Units
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
The hotel is widely regarded as a paragon of the true Chicago style. With more than 300 rooms available, the property bo ...
From $769 per night (USD)
VRBO
From $396 per night (USD)
VRBO
Enjoy a Hassle-Free and Comfortable Stay! 2 Relaxing Units near Oak Street Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
The hotel is widely regarded as a paragon of the true Chicago style. With more than 300 rooms available, the property bo ...
From $396 per night (USD)
VRBO
From $385 per night (USD)
VRBO
Experience Soothing Moments & Luxury! Minutes to Oak Street Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The hotel is widely regarded as a paragon of the true Chicago style. With more than 300 rooms available, the property bo ...
From $385 per night (USD)
VRBO
From $221 per night (USD)
VRBO
Studio Suite King at Millennium Knickerbocker Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The hotel is widely regarded as a paragon of the true Chicago style. With more than 300 rooms available, the property bo ...
From $221 per night (USD)
VRBO
From $641 per night (USD)
VRBO
2 x Millennium Suite King at Millennium Knickerbocker Chicago
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
The hotel is widely regarded as a paragon of the true Chicago style. With more than 300 rooms available, the property bo ...
From $641 per night (USD)
VRBO
From $154 per night (USD)
VRBO
Superior King at Millennium Knickerbocker Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The hotel is widely regarded as a paragon of the true Chicago style. With more than 300 rooms available, the property bo ...
From $154 per night (USD)
VRBO
From $1281 per night (USD)
VRBO
4 x Millennium Suite King at Millennium Knickerbocker Chicago
Bedrooms:
4
Bathrooms:
4
Sleeps:
16
The hotel is widely regarded as a paragon of the true Chicago style. With more than 300 rooms available, the property bo ...
From $1281 per night (USD)
VRBO
From $140 per night (USD)
VRBO
Standard King at Millennium Knickerbocker Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The hotel is widely regarded as a paragon of the true Chicago style. With more than 300 rooms available, the property bo ...
From $140 per night (USD)
VRBO
From $184 per night (USD)
VRBO
Elegant Urban Oasis in Downtown Chicago! Near Museum of Contemporary Art
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The hotel is widely regarded as a paragon of the true Chicago style. With more than 300 rooms available, the property bo ...
From $184 per night (USD)
VRBO
From $166 per night (USD)
VRBO
Superior 2 Doubles at Millennium Knickerbocker Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The hotel is widely regarded as a paragon of the true Chicago style. With more than 300 rooms available, the property bo ...
From $166 per night (USD)
VRBO
$Gold Coast\/Downtown Hideaway$
From $224 per night (USD)
Expedia
Gold Coast\/Downtown Hideaway
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
New Listing! Freshly renovated Gold Coast hideaway provides the perfect escape from the nearby shopping and restaurant a ...
From $224 per night (USD)
Expedia
From $627 per night (USD)
VRBO
Luxury Loft Collection 703 - Terrace - River North
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
Summary: BRAND NEW LOFT IN RIVER NORTH! Enjoy your new private luxury loft in Chicago's newest and most luxurious bui ...
From $627 per night (USD)
VRBO
From $695 per night (USD)
VRBO
Classic Chicago Charm in a Modern Setting! 3 Comfortable Units
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
The hotel is widely regarded as a paragon of the true Chicago style. With more than 300 rooms available, the property bo ...
From $695 per night (USD)
VRBO
From $608 per night (USD)
VRBO
Luxury Designer Penthouse West |Pool| Gold Coast
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Summary: NEW PENTHOUSE IN THE HEART OF GOLD COAST! Enjoy your own penthouse in Chicago's Gold Coast-the city's center o ...
From $608 per night (USD)
VRBO
$Chicago Cityview Chic II Gold Coast\/River North$
From $244 per night (USD)
Expedia
Chicago Cityview Chic II Gold Coast\/River North
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to our stylish, 2-bed, 2-bath condo located in the vibrant Gold Coast/River North neighborhood. Discover the epi ...
From $244 per night (USD)
Expedia
From $263 per night (USD)
VRBO
South Loop 4 Bedroom apt
Bedrooms:
2
Bathrooms:
5
Sleeps:
9
Summary: South Loop 4 bedroom apartment with 1.5 bathrooms. We are centrally located and very easy to get anywhere in th ...
From $263 per night (USD)
VRBO
From $1182 per night (USD)
VRBO
Luxury Designer Penthouse Combo |South| Gold Coast
Bedrooms:
4
Bathrooms:
7
Sleeps:
20
Summary: NEW PENTHOUSE IN THE HEART OF GOLD COAST! Enjoy the combination of your own 2 side-by-side private penthouses ...
From $1182 per night (USD)
VRBO
From $1280 per night (USD)
VRBO
Luxury Designer Penthouse Combo |North| Gold Coast
Bedrooms:
4
Bathrooms:
6
Sleeps:
20
Summary: NEW PENTHOUSE IN THE HEART OF GOLD COAST! Enjoy the combination of your own 2 side-by-side private penthouses ...
From $1280 per night (USD)
VRBO
From $250 per night (USD)
Expedia
Luxury one bedroom condo located in Chicago's Gold Coast neighborhood!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Enjoy a stylish one bedroom condo located in the heart of Chicago's famous Gold Coast neighborhood. This luxury condo b ...
From $250 per night (USD)
Expedia
From $1033 per night (USD)
VRBO
Downtown Penthouse 5bd - Parking, Gym, Pool, VIEWS
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Feel at Home, Unwind, and Enjoy the amenities you deserve at our Two 2-Story Downtown Penthouses (Combined Units) with M ...
From $1033 per night (USD)
VRBO
From $702 per night (USD)
Expedia
2 Connecting Suites at a 4.5⭐️ Hotel
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The Junior Suite + Superior Room 2 Double Beds at Sofitel Chicago Magnificent Mile provides added space and privacy to ...
From $702 per night (USD)
Expedia
From $716 per night (USD)
VRBO
2 Connecting Suites at a 4.5⭐️ Hotel
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The One Bedroom Suite features a second king-size bedroom, offering contemporary decor and beautiful views of Lake Michi ...
From $716 per night (USD)
VRBO
From $1177 per night (USD)
Expedia
2 Connecting Suites at a 4.5⭐️ Hotel
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Appointed with a second, sumptuous guest room, modern furnishings and beautiful floral artwork by photographer Warwick O ...
From $1177 per night (USD)
Expedia
From $716 per night (USD)
VRBO
2 Connecting Suites at a 4.5⭐️ Hotel
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The One Bedroom Suite Double features a second king-size bedroom, offering contemporary decor and beautiful views of Lak ...
From $716 per night (USD)
VRBO
From $766 per night (USD)
Expedia
2 Connecting Suites at a 4⭐️ Hotel
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Delight in exclusive access to the Club Lounge in the Executive Suite at the Renaissance Chicago Downtown Hotel. This 80 ...
From $766 per night (USD)
Expedia
$Best Location\/ Designer themed\/ Patio\/ Queen beds\/ Parking$
From $404 per night (USD)
VRBO
Best Location\/ Designer themed\/ Patio\/ Queen beds\/ Parking
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Walk to almost everything Chicago has to offer- Downtown, Magnificent Mile, North Avenue beach, zoo, and Lincoln park, r ...
From $404 per night (USD)
VRBO
From $250 per night (USD)
VRBO
Dive Into Your Dream Vacation! Near Bridgehouse and Chicago River Museum!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located Downtown near Chicago River, enjoy bars & restaurants all by walking distance. For sports fans, Soldier Field, W ...
From $250 per night (USD)
VRBO
From $487 per night (USD)
VRBO
Discover Downtown from Our Well-Appointed Space | 2 Suites
Bedrooms:
2
Bathrooms:
2
Sleeps:
10
Downtown at Your Doorstep: In the vibrant Loop's heart, our boutique hotel is an urban oasis. Near the Art Institute & M ...
From $487 per night (USD)
VRBO
From $668 per night (USD)
Expedia
Chicago 3-bedroom condo with lake view and Navy Pier, lakefront trail access
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Get ready to relax in this 3-bedroom condo in Chicago. With 2 king beds and 1 queen bed, this fantastic property offers ...
From $668 per night (USD)
Expedia
From $378 per night (USD)
VRBO
Chic 2-bedroom apartment with fitness room and WiFi in superb Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This marvelous apartment in Chicago offers a peaceful retreat for guests. With 2 cozy bedroom featuring a queen bed and ...
From $378 per night (USD)
VRBO
From $1100 per night (USD)
Expedia
Downtown 9bd - Sleep 18 - 4 units, same floor
Bedrooms:
5
Bathrooms:
9
Sleeps:
19
Professional photos coming shortly! Feel at Home, Unwind, and Enjoy the amenities you deserve! Guests love staying wit ...
From $1100 per night (USD)
Expedia
From $266 per night (USD)
VRBO
Downtown 2bd #6 +Gym near Park, Lake, Museums
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Professional photos coming shortly! Feel at Home, Unwind, and Enjoy the amenities you deserve right next to Grant Park! ...
From $266 per night (USD)
VRBO
From $281 per night (USD)
Expedia
Downtown 2bd #5 +Gym near Park, Lake, Museums
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Feel at Home, Unwind, and Enjoy the amenities you deserve right next to Grant Park! Guests love staying with us because ...
From $281 per night (USD)
Expedia
From $273 per night (USD)
VRBO
Downtown 3bd #7 near Park+Museums
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Professional photos coming shortly! Feel at Home, Unwind, and Enjoy the amenities you deserve right next to Grant Park! ...
From $273 per night (USD)
VRBO
From $255 per night (USD)
Expedia
Downtown 2bd #4 - Near Grant Park, Museums, Lake
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Feel at Home, Unwind, and Enjoy the amenities you deserve right next to Grant Park! Guests love staying with us because ...
From $255 per night (USD)
Expedia
$Cloud9 |3 apt in 1d w\/ SocialClub | The Mary$
From $1467 per night (USD)
VRBO
Cloud9 |3 apt in 1d w\/ SocialClub | The Mary
Bedrooms:
6
Bathrooms:
9
Sleeps:
15
Summary: Welcome to The Mary! 3 apartments in the same building. To ensure safety, all guests must pass our screening pr ...
From $1467 per night (USD)
VRBO
From $982 per night (USD)
VRBO
Cloud9 | Up to 15ppl|Balcony @MagMile |The Apollo
Bedrooms:
4
Bathrooms:
7
Sleeps:
15
Summary: Welcome to The Apollo! 2 beautiful apartments in the same building. To ensure safety, all guests must pass our ...
From $982 per night (USD)
VRBO

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