New East Side Rentals
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 $124 per night (USD)Expedia
Airy Loop Studio w\/ Theater & Games, nr Millennium Park, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Feel at home wherever you choose to live with Blueground. You’ll love this cozy The Loop furnished one bedroom apartment ...
From $124 per night (USD)Expedia
From $155 per night (USD)VRBO
Terrific Loop 1BR w\/ Gym & Roof Deck, nr Millennium Park, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this spacious one bedroom Blueground apartment. You’ll love coming ...
From $155 per night (USD)VRBO
From $547 per night (USD)Expedia
Captivating Corner PENTHOUSE w\/ Lake and Skyline View
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
A property ideal for the upwardly mobile or traveling elite. This Stylish 2000 square-foot residence is a corner penthou ...
From $547 per night (USD)Expedia
From $164 per night (USD)VRBO
Upscale River North 1BR w\/ Coffee Shop & Gym, nr Lake, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in River North. with views over the city. It’ll be easy to ...
From $164 per night (USD)VRBO
From $270 per night (USD)Expedia
Stylish Streeterville 2BR w\/ Lounge & Pool, nr Riverwalk, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Feel at home wherever you choose to live with Blueground. You’ll love this lovely Streeterville furnished two bedroom ap ...
From $270 per night (USD)Expedia
From $127 per night (USD)VRBO
Upscale Streeterville Jr 1BR w\/ Gym, nr Magnificent Mile, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this stylish Streeterville furnished one bedroom a ...
From $127 per night (USD)VRBO
From $116 per night (USD)Expedia
Trendy Loop Jr 1BR w\/ Game Room, nr Park & Riverwalk, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this pretty The Loop furnished one bedroom apartme ...
From $116 per night (USD)Expedia
From $1201 per night (USD)VRBO
Your Home Away From Home! 2 Modern Units, Pets are Welcome, w\/ Pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 10
Guests will find a sophisticated urban retreat designed for both business and leisure travelers at this property. The el ...
From $1201 per night (USD)VRBO
From $209 per night (USD)VRBO
Best Value, Quality Stay! Pet-Friendly, Close to Water Tower Chicago, w\/ Pool!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Guests will find a sophisticated urban retreat designed for both business and leisure travelers at this property. The el ...
From $209 per night (USD)VRBO
From $609 per night (USD)VRBO
Spacious Good-Value Accommodation! w\/ Pool, Pet-Friendly, Near Willis Tower!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Guests will find a sophisticated urban retreat designed for both business and leisure travelers at this property. The el ...
From $609 per night (USD)VRBO
From $608 per night (USD)VRBO
A Place You'll Surely Enjoy! Near Chicago History Museum, w\/ Pool, Pet-Friendly!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Guests will find a sophisticated urban retreat designed for both business and leisure travelers at this property. The el ...
From $608 per night (USD)VRBO
From $383 per night (USD)VRBO
Affordability Meets Comfort! Close to Water Tower Chicago, w\/ Swimming Pool!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Guests will find a sophisticated urban retreat designed for both business and leisure travelers at this property. The el ...
From $383 per night (USD)VRBO
From $243 per night (USD)VRBO
Always a Great Idea To Unwind! Pet-Friendly, w\/ Pool, Near Marina City!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Guests will find a sophisticated urban retreat designed for both business and leisure travelers at this property. The el ...
From $243 per night (USD)VRBO
From $209 per night (USD)VRBO
Ensuring a Very Pleasant & Memorable Stay! Close to 360 Chicago, Pet-Friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Guests will find a sophisticated urban retreat designed for both business and leisure travelers at this property. The el ...
From $209 per night (USD)VRBO
From $251 per night (USD)Expedia
Downtown Penthouse Vintage Loft Pvt Balcony+Gym
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 7
Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Welcome to our Penthouse Loft in th ...
From $251 per night (USD)Expedia
From $766 per night (USD)VRBO
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)VRBO
From $367 per night (USD)Expedia
Large Modern 2BD\/2BA Condo in River North- Free Parking!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our chic 2 bedroom, 2 bath condo (Parking Included) in the heart of River North, one of the most sought-after ...
From $367 per night (USD)Expedia
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)VRBO
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)VRBO
From $178 per night (USD)Expedia
Deluxe River North 1BR w\/ Gym, Pool & Roof, nr Riverwalk, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Feel at home wherever you choose to live with Blueground. You’ll love this charming River North furnished one bedroom ap ...
From $178 per night (USD)Expedia
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 $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 $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 $460 per night (USD)Expedia
Why Guests Call This Chicago’s Best Spot|TheViolet
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Struggling to find a space that feels as vibrant as the city itself? Want to experience Chicago like a local in ...
From $460 per night (USD)Expedia
From $396 per night (USD)VRBO
Unbeatable Views,Group Amenities&Location|TheLily
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Struggling to find a space that feels as vibrant as the city itself? Want to experience Chicago like a local in ...
From $396 per night (USD)VRBO
From $1500 per night (USD)Expedia
Downtown Penthouse Huge Patio with Great View
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Immerse yourself in comfort with our 3600 sqft unit, featuring a 1400 sqft balcony and stunning city panoramas. This spa ...
From $1500 per night (USD)Expedia
From $1620 per night (USD)VRBO
WOW! 2662ft² PH w\/ views to The Bean @TheLoop
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 7
Summary: Tired of high-priced stays that lack true exclusivity and comfort? Stay in the Most Exclusive Penthouse in Chic ...
From $1620 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 $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 $111 per night (USD)VRBO
Trendy River North 1BR w\/ Pool & Gym, near Riverwalk, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in River North. . It’ll be easy to simply show up and star ...
From $111 per night (USD)VRBO
From $660 per night (USD)Expedia
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)Expedia
From $653 per night (USD)VRBO
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)VRBO
From $177 per night (USD)VRBO
Downtown Delight: Chic Stay near Chicago Theater! Pets are welcome!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Each elegantly designed room at the hotel comes with plush bedding and modern amenities to ensure a comfortable experien ...
From $177 per night (USD)VRBO
From $190 per night (USD)VRBO
Breath of Fresh Air! Near Willis Tower and Cloud Gate - The Bean, Pet-Friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Each elegantly designed room at the hotel comes with plush bedding and modern amenities to ensure a comfortable experien ...
From $190 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
From $224 per night (USD)VRBO
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)VRBO
From $627 per night (USD)Expedia
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)Expedia
From $291 per night (USD)VRBO
Chic River North Condo 2BR 2BA with Private Balcony
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: Welcome to our riverfront oasis nestled in the vibrant heart of Chicago's trendy River North neighborhood! Thi ...
From $291 per night (USD)VRBO
From $3763 per night (USD)VRBO
Cloud9|Near Millenium Park |social lounge|The Lyra
- Bedrooms:
- 7
- Bathrooms:
- 8
- Sleeps:
- 15
Summary: Welcome to The Lyra! 2 penthouses located in the same building and floor. With a primer location in The Loop, r ...
From $3763 per night (USD)VRBO
From $1038 per night (USD)VRBO
Cloud9 |@TheLoop|Indoor pool|The Pansy
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Summary: Welcome to The Lotus! 2 apartments located in the same building. To ensure safety, all guests must pass our scr ...
From $1038 per night (USD)VRBO
From $1256 per night (USD)VRBO
Cloud9|Near Millenium Park|The Poppy
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Summary: Welcome to The Poppy! 2 apartments located in the same building. To ensure safety, all guests must pass our scr ...
From $1256 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
From $270 per night (USD)VRBO
Chic 2BR\/2BA Condo w\/Balcony - River North Chicago
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Welcome to our chic 2-bedroom, 2-bathroom condo located in the vibrant River North neighborhood of Chicago! Per ...
From $270 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 $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 $499 per night (USD)Expedia
Brilliant Downtown Chicago 3-Bedroom Condominium
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Situated in downtown Chicago, right next to the Godfrey Hotel, this spacious and bright 3-bedroom, 2-bathroom condominiu ...
From $499 per night (USD)Expedia
From $188 per night (USD)VRBO
Kasa | Spectacular City Views | Chicago
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $188 per night (USD)VRBO
From $160 per night (USD)Expedia
Smart Loop 2BR w\/ Gym, Pool, near Financial District, 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 $160 per night (USD)Expedia
From $257 per night (USD)VRBO
The Guild #4 Mag Mile, Gold Coast, Downtown Spacious 1bd\/1ba
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Welcome to one of the best location ...
From $257 per night (USD)VRBO
From $291 per night (USD)Expedia
The Guild #2 Gold Coast Mag Mile Downtown Spacious 2bd\/2ba
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Welcome to one of the best location ...
From $291 per night (USD)Expedia
From $282 per night (USD)VRBO
DOWNTOWN PENTHOUSE Vintage Loft #6 2bd\/1.5ba +private balcony & gym
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Welcome to our 2-bd Penthouse Loft ...
From $282 per night (USD)VRBO
From $192 per night (USD)VRBO
Kasa | Spectacular City Views | Chicago
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $192 per night (USD)VRBO
From $217 per night (USD)VRBO
Kasa | Spectacular City Views | Chicago
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $217 per night (USD)VRBO
From $158 per night (USD)Expedia
Amazing Streeterville 1BR w\/ Gym, Pool, walk to Navy Pier, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this stylish Streeterville furnished one bedroom a ...
From $158 per night (USD)Expedia
From $114 per night (USD)VRBO
Beautiful Streeterville 1BR w\/ Deck & Pool, walk to Beach, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this roomy Streeterville furnished one bedroom apa ...
From $114 per night (USD)VRBO
From $261 per night (USD)Expedia
The Guild #3 Mag Mile, Gold Coast, Downtown 1bd\/1ba
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! You're in one of the best locations ...
From $261 per night (USD)Expedia
From $291 per night (USD)VRBO
The Guild #1, Gold Coast Mag Mile Downtown 2bd\/2ba
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Welcome to one of the best location ...
From $291 per night (USD)VRBO
From $137 per night (USD)Expedia
Chic Loop 1BR w\/ Pool & Dog Run, near Chicago Riverwalk, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this stylish The Loop furnished one bedroom apartm ...
From $137 per night (USD)Expedia
From $190 per night (USD)VRBO
Mod Loop 1BR, w\/ Gym, Pool nr the Millenium Park by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in The Loop. with high floor views over the city. It’ll be ...
From $190 per night (USD)VRBO
From $150 per night (USD)Expedia
Spacious Gold Coast 2BR w\/ Roof Deck, Gym, walk to MagMile, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Show up and start living from day one in Chicago with this spacious two bedroom Blueground apartment. You’ll love coming ...
From $150 per night (USD)Expedia
From $164 per night (USD)VRBO
Crisp Loop 1BR w\/ Pool, Gym, nr. Theatre District & the L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this cozy one bedroom Blueground apartment. You’ll love coming hom ...
From $164 per night (USD)VRBO
From $166 per night (USD)Expedia
Cozy Loop 2BR w\/ Pool, Gym, nr. Financial District & L, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Show up and start living from day one in Chicago with this sophisticated two bedroom Blueground apartment. You’ll love c ...
From $166 per night (USD)Expedia
From $129 per night (USD)VRBO
Ideal River North 1BR w\/pool, gym, nr. L & Magnificent Mile
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this spacious one bedroom Blueground apartment. You’ll love coming ...
From $129 per night (USD)VRBO
From $155 per night (USD)Expedia
Crisp Loop 1BR w\/ Pool, Gym, near Theatre District, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in The Loop. with high floor views over the city. It’ll be ...
From $155 per night (USD)Expedia
From $129 per night (USD)VRBO
Hip Loop 1BR w\/ Gym, Pool, W\/D, nr. Financial District, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this stylish one bedroom Blueground apartment. You’ll love coming ...
From $129 per night (USD)VRBO
From $101 per night (USD)Expedia
Bright Loop 1BR w\/ Gym, Roofdeck, near Millennium Park, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this beautiful one bedroom Blueground apartment. You’ll love comin ...
From $101 per night (USD)Expedia
From $164 per night (USD)VRBO
Hip River North 1BR w\/ Gym, W\/D, near Magnificent Mile, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this cozy River North furnished one bedroom apartm ...
From $164 per night (USD)VRBO
From $133 per night (USD)Expedia
Bright Loop 1BR w\/ Gym, Roofdeck, nr. Financial District, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Discover the best of Chicago, with this one bedroom apartment in The Loop. with views over the city. It’ll be easy to si ...
From $133 per night (USD)Expedia
From $97 per night (USD)VRBO
Smart Loop 1BR w\/ Gym, Roofdeck, nr. Financial District, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this bright one bedroom Blueground apartment. You’ll love coming h ...
From $97 per night (USD)VRBO
From $222 per night (USD)Expedia
Modern River North 1BR w\/ Gym + W\/D near Mag Mile by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this charming one bedroom Blueground apartment. You’ll love coming ...
From $222 per night (USD)Expedia
From $249 per night (USD)VRBO
DOWNTOWN PENTHOUSE Vintage Loft #3❤️Grant Park, Museums +gym & patio
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 7
Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Welcome to our Penthouse in the hea ...
From $249 per night (USD)VRBO
From $272 per night (USD)Expedia
52nd floor, VIEW, Pool, Balcony, Fitness Center, Grocery Store
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Penthouse #10 is a magnificent unique rental in Chicago. Towering 50+ floor above the city, with dramatic living areas , ...
From $272 per night (USD)Expedia
From $290 per night (USD)VRBO
DOWNTOWN PENTHOUSE Vintage Loft #4 +private balcony & gym
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 7
Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Welcome to our Vintage Penthouse Lo ...
From $290 per night (USD)VRBO
From $218 per night (USD)VRBO
Kasa | Spectacular City Views | Chicago
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $218 per night (USD)VRBO