
Crown Fountain Rentals
- From $419 per night (USD)
VRBO
Chic Corner 2BR in the Loop | City & Lake Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Dramatic 1,250+ square foot corner apartment with 12 foot tall ceilings, massive windows, and lovely city and l ...
From $419 per night (USD)VRBO
- From $214 per night (USD)
Expedia
Premium Loop 1BR w/ Roof, Gym & Lounge, nr Riverwalk, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this charming Chicago Loop furnished one bedroom a ...
From $214 per night (USD)Expedia
- From $484 per night (USD)
VRBO
Spacious 2BR in The Loop + 5-Star Comfort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: 'The Cooke' is your ideal base for exploring Chicago's vibrant attractions, promising a luxurious stay with uni ...
From $484 per night (USD)VRBO
- From $201 per night (USD)
VRBO
Discover the Best of Chicago's Loop Near Ford Center Theatre! Pets are Welcome!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Experience the Windy City's elegance & charm from our central, downtown location This listing is for a room within a ho ...
From $201 per night (USD)VRBO
- From $1681 per night (USD)
VRBO
3 Prime 2BR Units + Ideal Business Retreat
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 15
Summary: Elevate your group experience at 'The Jordan', ideally located near Millennium Park. 100% 5-star reviews sinc ...
From $1681 per night (USD)VRBO
- From $2078 per night (USD)
VRBO
Prime Loop Apts + Convenience for Groups
- Bedrooms:
- 8
- Bathrooms:
- 8
- Sleeps:
- 20
Summary: The premier choice for large group and family stays, 'The Crawford' offers four modern apartments in the heart ...
From $2078 per night (USD)VRBO
- From $254 per night (USD)
VRBO
Your Chicago get Away
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to the Famous/Historical South Chicago Loop. This special place is close to everything, making it easy to plan y ...
From $254 per night (USD)VRBO
- Click For Pricing
Expedia
1 Bedroom Luxury on Grant Park - Chicago's \"Front Lawn\"
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
From the 42nd floor floor to ceiling windows deliver panoramic views of the downtown Chicago skyline, Navy Pier, Lake M ...
Click For PricingExpedia
- From $211 per night (USD)
VRBO
Best Value, Quality Stay! Pet-Friendly Property, Close to Water Tower Chicago!
- 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 $211 per night (USD)VRBO
- From $552 per night (USD)
VRBO
A Place You'll Surely Enjoy! Near Chicago History Museum, 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 $552 per night (USD)VRBO
- From $264 per night (USD)
VRBO
2bd River North Condo with Million Dollar Views! by AllSet Turnover
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
32+ NIGHTS MIN, *1 GARAGE PARKING SPACE INCL* Experience our stunning 49th floor River North condo! With 2 bedrooms & ...
From $264 per night (USD)VRBO
- From $434 per night (USD)
VRBO
Chic River North Retreat
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Welcome to our Chic River North Retreat, a hidden gem in vibrant River North, Chicago. Discover a rare 2-bedroo ...
From $434 per night (USD)VRBO
- From $896 per night (USD)
VRBO
Ideal Mix of Comfort and Value! 4 Comfortable Units, Near Ohio Street Beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Experience the Windy City's elegance & charm from our central, downtown location This listing is for 4 separate rooms w ...
From $896 per night (USD)VRBO
- From $672 per night (USD)
VRBO
Make Your Trip More Enjoyable! 3 Relaxing Units, Near Art Institute of Chicago
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Experience the Windy City's elegance & charm from our central, downtown location This listing is for 3 separate rooms w ...
From $672 per night (USD)VRBO
- From $447 per night (USD)
VRBO
Home Away From Home! 2 Modern Units, Close to Willis Tower
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Experience the Windy City's elegance & charm from our central, downtown location This listing is for 2 separate rooms w ...
From $447 per night (USD)VRBO
- From $229 per night (USD)
VRBO
Always a Great Idea To Unwind! Near Field Museum of Natural History
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Experience the Windy City's elegance & charm from our central, downtown location This listing is for a room within a ho ...
From $229 per night (USD)VRBO
- From $224 per night (USD)
VRBO
Stay in the Heart of the City! Complimentary Bicycles for exploring!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Experience the Windy City's elegance & charm from our central, downtown location This listing is for a room within a ho ...
From $224 per night (USD)VRBO
- From $344 per night (USD)
VRBO
Enjoy a Hassle-Free Stay! Near Buckingham Memorial Fountain, Pets are Allowed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Experience the Windy City's elegance & charm from our central, downtown location This listing is for a room within a ho ...
From $344 per night (USD)VRBO
- From $290 per night (USD)
VRBO
Just What You Were Looking For! Near Chicago Museum of Contemporary Art
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Experience the Windy City's elegance & charm from our central, downtown location This listing is for a room within a ho ...
From $290 per night (USD)VRBO
- From $264 per night (USD)
VRBO
Ultimate City Life Experience in Heart of Chicago | 2 Family Ready Roos
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms. ✦ Each room is ...
From $264 per night (USD)VRBO
- From $138 per night (USD)
VRBO
Cozy Corner in Chicago’s Downtown| Walking Distance to Ohio Street Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This listing is for a room within a hotel. ✦ Your room is 1200 sq. ft, equipped with complimentary toiletries, TV, avai ...
From $138 per night (USD)VRBO
- From $176 per night (USD)
Expedia
Level River North - Spacious Executive Suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
In a city known for its neighborhoods, River North stands out. You’ll find chic galleries, buzz-worthy restaurants and v ...
From $176 per night (USD)Expedia
- From $527 per night (USD)
VRBO
Splendid Corner 3BR in the Loop | City Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Stylish 1,300+ square foot corner apartment with 12 foot tall ceilings, massive windows, an open layout, and fa ...
From $527 per night (USD)VRBO
- From $169 per night (USD)
Expedia
Sonder by Marriott Bonvoy The Burnham Apartments Loop
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Aparthotel with a fitness center, a short walk to Willis Tower This smoke-free aparthotel features a fitness center, con ...
From $169 per night (USD)Expedia
- From $298 per night (USD)
VRBO
Stylish Streeterville 2BR w/ Lounge & Pool, nr Riverwalk, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Feel at home wherever you choose to live with Blueground. You’ll love this lovely Streeterville furnished two bedroom ap ...
From $298 per night (USD)VRBO
- From $215 per night (USD)
Expedia
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 $215 per night (USD)Expedia
- From $109 per night (USD)
VRBO
Bright Streeterville Jr 1BR w/ Steam Room, nr Riverwalk, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Streeterville with high floor views over the city. It’l ...
From $109 per night (USD)VRBO
- From $164 per night (USD)
Expedia
Luxe Streeterville 1BR w/ Lounge & Terrace, n Navy Pier, 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 $164 per night (USD)Expedia
- From $238 per night (USD)
VRBO
Airy Streeterville 1BR w/ Indoor Pool, close to Navy Pier, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Streeterville with views over the city. It’ll be easy t ...
From $238 per night (USD)VRBO
- From $896 per night (USD)
VRBO
Sophisticated Urban Escape, 4 Cozy Units, Near Water Tower Chicago!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Experience the Windy City's elegance & charm from our central, downtown location This listing is for 4 separate rooms w ...
From $896 per night (USD)VRBO
- From $344 per night (USD)
VRBO
Boutique Charm, Modern Comforts, Near Field Museum of Natural History
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Experience the Windy City's elegance & charm from our central, downtown location This listing is for a room within a ho ...
From $344 per night (USD)VRBO
- From $447 per night (USD)
VRBO
Sleek Retreat, Unforgettable Experience, 2 Stylish Units Near Willis Tower!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Experience the Windy City's elegance & charm from our central, downtown location This listing is for 2 separate rooms w ...
From $447 per night (USD)VRBO
- From $672 per night (USD)
VRBO
Central Chic: 3 Plush Units, Near Chicago Museum of Contemporary Art!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Experience the Windy City's elegance & charm from our central, downtown location This listing is for 3 separate rooms w ...
From $672 per night (USD)VRBO
- From $196 per night (USD)
VRBO
Chic Urban Oasis, Pet-Friendly Unit, Near The Art Institute of Chicago!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Experience the Windy City's elegance & charm from our central, downtown location This listing is for a room within a ho ...
From $196 per night (USD)VRBO
- From $290 per night (USD)
VRBO
Central Serenity, Cityscape Views Close To Field Museum of Natural History!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Experience the Windy City's elegance & charm from our central, downtown location This listing is for a room within a ho ...
From $290 per night (USD)VRBO
- From $201 per night (USD)
VRBO
Elegant Stay: Plush Unit With City Views, Close To Water Tower Chicago!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Experience the Windy City's elegance & charm from our central, downtown location This listing is for a room within a ho ...
From $201 per night (USD)VRBO
- From $224 per night (USD)
VRBO
Stay in Luxury Downtown! Pet-Friendly, Fitness Center!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Experience the Windy City's elegance & charm from our central, downtown location This listing is for a room within a ho ...
From $224 per night (USD)VRBO
- From $229 per night (USD)
VRBO
Luxury Boutique, Prime Spot, Pet-Friendly Unit!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Experience the Windy City's elegance & charm from our central, downtown location This listing is for a room within a ho ...
From $229 per night (USD)VRBO
- From $635 per night (USD)
VRBO
Luxury Loft Collection 01 - Terrace - River North
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 14
Summary: BRAND NEW LOFT IN RIVER NORTH! Enjoy your new private luxury loft in Chicago's newest and most luxurious build ...
From $635 per night (USD)VRBO
- From $536 per night (USD)
Expedia
Dtown Penthouse 3bd VIEWS+Parking +Gym+Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Feel at Home, Unwind, and Enjoy the amenities you deserve at our 3bed 2-Story Penthouse. Most homes don’t provide profe ...
From $536 per night (USD)Expedia
- From $513 per night (USD)
VRBO
City Escape! 4 Relaxing Units Minutes to SkyDeck Chicago and Lincoln Park Zoo!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
With a great location in a trendy neighborhood near shopping, dining, and attractions, this is the perfect spot for your ...
From $513 per night (USD)VRBO
- From $398 per night (USD)
VRBO
Your Home Away from Home! 3 Convenient Units, Pets Allowed! Minutes to Navy Pier
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
With a great location in a trendy neighborhood near shopping, dining, and attractions, this is the perfect spot for your ...
From $398 per night (USD)VRBO
- From $271 per night (USD)
VRBO
2 Charming Units in Trendy River North! Short Drive to Chicago O’Hare Airport!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
With a great location in a trendy neighborhood near shopping, dining, and attractions, this is the perfect spot for your ...
From $271 per night (USD)VRBO
- From $117 per night (USD)
VRBO
Ultimate Getaway! Pet-friendly Accommodation Closeto Navy Pier and 360 Chicago.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
With a great location in a trendy neighborhood near shopping, dining, and attractions, this is the perfect spot for your ...
From $117 per night (USD)VRBO
- From $155 per night (USD)
VRBO
River North Gem! Near Magnificent Mile and Chicago Riverwalk! Pets Allowed.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
With a great location in a trendy neighborhood near shopping, dining, and attractions, this is the perfect spot for your ...
From $155 per night (USD)VRBO
- From $656 per night (USD)
Expedia
Luxury Loft Collection 02 - Terrace - River North
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 14
Summary: BRAND NEW LOFT IN RIVER NORTH! Enjoy your new private luxury loft in Chicago's newest and most luxurious build ...
From $656 per night (USD)Expedia
- From $103 per night (USD)
VRBO
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 Chicago Loop furnished one bedroom apa ...
From $103 per night (USD)VRBO
- Click For Pricing
Expedia
Professional Hotel - Short distance to the AHR Expo
- Bedrooms:
- 3
- Bathrooms:
- 1
- Sleeps:
- 4
Rental would be perfect for the Annual AHR Expo at McCormick. The event for HVACR Manufacturers. Hotel Blake is a short ...
Click For PricingExpedia
- Click For Pricing
VRBO
Downtown Chicago Luxury Apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
We travel from time to time, and sublet our place while we are travelling. Luxury corner unit ~900 sq feet. Dining table ...
Click For PricingVRBO
- From $632 per night (USD)
Expedia
Gorgeous 3BR River North Condo - Free Parking
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Experience luxury in this stunning downtown Chicago condo, nestled in River North. Ideal for families & business travele ...
From $632 per night (USD)Expedia
- From $297 per night (USD)
VRBO
River North Hideaway w/Amazing Views and Parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This urban hideaway is in the heart of River North and offers amazing views, free parking and an in-unit washer and drye ...
From $297 per night (USD)VRBO
- From $485 per night (USD)
Expedia
Downtown Penthouse Lake Views #1|Gym, Parking+Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Feel at Home, Unwind, and Enjoy the amenities you deserve at our 2-Story Penthouse with Million $ Views. Guests love st ...
From $485 per night (USD)Expedia
- From $193 per night (USD)
VRBO
The Chicago Hotel Collection | Comfy Downtown Chicago Stay, Steps from Mag 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 $193 per night (USD)VRBO
- From $124 per night (USD)
VRBO
The Chicago Hotel Collection Magnificent Mile, Stylish Junior King Suite
- 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 $124 per night (USD)VRBO
- From $93 per night (USD)
VRBO
Upscale Living, Deluxe King, The Chicago Hotel Collection Magnificent Mile
- 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 $93 per night (USD)VRBO
- From $187 per night (USD)
VRBO
Shop Chicago and Relax by The Bean | City Viwes | 24-hour Gym | 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 $187 per night (USD)VRBO
- From $193 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 $193 per night (USD)VRBO
- From $83 per night (USD)
VRBO
Windy City Hideaway | Mag Mile Magic | Navy Pier | Pets Allowed
- 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 $83 per night (USD)VRBO
- From $93 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 $93 per night (USD)VRBO
- From $94 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 $94 per night (USD)VRBO
- From $281 per night (USD)
VRBO
Rooms for the Crew | 3 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 $281 per night (USD)VRBO
- From $281 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 $281 per night (USD)VRBO
- From $167 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 $167 per night (USD)VRBO
- From $2870 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 $2870 per night (USD)VRBO
- 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 $224 per night (USD)
Expedia
Downtown Park Mich Ave Penthouse - Rooftop & Gym
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Guests love staying with us because ...
From $224 per night (USD)Expedia
- From $190 per night (USD)
VRBO
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)VRBO
- From $759 per night (USD)
Expedia
Luxury Loft Collection 902 - Terrace - River North
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 14
Summary: BRAND NEW LOFT IN RIVER NORTH! Enjoy your new private luxury loft in Chicago's newest and most luxurious build ...
From $759 per night (USD)Expedia
- From $196 per night (USD)
VRBO
Downtown Delight: Chic Stay near Chicago Theater! Pets are welcome!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Experience the Windy City's elegance & charm from our central, downtown location This listing is for a room within a ho ...
From $196 per night (USD)VRBO
- From $196 per night (USD)
VRBO
Breath of Fresh Air! Near Willis Tower and Cloud Gate - The Bean, Pet-Friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Experience the Windy City's elegance & charm from our central, downtown location This listing is for a room within a ho ...
From $196 per night (USD)VRBO
- From $244 per night (USD)
VRBO
Deluxe River North 1BR w/ Gym, Pool & Roof, nr Riverwalk, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this charming River North furnished one bedroom ap ...
From $244 per night (USD)VRBO
- From $269 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 $269 per night (USD)Expedia
- Click For Pricing
VRBO
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 ...
Click For PricingVRBO
- From $291 per night (USD)
Expedia
Downtown 2bd #6 +Gym near Park, Lake, Museums
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Feel at Home, Unwind, and Enjoy the amenities you deserve right next to Grant Park! Guests love staying with us because ...
From $291 per night (USD)Expedia
- From $291 per night (USD)
VRBO
Downtown 2bd #5 +Gym near Park, Lake, Museums
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Feel at Home, Unwind, and Enjoy the amenities you deserve right next to Grant Park! Guests love staying with us because ...
From $291 per night (USD)VRBO
- From $410 per night (USD)
Expedia
Downtown 3bd #7 near Park+Museums
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Feel at Home, Unwind, and Enjoy the amenities you deserve right next to Grant Park! Guests love staying with us because ...
From $410 per night (USD)Expedia
- From $729 per night (USD)
VRBO
Exclusive 3BR with Views, Ideal for Tourists
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: 'The Rose' offers spacious urban living, steps from Millennium Park. With 90% of our reviews at 5 stars since 2 ...
From $729 per night (USD)VRBO
- From $392 per night (USD)
Expedia
Prime Loop Luxury + City & Train Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: 'The Daisy' offers a unique blend of luxury and convenience, perfect for business travelers and tourists. As ...
From $392 per night (USD)Expedia
- From $702 per night (USD)
VRBO
High-End 3BR Retreat + Steps to Millennium Park
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: 'The Tulip' offers a luxurious escape near top attractions, hosted by a professional team with a 5-year Superho ...
From $702 per night (USD)VRBO
- From $570 per night (USD)
Expedia
Modern 2BR in The Loop + Panoramic City Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Looking for a spotless stay in the heart of the action? 'The Violet' delivers, with unmatched city access and a ...
From $570 per night (USD)Expedia
- From $1025 per night (USD)
VRBO
Event Proximity + Unique Group Retreat in Loop
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Summary: Discover 'The Lotus,' your group's private sanctuary in the city, with two stylish apartments placing you steps ...
From $1025 per night (USD)VRBO
- From $1224 per night (USD)
VRBO
Ideal for Groups: Spacious 2BR in The Loop
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Summary: Discover 'The Poppy,' your group's vibrant home base in The Loop, offering two stylish apartments with breathta ...
From $1224 per night (USD)VRBO
- From $525 per night (USD)
VRBO
Stylish 2BR with Skyline Views Near Riverwalk
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Welcome to 'The Pine,' your stylish home base in the heart of the Windy City. You can relax in total comfort kn ...
From $525 per night (USD)VRBO
- From $1428 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 $1428 per night (USD)Expedia
- From $292 per night (USD)
VRBO
Downtown 2bd #4 - Near Grant Park, Museums, Lake
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Feel at Home, Unwind, and Enjoy the amenities you deserve right next to Grant Park! Guests love staying with us because ...
From $292 per night (USD)VRBO
- From $1453 per night (USD)
VRBO
3 Central Apartments Ideal for Groups
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 15
Summary: The ideal solution for your next corporate offsite, 'The Dahlia' offers spacious and sophisticated accommodatio ...
From $1453 per night (USD)VRBO
- From $572 per night (USD)
VRBO
Prime 2BR Retreat: Urban Vibes + Views Await
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: 'The Lotus' offers an unbeatable downtown experience for urban explorers, complete with remarkable city views a ...
From $572 per night (USD)VRBO
- From $551 per night (USD)
VRBO
Two 2BRs Near Millennium Park, Ideal for Groups
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Gather your favorite people at 'The Winfrey,' our exclusive offering of two luxury apartments, perfect for your ...
From $551 per night (USD)VRBO
- From $1153 per night (USD)
VRBO
Gold Coast Group Retreat + Breathtaking Views
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Discover the perfect group retreat in Chicago's Gold Coast, a collection of two modern 2BR apartments with priv ...
From $1153 per night (USD)VRBO
- From $114 per night (USD)
Expedia
Amazing River North 1BR w/ Entertainment Area, Pool & Gym, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this lovely one bedroom Blueground apartment. You’ll love coming h ...
From $114 per night (USD)Expedia
- From $1520 per night (USD)
VRBO
PH w/ Bean & Lake Views, An Elite Stay
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Summary: For travelers with uncompromising standards, 'The Orion' is an exclusive 3000ft² penthouse offering iconic The ...
From $1520 per night (USD)VRBO
- From $4468 per night (USD)
VRBO
Iconic Downtown Penthouses Getaway + City Views
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 15
Summary: 'The Lyra' pairs two exquisite penthouses for a unique Chicago experience perfect for groups seeking both leisu ...
From $4468 per night (USD)VRBO
- From $96 per night (USD)
VRBO
Blueground | South Loop 1bd apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this sophisticated one bedroom Blueground apartment. You’ll love c ...
From $96 per night (USD)VRBO
- From $512 per night (USD)
Expedia
Blueground | River North 2bd apartment
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Feel at home wherever you choose to live with Blueground. You’ll love this sophisticated Near North furnished two bedroo ...
From $512 per night (USD)Expedia
- From $132 per night (USD)
VRBO
Blueground | South Loop 1bd apartment
- 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 $132 per night (USD)VRBO
- From $238 per night (USD)
VRBO
Delightful Room w/ Whimsical Decor & Modern Amenities Near Magnificent Mile
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This listing is for a room within a hotel. ✦ Your room is 180 sq. ft, equipped with complimentary toiletries, high defi ...
From $238 per night (USD)VRBO
- From $238 per night (USD)
VRBO
Burnham King - Staypineapple Chicago Charm & Afternoon Delights in The Loop
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This listing is for a room within a hotel. ✦ Your room is 180 sq. ft, equipped with complimentary toiletries, high defi ...
From $238 per night (USD)VRBO
- From $410 per night (USD)
VRBO
Burnham Two Queen - Stylish Comfort by the Theatre District, 2 Units
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms. ✦ Each room is ...
From $410 per night (USD)VRBO
- From $410 per night (USD)
VRBO
2 Inviting Rooms for Groups w/ Afternoon Delights Near Millennium Park
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms. ✦ Each room is ...
From $410 per night (USD)VRBO
- From $197 per night (USD)
VRBO
Atwood Queen at Staypineapple - Pet-Friendly Bliss Near Millennium Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This listing is for a room within a hotel. ✦ Your room is 172 sq. ft, equipped with complimentary toiletries, high defi ...
From $197 per night (USD)VRBO




































































































