New East Side Rentals
- From $682 per night (USD)
VRBO
3B\/3BA Luxury Navy Pier Corner Sky Loft with Pool & Gym
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Perfectly located with the best of the city at your doorstep. This modern apartment is designed with a sweet co ...
From $682 per night (USD)VRBO
- From $437 per night (USD)
VRBO
3B\/2.5BA Luxury Glass Loft | Views, Pool, & Gym
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Be a part of Chicago’s skyline! This iconic 556ft tall skyscraper offers you comfort and luxury in one of the m ...
From $437 per night (USD)VRBO
- From $115 per night (USD)
VRBO
Airy Loop Studio w\/ Theater & Games, nr Millennium Park, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this cozy The Loop furnished one bedroom apartment ...
From $115 per night (USD)VRBO
- From $116 per night (USD)
Expedia
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 $116 per night (USD)Expedia
- From $495 per night (USD)
VRBO
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 $495 per night (USD)VRBO
- From $605 per night (USD)
Expedia
3B\/2BA Captivating Corner Apartment w\/ Pier Views, Pool & Gym
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Perfectly located with the best of the city at your doorstep. This modern apartment is designed with a sweet co ...
From $605 per night (USD)Expedia
- From $242 per night (USD)
VRBO
3B\/3BA Distinguished Penthouse w\/ Panoranic Views, Pool & Gym
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Summary: Perfectly located with the best of the city at your doorstep. This modern apartment is designed with a sweet co ...
From $242 per night (USD)VRBO
- From $190 per night (USD)
Expedia
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 $190 per night (USD)Expedia
- From $551 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 $551 per night (USD)VRBO
- From $551 per night (USD)
Expedia
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 $551 per night (USD)Expedia
- From $371 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 $371 per night (USD)VRBO
- From $290 per night (USD)
Expedia
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 $290 per night (USD)Expedia
- From $181 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 $181 per night (USD)VRBO
- From $1106 per night (USD)
Expedia
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 $1106 per night (USD)Expedia
- From $370 per night (USD)
VRBO
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 $370 per night (USD)VRBO
- From $112 per night (USD)
Expedia
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 $112 per night (USD)Expedia
- From $255 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 $255 per night (USD)VRBO
- From $124 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 $124 per night (USD)Expedia
- From $84 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 The Loop furnished one bedroom apartme ...
From $84 per night (USD)VRBO
- From $385 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 $385 per night (USD)VRBO
- From $421 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 $421 per night (USD)VRBO
- From $90 per night (USD)
Expedia
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 $90 per night (USD)Expedia
- From $1251 per night (USD)
VRBO
Downtown Penthouse 5bd\/4ba VIEWS, Parking, Gym, Pool
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Welcome to our Two 2-Story Downt ...
From $1251 per night (USD)VRBO
- From $983 per night (USD)
Expedia
Luxury Loft Collection 903 - Terrace - River North
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 16
Summary: BRAND NEW LOFT IN RIVER NORTH! Enjoy your new private luxury loft in Chicago's newest and most luxurious build ...
From $983 per night (USD)Expedia
- From $946 per night (USD)
VRBO
Luxury Loft Collection 902 - Terrace - River North
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 16
Summary: BRAND NEW LOFT IN RIVER NORTH! Enjoy your new private luxury loft in Chicago's newest and most luxurious build ...
From $946 per night (USD)VRBO
- From $281 per night (USD)
Expedia
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 $281 per night (USD)Expedia
- From $161 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 $161 per night (USD)VRBO
- From $140 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 $140 per night (USD)VRBO
- From $103 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 $103 per night (USD)VRBO
- From $347 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 $347 per night (USD)VRBO
- From $601 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 $601 per night (USD)VRBO
- From $169 per night (USD)
Expedia
Gorgeous South Loop 2BR w\/ Jacuzzi & Rooftop, nr Colleges, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two bedroom apartment in South Loop. with balcony views over the city. It’ll be ...
From $169 per night (USD)Expedia
- From $152 per night (USD)
VRBO
Gold Coast Luxury Condo w\/ Rooftop Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Summary: Enjoy a stylish experience at this centrally-located place.Located in the heart of Gold Coast, Chicago's most s ...
From $152 per night (USD)VRBO
- Click For Pricing
VRBO
Beautiful 2 bedroom 2 bathroom condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This 2 bedroom 2 bathroom condo is perfect for your Chicago stay. We offer all your essentials such as; toiletries, dish ...
Click For PricingVRBO
- From $329 per night (USD)
VRBO
UNIQUE VERSACE LOFT DOWNTOWN CHICAGO RiverNorth
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 5
Indulge in the ultimate luxury experience at our Versace-themed loft in downtown River North, Chicago. This one of a kin ...
From $329 per night (USD)VRBO
- Click For Pricing
VRBO
Paris Meets Chicago-Gem Downtown
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 9
Welcome to our spacious and modern condo located in the heart of River North, Chicago! Our beautiful condo can comfortab ...
Click For PricingVRBO
- From $154 per night (USD)
VRBO
Dreamy Streeterville Studio w\/ Pool & Gym, nr Navy Pier, 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’ ...
From $154 per night (USD)VRBO
- From $98 per night (USD)
Expedia
Deluxe Loop 1BR w\/ Gym & Doorman, nr L & Grant Park, 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 $98 per night (USD)Expedia
- From $163 per night (USD)
VRBO
Open Loop 2BR w\/ Lounge & Gym, nr Chicago Riverwalk, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Show up and start living from day one in Chicago with this pretty two bedroom Blueground apartment. You’ll love coming h ...
From $163 per night (USD)VRBO
- Click For Pricing
Expedia
Amazing Streeterville 2BR w\/ Gym & Pool, Ohio St beach, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Feel at home wherever you choose to live with Blueground. You’ll love this beautiful Streeterville furnished two bedroom ...
Click For PricingExpedia
- From $140 per night (USD)
VRBO
HUGE Luxury Loft in Downtown Chicago w\/ Gym, Skydeck, Theater, Game Room
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This furnished apartment is located in Streeterville. Home to iconic landmarks like Navy Pier and the Magnificent Mile, ...
From $140 per night (USD)VRBO
- From $704 per night (USD)
Expedia
Brilliant Downtown Chicago 3-Bedroom Condominium
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Situated in the heart of downtown Chicago, right next to the Godfrey hotel, this spacious and modern 3-bedroom, 2-bathro ...
From $704 per night (USD)Expedia
- From $331 per night (USD)
VRBO
Kasa | Trendy Space with City Views | Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: With Oak Street Beach, Michigan Avenue, and Gold Coast all within walking distance, Our Kasas are well-connecte ...
From $331 per night (USD)VRBO
- From $116 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 $116 per night (USD)Expedia
- From $346 per night (USD)
VRBO
The Guild #4 Mag Mile, Gold Coast, Downtown Spacious 1bd\/1ba
- Bedrooms:
- 1
- Bathrooms:
- 1
- 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 $346 per night (USD)VRBO
- From $481 per night (USD)
Expedia
The Guild #2 Gold Coast Mag Mile Downtown Spacious 2bd\/2ba
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $481 per night (USD)Expedia
- From $375 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 $375 per night (USD)VRBO
- From $395 per night (USD)
VRBO
Kasa | Comfy 1BD\/1BA in River North | Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: With Oak Street Beach, Michigan Avenue, and Gold Coast all within walking distance, Our Kasas are well-connecte ...
From $395 per night (USD)VRBO
- From $361 per night (USD)
VRBO
Kasa | Walk to Lincoln Park Zoo | Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: With Oak Street Beach, Michigan Avenue, and Gold Coast all within walking distance, Our Kasas are well-connecte ...
From $361 per night (USD)VRBO
- From $518 per night (USD)
VRBO
Best location downtown - River North near MagMile!
- 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 $518 per night (USD)VRBO
- From $209 per night (USD)
VRBO
57 #3 - Gold Coast Getaway Suite 3 - Sleeps 6
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Our beautiful Brownstone Apartment is located in the heart of bustling GOLD COAST on a street shared with homes owned by ...
From $209 per night (USD)VRBO
- From $120 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 $120 per night (USD)Expedia
- From $182 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 $182 per night (USD)VRBO
- From $114 per night (USD)
Expedia
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 $114 per night (USD)Expedia
- From $94 per night (USD)
VRBO
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 $94 per night (USD)VRBO
- From $170 per night (USD)
Expedia
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 $170 per night (USD)Expedia
- From $168 per night (USD)
VRBO
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 $168 per night (USD)VRBO
- From $107 per night (USD)
Expedia
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 $107 per night (USD)Expedia
- From $112 per night (USD)
VRBO
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 $112 per night (USD)VRBO
- From $83 per night (USD)
VRBO
Hip River North 1BR w\/ Gym + Pool + W\/D near Mag Mile by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this sophisticated River North furnished one-bedro ...
From $83 per night (USD)VRBO
- From $120 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 $120 per night (USD)VRBO
- From $143 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 $143 per night (USD)Expedia
- From $115 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 $115 per night (USD)VRBO
- From $108 per night (USD)
Expedia
Bright Loop 1BR w\/ Gym, Roofdeck, nr. Financial District, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
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 $108 per night (USD)Expedia
- From $138 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 $138 per night (USD)VRBO
- From $211 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 $211 per night (USD)Expedia
- From $361 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 $361 per night (USD)VRBO
- From $337 per night (USD)
Expedia
52nd floor, VIEW, Pool, Balcony, Fitness Center, Grocery Store
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Penthouse #10 is a magnificent unique rental in Chicago. Towering 50+ floor above the city, with dramatic living areas , ...
From $337 per night (USD)Expedia
- From $398 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 $398 per night (USD)VRBO
- From $356 per night (USD)
VRBO
Kasa | Take in the Sites on Your Balcony | Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: With Oak Street Beach, Michigan Avenue, and Gold Coast all within walking distance, Our Kasas are well-connecte ...
From $356 per night (USD)VRBO
- From $381 per night (USD)
VRBO
Kasa | River North 1BD Nearby Shopping | Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: With Oak Street Beach, Michigan Avenue, and Gold Coast all within walking distance, Our Kasas are well-connecte ...
From $381 per night (USD)VRBO
- From $353 per night (USD)
VRBO
Kasa | Long Term Stay in Downtown, Nearby Whole Foods | Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: With Oak Street Beach, Michigan Avenue, and Gold Coast all within walking distance, Our Kasas are well-connecte ...
From $353 per night (USD)VRBO
- From $355 per night (USD)
VRBO
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 $355 per night (USD)VRBO
- From $456 per night (USD)
Expedia
The Guild #1, Gold Coast Mag Mile Downtown 2bd\/2ba
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $456 per night (USD)Expedia
- From $124 per night (USD)
VRBO
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 $124 per night (USD)VRBO
- From $158 per night (USD)
VRBO
Stylish Streeterville 2BR w\/ Deck & Gym, near Beach & Park, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two-bedroom Streeterville apartment with views over the city. It’ll be easy to ...
From $158 per night (USD)VRBO
- Click For Pricing
VRBO
Deluxe Streeterville 1BR w\/ Gym & Pool, close to Beach, 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 ...
Click For PricingVRBO
- From $132 per night (USD)
VRBO
Elegant Loop 1BR w\/ W\/D, Gym, Rooftop Pool, 2 blocks to L, by Blueground
- 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 $132 per night (USD)VRBO
- From $108 per night (USD)
VRBO
Bright Loop 1BR w\/ Gym, Pool, nr. Financial District, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this cheery one bedroom Blueground apartment. You’ll love coming h ...
From $108 per night (USD)VRBO
- From $109 per night (USD)
Expedia
Ideal Loop 1BR w\/ Roof deck & Gym, near Michigan Avenue, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this beautiful The Loop furnished one bedroom apar ...
From $109 per night (USD)Expedia
- From $145 per night (USD)
VRBO
Spacious Loop 1BR w\/ Pool, Gym, nr. the L & Riverwalk, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this charming The Loop furnished one bedroom apart ...
From $145 per night (USD)VRBO
- From $473 per night (USD)
VRBO
Kasa | Bright & Airy 2 BD + Fast Wifi | River North Chicago
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: Halfway between Old Town and River North, our Kasa offers comfort, class, and convenience. Situated in a brand ...
From $473 per night (USD)VRBO
- From $277 per night (USD)
VRBO
Kasa | Modern Studio + Rooftop Sundeck | River North Chicago
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Summary: Halfway between Old Town and River North, our Kasa offers comfort, class, and convenience. Situated in a brand ...
From $277 per night (USD)VRBO
- From $269 per night (USD)
VRBO
Kasa | Stylish Studio + Gym Access | River North Chicago
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Summary: Halfway between Old Town and River North, our Kasa offers comfort, class, and convenience. Situated in a brand ...
From $269 per night (USD)VRBO
- From $277 per night (USD)
VRBO
Kasa | Relaxing Studio + Laptop Friendly | River North Chicago
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Summary: Halfway between Old Town and River North, our Kasa offers comfort, class, and convenience. Situated in a brand ...
From $277 per night (USD)VRBO
- From $347 per night (USD)
VRBO
Kasa | Modern 1 BD + Pool Access |River North Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: Halfway between Old Town and River North, our Kasa offers comfort, class, and convenience. Situated in a brand ...
From $347 per night (USD)VRBO
- From $312 per night (USD)
VRBO
Kasa | Modern Studio + Near the Magnificent Mile | River North Chicago
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Summary: Halfway between Old Town and River North, our Kasa offers comfort, class, and convenience. Situated in a brand ...
From $312 per night (USD)VRBO
- From $294 per night (USD)
VRBO
Kasa | Bright & Airy Studio + Pool Access | River North Chicago
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Summary: Halfway between Old Town and River North, our Kasa offers comfort, class, and convenience. Situated in a brand ...
From $294 per night (USD)VRBO
- From $303 per night (USD)
VRBO
Kasa | Fresh & Bright Studio + Pet Friendly | River North Chicago
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Summary: Halfway between Old Town and River North, our Kasa offers comfort, class, and convenience. Situated in a brand ...
From $303 per night (USD)VRBO
- From $345 per night (USD)
VRBO
Kasa | Welcoming 1 BD + Gym Access | River North Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: Halfway between Old Town and River North, our Kasa offers comfort, class, and convenience. Situated in a brand ...
From $345 per night (USD)VRBO
- From $307 per night (USD)
VRBO
Kasa | Inviting Studio + Rooftop Sundeck | River North Chicago
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Summary: Halfway between Old Town and River North, our Kasa offers comfort, class, and convenience. Situated in a brand ...
From $307 per night (USD)VRBO
- From $293 per night (USD)
VRBO
Kasa | Inviting Studio + Pet Friendly | River North Chicago
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Summary: Halfway between Old Town and River North, our Kasa offers comfort, class, and convenience. Situated in a brand ...
From $293 per night (USD)VRBO
- From $309 per night (USD)
VRBO
Kasa | Welcoming Studio + Near Upscale Eateries | River North Chicago
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Summary: Halfway between Old Town and River North, our Kasa offers comfort, class, and convenience. Situated in a brand ...
From $309 per night (USD)VRBO
- From $487 per night (USD)
VRBO
Kasa | Fresh & Bright 2 BD + Laptop Friendly | River North Chicago
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: Halfway between Old Town and River North, our Kasa offers comfort, class, and convenience. Situated in a brand ...
From $487 per night (USD)VRBO
- From $286 per night (USD)
VRBO
Kasa | Comfy Studio + Fast Wifi | River North Chicago
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Summary: Halfway between Old Town and River North, our Kasa offers comfort, class, and convenience. Situated in a brand ...
From $286 per night (USD)VRBO
- From $356 per night (USD)
VRBO
Kasa | Inviting 1 BD + Pet Friendly | River North Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: Halfway between Old Town and River North, our Kasa offers comfort, class, and convenience. Situated in a brand ...
From $356 per night (USD)VRBO
- From $728 per night (USD)
VRBO
811 PHA - Stunning Penthouse - Downtown River North
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 13
Absolutely stunning penthouse in a BRAND NEW BUILDING downtown with spectacular city view from your very own private roo ...
From $728 per night (USD)VRBO
- From $443 per night (USD)
VRBO
Best location downtown - River North near Mag Mile
- 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 $443 per night (USD)VRBO
- From $525 per night (USD)
VRBO
858 3S - Luxury Downtown Penthouse with Private Rooftop!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 10
BRAND NEW 2020 REMODEL BUILT SPECIFICALLY FOR AIRBNB!! The entire property is designed by a famous Chicago Designer usi ...
From $525 per night (USD)VRBO
- From $476 per night (USD)
VRBO
Beautiful Corner 2 Bedroom in the Loop | Roof Deck
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: This corner apartment is in a perfect location with panoramic city views in multiple directions. With over 1,20 ...
From $476 per night (USD)VRBO