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New East Side Rentals

From $468 per night (USD)
VRBO
Historic Charm + Modern Comfort for Tourists
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Summary: 'The Hudson' offers a spacious 2BR retreat steps from Millennium Park, designed for the modern traveler seeking ...
From $468 per night (USD)
VRBO
From $97 per night (USD)
Expedia
Modern 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 lovely River North furnished one bedroom apar ...
From $97 per night (USD)
Expedia
From $97 per night (USD)
VRBO
Bright River North 1BR w/ Gym, Pool & Roof, nr Riverwalk, 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 $97 per night (USD)
VRBO
From $96 per night (USD)
Expedia
Spacious 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 sophisticated River North furnished one bedro ...
From $96 per night (USD)
Expedia
From $209 per night (USD)
VRBO
Dreamy River North 1BR w/ Gym, Pool & Roof, nr Riverwalk, 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 $209 per night (USD)
VRBO
From $472 per night (USD)
Expedia
Prime Downtown 2BR with Resort Amenities
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Summary: Experience unparalleled convenience and luxury at 'The Kroc,' perfect for travelers seeking upscale urban livin ...
From $472 per night (USD)
Expedia
From $565 per night (USD)
VRBO
Gold Coast Luxury: 2BR with Sweeping City Vistas
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Summary: Stay in 'The Addams,' a prime 2BR with skyline views and a balcony, ideal for those seeking a memorable Chicago ...
From $565 per night (USD)
VRBO
From $468 per night (USD)
Expedia
Luxury 2BR near Millennium Park + 5-Star Reviews
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Summary: Ideal for travelers exploring the city, 'The Jones' blends historic charm with modern amenities, steps from top ...
From $468 per night (USD)
Expedia
From $125 per night (USD)
VRBO
Sleek Loop Studio w/ Pool, Gym & Lounge, near Riverwalk, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Show up and start living from day one in Chicago with this stylish studio Blueground apartment. You’ll love coming home ...
From $125 per night (USD)
VRBO
From $207 per night (USD)
Expedia
Ideal Gold Coast 1BR w/ Gym & Lounge, 1 block to L, 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 $207 per night (USD)
Expedia
From $140 per night (USD)
VRBO
Bright Loop 1BR w/ Gym & Doorman, nr L & Grant Park, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in Chicago Loop with views over the city. It’ll be easy to ...
From $140 per night (USD)
VRBO
From $215 per night (USD)
Expedia
Sunlit South Loop 1BR w/ Gym & Lounge, nr Grant Park, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in South Loop with balcony views over the city. It’ll be e ...
From $215 per night (USD)
Expedia
From $547 per night (USD)
VRBO
Captivating Corner PENTHOUSE w/ Lake and Skyline View
Bedrooms:
2
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)
VRBO
From $100 per night (USD)
Expedia
Trendy River North 1BR w/ Gym, Lounge & 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 stylish River North furnished one bedroom apa ...
From $100 per night (USD)
Expedia
From $169 per night (USD)
VRBO
Luxe River North 1BR w/ Gym, Lounge & Roof, nr Riverwalk, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Show up and start living from day one in Chicago with this pretty one bedroom Blueground apartment. You’ll love coming h ...
From $169 per night (USD)
VRBO
From $419 per night (USD)
VRBO
Corner 3BR in Streeterville | Views | Roof Deck
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Stunning 1,500+ square foot corner apartment with oversize windows, an open layout, and dramatic city and lake ...
From $419 per night (USD)
VRBO
From $407 per night (USD)
VRBO
Roomy Streeterville 2BR w/ Pool & Gym, nr Riverwalk, by Blueground
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Feel at home wherever you choose to live with Blueground. You’ll love this sophisticated Streeterville furnished two bed ...
From $407 per night (USD)
VRBO
From $269 per night (USD)
Expedia
Charming South Loop 1BR w/ Gym & Lounge, nr Grant Park, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this charming South Loop furnished one bedroom apa ...
From $269 per night (USD)
Expedia
Click For Pricing
VRBO
Sleek Loop 1BR w/ Gym, Pool & Lounge, 1 block from L, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this lovely Chicago Loop furnished one bedroom apa ...
Click For Pricing
VRBO
From $218 per night (USD)
Expedia
Ideal River North 1BR w/ Gym, Lounge & Roof, nr Riverwalk, 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 $218 per night (USD)
Expedia
From $244 per night (USD)
VRBO
Amazing Loop Studio w/ Pool & Gym, steps to L, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this beautiful Chicago Loop furnished one bedroom ...
From $244 per night (USD)
VRBO
From $149 per night (USD)
Expedia
Sunlit Streeterville 1BR w/ Pool & Gym, nr Riverwalk, 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 $149 per night (USD)
Expedia
From $893 per night (USD)
VRBO
870 1&2 - 2 Separate Suites in same building
Bedrooms:
3
Bathrooms:
4
Sleeps:
16
Summary: You will get 2 separate Suites that are directly next to each other. Each Suite has 2 bedrooms and 2 bathrooms. ...
From $893 per night (USD)
VRBO
From $1771 per night (USD)
Expedia
Downtown Mich Ave - 6 Penthouses, Sleep 25
Bedrooms:
9
Bathrooms:
10
Sleeps:
16
Feel at Home, Unwind, and Enjoy the amenities you deserve at our Michigan Ave Penthouse with 6 combined units! Guests l ...
From $1771 per night (USD)
Expedia
From $212 per night (USD)
VRBO
50th Floor Mag Mile Studio VIEW, Pool, Gym, Balcony
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
"Step into the vibrant heart of River North, where your window frames forever views and the sky blushes with the best s ...
From $212 per night (USD)
VRBO
From $463 per night (USD)
Expedia
DTown Penthouse 2bd +Parking, Gym, Pvt Patio, Pool
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Feel at Home, Unwind, and Enjoy the amenities you deserve next to Grant Park! Most homes don’t provide professional ser ...
From $463 per night (USD)
Expedia
From $486 per night (USD)
VRBO
Dtown Penthouse 11+Parking, Gym, Pvt Patio, Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Feel at Home, Unwind, and Enjoy the amenities you deserve next to Grant Park! Most homes don’t provide professional ser ...
From $486 per night (USD)
VRBO
From $200 per night (USD)
Expedia
Trendy Streeterville Studio w/ Pool & Gym, nr Navy Pier, 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 $200 per night (USD)
Expedia
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 $255 per night (USD)
VRBO
*Steps to Mag Mile, 2 BD , fast Wi-Fi, W&D
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Private 2BR apt. in vintage 3-flat in the heart of Chicago's Michigan Ave/Gold Coast neighborhood. Fantastic locations s ...
From $255 per night (USD)
VRBO
From $294 per night (USD)
VRBO
Steps to Mag Mile, 2 BD, fast Wi-Fi, W&D
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Private 2BR apt. in vintage 3-flat in the heart of Chicago's Michigan Ave/Gold Coast neighborhood. Fantastic locations s ...
From $294 per night (USD)
VRBO
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
$1 Bedroom Luxury on Grant Park - Chicago's \Front Lawn\$
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 Pricing
Expedia
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 $197 per night (USD)
VRBO
Ideal Mix of Comfort and Value! Free Breakfast, Near Water Tower Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
The property boasts a contemporary urban retreat, designed with spacious suites and fully equipped kitchens, perfect for ...
From $197 per night (USD)
VRBO
From $329 per night (USD)
VRBO
Making The Best Memories Along The Way! Free Breakfast, Pets Allowed
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
The property boasts a contemporary urban retreat, designed with spacious suites and fully equipped kitchens, perfect for ...
From $329 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 $92 per night (USD)
Expedia
Sunny River North 1BR w/ Gym & Coffee Shop, nr L & Beach, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this roomy Near North furnished one bedroom apartm ...
From $92 per night (USD)
Expedia
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 $154 per night (USD)
VRBO
Level Spacious one bedroom suite with king bed, walk-in closet, full kitchen.
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 $154 per night (USD)
VRBO
$Level River North Luxury Two Bedroom Suite\n$
From $261 per night (USD)
Expedia
Level River North Luxury Two Bedroom Suite\n
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
In a city known for its neighborhoods, River North stands out. You’ll find chic galleries, buzz-worthy restaurants and v ...
From $261 per night (USD)
Expedia
From $176 per night (USD)
VRBO
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)
VRBO
From $512 per night (USD)
VRBO
Gold Coast 3bed Penthouse w/ Private Terrace, Housekeeping, Laundry and Valet.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Private Furnished Terrace through tall glass doors from the Primary Suite on the second floor. Get all the comforts and ...
From $512 per night (USD)
VRBO
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 $298 per night (USD)
Expedia
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)
Expedia
From $215 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 $215 per night (USD)
VRBO
From $109 per night (USD)
Expedia
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)
Expedia
From $164 per night (USD)
VRBO
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)
VRBO
From $238 per night (USD)
Expedia
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)
Expedia
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)
Expedia
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)
Expedia
From $630 per night (USD)
VRBO
Luxury Loft Collection 03 - 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 $630 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
From $126 per night (USD)
Expedia
Exceptional River North 1BR w/ Pool, nr Riverwalk & L, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this lovely River North furnished one bedroom apar ...
From $126 per night (USD)
Expedia
From $99 per night (USD)
VRBO
Fab River North 1BR w/ Sky Terrace, Yoga Studio & Grills, 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 $99 per night (USD)
VRBO
From $553 per night (USD)
Expedia
Luxury 2BR on Michigan Ave with Private Balcony
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Summary: Ideal for tourists seeking an upscale stay, 'The Hermes' offers comfort and top-tier amenities just steps from ...
From $553 per night (USD)
Expedia
From $544 per night (USD)
VRBO
Elegant 2BR with Resort Amenities & City Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Summary: Why settle for anything less than the best for your Chicago trip? 'The Hermes' offers prime access to iconic at ...
From $544 per night (USD)
VRBO
From $503 per night (USD)
Expedia
2BR near Riverwalk + downtown access
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Summary: Ideal for tourism and relaxation, 'The Athena' offers a spacious 2BR retreat with a private balcony and stunnin ...
From $503 per night (USD)
Expedia
From $598 per night (USD)
VRBO
Luxury Meets Fun: Downtown PH w/ Private Game Room
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: 'The Zeus' is a stylish penthouse, perfect for travelers wanting a memorable Chicago experience. Our strong 8 ...
From $598 per night (USD)
VRBO
From $585 per night (USD)
Expedia
Gold Coast Gem: A 2BR Sanctuary w/ Stunning Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Summary: Discover 'The Lion,' designed for a seamless Chicago getaway with unparalleled views and incredible walkability ...
From $585 per night (USD)
Expedia
From $1121 per night (USD)
VRBO
Prime 2BR Apartments: Perfect Group Comfort
Bedrooms:
4
Bathrooms:
4
Sleeps:
14
Summary: Unwind at 'The Artemis'—two spacious 2BRs on the Magnificent Mile, ideally suited for tourists and business tra ...
From $1121 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 Pricing
Expedia
From $206 per night (USD)
VRBO
Ideal River North 1BR w/ River North 1BR w/ Pool, nr Riverwalk & L, 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 $206 per night (USD)
VRBO
From $132 per night (USD)
Expedia
Impeccable River North 1BR w/ Yoga Studio, nr Riverwalk, 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 $132 per night (USD)
Expedia
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 Pricing
VRBO
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

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