Near North Side (Chicago) Rentals
From $154 per night (USD)VRBO
Airy West Loop 1BR w/ Pool, Gym, nr. Fulton Market, 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 $154 per night (USD)VRBO
From $107 per night (USD)Expedia
Smart Lincoln Park Studio w/ W/D, Patio, walk to L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this studio apartment in Goose Island with views over the city. It’ll be easy to simp ...
From $107 per night (USD)Expedia
From $88 per night (USD)VRBO
Smart West Loop Studio w/ Pool, Gym, nr. Fulton Market, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in West Loop with views over the city. It’ll be easy to si ...
From $88 per night (USD)VRBO
From $113 per night (USD)Expedia
Trendy Lincoln Park Studio w/ W/D, Patio, walk to L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this pretty Goose Island furnished studio apartmen ...
From $113 per night (USD)Expedia
From $184 per night (USD)VRBO
Mod West Loop Studio w/ Gym, Pool, nr. Restaurant Row, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this studio apartment in West Loop with views over the city. It’ll be easy to simply ...
From $184 per night (USD)VRBO
From $269 per night (USD)Expedia
Amazing Gold Coast 2BR w/ Gym & Lounge, 1 block from L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Feel at home wherever you choose to live with Blueground. You’ll love this lovely Rush & Division furnished two bedroom ...
From $269 per night (USD)Expedia
From $280 per night (USD)VRBO
Ideal West Loop 2BR w/ Gym & Pool in heart of Greektown, 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 $280 per night (USD)VRBO
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MODERN APARTMENT OVERLOOKING DOWNTOWN CHICAGO!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This Unique Apartment Has A Style Of Its Own. This Fully Furnished 21st Fl Apartment Is Overlooking Michigan Ave In Down ...
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From $114 per night (USD)VRBO
Trendy Loop 1BR w/ Gym, Roof & Lounge, same block as L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Chicago Loop with high floor views over the city. It’ll ...
From $114 per night (USD)VRBO
From $290 per night (USD)VRBO
Vacation Day Is Always A Great Idea! Two Great Units, Close to Willis Tower
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Explore iconic Windy City hot spots just minutes from this downtown property This listing is for 2 separate rooms withi ...
From $290 per night (USD)VRBO
From $137 per night (USD)VRBO
Prime Location! Indoor Pool, Near Millenium Park, Shedd Aquarium, Willis Tower
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Explore iconic Windy City hot spots just minutes from this downtown property This listing is for a room within a hotel. ...
From $137 per night (USD)VRBO
From $137 per night (USD)VRBO
Prime Location! Indoor Pool, Near Millenium Park, Shedd Aquarium, Willis Tower
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Explore iconic Windy City hot spots just minutes from this downtown property This listing is for a room within a hotel. ...
From $137 per night (USD)VRBO
From $434 per night (USD)VRBO
Recharge & Relax! Three Comfortable Units for Group Travel Near Willis Tower
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Explore iconic Windy City hot spots just minutes from this downtown property This listing is for 3 separate rooms withi ...
From $434 per night (USD)VRBO
From $76 per night (USD)Expedia
Modern Gold Coast Studio w/ Doorman & Gym, 2 blocks to L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this spacious studio Blueground apartment. You’ll love coming home ...
From $76 per night (USD)Expedia
From $146 per night (USD)VRBO
Shop ‘til you drop on the Magnificent Mile! Rooftop Deck
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Explore iconic Windy City hot spots just minutes from this downtown property This listing is for a room within a hotel. ...
From $146 per night (USD)VRBO
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DOWNTOWN STUDIO BY RUSH STREET -GOLD COAST CENTER
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 60
Gold Coast is Downtown Chicago’s best neighborhood to be! This is an “Entire Space” private studio (Hotel size) only for ...
Click For PricingExpedia
From $241 per night (USD)VRBO
Upscale Loop 2BR w/ Gym & Doorman, same block as L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two bedroom apartment in Chicago Loop with views over the city. It’ll be easy to ...
From $241 per night (USD)VRBO
From $173 per night (USD)Expedia
Airy Gold Coast 2BR w/ Gym, Pool, near. Oak St. Beach, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Feel at home wherever you choose to live with Blueground. You’ll love this stylish Rush & Division furnished two bedroom ...
From $173 per night (USD)Expedia
From $143 per night (USD)VRBO
Ample West Loop 1BR w/ Pool, Gym, nr. Fulton Market, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this lovely West Loop furnished one bedroom apartm ...
From $143 per night (USD)VRBO
From $198 per night (USD)Expedia
Ideal Loop Studio w/ Pool, Gym, nr. Merchandise Mart & the L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this charming West Loop furnished studio apartment ...
From $198 per night (USD)Expedia
From $197 per night (USD)VRBO
Urban Loop Studio w/ Pool, Gym, nr. Financial District, 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 studio apartmen ...
From $197 per night (USD)VRBO
From $242 per night (USD)Expedia
Smart Loop 1BR w/ Gym, Pool, W/D, 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 $242 per night (USD)Expedia
From $88 per night (USD)VRBO
Luxe West Loop Studio w/ Gym & Pool in heart of Greektown, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this cozy Greektown furnished one bedroom apartmen ...
From $88 per night (USD)VRBO
From $430 per night (USD)Expedia
Spacious Townhome! 3 bedrooms & 2 complete bath and 2 outdoor Patios, Near Train
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Spectacular Entire Townhome in the hearth of the city! 3 stories and 1900 sq feet of living space for guests with 3 bedr ...
From $430 per night (USD)Expedia
From $430 per night (USD)VRBO
Amazing & Spacious 3 bed / 2 Bath Townhome Near Downtown, Steps from the train!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Urban Oasis in the hearth of the city enough space for the full Family! Amazing 3 level Spacious Townhome with gated fr ...
From $430 per night (USD)VRBO
From $202 per night (USD)Expedia
Premium Gold Coast 1BR w/ Doorman & Gym, 2 blocks 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 Gold Coast furnished one bedroom ap ...
From $202 per night (USD)Expedia
From $695 per night (USD)VRBO
Luxury Penthouse Loft - Heart of Fulton Market
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 16
Summary: NEW PENTHOUSE LOFT IN FULTON MARKET! Enjoy your own private luxury loft in Chicago's bustling Fulton Market-th ...
From $695 per night (USD)VRBO
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Upscale Home in Lincoln Park Minutes from Downtown
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Built-in 1890, this gorgeous fully-remodeled modern Victorian-era row house is located in the heart of Chicago’s histori ...
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From $532 per night (USD)VRBO
Stunning 3BR Penthouse in the Loop | Roof Deck
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: [NOTE: The main rooftop is currently closed for seasonal repairs and is slated to reopen in Spring 2026. The 2n ...
From $532 per night (USD)VRBO
From $599 per night (USD)VRBO
Modern 3BR Penthouse in the Loop | Roof Deck
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: [NOTE: The main rooftop is currently closed for seasonal repairs and is slated to reopen in Spring 2026. The 2n ...
From $599 per night (USD)VRBO
From $82 per night (USD)VRBO
Amazing West Loop Studio w/ W/D, Gym & Lounge, nr L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this stylish West Loop furnished studio apartment ...
From $82 per night (USD)VRBO
From $262 per night (USD)Expedia
Charming Lincoln Park 2BR w/ W/D, Gym & Roof, nr I-90, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two bedroom apartment in Lincoln Park with views over the city. It’ll be easy to ...
From $262 per night (USD)Expedia
From $119 per night (USD)VRBO
Amazing Gold Coast 1BR w/ Doorman & Gym, 2 blocks to L, 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 $119 per night (USD)VRBO
From $755 per night (USD)Expedia
EAST VILLAGE 4-LEVEL-HOUSE WITH 5 BATHS & COVERED ATTACHED GARAGE
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
2400 sf 4-story home in Chicago's East Village. 5 baths, spacious living rooms, fireplace, en-suite spa bath, 2 terraces ...
From $755 per night (USD)Expedia
From $462 per night (USD)VRBO
Chic Penthouse Corner 3BR Loft In Fulton Market | Featured In Architectural Dige
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
Summary: Stunning 2,500 square foot brick-and-timber luxury penthouse with 15 foot ceilings located in the heart of the ...
From $462 per night (USD)VRBO
From $184 per night (USD)Expedia
Amazing West Loop 1BR w/ Pool, Gym & Lounge, nr L, 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 $184 per night (USD)Expedia
From $100 per night (USD)VRBO
Luxe Loop Studio 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 sophisticated Chicago Loop furnished studio a ...
From $100 per night (USD)VRBO
From $134 per night (USD)Expedia
Modern West Loop Studio w/ Pool, Gym & Lounge, nr 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 $134 per night (USD)Expedia
From $226 per night (USD)VRBO
Sleek Loop Studio 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 cozy Chicago Loop furnished one bedroom apart ...
From $226 per night (USD)VRBO
From $222 per night (USD)VRBO
2/2 Apt in the City | Downtown Chicago
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Summary: LOCATION! LOCATION! LOCATION! DOWNTOWN CHICAGO! The perfect crash pad (*NO PARTIES*) to explore the heart o ...
From $222 per night (USD)VRBO
From $664 per night (USD)VRBO
Million Dollar Views! Luxury Downtown Skyhouse!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Stunning, Floor to Ceiling Panoramic Skyline Views from this Spacious 3-Bedroom, 2.5 Bath Apartment in the Sky! Located ...
From $664 per night (USD)VRBO
From $331 per night (USD)VRBO
Chic Corner 2BR in Streeterville | Roof Deck | Lake Views
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Stunning 1,200 square foot apartment with oversize windows, an open layout, and city/lake views in multiple dir ...
From $331 per night (USD)VRBO
From $114 per night (USD)VRBO
Roomy Lincoln Park 2BR w/ Lounge, Roof & Gym, near DePaul, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two bedroom apartment in Lincoln Park. It’ll be easy to simply show up and start ...
From $114 per night (USD)VRBO
From $108 per night (USD)Expedia
Sleek Lincoln Park 1BR w/ Lounge, Roof & Gym, near DePaul, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this beautiful Lincoln Park furnished one bedroom ...
From $108 per night (USD)Expedia
From $106 per night (USD)VRBO
Ideal Lincoln Park 1BR w/ Lounge, Roof & Gym, near DePaul, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this cheery Lincoln Park furnished one bedroom apa ...
From $106 per night (USD)VRBO
From $105 per night (USD)Expedia
Hip Lincoln Park Studio w/ Lounge, Roof & Gym, near DePaul, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this beautiful studio Blueground apartment. You’ll love coming hom ...
From $105 per night (USD)Expedia
From $188 per night (USD)VRBO
Modern 2 Bed/1 Bath condo. Great Location and Views
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Recently remodeled modern condo in a full amenity building which includes a 24hr doorman, outdoor pool, gym, and a sunde ...
From $188 per night (USD)VRBO
From $246 per night (USD)Expedia
Sunny Lincoln Park 2BR w/ Lounge, Roof & Gym, near DePaul, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two bedroom apartment in Lincoln Park with views over the city. It’ll be easy to ...
From $246 per night (USD)Expedia
From $324 per night (USD)VRBO
Lincoln Park Light Filled Loft
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Experience this unique Lincoln Park loft where you’ll love the open concept space, the floor to ceiling windows, & the c ...
From $324 per night (USD)VRBO
From $346 per night (USD)VRBO
Spectacular Penthouse Corner 2BR in Streeterville | Roof Deck | Lake Views
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Stunning 1,200 square foot top-floor corner penthouse with oversize windows, an open layout, and dramatic city ...
From $346 per night (USD)VRBO
From $90 per night (USD)VRBO
Hip Gold Coast Studio w/ Deck, Gym & Lounge, 1 block to L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Rush & Division with views over the city. It’ll be easy ...
From $90 per night (USD)VRBO
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Charming 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 PricingExpedia
From $855 per night (USD)VRBO
River North 3BR/2BA: HUGE, Parking, Center Chicago
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Experience an urban oasis unlike any other: - Complimentary parking for one vehicle in our attached lot - Spacious, re ...
From $855 per night (USD)VRBO
From $954 per night (USD)VRBO
Stylish 4 Bedroom / 4 bath in the Loop | Sleeps 12 | Roof Deck
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Summary: [NOTE: The main rooftop is currently closed for seasonal repairs and is slated to reopen in Spring 2026. The 2n ...
From $954 per night (USD)VRBO
From $483 per night (USD)VRBO
Stylish Corner 2 Bedroom in the Heart of Chicago | Roof Deck
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: [NOTE: The main rooftop is currently closed for seasonal repairs and is slated to reopen in Spring 2026. The 2n ...
From $483 per night (USD)VRBO
From $477 per night (USD)VRBO
Fabulous Corner 2 Bedroom in the Loop | Roof Deck
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: [NOTE: The main rooftop is currently closed for seasonal repairs and is slated to reopen in Spring 2026. The 2n ...
From $477 per night (USD)VRBO
From $184 per night (USD)VRBO
Cozy West Loop Studio w/ Pool, Gym, nr. Restaurant Row, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this charming studio Blueground apartment. You’ll love coming home ...
From $184 per night (USD)VRBO
From $158 per night (USD)Expedia
Gorgeous Loop 1BR w/ Gym, Pool, nr. Financial District, 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 $158 per night (USD)Expedia
From $127 per night (USD)VRBO
Mod West Loop 1BR w/ Pool, Gym, nr. Fulton Market & L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in West Loop with views over the city. It’ll be easy to si ...
From $127 per night (USD)VRBO
From $269 per night (USD)Expedia
Generous River North 3BR w/ Gym, Rooftop, walk to L & Park, by Blueground (ID #CHI324)
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Discover the best of Chicago, with this three bedroom apartment in River North with balcony views over the city. It’ll b ...
From $269 per night (USD)Expedia
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Rad West Loop 1BR w/ Pool, Gym, nr. Restaurant Row, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in West Loop with views over the city. It’ll be easy to si ...
Click For PricingVRBO
From $1187 per night (USD)Expedia
Downtown Sleep 20 | Mag Mile 6bd/6ba
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 16
𝐅𝐞𝐞𝐥 𝐚𝐭 𝐇𝐨𝐦𝐞, 𝐔𝐧𝐰𝐢𝐧𝐝, 𝐚𝐧𝐝 𝐄𝐧𝐣𝐨𝐲 𝐭𝐡𝐞 𝐚𝐦𝐞𝐧𝐢𝐭𝐢𝐞𝐬 𝐲𝐨𝐮 𝐝𝐞𝐬𝐞𝐫𝐯𝐞 𝐚𝐭 𝐨𝐮𝐫 𝐪𝐮 ...
From $1187 per night (USD)Expedia
From $128 per night (USD)VRBO
Classic Loop 1BR w/ Lounge, Gym & Roof Deck, steps to L, 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 $128 per night (USD)VRBO
From $1264 per night (USD)VRBO
Luxurious Duplex Penthouse in the Heart of Chicago ~ Outstanding Location!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 20
Luxurious Upscale Duplex Penthouse Property - Sleeps up to 14 people with over 5600 sq ft in this Duplex Penthouse! Rec ...
From $1264 per night (USD)VRBO
From $125 per night (USD)VRBO
Upscale Streeterville Studio w/ Dog Run & Deck, near Park, 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 $125 per night (USD)VRBO
From $614 per night (USD)Expedia
Magic Factory Loft 2East 4 Bd/3 Ba Families Groups
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
This is THE place to stay for all things Chicago. Everything you need is here: * Fabulous well stocked chef's kitch ...
From $614 per night (USD)Expedia
From $3119 per night (USD)VRBO
:: The Wolcott :: Modern Elegance at Its Finest
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 16
The Wolcott is a 6000 sq-ft, multi-level modern-contemporary masterpiece home with 4 fully-suited bedrooms, plus additi ...
From $3119 per night (USD)VRBO
From $163 per night (USD)Expedia
Premium West Loop 1BR w/ Pool, Gym & Lounge, nr L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in West Loop Gate. It’ll be easy to simply show up and sta ...
From $163 per night (USD)Expedia
From $412 per night (USD)VRBO
Stylish 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 panoramic lake an ...
From $412 per night (USD)VRBO
From $135 per night (USD)Expedia
Trendy West Loop 2BR w/ W/D, Gym & Lounge, nr L, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two bedroom apartment in West Loop with balcony views over the city. It’ll be ea ...
From $135 per night (USD)Expedia
From $109 per night (USD)VRBO
Lovely Loop 2BR w/ Doorman & Gym, steps to Shops, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two bedroom apartment in Chicago Loop with high floor views over the city. It’ll ...
From $109 per night (USD)VRBO
From $472 per night (USD)Expedia
Downtown Luxury + Unmatched Comfort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: Experience 'The Ford'—a thoughtfully designed 2BR apartment perfect for tourists seeking convenience near parks ...
From $472 per night (USD)Expedia
From $455 per night (USD)VRBO
Top Floor Views + Central Comfort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: From its spectacular skyline views to its perfect blend of space and convenience, 'The Windy' is a Chicago retr ...
From $455 per night (USD)VRBO
From $892 per night (USD)Expedia
Beautiful Modern Designer Home ~ Downtown - 4-Bed/4-Bath
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Modern, large, & art filled downtown townhouse in Chicago's happening RiverWest neighborhood. 3000+ sq ft 4-bedroom 3. ...
From $892 per night (USD)Expedia
From $569 per night (USD)VRBO
5-Star Gold Coast Experience in a Luxe 2BR Retreat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: Experience the best of Chicago in 'The Wicked,' a premium 2BR retreat offering panoramic skyline views. With 10 ...
From $569 per night (USD)VRBO
From $515 per night (USD)Expedia
2BR Retreat in Downtown + City Skyline Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: Ideal for tourists seeking spacious luxury in 'The Hamilton,' steps from Michigan Avenue. With 88% 5-star revie ...
From $515 per night (USD)Expedia
From $522 per night (USD)VRBO
Downtown 2BR Oasis: Skyline Views + Prime Location
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: Why settle for an ordinary trip? 'The Jersey' is your stylish retreat in the heart of the city's vibrant energy ...
From $522 per night (USD)VRBO
From $192 per night (USD)Expedia
Elegant Loop 1BR w/ Gym, Pool & Lounge, 1 block from L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Chicago Loop with balcony views over the city. It’ll be ...
From $192 per night (USD)Expedia
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 $498 per night (USD)VRBO
Modern Apartment with Private Rooftop Patio & Free Parking in Downtown Chicago
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
A beautiful modern 2450 sq feet apartment with a private rooftop deck, private patio and yard, brand new appliances, and ...
From $498 per night (USD)VRBO
From $186 per night (USD)Expedia
Live Like a Local at the Beachwood Inn! Private Balcony Overlooking One of Chicago's Best New Restaurants by AllSet Turnover
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Located on the second floor of Ina Mae Tavern & Packaged Goods, one of Chicago's best new restaurants, the Beachwood In ...
From $186 per night (USD)Expedia
Click For PricingVRBO
Cabin 204 by 747 Lofts
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
This studio apartment is in the perfect location in Chicago for getting to Downtown via the Blue Line L or to the Hot W ...
Click For PricingVRBO
From $377 per night (USD)Expedia
Converted Store Front Home Lets You Live Like a Local in the Heart of it All! by AllSet Turnover
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Two-level River West home great for travelers who want to see the best of Chicago (its neighborhoods!). The living room ...
From $377 per night (USD)Expedia
Click For PricingVRBO
Cabin 206 by 747 Lofts
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
This studio apartment is in the perfect location in Chicago for getting to Downtown via the Blue Line L or to the Hot W ...
Click For PricingVRBO
From $208 per night (USD)Expedia
PET FRIENDLY and Room for 7! Large Common Areas to Converse and Connect by AllSet Turnover
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
**Now hosting guests for stays 32 nights or longer** Staying in River West is the best way to see Chicago - plus you' ...
From $208 per night (USD)Expedia
From $289 per night (USD)VRBO
Free Parking! Designed for Work and Play - Perfect for Any Traveler with 2 Work Spaces and Old Town Charm by AllSet Turnover
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Plenty of space to spread out and relax! My two level townhome in the hot Old Town neighborhood makes for the perfect r ...
From $289 per night (USD)VRBO
From $155 per night (USD)Expedia
Cabin 201 by 747 Lofts
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This studio apartment is in the perfect location in Chicago for getting to Downtown via the Blue Line L or to the Hot W ...
From $155 per night (USD)Expedia
From $144 per night (USD)VRBO
Cabin 106 by 747 Lofts
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Unique space set up to be ADA accessible with wide walkways, step-free shower, bathroom grab bars, and open space benea ...
From $144 per night (USD)VRBO
From $159 per night (USD)Expedia
Cabin 301 by 747 Lofts
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This studio apartment is in the perfect location in Chicago for getting to Downtown via the Blue Line L or to the Hot W ...
From $159 per night (USD)Expedia
Click For PricingVRBO
Cabin 305 by 747 Lofts
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
This studio apartment is in the perfect location in Chicago for getting to Downtown via the Blue Line L or to the Hot W ...
Click For PricingVRBO
From $149 per night (USD)Expedia
Cabin 202 by 747 Lofts
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This studio apartment is in the perfect location in Chicago for getting to Downtown via the Blue Line L or to the Hot W ...
From $149 per night (USD)Expedia
From $165 per night (USD)VRBO
Perfect 1BR in Lincoln Park - Steps to DePaul! by AllSet Turnover
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This charming garden unit in Lincoln Park is ideally situated for any type of traveler! There are plenty of parks, dini ...
From $165 per night (USD)VRBO
Click For PricingExpedia
Cabin 205 by 747 Lofts
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
This studio apartment is in the perfect location in Chicago for getting to Downtown via the Blue Line L or to the Hot W ...
Click For PricingExpedia