Near North Side (Chicago) Rentals
From $618 per night (USD)VRBO
Mag Mile Retreat: Stunning Views, High-End 2BR
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: Enjoy a comfortable stay in 'The Wicked', our centrally located 2BR apartment, offering stunning views of the C ...
From $618 per night (USD)VRBO
From $685 per night (USD)Expedia
River North 2BR: High Ceilings, Comfort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: Experience a stylish escape in 'The Hamilton', our high-end 2BR apartment nestled in the prime location of Chic ...
From $685 per night (USD)Expedia
From $595 per night (USD)VRBO
Exclusive Gold Coast 2BR: Balcony, Walkable
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: Experience the vibrant energy of downtown Chicago from 'The Jersey', our chic 2BR apartment, ideally located st ...
From $595 per night (USD)VRBO
From $108 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 $108 per night (USD)Expedia
From $128 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 $128 per night (USD)VRBO
From $104 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 $104 per night (USD)Expedia
From $402 per night (USD)VRBO
#1413 - Kasa Magnificent Mile Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $402 per night (USD)VRBO
From $286 per night (USD)VRBO
#2010 - Kasa Magnificent Mile Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $286 per night (USD)VRBO
From $548 per night (USD)VRBO
#1802 - Kasa Magnificent Mile Chicago
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $548 per night (USD)VRBO
From $337 per night (USD)VRBO
#1110 - Kasa Magnificent Mile Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $337 per night (USD)VRBO
From $2219 per night (USD)VRBO
GROUP LUX in Old Town/Gold Coast (+private roof)
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Chicago's top getaway spot! Guests love this home because: - Steps away from top-notch restaurants/entertainment on b ...
From $2219 per night (USD)VRBO
From $180 per night (USD)Expedia
Premium Gold Coast 2BR w/ Gym & Lounge, 1 block to L, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two bedroom apartment in Rush & Division with balcony views over the city. It’ll ...
From $180 per night (USD)Expedia
From $189 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 $189 per night (USD)VRBO
From $320 per night (USD)VRBO
#2013 - Kasa Magnificent Mile Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $320 per night (USD)VRBO
From $654 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 $654 per night (USD)VRBO
From $170 per night (USD)Expedia
Luxury condo close to Magnificent Mile
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Elegance awaits! Rare 2 bed / 2 completely renovated and professionally redesigned as luxury in town residence. Lightly ...
From $170 per night (USD)Expedia
From $169 per night (USD)VRBO
Classic Gold Coast 1BR 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 $169 per night (USD)VRBO
From $182 per night (USD)Expedia
Ideal Streeterville 1BR w/ Pool & Deck, near Beach & 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 $182 per night (USD)Expedia
From $110 per night (USD)VRBO
Amazing Gold Coast 1BR 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 $110 per night (USD)VRBO
From $1882 per night (USD)Expedia
Luxury House in the heart of Old Town with Parking
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 12
Our custom-built house is perfect for a group of guests wanting to experience Chicago to its fullest. The home is a bran ...
From $1882 per night (USD)Expedia
From $780 per night (USD)VRBO
3 Classy Units Just Minutes from Shores of Lake Michigan–Navy Pier
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Make this downtown property your home base for adventure in the Windy City! Head to the rooftop deck with panoramic view ...
From $780 per night (USD)VRBO
From $812 per night (USD)VRBO
Group Vacation! 4 Comfortable Units, Indoor Pool, Rooftop Deck
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Explore iconic Windy City hot spots just minutes from this downtown property This listing is for 4 separate rooms withi ...
From $812 per night (USD)VRBO
From $177 per night (USD)VRBO
Perfect Destination! Onsite Bar and Restaurant, Close to Shedd Aquarium
- 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 $177 per night (USD)VRBO
From $1030 per night (USD)VRBO
Family & Friends Escape! 4 Spacious Units, Near Magnificent Mile Shopping
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Make this downtown property your home base for adventure in the Windy City! Head to the rooftop deck with panoramic view ...
From $1030 per night (USD)VRBO
From $260 per night (USD)VRBO
Windy City Getaway! Minutes to Navy Pier, Field Museum, Shedd Aquarium
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Make this downtown property your home base for adventure in the Windy City! Head to the rooftop deck with panoramic view ...
From $260 per night (USD)VRBO
From $340 per night (USD)VRBO
#1409 - Kasa Magnificent Mile Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $340 per night (USD)VRBO
From $394 per night (USD)VRBO
#1615 - Kasa Magnificent Mile Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $394 per night (USD)VRBO
From $389 per night (USD)VRBO
#1616 - Kasa Magnificent Mile Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $389 per night (USD)VRBO
From $390 per night (USD)VRBO
#1813 - Kasa Magnificent Mile Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $390 per night (USD)VRBO
From $392 per night (USD)VRBO
#1612 - Kasa Magnificent Mile Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $392 per night (USD)VRBO
From $128 per night (USD)VRBO
Studio flat in the heart of Chicago's Gold Coast
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Come stay in our one-bedroom studio apartment with a fully equipped kitchen and bathroom. Take in the perks of ...
From $128 per night (USD)VRBO
From $905 per night (USD)Expedia
Lovely 4 Bedroom Spot located in Charming Old Town
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 13
Huge, 2500 sqft Condo in Chicago's most Exciting, Safe, and Historic Neighborhood: Old Town. This is a Private, Full Flo ...
From $905 per night (USD)Expedia
From $178 per night (USD)VRBO
Sleek River North 1BR w/ Gym, Lounge & Roof, 1 block to 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 $178 per night (USD)VRBO
From $406 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 $406 per night (USD)VRBO
From $177 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 $177 per night (USD)VRBO
From $177 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 $177 per night (USD)VRBO
From $609 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 $609 per night (USD)VRBO
From $204 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 $204 per night (USD)VRBO
From $339 per night (USD)VRBO
#1109 - Kasa Magnificent Mile Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $339 per night (USD)VRBO
From $317 per night (USD)VRBO
#1808 - Kasa Magnificent Mile Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $317 per night (USD)VRBO
From $487 per night (USD)VRBO
#2001 - Kasa Magnificent Mile Chicago
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $487 per night (USD)VRBO
From $341 per night (USD)Expedia
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 $341 per night (USD)Expedia
Click For PricingExpedia
Chic West Loop 2BR w/ Theater & Gym, nr Restaurant Row, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Show up and start living from day one in Chicago with this stylish two bedroom Blueground apartment. You’ll love coming ...
Click For PricingExpedia
From $196 per night (USD)Expedia
Trendy Loop Jr 1BR w/ Game Room, nr Park & Riverwalk, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this pretty Chicago Loop furnished one bedroom apa ...
From $196 per night (USD)Expedia
From $420 per night (USD)VRBO
3BD West Town Gem: Explore the Windy City in Style
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our stylish 3-bed, 2-bath Condo in the heart of Chicago's vibrant West Town. Designed for your comfort, it's ...
From $420 per night (USD)VRBO
From $155 per night (USD)Expedia
Ideal West Loop Jr 1BR w/ Rooftop, Gym & Grills, nr Park, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this stylish Fulton Market District furnished one ...
From $155 per night (USD)Expedia
From $189 per night (USD)VRBO
Trendy River North 1BR w/ Pool & Gym, near Riverwalk, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in River North with views over the city. It’ll be easy to ...
From $189 per night (USD)VRBO
From $235 per night (USD)Expedia
Fabulous West Loop 2BR w/ Rooftop & Dog Wash, nr 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 $235 per night (USD)Expedia
Click For PricingVRBO
Windy City 2BD: Mins from Downtown & Laundry
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Prime Location 2BR, just about 3 miles from Downtown Chicago Loop. This unit is centrally located in one of Chicago's mo ...
Click For PricingVRBO
From $133 per night (USD)Expedia
Exquisite West Loop Jr 1BR w/ Gym & Rooftop, nr Union Park, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Fulton Market District. It’ll be easy to simply show up ...
From $133 per night (USD)Expedia
From $272 per night (USD)VRBO
Chic 2-bedroom in center of Lincoln Park/Depaul/Wrigley + Parking
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Chic garden unit in the heart of Chicago's popular Lincoln Park. Steps to public trains that will take you all over Chic ...
From $272 per night (USD)VRBO
From $303 per night (USD)Expedia
Suite 2 on Southport 4 Queen Beds
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Summary: Check out our brand new construction Suite on Southport Ave. Centrally located in the world famous Lincoln Park ...
From $303 per night (USD)Expedia
From $354 per night (USD)VRBO
Cozy 2-bedroom apartment in welcoming Chicago in the Wicker Park area
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Unwind in the stylish two-bedroom apt on Beach Street, a street in Chicago. The city is full of award-winning restaurant ...
From $354 per night (USD)VRBO
From $387 per night (USD)Expedia
Rest Easy in the East Village - Quiet Street Only Steps to Top Restaurants, Bars, and Public Transportation by AllSet Turnover
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Stay in the best location in the heart of the East Village/Wicker Park neighborhoods! Located on a quiet tree-lined str ...
From $387 per night (USD)Expedia
From $359 per night (USD)VRBO
Downtown Delight: Chic Stay near Chicago Theater! Pets are welcome!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Each elegantly designed room at the hotel comes with plush bedding and modern amenities to ensure a comfortable experien ...
From $359 per night (USD)VRBO
From $309 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 $309 per night (USD)VRBO
From $1085 per night (USD)VRBO
2 Connecting Suites at a 4⭐️ Hotel
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Delight in exclusive access to the Club Lounge in the Executive Suite at the Renaissance Chicago Downtown Hotel. This 80 ...
From $1085 per night (USD)VRBO
From $589 per night (USD)Expedia
Loop City Views: 2BR Apt, Near Riverwalk
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: 'The Pine', your perfect base for exploring the Windy City! This stylish apartment offers resort-style amenitie ...
From $589 per night (USD)Expedia
From $1589 per night (USD)VRBO
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 $1589 per night (USD)VRBO
From $1001 per night (USD)Expedia
Beautiful, cozy, stylish Bucktown, Wicker Park House, perfect Chicago location.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to Rainbow Guest House. This is a designer owned, fully decorated house located in a perfect Bucktown/Wicker Par ...
From $1001 per night (USD)Expedia
From $562 per night (USD)VRBO
Urban Retreat: 2BR, City Views, Near Shops
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Embrace the vibrant energy of Chicago at 'The Violet', a modern 2BR apartment in The Loop. Enjoy panoramic city ...
From $562 per night (USD)VRBO
From $264 per night (USD)Expedia
Cozy 2BR-2BTH Oasis Near West Loop-Downtown Chicago!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Charming 2-Bedroom, 2-Bathroom Oasis in Prime West Town Location Discover the perfect blend of comfort and convenience ...
From $264 per night (USD)Expedia
From $697 per night (USD)VRBO
Discover Downtown from Our Well-Appointed Space | 2 Suites
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 10
Downtown at Your Doorstep: In the vibrant Loop's heart, our boutique hotel is an urban oasis. Near the Art Institute & M ...
From $697 per night (USD)VRBO
From $169 per night (USD)Expedia
Hip West Loop 1BR w/ Gym, Pet Area, Rooftop, W/D & Gym, 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 $169 per night (USD)Expedia
From $201 per night (USD)VRBO
Sweet West Loop 2BR w/ Rooftop, Spa, Pool & Gym, 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 $201 per night (USD)VRBO
From $245 per night (USD)VRBO
Suite Dreams • Designer Style • Central • Sleeps 6
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Your Stylish Home Base in Pilsen: Modern 3BR/2BA condo located in the vibrant East Pilsen/University Village ...
From $245 per night (USD)VRBO
From $441 per night (USD)VRBO
Chic Stay in River North: Luxury Suites, Top Amenities, Near Arts & Nightlife!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
In a city known for its neighborhoods, River North stands out. You’ll find chic galleries, buzz-worthy restaurants and v ...
From $441 per night (USD)VRBO
From $118 per night (USD)Expedia
Blueground | West Loop, gym & bbq, nr Willis Tower
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in West Loop Gate with views over the city. It’ll be easy ...
From $118 per night (USD)Expedia
From $1632 per night (USD)VRBO
Luxury West Loop Stay: Modern Suites w/ Balcony, Resort Amenities & City Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled in Chicago's vibrant West Loop, Level Fulton Market brings an unparalleled hospitality experience with modern st ...
From $1632 per night (USD)VRBO
From $703 per night (USD)VRBO
Luxury West Loop Rentals: Modern Suites w/ City Views & Resort Amenities
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Nestled in Chicago's vibrant West Loop, Level Fulton Market brings an unparalleled hospitality experience with modern st ...
From $703 per night (USD)VRBO
From $536 per night (USD)VRBO
Luxury Suites in Chicago's West Loop – Steps from Dining, Shopping & Attractions
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Nestled in Chicago's vibrant West Loop, Level Fulton Market brings an unparalleled hospitality experience with modern st ...
From $536 per night (USD)VRBO
From $887 per night (USD)VRBO
Luxury Suites in Chicago's West Loop – Modern Comfort Meets Vibrant City Life
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Nestled in Chicago's vibrant West Loop, Level Fulton Market brings an unparalleled hospitality experience with modern st ...
From $887 per night (USD)VRBO
From $197 per night (USD)VRBO
Blueground | The Loop, pool & w/d, nr park
- 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 $197 per night (USD)VRBO
From $176 per night (USD)Expedia
Blueground | The Loop, pool & w/d, nr park
- 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 $176 per night (USD)Expedia
From $134 per night (USD)VRBO
Blueground | West Loop, pool & gym, nr Willis
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this comfortable West Loop Gate furnished one bedr ...
From $134 per night (USD)VRBO
From $324 per night (USD)Expedia
Modern Ukrainian Village Oasis
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your stylish retreat in Chicago’s vibrant Ukrainian Village! This newly renovated, modern condo offers two sp ...
From $324 per night (USD)Expedia
From $112 per night (USD)VRBO
Blueground | Lakeshore East, pool & w/d, nr park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in New Eastside with balcony views over the city. It’ll be ...
From $112 per night (USD)VRBO
From $225 per night (USD)Expedia
Blueground | Lakeshore East, pool & w/d, nr park
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Show up and start living from day one in Chicago with this charming two bedroom Blueground apartment. You’ll love coming ...
From $225 per night (USD)Expedia
From $145 per night (USD)VRBO
Outstanding W Loop 1BR w/ Gym, Pool, Rooftop, Spa & W/D, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Fulton Market District with views over the city. It’ll ...
From $145 per night (USD)VRBO
From $427 per night (USD)Expedia
Chicago West Town Row House
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 10
Located in Chicago’s West Town neighborhood, you, your family and friends will be close to everything when you stay at t ...
From $427 per night (USD)Expedia
From $1738 per night (USD)VRBO
West Loop Group Retreat: 2 Penthouses, Balconies
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
Summary: Imagine your entire group enjoying a seamless Chicago experience at 'The Adler', our exclusive collection of tw ...
From $1738 per night (USD)VRBO
From $2295 per night (USD)Expedia
Luxury Downtown PH: Bean & Lake Views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Summary: Chicago's Exclusive Orion Penthouse! Wake to breathtaking Bean & Park views from your 21st-floor, 3000ft² haven ...
From $2295 per night (USD)Expedia
From $1480 per night (USD)VRBO
Great Relaxing Overnight Stay! 4 Units with City View, Pets Are Welcome!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Located Downtown near Chicago River, enjoy bars & restaurants all by walking distance. For sports fans, Soldier Field, W ...
From $1480 per night (USD)VRBO
From $1669 per night (USD)VRBO
Making The Best Memories Along The Way! 4 Units with City View, Pets Are Welcome
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Located Downtown near Chicago River, enjoy bars & restaurants all by walking distance. For sports fans, Soldier Field, W ...
From $1669 per night (USD)VRBO
From $839 per night (USD)VRBO
Better Choice for your Vacation! 2 Relaxing Units with City View, Pets Allowed!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Located Downtown near Chicago River, enjoy bars & restaurants all by walking distance. For sports fans, Soldier Field, W ...
From $839 per night (USD)VRBO
From $1260 per night (USD)VRBO
Everything You Need For The Perfect Vacation! 3 Relaxing Units, Pets Are Welcome
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Located Downtown near Chicago River, enjoy bars & restaurants all by walking distance. For sports fans, Soldier Field, W ...
From $1260 per night (USD)VRBO
From $734 per night (USD)VRBO
A Place You'll Surely Enjoy! 2 Relaxing Units with City View, Pet-friendly!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located Downtown near Chicago River, enjoy bars & restaurants all by walking distance. For sports fans, Soldier Field, W ...
From $734 per night (USD)VRBO
From $1111 per night (USD)VRBO
Come Create Memories w/ Fun-filled Adventures at this Paradise! 3 Relaxing Units
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Located Downtown near Chicago River, enjoy bars & restaurants all by walking distance. For sports fans, Soldier Field, W ...
From $1111 per night (USD)VRBO
From $154 per night (USD)VRBO
Blueground | Greektown, bbq, gym, nr Willis Tower
- 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 $152 per night (USD)Expedia
Blueground | Greektown, bbq, gym, nr Willis Tower
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Greektown. It’ll be easy to simply show up and start li ...
From $152 per night (USD)Expedia
From $183 per night (USD)VRBO
Prime Location Wicker Park Studio Close to Shops & Dining
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Modern Comforts: Prime Wicker Park Studio, close to shops & dining in Chicago, offers a comfortable apartment with free ...
From $183 per night (USD)VRBO
From $693 per night (USD)Expedia
Family Friendly 2 Bedroom Full Kitchen Free Laundry Work Space 1 FREE Parking
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Nestled in the heart of Chicago, this charming apartment boasts 2 cozy bedrooms with queen beds, perfect for a small gro ...
From $693 per night (USD)Expedia
From $315 per night (USD)VRBO
Sun-Drenched 1BR Apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Welcome to our furnished 1-bedroom apartment—it’s got a nice open layout with large windows that let in tons of ...
From $315 per night (USD)VRBO
From $270 per night (USD)Expedia
Stylish 1BR in West Loop
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Welcome to your modern West Loop escape—where style, convenience, and comfort meet in one of Chicago’s most vib ...
From $270 per night (USD)Expedia
From $518 per night (USD)VRBO
Spacious 4BR Near Wicker Park
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Welcome to this spacious and inviting 2-level apartment—perfect for families or groups! This bright and spaciou ...
From $518 per night (USD)VRBO
From $329 per night (USD)Expedia
Urban Comfort • 2BR in West Town
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Kick back in this stylish 2BR retreat that blends cozy vibes with chic décor and a warm, welcoming living space ...
From $329 per night (USD)Expedia
From $217 per night (USD)VRBO
Blueground | Lakeshore East, pool & w/d, nr park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in New Eastside with balcony views over the city. It’ll be ...
From $217 per night (USD)VRBO
From $796 per night (USD)Expedia
Brand-New 3BR: City Views, Prime West Loop Spot
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Summary: Your search for the perfect spot in Chicago ends here. 'The Lyric', a brand-new 3BR apartment in West Loop’s vi ...
From $796 per night (USD)Expedia
From $557 per night (USD)VRBO
Sunny & Spacious Bucktown 3Bd/2Ba w/Laundry
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful Condo Quality Fully Furnished and Renovated space for monthly rental. A super spacious 3 bedroom, 2 bath apa ...
From $557 per night (USD)VRBO
From $1358 per night (USD)VRBO
Fulton Group Stay: 2 Apartments, Skyline Views
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 13
Summary: Accommodate your group in style at 'The Tribune', our collection of two amazing apartments in West Loop’s Fulto ...
From $1358 per night (USD)VRBO