Chicago Rentals
From $177 per night (USD)VRBO
Charming 3-bedroom house with AC and WiFi in phenomenal Chicago
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Make yourself at home in this 3-bedroom Chicago retreat. This house boasts 1 queen bed and 2 full beds, perfect for a gr ...
From $177 per night (USD)VRBO
From $210 per night (USD)Expedia
Welcome to Lux! 2BR in Chicago!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Enjoy a stylish experience at this centrally-located place. This 1,100 square foot apartment offers comfortable and comp ...
From $210 per night (USD)Expedia
From $212 per night (USD)VRBO
Modern & Spacious Stay in Historic Bronzeville
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Welcome to this spacious 3-bedroom, 2-bathroom apartment in the heart of Bronzeville! Perfect for families, fri ...
From $212 per night (USD)VRBO
From $195 per night (USD)Expedia
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 $195 per night (USD)Expedia
From $223 per night (USD)VRBO
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 $223 per night (USD)VRBO
From $387 per night (USD)Expedia
Modern 2-bedroom townhome in Chicago with private patio
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 9
Welcome to the safe and peaceful Chicago neighborhood Bucktown! This property lives like a single family home and consis ...
From $387 per night (USD)Expedia
From $418 per night (USD)VRBO
NEW! Charming Belmont Heights Oasis
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Discover your home away from home in this newly renovated 4-bedroom, 2-bathroom single-family gem in the serene Belmont ...
From $418 per night (USD)VRBO
From $123 per night (USD)Expedia
Chic 1-bedroom apartment in amazing Chicago location with Gigabit-WiFi & AC
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Make yourself at home in this welcoming 1-bedroom Chicago retreat. This apartment features a cozy living room with a sof ...
From $123 per night (USD)Expedia
From $432 per night (USD)VRBO
LUXE Vintage Loft, 10min to Downtown, Retro Movie Theatre - 15% Discount Applied
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to a Luxury Vintage Getaway with a 24/7 dedicated team ensuring a comfortable and unforgettable stay. ✔ Central ...
From $432 per night (USD)VRBO
From $158 per night (USD)Expedia
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 $158 per night (USD)Expedia
From $146 per night (USD)VRBO
Blueground | Lakeshore East, pool & w/d, nr park
- 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 $146 per night (USD)VRBO
From $112 per night (USD)Expedia
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 $112 per night (USD)Expedia
From $183 per night (USD)VRBO
Blueground | River North, rooftop & gym, nr Mart
- 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 $183 per night (USD)VRBO
From $207 per night (USD)Expedia
Remote Worker Special: 2-bedroom townhome in Jackson Park Highlands neighborhood
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Your new home away from home! This beautiful townhouse offers a cozy retreat with a queen bed and a full bed. Enjoy the ...
From $207 per night (USD)Expedia
From $167 per night (USD)VRBO
Spacious 4-bedroom house in cool Chicago with AC, WiFi
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Beautiful 4 bedroom lots of closets / 2 bath home Central A/C * Huge 'Chef' Kitchen with stove, microwave, fridge, dish ...
From $167 per night (USD)VRBO
From $668 per night (USD)Expedia
Ideal Group Getaway: Prime Location, Parking, Backyard, Sunroom & Pet-Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 14
Stay in a historic home in Old Town, within walking distance of Downtown, the Magnificent Mile, restaurants, bars, bouti ...
From $668 per night (USD)Expedia
From $91 per night (USD)VRBO
< 2 Mi to UChicago: Apt Near Bus Stops!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Laptop-Friendly Desk | 3 Smart TVs | 7 Mi to The Loop Nestled in the Washington Park neighborhood, this Chicago vacati ...
From $91 per night (USD)VRBO
From $279 per night (USD)Expedia
Andersonville Charming 3 Bedroom/2 Bath House with Family Room plus Yard & Patio
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Located in Andersonville - voted the 2nd best neighborhood in the world in 2021 by Time Out - this fully FURNISHED sing ...
From $279 per night (USD)Expedia
From $88 per night (USD)VRBO
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. It’ll be easy to simply show up and start li ...
From $88 per night (USD)VRBO
From $263 per night (USD)Expedia
Chic 2-bedroom apartment with WiFi, AC in lovely Chicago
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Stay comfortably in Chicago at this 2-bedroom apartment. This charming property features 1 king bed and 1 queen bed, per ...
From $263 per night (USD)Expedia
From $403 per night (USD)VRBO
Luxury Meets Comfort: River North Rentals with Chic Style & Prime Chicago Access
- 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 $403 per night (USD)VRBO
From $297 per night (USD)VRBO
Stay Chic in Chicago: River North Suites w/ Luxe Amenities & Prime Location!
- 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 $297 per night (USD)VRBO
From $380 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 $380 per night (USD)VRBO
From $798 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 $798 per night (USD)VRBO
From $311 per night (USD)VRBO
Experience the Suite Life in Chicago’s Iconic Old Town – Spacious Stays Await
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
With its historic architecture and tree-lined streets, Chicago’s Old Town is one of the city’s most iconic neighborhoods ...
From $311 per night (USD)VRBO
From $1585 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 $1585 per night (USD)VRBO
From $370 per night (USD)VRBO
Live the Suite Life: Historic Old Town Chicago Stays with Modern Luxury & Style
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
With its historic architecture and tree-lined streets, Chicago’s Old Town is one of the city’s most iconic neighborhoods ...
From $370 per night (USD)VRBO
From $385 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 $385 per night (USD)VRBO
From $504 per night (USD)VRBO
Chic River North Retreat: Luxe Suites, Stunning Views, Steps from Chicago Life!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
In a city known for its neighborhoods, River North stands out. You’ll find chic galleries, buzz-worthy restaurants and v ...
From $504 per night (USD)VRBO
From $2557 per night (USD)VRBO
Luxurious Old Town Chicago Suites – Perfect for Families & Corporate Stays
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
With its historic architecture and tree-lined streets, Chicago’s Old Town is one of the city’s most iconic neighborhoods ...
From $2557 per night (USD)VRBO
From $345 per night (USD)VRBO
Historic Charm & Modern Luxury in Chicago’s Iconic Old Town - Stay Level!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
With its historic architecture and tree-lined streets, Chicago’s Old Town is one of the city’s most iconic neighborhoods ...
From $345 per night (USD)VRBO
From $550 per night (USD)VRBO
Experience Chic Chicago Living in Old Town – Spacious Suites & Luxe Amenities
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
With its historic architecture and tree-lined streets, Chicago’s Old Town is one of the city’s most iconic neighborhoods ...
From $550 per night (USD)VRBO
From $723 per night (USD)VRBO
Stylish River North Suites: Luxury Living Near Chicago’s Best Shopping&Nightlife
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
In a city known for its neighborhoods, River North stands out. You’ll find chic galleries, buzz-worthy restaurants and v ...
From $723 per night (USD)VRBO
From $193 per night (USD)VRBO
5 Mi to Dtwn: Ukrainian Village Apartment!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Walk to Restaurants | Sleek Furnishings Make the most of your next Windy City adventure when you book this updated Chic ...
From $193 per night (USD)VRBO
From $108 per night (USD)VRBO
Blueground | South Loop, pool & w/d, nr Grant Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this bright South Loop furnished one bedroom apart ...
From $108 per night (USD)VRBO
From $425 per night (USD)Expedia
House with garage, outdoor dining and basement bar
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Escape to this superb house in picturesque Chicago. With 4 queen beds spread across 4 bedrooms and 3 bathrooms equipped ...
From $425 per night (USD)Expedia
From $83 per night (USD)VRBO
Comfy 2-bedroom apartment with WiFi, in historic Chicago neighborhood
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Your home away from home in Chicago with 2 bedrooms and 1 bathroom. This nice apartment features 1 queen bed, 2 full bed ...
From $83 per night (USD)VRBO
From $364 per night (USD)VRBO
Stylish River North Suites Luxe Comfort Near Chicago’s Best Shopping & 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 $364 per night (USD)VRBO
From $167 per night (USD)VRBO
Cozy 2b2ba: 15 min Bus Downtown, 7min to UChicago, Bike to Lake
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to The Cozy Study: Bronzeville 2b/2ba perfect for remote workers, students, visitors & tourists! Spacious, cozy ...
From $167 per night (USD)VRBO
Click For PricingExpedia
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 ...
Click For PricingExpedia
From $937 per night (USD)VRBO
Experience Chic Old Town Living: Spacious Suites, Top Amenities & Iconic Locale
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
With its historic architecture and tree-lined streets, Chicago’s Old Town is one of the city’s most iconic neighborhoods ...
From $937 per night (USD)VRBO
From $587 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 $587 per night (USD)VRBO
From $230 per night (USD)VRBO
Two Bedroom - Tranquil Retreat
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to our enchanting 2-bedroom, 1-bathroom haven nestled in the vibrant heart of Wrightwood, Chicago. Ideal for fam ...
From $230 per night (USD)VRBO
From $648 per night (USD)Expedia
Peaceful Oasis - Captivating Six-Bedroom Escape
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 14
Discover the charm of Wrightwood, Chicago, from the comfort of our enchanting 6-bedroom, 3-bathroom rental haven. You wi ...
From $648 per night (USD)Expedia
From $156 per night (USD)VRBO
Flexhome Ukrainian Village 2BR D2
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
The space: The apartment comfortably sleeps 4 and has flexible seating areas so you can work or relax at your convenienc ...
From $156 per night (USD)VRBO
From $452 per night (USD)Expedia
Game Room • Fire-pit • Playground • Gym • Billiard
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 9
This playful Chicago hideaway mixes retro charm with cozy comfort. Fire up the arcade, challenge your crew to pool or fo ...
From $452 per night (USD)Expedia
From $169 per night (USD)VRBO
Cozy 1 Bedroom Apt near Logan Sq Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This stylish place to stay is perfect for individuals couples or group trips. Kick back and relax in this calm, newly re ...
From $169 per night (USD)VRBO
From $456 per night (USD)Expedia
Andersonville Charming 3 Bedroom/2 Bath House with Family Room plus Yard & Patio
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Located in Andersonville - voted the 2nd best neighborhood in the world in 2021 by Time Out - this fully FURNISHED singl ...
From $456 per night (USD)Expedia
From $234 per night (USD)VRBO
3BR Modern Apt • Gym • Workspace • Quiet Location
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
✨ The place is really nice she just set it up so all the furniture is brand new and also there`s a treadmill and some gy ...
From $234 per night (USD)VRBO
From $326 per night (USD)Expedia
New Modern 3BR • Gym • Workspace • Quiet Location
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
✨Clean and comfortable space. Accurate description. Safe street. Would love to stay again! ✨ 📢 Welcome to the perfec ...
From $326 per night (USD)Expedia
From $98 per night (USD)VRBO
Charming Chicago 3-bed / 1 Bath Apartment. Extend Stay Discount
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our cozy home away from home which offers comfort and practicality. We are pleased to offer a fully furnished ...
From $98 per night (USD)VRBO
From $161 per night (USD)Expedia
Charming 2-bedroom apartment in enchanting Chicago with AC, WiFi
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Make yourself at home in this 2-bedroom Chicago retreat. This excellent apartment features 2 queen beds, a cozy living r ...
From $161 per night (USD)Expedia
From $242 per night (USD)VRBO
Central Haven Escape: Stylish 3BR With Free Parking
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Unwind in our cozy and modern 3-bedroom retreat, perfect for relaxing after exploring the city. Two bedrooms feature plu ...
From $242 per night (USD)VRBO
From $245 per night (USD)Expedia
Be our guest in Chicago
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Discover this fabulous 2-bedroom gem in Chicago. This soothing apartment features 1 king bed and 1 queen bed, a cozy bat ...
From $245 per night (USD)Expedia
From $360 per night (USD)VRBO
Spacious 4BR Home. Your Cozy Home Away from Home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Spacious & Stylish 4-Bedroom Retreat | Perfect for Families & Groups Welcome to your perfect Chicago getaway! This bea ...
From $360 per night (USD)VRBO
From $156 per night (USD)Expedia
Cozy Clean Chicago Apartment Free Street Parking Near Downtown Washer & Dryer
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Private entrance Super clean basement apartment Quiet West Rogers Park neighborhood Free & easy street parking In-un ...
From $156 per night (USD)Expedia
From $2611 per night (USD)VRBO
Modern- Smart Home in Wicker Park
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Come enjoy and relax in this calm, modern, stylish space located in Wicker Park. This plant filled oasis in the city i ...
From $2611 per night (USD)VRBO
From $135 per night (USD)VRBO
1 Mi to Garfield Park Conservatory: Modern Apt!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Dedicated Workspace | 6 Mi to Downtown Chicago Get ready to explore top Chicago attractions when you retreat to this br ...
From $135 per night (USD)VRBO
From $182 per night (USD)VRBO
Modern 3BR/2BA Retreat with Deck, Grill, and 2GB Speed WiFi in Chicago!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Visiting Chicago for work, a game or a concert? Reside at this stylish sanctuary in Albany Park to complete your experie ...
From $182 per night (USD)VRBO
From $211 per night (USD)Expedia
Stylish 4BR/2BA Apartment with Office, Deck, Grill, and 2GB WiFi in Chicago!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Visiting Chicago for work, a game or a concert? Reside at this stylish sanctuary in Albany Park to complete your experie ...
From $211 per night (USD)Expedia
From $160 per night (USD)VRBO
Cozy studio in Andersonville Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This newly constructed studio offers a stylish, modern space just steps from Clark Street—home to some of the best resta ...
From $160 per night (USD)VRBO
From $119 per night (USD)Expedia
Charming 2-bed Garden condo in beautiful Chicago + WiFi, AC, & private parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 3
Your cozy getaway awaits in Chicago at this enchanting condo. With 2 welcoming bedrooms featuring queen beds and 2 seren ...
From $119 per night (USD)Expedia
From $445 per night (USD)VRBO
Best Place to Unwind! 2 Family and Dog Friendly Units! Walk to Millennium Park
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Guests will find an array of attractions within easy reach of the hotel’s convenient location. Visit the iconic Magnific ...
From $445 per night (USD)VRBO
From $538 per night (USD)VRBO
Relax & Explore! 3 King Units, Steps from Riverfront, Pet-Friendly Property!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Guests will find an array of attractions within easy reach of the hotel’s convenient location. Visit the iconic Magnific ...
From $538 per night (USD)VRBO
From $892 per night (USD)VRBO
Four Cozy Queen Rooms! Perfect for Family & Friends, Pets Are Welcome!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Guests will find an array of attractions within easy reach of the hotel’s convenient location. Visit the iconic Magnific ...
From $892 per night (USD)VRBO
From $668 per night (USD)VRBO
3 Comfortable Units! Pet-friendly Property! Near Riverwalk & Chicago Attractions
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Guests will find an array of attractions within easy reach of the hotel’s convenient location. Visit the iconic Magnific ...
From $668 per night (USD)VRBO
From $358 per night (USD)VRBO
Look No Further! 2 Stylish King Units! Pet-Friendly, Walk to Riverwalk & Dining
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Guests will find an array of attractions within easy reach of the hotel’s convenient location. Visit the iconic Magnific ...
From $358 per night (USD)VRBO
From $359 per night (USD)Expedia
McCormick Cozy 3Bedroom with Optional Parking for 8 guests
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
• MESSAGE US for SPECIAL RATES • State street location • Minutes walk to McCormick Convention Center • 4K Roku HDTVs in ...
From $359 per night (USD)Expedia
From $243 per night (USD)VRBO
NEW Private West Loop 1br with Backyard near Green Line and CTA
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This place is a true hidden gem. I’ve lived in Chicago for over two decades and travel often, so when I designed this sp ...
From $243 per night (USD)VRBO
From $205 per night (USD)Expedia
Luxurious 3 Bedroom Apartment in Chicago
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Your cozy getaway awaits in Chicago at this fabulous house. With 3 bedrooms including 2 queen beds and 1 sofa bed, this ...
From $205 per night (USD)Expedia
From $704 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 $704 per night (USD)VRBO
From $256 per night (USD)Expedia
Serene 3-bedroom apartment in Chicago
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to our stunning retreat, perfect for families or friends seeking a stylish getaway. This beautifully designed un ...
From $256 per night (USD)Expedia
From $558 per night (USD)VRBO
Modern 4 Bed, 3.5 Bath Home | Near Sox & McCormick
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Modern Elegance Meets Historic Charm! Stunning 4-bed, 3.5-bath fully renovated home in the heart of the historic GAP dis ...
From $558 per night (USD)VRBO
From $102 per night (USD)Expedia
New Listing /20% Discount 32+/ Fast Wi-Fi / 1 Parking Spot!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Highly sought-after North Center / St. Ben's Location -1 Garage Spot INCLUDED!! - Fully furnished unit with everything ...
From $102 per night (USD)Expedia
From $468 per night (USD)VRBO
3-bedroom apartment in Chicago Medical District, 5 mins from United Center
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Stay comfortably in Chicago at this 3-bedroom apartment. Each bedroom features a cozy queen bed, perfect for a good nigh ...
From $468 per night (USD)VRBO
From $366 per night (USD)Expedia
Spacious 3BR in South Loop Near McCormick - Optional Parking
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to The State Suite — a modern, artfully designed 3-bedroom, 2-bath apartment perfect for everyone! Just minutes ...
From $366 per night (USD)Expedia
From $108 per night (USD)VRBO
Charming 2-bedroom apartment in Roscoe Village/Free Washer/Dryer/WiFi
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This 2-bedroom, 1-bath home in Roscoe Village offers full-size beds in each bedroom, sleek vinyl flooring throughout, fr ...
From $108 per night (USD)VRBO
From $41 per night (USD)VRBO
The Chicago Hotel Collection, Standard Double Queen with City Views
- 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 $41 per night (USD)VRBO
From $103 per night (USD)VRBO
2 Bedroom Furnished Apartment with W/D Heart of Logan Square by Blueline train
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Home sits on private safe sought-after street block. This fully furnished 2-bedroom 1 bath apartment has a recently reno ...
From $103 per night (USD)VRBO
From $582 per night (USD)Expedia
Luxury Designer Penthouse NW | Pool | Gold Coast
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Summary: NEW PENTHOUSE IN THE HEART OF GOLD COAST! Enjoy your own penthouse in Chicago's Gold Coast-the city's center o ...
From $582 per night (USD)Expedia
From $113 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 $113 per night (USD)VRBO
From $175 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 $175 per night (USD)Expedia
From $254 per night (USD)VRBO
2BR • Newly Furnished Modern Apt • Near O`Hare
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to your home away from home! This stylish 2BR offers comfort and convenience, offering you a relaxing retreat wh ...
From $254 per night (USD)VRBO
From $973 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 $973 per night (USD)VRBO
From $485 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 $485 per night (USD)VRBO
From $728 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 $728 per night (USD)VRBO
From $371 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 $371 per night (USD)VRBO
From $563 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 $563 per night (USD)VRBO
From $161 per night (USD)VRBO
Better Choice for your Vacation! Short Walk to River North Spots, Pets Allowed!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Nestled in the hip River North area of downtown Chicago, this property offers guests a great location near shops, restau ...
From $161 per night (USD)VRBO
From $143 per night (USD)VRBO
Everything You Need For The Perfect Vacation! Pet-friendly Property, King Room!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Nestled in the hip River North area of downtown Chicago, this property offers guests a great location near shops, restau ...
From $143 per night (USD)VRBO
From $86 per night (USD)VRBO
Blueground | Gold Coast, AC, nr Hancock Center
- 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 $86 per night (USD)VRBO
From $249 per night (USD)VRBO
The Chicago Hotel Collection Magnificent Mile, 3 Standard King Rooms
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Immerse yourself in the energy of Chicago at our renovated hotel on the Magnificent Mile. Steps from landmarks and luxur ...
From $249 per night (USD)VRBO
From $124 per night (USD)VRBO
Sleek Downtown Retreat by Chicago’s Mag Mile @ The Chicago Hotel Collection
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Immerse yourself in the energy of Chicago at our renovated hotel on the Magnificent Mile. Steps from landmarks and luxur ...
From $124 per night (USD)VRBO
From $94 per night (USD)VRBO
The Chicago Hotel Collection, Mag Mile, Deluxe Double Queen - Premium Option
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Immerse yourself in the energy of Chicago at our renovated hotel on the Magnificent Mile. Steps from landmarks and luxur ...
From $94 per night (USD)VRBO
From $41 per night (USD)VRBO
Upscale City Center Stay | Prime Locale | City Views | Pets Allowed
- 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 $41 per night (USD)VRBO
From $168 per night (USD)Expedia
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 $168 per night (USD)Expedia
From $607 per night (USD)VRBO
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 $607 per night (USD)VRBO
From $275 per night (USD)Expedia
Bright Vintage U of C Center Condo with WiFi, AC in enjoyable Chicago
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Your Chicago adventure begins at this delightful 3-bedroom condo. With 3 queen beds, 2 futons, and 3 bathrooms featuring ...
From $275 per night (USD)Expedia
From $284 per night (USD)VRBO
Spacious apartment in awesome Chicago with WiFi, AC- 4 Bedrooms
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 7
Welcome to Kam Suites, your ideal retreat in Chicago! This spacious apartment comfortably sleeps ten guests, with one co ...
From $284 per night (USD)VRBO
From $425 per night (USD)Expedia
The Urban Family Retreat
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 16
Welcome to your ideal getaway located on the vibrant southeast side of Chicago. This spacious property comfortably sleep ...
From $425 per night (USD)Expedia