Chicago Rentals
From $247 per night (USD)VRBO
Chic 2-bedroom apartment with WiFi and AC in marvelous Chicago
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Kick back and relax in this calm, stylish top Unit space. You will love everything from the decor to the cozyness of thi ...
From $247 per night (USD)VRBO
From $89 per night (USD)Expedia
Blueground | South Loop 1bd apartment
- 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 $89 per night (USD)Expedia
From $277 per night (USD)VRBO
Spacious 3-bedroom corporate condo in wonderful North Kenwood in Hyde Park
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Your Chicago adventure begins at this 3-bedroom corporate apartment. With 3 queen beds, 1 king bed, and 1 full bed, this ...
From $277 per night (USD)VRBO
From $233 per night (USD)Expedia
Jumbo 3bd In Hot Logan Square!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Bring the whole family to this great place with lots of room for fun Comfortable 1100 sqft 3 BR 1 BA located in the beau ...
From $233 per night (USD)Expedia
From $424 per night (USD)VRBO
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 $424 per night (USD)VRBO
From $407 per night (USD)Expedia
Charming 4-bedroom house with WiFi, AC in superb Chicago Chatham
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to this charming house in Chicago, centrally located and perfect for small groups or families. This marvelous p ...
From $407 per night (USD)Expedia
From $117 per night (USD)VRBO
Comfortable 2-bedroom apartment in phenomenal Chicago
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your home away from home! Comfortable apartment with an open layout, modern kitchen, and stainless steel appl ...
From $117 per night (USD)VRBO
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Charming 2-bedroom condo with AC and WiFi in lakefront downtown Chicago
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Unwind in Chicago at this charming condo. With 2 bedrooms featuring 2 queen beds, 2 bathrooms with a shower with body so ...
Click For PricingExpedia
Click For PricingVRBO
Charming 3-bedroom apartment in the Old Norwood Park neighborhood of Chicago
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Discover this captivating 3-bedroom apartment nestled within a historic building in the heart of Old Norwood Park. This ...
Click For PricingVRBO
From $224 per night (USD)Expedia
Charming Home in Portage Park
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This cozy four-bedroom, two-bathroom home is ideally located near O’Hare Airport and downtown Chicago, offering convenie ...
From $224 per night (USD)Expedia
From $145 per night (USD)VRBO
Blueground | River North, pool & w/d, nr Mile
- 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 $145 per night (USD)VRBO
From $109 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 $109 per night (USD)Expedia
From $1409 per night (USD)VRBO
Luxury Designer Combo | Private Patio | Gold Coast
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 20
Summary: TWO BRAND NEW APARTMENTs IN THE HEART OF GOLD COAST! Enjoy your own luxury units in Chicago's Gold Coast-the c ...
From $1409 per night (USD)VRBO
From $126 per night (USD)Expedia
Blueground | River North, pool & w/d, nr Mile
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two bedroom apartment in River North with balcony views over the city. It’ll be ...
From $126 per night (USD)Expedia
From $227 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 $227 per night (USD)VRBO
From $153 per night (USD)Expedia
Blueground | River North, pool & AC, nr park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this charming River North furnished one bedroom ap ...
From $153 per night (USD)Expedia
From $250 per night (USD)VRBO
Blueground | Streeterville, pool & gym, nr pier
- 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 $250 per night (USD)VRBO
From $323 per night (USD)Expedia
Spacious 4-bedroom house in awesome Chicago with WiFi, AC
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Chicago is waiting for you at this 4-bedroom house. With 1 king bed, 1 full bed, and 1 child bed, this lovely property o ...
From $323 per night (USD)Expedia
From $176 per night (USD)VRBO
Blueground | River North, pool & w/d, nr Mile
- 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 $176 per night (USD)VRBO
From $120 per night (USD)Expedia
Blueground | River North, pool & w/d, nr Mile
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in River North with balcony views over the city. It’ll be ...
From $120 per night (USD)Expedia
From $202 per night (USD)VRBO
Blueground | Hyde Park, AC, w/d, nr museum
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two bedroom apartment in East Hyde Park with views over the city. It’ll be easy ...
From $202 per night (USD)VRBO
From $93 per night (USD)Expedia
Blueground | The Loop, pool & gym, nr Willis
- 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 $93 per night (USD)Expedia
From $167 per night (USD)VRBO
Blueground | The 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 cozy Chicago Loop furnished one bedroom apart ...
From $167 per night (USD)VRBO
From $196 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 $196 per night (USD)VRBO
From $208 per night (USD)VRBO
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 $208 per night (USD)VRBO
From $588 per night (USD)Expedia
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 $588 per night (USD)Expedia
From $129 per night (USD)VRBO
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 $129 per night (USD)VRBO
From $254 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 $254 per night (USD)VRBO
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 $202 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 $202 per night (USD)Expedia
From $422 per night (USD)VRBO
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 $422 per night (USD)VRBO
From $252 per night (USD)VRBO
Spacious 3-bedroom apartment in cool Chicago with WiFi, AC
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Make yourself at home in this 4-bedroom Chicago retreat. This marvelous apartment features 4 queen beds, a cozy living s ...
From $252 per night (USD)VRBO
From $492 per night (USD)VRBO
LUXE Vintage Green Loft - 10min to Downtown, Movie Rm, Student & Family-Friendly
- 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 $492 per night (USD)VRBO
From $238 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 $238 per night (USD)Expedia
From $131 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 $131 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 $277 per night (USD)VRBO
River North High Rise w/Amazing Views and Parking
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
31+ day rental ONLY. Fully furnished and all utilities included. Amazing views of the city from this oasis perched in th ...
From $277 per night (USD)VRBO
From $138 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 $138 per night (USD)Expedia
From $141 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 $141 per night (USD)VRBO
From $208 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 $208 per night (USD)Expedia
From $352 per night (USD)VRBO
Spacious 4-bedroom apartment in fabulous Chicago with WiFi, AC
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
This Chicago apartment boasts 4 inviting bedrooms with queen beds. The bathroom comes equipped with a bathtub and a hair ...
From $352 per night (USD)VRBO
From $167 per night (USD)Expedia
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)Expedia
From $616 per night (USD)VRBO
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 $616 per night (USD)VRBO
From $94 per night (USD)Expedia
< 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 $94 per night (USD)Expedia
From $279 per night (USD)VRBO
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)VRBO
From $137 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. It’ll be easy to simply show up and start li ...
From $137 per night (USD)Expedia
From $263 per night (USD)VRBO
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)VRBO
From $480 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 $480 per night (USD)VRBO
From $370 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 $370 per night (USD)VRBO
From $519 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 $519 per night (USD)VRBO
From $844 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 $844 per night (USD)VRBO
From $370 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 $370 per night (USD)VRBO
From $1565 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 $1565 per night (USD)VRBO
From $486 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 $486 per night (USD)VRBO
From $414 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 $414 per night (USD)VRBO
From $582 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 $582 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 $435 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 $435 per night (USD)VRBO
From $654 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 $654 per night (USD)VRBO
From $859 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 $859 per night (USD)VRBO
From $200 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 $200 per night (USD)VRBO
From $112 per night (USD)Expedia
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 $112 per night (USD)Expedia
From $374 per night (USD)VRBO
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 $374 per night (USD)VRBO
From $83 per night (USD)Expedia
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)Expedia
From $420 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 $420 per night (USD)VRBO
From $167 per night (USD)Expedia
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)Expedia
From $128 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 Gate with views over the city. It’ll be easy ...
From $128 per night (USD)VRBO
From $907 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 $907 per night (USD)VRBO
From $668 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 $668 per night (USD)VRBO
From $228 per night (USD)Expedia
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 $228 per night (USD)Expedia
From $281 per night (USD)VRBO
Charming 3-bedroom townhome with Central AC and WiFi in lovely Chicago
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Welcome to this cool townhome in Chicago. This fabulous rental features 3 bedrooms - one with a queen bed and two with t ...
From $281 per night (USD)VRBO
From $247 per night (USD)Expedia
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 $247 per night (USD)Expedia
From $655 per night (USD)VRBO
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 $655 per night (USD)VRBO
From $503 per night (USD)Expedia
4BR Home with Game Room: Chicago Leisure Escape
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
This playful Chicago hideaway mixes retro charm with cozy comfort. Fire up the arcade, challenge your crew to pool or fo ...
From $503 per night (USD)Expedia
From $184 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 $184 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 $236 per night (USD)VRBO
3BR Oasis, Gym, Workspace, Quiet Location
- Bedrooms:
- 3
- Bathrooms:
- 3
- 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 $236 per night (USD)VRBO
From $282 per night (USD)Expedia
New Modern 3BR, Gym, Workspace, Quiet Location
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
✨Clean and comfortable space. Accurate description. Safe street. Would love to stay again! ✨ 📢 Welcome to the perfect ...
From $282 per night (USD)Expedia
From $130 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 $130 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 $265 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 $265 per night (USD)VRBO
From $183 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 $183 per night (USD)Expedia
From $302 per night (USD)VRBO
Quiet 3-bedroom house in amazing Chicago with WiFi & AC. Near Everything!!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
This 3-bedroom house in Chicago is perfect for your escape to the Windy City. With 3 queen beds, 1.5 bathrooms featuring ...
From $302 per night (USD)VRBO
From $402 per night (USD)Expedia
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 $402 per night (USD)Expedia
From $119 per night (USD)VRBO
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)VRBO
From $540 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 $540 per night (USD)VRBO
From $708 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 $708 per night (USD)VRBO
From $1080 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 $1080 per night (USD)VRBO
From $810 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 $810 per night (USD)VRBO
From $472 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 $472 per night (USD)VRBO
From $431 per night (USD)VRBO
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 $431 per night (USD)VRBO
From $207 per night (USD)Expedia
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 $207 per night (USD)Expedia
From $201 per night (USD)VRBO
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 $201 per night (USD)VRBO
From $1410 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 $1410 per night (USD)VRBO
From $262 per night (USD)VRBO
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 $262 per night (USD)VRBO
From $561 per night (USD)Expedia
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 $561 per night (USD)Expedia
From $170 per night (USD)VRBO
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 $170 per night (USD)VRBO
From $420 per night (USD)Expedia
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 $420 per night (USD)Expedia
From $443 per night (USD)VRBO
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 $443 per night (USD)VRBO
From $108 per night (USD)Expedia
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)Expedia