Cook Area Rentals
From $128 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 $128 per night (USD)VRBO
From $187 per night (USD)VRBO
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 ...
From $187 per night (USD)VRBO
From $87 per night (USD)VRBO
Beautiful 2 Bedroom located in a Unique Private Park. Near Beaches Near Downtown
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Make yourself at home in this brilliant 2-bedroom Chicago retreat. With 2 full beds, a cozy living space, and a bathroom ...
From $87 per night (USD)VRBO
From $241 per night (USD)Expedia
Modern Deluxe Studio Suite in lovely Oak Park!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy a stylish experience at this centrally-located studio. In charming Oak Park, with a tourist friendly and trendy d ...
From $241 per night (USD)Expedia
From $163 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 $163 per night (USD)VRBO
From $109 per night (USD)VRBO
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)VRBO
From $155 per night (USD)VRBO
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 $155 per night (USD)VRBO
From $116 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 The Loop with high floor views over the city. It’ll be ...
From $116 per night (USD)VRBO
From $146 per night (USD)VRBO
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 $146 per night (USD)VRBO
From $293 per night (USD)Expedia
Charming Oak Park Retreat
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our cozy 2-bedroom apartment. This inviting space offers comfort and convenience and is perfect for families, ...
From $293 per night (USD)Expedia
From $339 per night (USD)VRBO
Private Home Awaits
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Escape to this brilliant 4-bedroom Homewood house, where guests can unwind in a tranquil setting. With amenities like a ...
From $339 per night (USD)VRBO
From $125 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 $125 per night (USD)VRBO
From $134 per night (USD)VRBO
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 $134 per night (USD)VRBO
From $199 per night (USD)VRBO
Spacious 2-bedroom apartment in Forest Park
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy this cozy comfort of home for you at this beautiful newly remodeled 2-bedroom apartment. The space features 2 bran ...
From $199 per night (USD)VRBO
From $526 per night (USD)VRBO
Dazzling Des Plaines-Single Level Home w/ Fenced Backyard
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
This charming 3-bedroom, 1.5-bath ranch in Des Plaines offers comfort and convenience. The fully stocked kitchen is perf ...
From $526 per night (USD)VRBO
From $155 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 $155 per night (USD)VRBO
From $117 per night (USD)VRBO
Blueground | The Loop, pool & gym, nr Willis
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in The Loop with high floor views over the city. It’ll be ...
From $117 per night (USD)VRBO
From $130 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 The Loop furnished one bedroom apartment ...
From $130 per night (USD)VRBO
From $162 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 $162 per night (USD)VRBO
From $283 per night (USD)Expedia
Modern Cozy Apartment, Free Parking, Wi-Fi, Near Dining and Downtown.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
The space | 2 Bedrooms | 1 Murphy Bed | 1 Bathrooms | Board Games | Location | One-Vehicle Parking | High-Speed Wi-Fi ...
From $283 per night (USD)Expedia
From $673 per night (USD)VRBO
Luxury 4BD Gold Coast Penthouse with Deck & Views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Experience luxury at this spacious Gold Coast penthouse in Chicago, perfectly designed for up to 10 guests. Th ...
From $673 per night (USD)VRBO
From $378 per night (USD)Expedia
Spacious 4-bedroom house in fabulous Bridgeview with fitness room, WiFi
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Discover this phenomenal 4-bedroom gem in Bridgeview. With 1 king bed, 2 full beds, and 1 queen bed, this house offers a ...
From $378 per night (USD)Expedia
From $335 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, fr ...
From $335 per night (USD)VRBO
From $439 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 $439 per night (USD)Expedia
From $486 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 $486 per night (USD)VRBO
From $373 per night (USD)Expedia
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 $373 per night (USD)Expedia
From $127 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 $127 per night (USD)VRBO
From $144 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 $144 per night (USD)VRBO
From $102 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 $102 per night (USD)VRBO
From $125 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 $125 per night (USD)VRBO
From $224 per night (USD)VRBO
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 $224 per night (USD)VRBO
From $505 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 $505 per night (USD)VRBO
From $398 per night (USD)VRBO
Charming 3-bedroom townhome in Pleasant Des Plaines with AC, WiFi
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Your Des Plaines adventure begins at this welcoming 3-bedroom townhome. With 1 king bed and 2 queen beds, guests will fi ...
From $398 per night (USD)VRBO
From $462 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 $462 per night (USD)Expedia
From $216 per night (USD)VRBO
Grade A Working Class Safe Neighborhood 3BR up to 6 guests. Updated & Best Price
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Located in Burbank, this charming house offers 3 bedrooms with a king, queen, and twin bed. Just a short drive from Chi ...
From $216 per night (USD)VRBO
From $217 per night (USD)Expedia
Comfy 2-bedroom apartment with AC, WiFi in Oak Park
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Nestled in Oak Park, this delightful apartment is a brilliant choice for guests seeking a cozy retreat. With 2 bedrooms ...
From $217 per night (USD)Expedia
From $165 per night (USD)VRBO
Flexhome Ukrainian Village • 2BR • Walkable + Private Balcony · Sleeps 6
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Experience Chicago like a local from this bright 3rd-floor sanctuary. Located on Damen Ave, you’re steps away from the c ...
From $165 per night (USD)VRBO
From $373 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 $373 per night (USD)VRBO
From $1115 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 $1115 per night (USD)VRBO
From $544 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 $544 per night (USD)VRBO
From $291 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 $291 per night (USD)VRBO
From $416 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 $416 per night (USD)VRBO
From $347 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 $347 per night (USD)VRBO
From $387 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 $387 per night (USD)VRBO
From $810 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 $810 per night (USD)VRBO
From $401 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 $401 per night (USD)VRBO
From $300 per night (USD)VRBO
Luxury West Loop Suites: Your Chicago Stay with Modern Comfort & Resort Perks
- 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 $300 per night (USD)VRBO
From $1260 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 $1260 per night (USD)VRBO
From $535 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 $535 per night (USD)VRBO
From $387 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 $387 per night (USD)VRBO
From $472 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 $472 per night (USD)VRBO
From $3160 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 $3160 per night (USD)VRBO
From $506 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 $506 per night (USD)VRBO
From $614 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 $614 per night (USD)VRBO
From $730 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 $730 per night (USD)VRBO
From $335 per night (USD)Expedia
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 $335 per night (USD)Expedia
From $401 per night (USD)VRBO
Spacious 3 Bedroom 1 Bathroom Rogers Park Town House Budget-Friendly
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Rogers Park Townhouse—perfect for creating lasting memories with loved ones. 3 Bed Room 1 Bathroom Townhouse in Rogers ...
From $401 per night (USD)VRBO
From $291 per night (USD)Expedia
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 $291 per night (USD)Expedia
From $118 per night (USD)VRBO
Charming Newly Updated 3-bed Chicago Apartment. Extended 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 $118 per night (USD)VRBO
From $330 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 $330 per night (USD)VRBO
From $906 per night (USD)VRBO
Relaxing Sauna: Hoffman Estates Villa in Elgin!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Pets Welcome w/ Fee | 2 Kitchens | Cookout Ready | Quiet 80 Acres This tranquil retreat offers rustic luxury with plent ...
From $906 per night (USD)VRBO
From $265 per night (USD)Expedia
Modern Clean Private Entry Apartment • Free Street Parking • Washer & Dryer
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Welcome to our modern private lower-level apartment in Chicago, a comfortable and convenient home base for couples, fami ...
From $265 per night (USD)Expedia
From $136 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 $136 per night (USD)VRBO
From $163 per night (USD)VRBO
Serene One BD in Forest Park w/ Parking & Balcony
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Discover the perfect blend of small-town charm and big-city convenience in this charming retreat. Nestled in t ...
From $163 per night (USD)VRBO
From $204 per night (USD)VRBO
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 $204 per night (USD)VRBO
From $132 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 $132 per night (USD)Expedia
From $374 per night (USD)VRBO
Best Place to Unwind! 2 Family and Dog Friendly Units! Walk to Millennium Park
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms. ✦ Each room is ...
From $374 per night (USD)VRBO
From $527 per night (USD)VRBO
Relax & Explore! 3 King Units, Steps from Riverfront, Pet-Friendly, Indoor Pool!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Explore the best of the Windy City from our luxurious River North base with pool This listing is for 3 separate rooms w ...
From $527 per night (USD)VRBO
From $737 per night (USD)VRBO
Four Cozy Queen Rooms! Perfect for Family & Friends, Pets Are Welcome, Pool!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
This listing is for 4 separate rooms within a hotel. The price shown in the listing covers all 4 rooms. ✦ Each room is ...
From $737 per night (USD)VRBO
From $553 per night (USD)VRBO
3 Comfortable Units! Pet-friendly Property! Near Riverwalk & Chicago Attractions
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
This listing is for 3 separate rooms within a hotel. The price shown in the listing covers all 3 rooms. ✦ Each room is ...
From $553 per night (USD)VRBO
From $355 per night (USD)VRBO
Look No Further! 2 Stylish King Units! Pet-Friendly, Walk to Riverwalk & Dining
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Explore the best of the Windy City from our luxurious River North base with pool This listing is for 2 separate rooms w ...
From $355 per night (USD)VRBO
From $162 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 $162 per night (USD)VRBO
From $763 per night (USD)VRBO
Great Relaxing Overnight Stay! 4 Units with City View, Pets Are Welcome!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This listing is for 4 separate rooms within a hotel. The price shown in the listing covers all 4 rooms. ✦ Each room is ...
From $763 per night (USD)VRBO
From $639 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 $639 per night (USD)Expedia
From $165 per night (USD)VRBO
Your Perfect Schaumburg Getaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Have fun with the whole family at this beautifully remodeled home that offers a perfect blend of luxury and convenience. ...
From $165 per night (USD)VRBO
From $164 per night (USD)Expedia
Midterm Furnished Rental - North Center, Chicago 2Bed 1Bath
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Highly sought-after North Center / St. - Electric sit/stand desk with monitor & keyboard for remote work. - 1 Garage S ...
From $164 per night (USD)Expedia
From $515 per night (USD)VRBO
Spacious 5-bedroom bungalow in welcoming Berwyn
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This 5-bedroom bungalow in Berwyn is perfect for your escape to a tranquil setting. With 3 queen beds and 2 futons, gues ...
From $515 per night (USD)VRBO
From $202 per night (USD)VRBO
The Chicago Hotel Collection, Standard Double Queen with City Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Walk to Magnificent Mile, Navy Pier, parks. Near shops, dining, transit, arts. This listing is for a room within a hote ...
From $202 per night (USD)VRBO
From $450 per night (USD)VRBO
Luxury Designer Penthouse 3803 | 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 cente ...
From $450 per night (USD)VRBO
From $100 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 $100 per night (USD)VRBO
From $97 per night (USD)VRBO
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 $97 per night (USD)VRBO
From $936 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
This listing is for 4 separate rooms within a hotel. The price shown in the listing covers all 4 rooms. ✦ Each room is ...
From $936 per night (USD)VRBO
From $464 per night (USD)VRBO
Better Choice for your Vacation! 2 Relaxing Units with City View, Pets Allowed!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms. ✦ Each room is ...
From $464 per night (USD)VRBO
From $694 per night (USD)VRBO
Everything You Need For The Perfect Vacation! 3 Relaxing Units, Pets Are Welcome
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
This listing is for 3 separate rooms within a hotel. The price shown in the listing covers all 3 rooms. ✦ Each room is ...
From $694 per night (USD)VRBO
From $382 per night (USD)VRBO
A Place You'll Surely Enjoy! 2 Relaxing Units with City View, Pet-friendly!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms. ✦ Each room is ...
From $382 per night (USD)VRBO
From $572 per night (USD)VRBO
Come Create Memories w/ Fun-filled Adventures at this Paradise! 3 Relaxing Units
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This listing is for 3 separate rooms within a hotel. The price shown in the listing covers all 3 rooms. ✦ Each room is ...
From $572 per night (USD)VRBO
From $159 per night (USD)VRBO
Better Choice for your Vacation! Short Walk to River North Spots, Pets Allowed!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This listing is for a room within a hotel. ✦ Your room is 235 sq. ft, equipped with complimentary toiletries, TV. ✦ Cl ...
From $159 per night (USD)VRBO
From $150 per night (USD)VRBO
Everything You Need For The Perfect Vacation! Pet-friendly Property, King Room!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This listing is for a room within a hotel. ✦ Your room is 255 sq. ft, equipped with complimentary toiletries, TV. ✦ Cl ...
From $150 per night (USD)VRBO
From $712 per night (USD)VRBO
The Chicago Hotel Collection Magnificent Mile, 3 Standard King Rooms
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Walk to Magnificent Mile, Navy Pier, parks. Near shops, dining, transit, arts. This listing is for 3 separate rooms wit ...
From $712 per night (USD)VRBO
From $296 per night (USD)VRBO
Sleek Downtown Retreat by Chicago’s Mag Mile @ The Chicago Hotel Collection
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Walk to Magnificent Mile, Navy Pier, parks. Near shops, dining, transit, arts. This listing is for a room within a hote ...
From $296 per night (USD)VRBO
From $281 per night (USD)VRBO
The Chicago Hotel Collection, Mag Mile, Deluxe Double Queen - Premium Option
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Walk to Magnificent Mile, Navy Pier, parks. Near shops, dining, transit, arts. This listing is for a room within a hote ...
From $281 per night (USD)VRBO
From $202 per night (USD)VRBO
Upscale City Center Stay | Prime Locale | City Views | Pets Allowed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Walk to Magnificent Mile, Navy Pier, parks. Near shops, dining, transit, arts. This listing is for a room within a hote ...
From $202 per night (USD)VRBO
From $492 per night (USD)VRBO
Spacious 4-bedroom house in amazing Des Plaines with WiFi, AC
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
This Des Plaines house boasts 4 inviting bedrooms, including 1 king bed, 2 queen beds, 1 bunk bed, and 1 futon. With 2 b ...
From $492 per night (USD)VRBO
From $167 per night (USD)Expedia
Charming 1-bedroom apartment with WiFi, AC in Glenview, great school district
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover this 1-bedroom gem in Glenview. This pleasant apartment offers WiFi, coin laundry, and more for your convenienc ...
From $167 per night (USD)Expedia
From $353 per night (USD)VRBO
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 $353 per night (USD)VRBO
From $370 per night (USD)VRBO
Charming Hinsdale Home with Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Discover this marvelous 4-bedroom gem in Hinsdale. This cool house features 3 queen beds, WiFi, AC, a washing machine, h ...
From $370 per night (USD)VRBO
From $287 per night (USD)VRBO
Charming 2-bedroom apartment in fabulous Westchester with AC, WiFi
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Your home away from home in Westchester with 2 bedrooms. This awesome apartment features 1 full bed, 1 bunk bed, a cozy ...
From $287 per night (USD)VRBO
From $105 per night (USD)VRBO
Blueground | Fulton Market, gym & AC, nr park
- 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 $105 per night (USD)VRBO
From $581 per night (USD)VRBO
Elegant Escape by Downtown Burr Ridge with an easy access to Chicago Landmarks
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Nestled just 0.5 miles from Walker Park and the Edgewood Valley Country Club, this stunning home offers the perfect blen ...
From $581 per night (USD)VRBO
From $364 per night (USD)VRBO
Spacious 3-bedroom apartment near downtown, FREE PARKING
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to you home away from home! This bright and cozy space is perfectly located in Tri-Taylor neighborhood just 10mi ...
From $364 per night (USD)VRBO