Durso Park Rentals
From $136 per night (USD)VRBO
Blueground | West Loop, gym & bbq, nr Willis Tower
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this sophisticated West Loop Gate furnished one be ...
From $136 per night (USD)VRBO
From $187 per night (USD)VRBO
Heart of Chicago, Double Queen @ The Chicago Hotel Collection Magnificent Mile
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Immerse yourself in the energy of Chicago at our renovated hotel on the Magnificent Mile. Steps from landmarks and luxur ...
From $187 per night (USD)VRBO
From $249 per night (USD)VRBO
The Chicago Hotel Collection Magnificent Mile Upscale Saint Clair Suite, 3 Units
- 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 $167 per night (USD)VRBO
City Center Luxury, Double Queen - The Chicago Hotel Collection Mag Mile
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Immerse yourself in the energy of Chicago at our renovated hotel on the Magnificent Mile. Steps from landmarks and luxur ...
From $167 per night (USD)VRBO
From $83 per night (USD)VRBO
The Chicago Hotel Collection Magnificent Mile Sleek Standard Double Queen
- 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 $83 per night (USD)VRBO
From $206 per night (USD)Expedia
Blueground | River North, rooftop & gym, nr Mart
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in River North. It’ll be easy to simply show up and start ...
From $206 per night (USD)Expedia
From $149 per night (USD)VRBO
Blueground | Streeterville, pool & gym, nr Pier
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Streeterville with views over the city. It’ll be easy t ...
From $149 per night (USD)VRBO
From $159 per night (USD)Expedia
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 cozy one bedroom Blueground apartment. You’ll love coming hom ...
From $159 per night (USD)Expedia
From $151 per night (USD)VRBO
Blueground | Gold Coast, rooftop & gym, nr Hancock
- 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 $151 per night (USD)VRBO
From $469 per night (USD)Expedia
53-54 Floor Penthouse
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: The Penthouses at Grand Plaza PH#B This stunning two-story Penthouse soars above Chicago, featuring dramatic li ...
From $469 per night (USD)Expedia
From $256 per night (USD)VRBO
Blueground | River North, pool & gym, nr Mart
- 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 $256 per night (USD)VRBO
From $129 per night (USD)VRBO
Historic Gold Coast Condo - Half Block From Beach & Major Attractions
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Charming one bedroom, historic Gold Coast Greystone on a *quiet* residential street awaits your arrival. Enjoy an evenin ...
From $129 per night (USD)VRBO
From $259 per night (USD)VRBO
Gold Coast 2 Bedroom Hideaway
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Modern 2BR Retreat in Gold Coast – Stylish & Newly Renovated! Experience the best of Chicago’s Gold Coast in this brand ...
From $259 per night (USD)VRBO
From $119 per night (USD)Expedia
Blueground | The Loop, pool & gym, nr Willis
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this charming one bedroom Blueground apartment. You’ll love coming ...
From $119 per night (USD)Expedia
From $141 per night (USD)VRBO
Blueground | River North, pool & AC, nr Mile
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this sophisticated Near North furnished one bedroo ...
From $141 per night (USD)VRBO
From $106 per night (USD)Expedia
Blueground | The Loop, elevator, nr Willis Tower
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this stylish Chicago Loop furnished one bedroom ap ...
From $106 per night (USD)Expedia
From $78 per night (USD)VRBO
Blueground | The Loop, elevator, nr Willis Tower
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Chicago Loop with views over the city. It’ll be easy to ...
From $78 per night (USD)VRBO
From $77 per night (USD)Expedia
Blueground | The Loop, elevator, nr Willis Tower
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this beautiful Chicago Loop furnished studio apart ...
From $77 per night (USD)Expedia
From $92 per night (USD)VRBO
Blueground | The Loop, elevator, nr Willis Tower
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this stylish Chicago Loop furnished one bedroom ap ...
From $92 per night (USD)VRBO
From $190 per night (USD)VRBO
A Place You'll Surely Enjoy! Close to Chicago Vietnam Veterans Memorial
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located Downtown near Chicago River, enjoy bars & restaurants all by walking distance. For sports fans, Soldier Field, W ...
From $190 per night (USD)VRBO
From $380 per night (USD)VRBO
Ideal Mix of Comfort and Value! 2 Comfortable Units, Near Marina City!
- 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 $380 per night (USD)VRBO
From $187 per night (USD)VRBO
Best Place to Stay in Chicago! Relaxing Unit w/ City View, Pets Allowed!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located Downtown near Chicago River, enjoy bars & restaurants all by walking distance. For sports fans, Soldier Field, W ...
From $187 per night (USD)VRBO
From $589 per night (USD)VRBO
4 Spacious Units Close to Navy Pier and Willis Tower! Parking, Pets Allowed!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Located on the Magnificent Mile in River North Chicago, this room is within walking distance of the Old Post Office and ...
From $589 per night (USD)VRBO
From $572 per night (USD)VRBO
Chicago's Best Kept Secret! Pets Allowed, Near The River Theater and Aon Center
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Located Downtown near Chicago River, enjoy bars & restaurants all by walking distance. For sports fans, Soldier Field, W ...
From $572 per night (USD)VRBO
From $148 per night (USD)VRBO
Perfect for your Chicago Getaway! Close to Midway Airport! Onsite Parking!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located on the Magnificent Mile in River North Chicago, this room is within walking distance of the Old Post Office and ...
From $148 per night (USD)VRBO
From $148 per night (USD)VRBO
Beach Getaway! Minutes to Street Beach and Ohio Street Beach! Parking!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located on the Magnificent Mile in River North Chicago, this room is within walking distance of the Old Post Office and ...
From $148 per night (USD)VRBO
From $168 per night (USD)VRBO
Explore Chicago! Short Drive to Bridgehouse and Chicago River Museum!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located on the Magnificent Mile in River North Chicago, this room is within walking distance of the Old Post Office and ...
From $168 per night (USD)VRBO
From $248 per night (USD)VRBO
Vacation Starts Here! Near Chicago Riverwalk and The River Theater, Pets Allowed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located Downtown near Chicago River, enjoy bars & restaurants all by walking distance. For sports fans, Soldier Field, W ...
From $248 per night (USD)VRBO
From $424 per night (USD)VRBO
Affordability Meets Comfort! Pets Allowed, Close to Picasso Statue
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located Downtown near Chicago River, enjoy bars & restaurants all by walking distance. For sports fans, Soldier Field, W ...
From $424 per night (USD)VRBO
From $230 per night (USD)VRBO
Dive Into Your Dream Vacation! Near Bridgehouse and Chicago River Museum!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located Downtown near Chicago River, enjoy bars & restaurants all by walking distance. For sports fans, Soldier Field, W ...
From $230 per night (USD)VRBO
From $558 per night (USD)VRBO
Better Choice for your Vacation! 3 Convenient Units, Close to Chicago Riverwalk
- 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 $558 per night (USD)VRBO
From $268 per night (USD)VRBO
Spacious Good-Value Accommodation! Near Chicago Riverwalk, Pets are Allowed!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located Downtown near Chicago River, enjoy bars & restaurants all by walking distance. For sports fans, Soldier Field, W ...
From $268 per night (USD)VRBO
From $621 per night (USD)VRBO
Best Value, Quality Stay! Pets Allowed, Close to Chicago Riverwalk and The Cove
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Located Downtown near Chicago River, enjoy bars & restaurants all by walking distance. For sports fans, Soldier Field, W ...
From $621 per night (USD)VRBO
From $425 per night (USD)VRBO
Enjoy a Hassle-Free Stay in Chicago! Pets Allowed, Close to Chicago Riverwalk
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Located Downtown near Chicago River, enjoy bars & restaurants all by walking distance. For sports fans, Soldier Field, W ...
From $425 per night (USD)VRBO
From $308 per night (USD)VRBO
Always a Great Idea To Unwind! Near Chicago Tribune Tower, Pets are Allowed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Located Downtown near Chicago River, enjoy bars & restaurants all by walking distance. For sports fans, Soldier Field, W ...
From $308 per night (USD)VRBO
From $441 per night (USD)VRBO
Chicago Beach Trip! 3 Units Near Oak Street Beach and Ohio Street Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Located on the Magnificent Mile in River North Chicago, this room is within walking distance of the Old Post Office and ...
From $441 per night (USD)VRBO
From $294 per night (USD)VRBO
Group Vacation! 2 Spacious Units Near Oak Street Beach! Onsite Parking!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Located on the Magnificent Mile in River North Chicago, this room is within walking distance of the Old Post Office and ...
From $294 per night (USD)VRBO
From $484 per night (USD)Expedia
Goose Island Gem, Stay & Connect, In a 4BR
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: For groups ready to experience Chicago's energy, 'The Vibe' is your perfect 4BR home base. It's a promise of ...
From $484 per night (USD)Expedia
From $282 per night (USD)VRBO
Walk Everywhere! 5 mins to Magnificent Mile, River
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Experience Chicago in style from this modern River North retreat, perfectly positioned for exploring the city's ...
From $282 per night (USD)VRBO
From $281 per night (USD)Expedia
Walk Everywhere! 5 mins to Magnificent Mile, River
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Experience Chicago in style from this modern River North retreat, perfectly positioned for exploring the city's ...
From $281 per night (USD)Expedia
From $483 per night (USD)VRBO
Walk Everywhere! 5 mins to Magnificent Mile, River
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Experience Chicago in style from this modern River North retreat, perfectly positioned for exploring the city's ...
From $483 per night (USD)VRBO
From $340 per night (USD)Expedia
Walk Everywhere! 5 mins to Magnificent Mile, River
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Experience Chicago in style from this modern River North retreat, perfectly positioned for exploring the city's ...
From $340 per night (USD)Expedia
From $275 per night (USD)VRBO
Walk Everywhere! 5 mins to Magnificent Mile, River
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Experience Chicago in style from this modern River North retreat, perfectly positioned for exploring the city's ...
From $275 per night (USD)VRBO
From $125 per night (USD)Expedia
Blueground | The Loop, elevator, nr Willis Tower
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Chicago Loop with views over the city. It’ll be easy to ...
From $125 per night (USD)Expedia
From $78 per night (USD)VRBO
Blueground | The Loop, elevator, nr Willis Tower
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this stylish Chicago Loop furnished one bedroom ap ...
From $78 per night (USD)VRBO
From $112 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 studio apartment in West Loop Gate with views over the city. It’ll be easy to si ...
From $112 per night (USD)Expedia
From $134 per night (USD)VRBO
Blueground | West Loop, gym & bbq, nr Willis Tower
- 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 ...
From $134 per night (USD)VRBO
From $102 per night (USD)Expedia
Blueground | The Loop, pool & gym, nr Willis Tower
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this comfortable one bedroom Blueground apartment. You’ll love com ...
From $102 per night (USD)Expedia
From $441 per night (USD)VRBO
River North | Rooftop With In & Out Parking | 3
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Summary: Enjoy a stylish experience at this centrally-located place. Stunning 1,000 square foot modern two bedroom, two ...
From $441 per night (USD)VRBO
From $370 per night (USD)Expedia
Downtown Chicago Retreat 2BD/2BA Views+Gym+Rooftop
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 4
Summary: Experience the best of downtown Chicago in this sleek 2-bedroom River West apartment with bold black-and-gold a ...
From $370 per night (USD)Expedia
From $1374 per night (USD)VRBO
Designer Combo 2E & 2W | Heart of Gold Coast/ River North
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 20
Summary: BRAND NEW APARTMENTS IN THE HEART OF RIVER NORTH & GOLD COAST! Enjoy your designer styled units located in Chi ...
From $1374 per night (USD)VRBO
From $189 per night (USD)VRBO
Comfort & Convenience! Steps 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 $189 per night (USD)VRBO
From $168 per night (USD)VRBO
Relaxing King Stay! Pet-friendly Property w/ Gym | Steps to Chicago Riverwalk!
- 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 $168 per night (USD)VRBO
From $181 per night (USD)VRBO
Pet Friendly Stay Near Magnificent Mile and Chicago Riverwalk!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
With a great location in a trendy neighborhood near shopping, dining, and attractions, this is the perfect spot for your ...
From $181 per night (USD)VRBO
From $466 per night (USD)VRBO
Comfort & Convenience! 3 Relaxing Units, Pets Allowed! Minutes to 360 Chicago!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
With a great location in a trendy neighborhood near shopping, dining, and attractions, this is the perfect spot for your ...
From $466 per night (USD)VRBO
From $317 per night (USD)VRBO
2 Cozy Units Near Washington Square Park! Pet Friendly Property with Gym!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
With a great location in a trendy neighborhood near shopping, dining, and attractions, this is the perfect spot for your ...
From $317 per night (USD)VRBO
From $600 per night (USD)VRBO
4 Modern Units Walk to Washington Square Park and Lincoln Park Zoo!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
With a great location in a trendy neighborhood near shopping, dining, and attractions, this is the perfect spot for your ...
From $600 per night (USD)VRBO
From $176 per night (USD)VRBO
Pet-friendly Room w/ Fitness Center! Short Walk to River North Spots!
- 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 $176 per night (USD)VRBO
From $191 per night (USD)VRBO
Comfortable Queen Stay w/ Earth Tone Furniture! Pet Friendly Near 360 Chicago!
- 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 $191 per night (USD)VRBO
From $401 per night (USD)Expedia
Hancock Lookout Steps to Beach and Transit includes CHI Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Wake up in Chicago’s Gold Coast with stunning views of Lake Michigan and the Hancock Tower. This top-floor high-rise apa ...
From $401 per night (USD)Expedia
From $460 per night (USD)VRBO
Sophisticated 4BR Suite - Modern, and Luxurious
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Welcome to your chic, new retreat in downtown Chicago! This brand new luxury space is meticulously designed for ...
From $460 per night (USD)VRBO
From $461 per night (USD)Expedia
Corporate-Friendly 4BR Stylish & Central
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Welcome to your chic, new retreat in downtown Chicago! This brand new luxury space is meticulously designed for ...
From $461 per night (USD)Expedia
From $390 per night (USD)VRBO
3BR City Escape Bright, Sleek, Spacious
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Welcome to your chic, new retreat in downtown Chicago! This brand new luxury 3- Bedroom is meticulously designe ...
From $390 per night (USD)VRBO
From $461 per night (USD)Expedia
Modern 4BR City Retreat with Stunning Views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Welcome to your chic, new retreat in downtown Chicago! This brand new luxury 4-Bedroom is meticulously designed ...
From $461 per night (USD)Expedia
From $464 per night (USD)VRBO
4BR Modern Gem Sleek, Bright & Central
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Welcome to your chic, new retreat in downtown Chicago! This brand new luxury 4-Bedroom is meticulously designed ...
From $464 per night (USD)VRBO
From $463 per night (USD)Expedia
Chic 4-Bedroom with Skyline Views & Amenities
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Welcome to your chic, new retreat in downtown Chicago! This brand new luxury 4- Bedroom is meticulously designe ...
From $463 per night (USD)Expedia
From $299 per night (USD)VRBO
2BR City Escape Bright, Sleek, Spacious
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Welcome to your chic, new retreat in downtown Chicago! This brand new luxury suite is meticulously designed for ...
From $299 per night (USD)VRBO
From $460 per night (USD)Expedia
4BR Corporate Suite Central and Modern
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Welcome to your chic, new retreat in downtown Chicago! This brand new luxury space is meticulously designed for ...
From $460 per night (USD)Expedia
From $461 per night (USD)VRBO
Family-Sized 4BR Luxury in Downtown Chicago
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Welcome to your chic, new retreat in downtown Chicago! This brand new luxury 4-Bedroom is meticulously designed ...
From $461 per night (USD)VRBO
From $471 per night (USD)Expedia
Brand New 4BR in Heart of Chicago
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Welcome to your chic, new retreat in downtown Chicago! This brand new luxury space is meticulously designed for ...
From $471 per night (USD)Expedia
From $395 per night (USD)VRBO
Group-Ready 3BR Sleek Design & Great Location
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Welcome to your chic, new retreat in downtown Chicago! This brand new luxury 3- Bedroom is meticulously designe ...
From $395 per night (USD)VRBO
From $459 per night (USD)Expedia
High-Rise 4BR w Views, Comfort & Space
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Welcome to your chic, new retreat in downtown Chicago! This brand new luxury 4- Bedroom is meticulously designe ...
From $459 per night (USD)Expedia
From $394 per night (USD)VRBO
Elegant 3BR Stay Prime Location
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Welcome to your chic, new retreat in downtown Chicago! This brand new luxury place is meticulously designed for ...
From $394 per night (USD)VRBO
From $579 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 $579 per night (USD)VRBO
From $290 per night (USD)VRBO
2 Spacious Units Close to Navy Pier! Pool, Parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Set in the River North neighborhood of Chicago, this property offers easy access to popular Chicago attractions, restaur ...
From $290 per night (USD)VRBO
From $436 per night (USD)VRBO
Your Chicago Adventure Starts Here! 3 Units! Pool!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Set in the River North neighborhood of Chicago, this property offers easy access to popular Chicago attractions, restaur ...
From $436 per night (USD)VRBO
From $146 per night (USD)VRBO
Large Unit Close to the Millennium Park! Parking!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Set in the River North neighborhood of Chicago, this property offers easy access to popular Chicago attractions, restaur ...
From $146 per night (USD)VRBO
From $103 per night (USD)Expedia
Blueground | Goose Island, lounge, nr Lincoln Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this cheery Goose Island furnished studio apartmen ...
From $103 per night (USD)Expedia
From $125 per night (USD)VRBO
Blueground | Goose Island, view, nr Lincoln Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this cozy studio Blueground apartment. You’ll love coming home to ...
From $125 per night (USD)VRBO
From $202 per night (USD)Expedia
1BR Modern Luxe Apt with In-Unit Laundry
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Live your best city life in this chic West Loop 1BR/1BA! Perfect for couples, solo travelers, or remote workers ...
From $202 per night (USD)Expedia
From $260 per night (USD)VRBO
West Loop Living – Bright 1BR
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Welcome to your stylish city escape in one of Chicago’s most vibrant and walkable neighborhoods — the West Loop ...
From $260 per night (USD)VRBO
From $111 per night (USD)Expedia
Luxury 1BR Condo – Views, Comfort, & Style
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to your home away from home—an upscale, sun-filled 1-bedroom condo located on the 41st floor in the heart of Chi ...
From $111 per night (USD)Expedia
From $340 per night (USD)VRBO
Stroll Anywhere! 5 mins to Riverwalk & Mag Mile
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Enjoy Chicago from this stylish River North gem—steps from top dining, nightlife, and attractions. Just 2 mins ...
From $340 per night (USD)VRBO
From $134 per night (USD)Expedia
Blueground | West Town, washer, nr Chicago River
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this pretty one bedroom Blueground apartment. You’ll love coming h ...
From $134 per night (USD)Expedia
From $85 per night (USD)VRBO
Blueground | West Town, washer, nr Chicago River
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this beautiful West Town furnished one bedroom apa ...
From $85 per night (USD)VRBO
From $81 per night (USD)Expedia
Blueground | West Town, pets allowed, nr Park
- 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 $81 per night (USD)Expedia
From $139 per night (USD)VRBO
Blueground | Rush & Division, balcony, nr Lake Shore Park
- 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 $139 per night (USD)VRBO
From $768 per night (USD)Expedia
Luxurious Cozy 4BR 4-Story Gold Coast Villa with Free Parking
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Welcome to your perfect Chicago getaway at 111 W Elm St — where classic elegance meets modern comfort in the heart of th ...
From $768 per night (USD)Expedia
From $235 per night (USD)VRBO
City Studio Escape Bright, Sleek & Modern
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Welcome to your chic, new retreat in downtown Chicago! This brand new luxury space is meticulously designed for ...
From $235 per night (USD)VRBO
From $274 per night (USD)Expedia
Boulevard Stays 5 mins to Riverwalk & Mag Mile 03
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Stay in the heart of River North—steps from dining, nightlife, and attractions. Just 2 mins to CTA, 5 mins to M ...
From $274 per night (USD)Expedia
From $278 per night (USD)VRBO
Boulevard Stays | 5 Minutes to Magnificent Mile and River North
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Experience chic comfort in this modern River North retreat—just 5 minutes from the Magnificent Mile, CTA, top d ...
From $278 per night (USD)VRBO
From $138 per night (USD)VRBO
Pet Friendly Queen Unit! Near Chicago Attractions!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
With a great location in a trendy neighborhood near shopping, dining, and attractions, this is the perfect spot for your ...
From $138 per night (USD)VRBO
From $175 per night (USD)VRBO
Modern Queen Stay! Pet Friendly Accommodation w/ Gym Access | Chicago Riverwalk!
- 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 $175 per night (USD)VRBO
From $144 per night (USD)VRBO
River North Chicago Chic w/King Bed - Lake & Skyline Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Unbeatable River North location just steps from Michigan Avenue, Northwestern Medical Center and Loyola. This full cond ...
From $144 per night (USD)VRBO
From $233 per night (USD)VRBO
Two Bedroom West Loop
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Summary: 2 bedroom unit close on the edge of West Loop! The Space: Spacious two bedroom unit that sleeps 7! King Full ( ...
From $233 per night (USD)VRBO
From $646 per night (USD)Expedia
Updated Designer Duplex In Fulton Market W/parking
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
About this space We completed our luxury renovation in kitchen, bathrooms, and patio with a fire pit! We hope you enjoy! ...
From $646 per night (USD)Expedia
From $428 per night (USD)VRBO
Luxury Designer Penthouse | Gold Coast/Old Town
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Summary: NEW PENTHOUSE IN THE HEART OF GOLD COAST and OLD TOWN! Enjoy your own penthouse in Chicago's Gold Coast and Ol ...
From $428 per night (USD)VRBO
From $2695 per night (USD)VRBO
Ideal Lincoln Park Getaway for Large Groups
- Bedrooms:
- 12
- Bathrooms:
- 16
- Sleeps:
- 32
Summary: Experience unmatched group convenience at 'The Echo' with prime access to Lincoln Park and Chicago's best attra ...
From $2695 per night (USD)VRBO
From $3657 per night (USD)VRBO
Gather Your Group: 20BRs in Lincoln Park
- Bedrooms:
- 15
- Bathrooms:
- 20
- Sleeps:
- 40
Summary: Bring your entire crew to 'The Spark,' a unique offering of five 4-bedroom units designed for shared experience ...
From $3657 per night (USD)VRBO
From $359 per night (USD)VRBO
Luxury Downtown Chicago 2BD-2BA View-Gym-Rooftop
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Discover downtown Chicago living at its best in this gorgeous 2-bedroom apartment in the heart of the Loop. Wak ...
From $359 per night (USD)VRBO