Chicago Harbor Rentals
From $302 per night (USD)VRBO
South Loop 3 Bedroom Apt
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: South Loop 3 bedroom apartment with 1 bathroom. We are centrally located and very easy to get anywhere in the c ...
From $302 per night (USD)VRBO
From $313 per night (USD)VRBO
South Loop 2 Bedroom Apt
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 13
Summary: South Loop 2 bedroom apartment with 2 bathrooms. We are centrally located and very easy to get anywhere in the ...
From $313 per night (USD)VRBO
Click For PricingVRBO
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 ...
Click For PricingVRBO
From $232 per night (USD)Expedia
Blueground | The Loop, pool & gym, nr park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this roomy Chicago Loop furnished one bedroom apar ...
From $232 per night (USD)Expedia
From $232 per night (USD)VRBO
Blueground | The Loop, pool & AC, 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 $232 per night (USD)VRBO
From $112 per night (USD)Expedia
Blueground | Streeterville, pool & AC, nr Pier
- 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 $112 per night (USD)Expedia
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 $1442 per night (USD)Expedia
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 $1442 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 $812 per night (USD)Expedia
HUGE 4Br with optional parking/sleeps 10
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
During your stay in Downtown Chicago and enjoying the comfort of our sophisticated apartment we will be doing our best t ...
From $812 per night (USD)Expedia
From $443 per night (USD)VRBO
McCormick Place 2b/2b corner unit with optional parking for up to 6 guests
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • Michigan Avenue location • 2 shifts Security o ...
From $443 per night (USD)VRBO
From $385 per night (USD)Expedia
McCormick Place Skyline view 2br/2ba with optional parking for up to 8 guests
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • 2 shifts Security officers in the building • 2 ...
From $385 per night (USD)Expedia
From $434 per night (USD)VRBO
McCormick 2B/2Ba Large unit/8 guests w Opt Parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • Michigan Avenue location • Spacious apartment ...
From $434 per night (USD)VRBO
From $162 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 stylish one bedroom Blueground apartment. You’ll love coming ...
From $162 per night (USD)Expedia
From $124 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 $124 per night (USD)VRBO
From $95 per night (USD)Expedia
Blueground | The Loop, pool & gym, nr park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this bright studio Blueground apartment. You’ll love coming home t ...
From $95 per night (USD)Expedia
From $94 per night (USD)VRBO
Blueground | The Loop, pool & gym, nr park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this studio apartment in Chicago Loop with high floor views over the city. It’ll be e ...
From $94 per night (USD)VRBO
From $508 per night (USD)Expedia
McCormick Place luxurious 3b/2ba Family Heaven with optional parking/sleeps 10
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • Michigan Avenue location • 2 shifts Security o ...
From $508 per night (USD)Expedia
From $452 per night (USD)VRBO
McCormick Place Stylish corner unit with optional parking for up to 6 guests
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • Michigan Avenue location • 2 shifts Security o ...
From $452 per night (USD)VRBO
From $481 per night (USD)Expedia
McCormick 2B/2Ba for up to 8 guests w Opt Parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • Michigan Avenue location • 2 shifts Security o ...
From $481 per night (USD)Expedia
From $431 per night (USD)VRBO
McCormick Place modern corner apartment with optional parking for up to 6 guests
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • Michigan Avenue location • 2 shifts Security o ...
From $431 per night (USD)VRBO
From $582 per night (USD)Expedia
Spacious and luxurious apartment / sleeps 10 and with optional parking
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • Michigan Avenue location • 3 Queen size beds + ...
From $582 per night (USD)Expedia
From $503 per night (USD)VRBO
McCormick 3B/2Ba Corner Oasis for up to 10 guests
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • Michigan Avenue location • 3 Queen size beds + ...
From $503 per night (USD)VRBO
From $398 per night (USD)Expedia
McCormick Place 2b/2b family unit with optional parking for up to 8 guests
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • Michigan Avenue location • Amazing City view • ...
From $398 per night (USD)Expedia
From $991 per night (USD)VRBO
McCormick 5B/3Ba Luxury Suite for groups/12 guests
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • 2609 sq f Luxurious unit for large groups • 5 ...
From $991 per night (USD)VRBO
From $458 per night (USD)Expedia
McCormick Place 2b/2b family unit with optional parking for up to 8 guests
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • Michigan Avenue location • 2 shifts Security o ...
From $458 per night (USD)Expedia
From $564 per night (USD)VRBO
McCormick Place 3b/2b family oasis with optional parking for up to 10 guests
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • Michigan Avenue location • 3 Queen size beds + ...
From $564 per night (USD)VRBO
From $506 per night (USD)Expedia
McCormick Place Designer 3b/2b family heaven with optional parking/Sleeps 10
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • Michigan Avenue location • 2 shifts Security o ...
From $506 per night (USD)Expedia
From $95 per night (USD)VRBO
Blueground | Gold Coast, rooftop & gym, nr Hancock
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this studio apartment in Streeterville. It’ll be easy to simply show up and start liv ...
From $95 per night (USD)VRBO
From $112 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 $112 per night (USD)Expedia
From $202 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 $202 per night (USD)VRBO
From $227 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 $227 per night (USD)Expedia
From $130 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 $130 per night (USD)VRBO
From $277 per night (USD)Expedia
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)Expedia
From $369 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 $369 per night (USD)VRBO
From $199 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 $199 per night (USD)Expedia
From $110 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 $110 per night (USD)VRBO
From $127 per night (USD)Expedia
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 $127 per night (USD)Expedia
From $162 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 beautiful one bedroom Blueground apartment. You’ll love comin ...
From $162 per night (USD)VRBO
From $142 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 $142 per night (USD)Expedia
Click For PricingVRBO
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 ...
Click For PricingVRBO
From $1035 per night (USD)Expedia
McCormick 6B/4Ba Luxury Suite for groups of up to 12 guests w/ optional parking
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • 1900 sq f Luxurious unit for large groups • 6 ...
From $1035 per night (USD)Expedia
From $559 per night (USD)VRBO
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 $559 per night (USD)VRBO
From $218 per night (USD)Expedia
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 $218 per night (USD)Expedia
From $904 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 $904 per night (USD)VRBO
From $343 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 $343 per night (USD)VRBO
From $367 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 $367 per night (USD)VRBO
From $469 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 $469 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 $419 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 $419 per night (USD)VRBO
From $644 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 $644 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 $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 $258 per night (USD)Expedia
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 $258 per night (USD)Expedia
From $1430 per night (USD)VRBO
Gilded Age Gold Coast Mansion with Parking, Deck, Fireplaces
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 26
RENT WITH CONFIDENCE FROM A PREMIER HOST WITH OVER 800 POSITIVE REVIEWS! One-of-a-kind opportunity to rent a historic Gi ...
From $1430 per night (USD)VRBO
From $106 per night (USD)Expedia
Blueground | South Loop, pool & w/d, nr Willis
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this lovely South Loop furnished one bedroom apart ...
From $106 per night (USD)Expedia
From $268 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 $268 per night (USD)VRBO
From $370 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 $370 per night (USD)VRBO
From $248 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 $248 per night (USD)VRBO
From $127 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 $127 per night (USD)VRBO
From $657 per night (USD)VRBO
Stylish & Modern Stay in Gold Coast, Chicago – 2 Stunning Units!
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 12
Discover the charm of Chicago’s Gold Coast in these brand-new, fully renovated units, perfect for your city getaway! 🏡 ...
From $657 per night (USD)VRBO
From $190 per night (USD)Expedia
Blueground | River North, pool & AC, 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 $190 per night (USD)Expedia
Click For PricingVRBO
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 charming Near North furnished one bedroom apa ...
Click For PricingVRBO
From $150 per night (USD)Expedia
Blueground | South Loop, pool & gym, 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 $150 per night (USD)Expedia
From $204 per night (USD)VRBO
Blueground | Lakeshore East, pool & w/d, nr park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this beautiful New Eastside furnished one bedroom ...
From $204 per night (USD)VRBO
From $118 per night (USD)Expedia
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 $118 per night (USD)Expedia
From $883 per night (USD)VRBO
McCormick 6B/4Ba Luxury Suite for groups/12 guests
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • 1850 sq f Luxurious unit for large groups • 6 ...
From $883 per night (USD)VRBO
From $645 per night (USD)VRBO
Splendid Corner 3BR in the Loop | City Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Stylish 1,300+ square foot corner apartment with 12 foot tall ceilings, massive windows, an open layout, and fa ...
From $645 per night (USD)VRBO
From $291 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 $291 per night (USD)VRBO
From $497 per night (USD)VRBO
The Ultimate Chicago Experience! Close to Chicago Riverwalk and Picasso Statue
- 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 $497 per night (USD)VRBO
From $479 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 $479 per night (USD)VRBO
From $1046 per night (USD)VRBO
Your Relaxing Getaway Awaits! 4 Posh Units, Pets Allowed, Near Picasso Statue
- 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 $1046 per night (USD)VRBO
From $349 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 $349 per night (USD)VRBO
From $830 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 $830 per night (USD)VRBO
From $777 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 $777 per night (USD)VRBO
From $208 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 $208 per night (USD)VRBO
From $198 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 $198 per night (USD)VRBO
From $222 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 $222 per night (USD)VRBO
From $356 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 $356 per night (USD)VRBO
From $501 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 $501 per night (USD)VRBO
From $479 per night (USD)VRBO
Vacation Day Is Always A Great Idea! Pets are Allowed, Near The River Theater
- 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 $479 per night (USD)VRBO
From $367 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 $367 per night (USD)VRBO
From $729 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 $729 per night (USD)VRBO
From $400 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 $400 per night (USD)VRBO
From $675 per night (USD)VRBO
Just What You Were Looking For! 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 $675 per night (USD)VRBO
From $831 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 $831 per night (USD)VRBO
From $616 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 $616 per night (USD)VRBO
From $356 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 $356 per night (USD)VRBO
From $365 per night (USD)VRBO
Indulge in Home-Like Comfort! Near Bridgehouse and Chicago River Museum
- 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 $365 per night (USD)VRBO
From $629 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 $629 per night (USD)VRBO
From $414 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 $414 per night (USD)VRBO
From $1173 per night (USD)Expedia
Longterm living in Chicago: 3BR Luxury Lakefront@Oak St Beach--pool, gym, decks
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Escape to this luxury 2200sf condo in Chicago, on a high floor with lake views, pool and deck. This gorgeous condo boast ...
From $1173 per night (USD)Expedia
From $524 per night (USD)VRBO
Spectacular Corner 2BR Penthouse in the Loop | Roof Deck
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: This top floor corner penthouse is in a perfect location with panoramic city views in multiple directions. With ...
From $524 per night (USD)VRBO
From $495 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 $495 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 $317 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 $317 per night (USD)Expedia
From $106 per night (USD)VRBO
Blueground | South Loop, pool & gym, nr 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 $106 per night (USD)VRBO
From $360 per night (USD)VRBO
Relax in a Spacious King Suite with Stunning Views of Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located in the Loop, steps from The Theatre District and Millennium Park, immerse yourself in Chicago’s marvels. Discove ...
From $360 per night (USD)VRBO
From $368 per night (USD)VRBO
Millennium Park King Suite at Staypineapple, An Iconic Hotel, The Loop
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located in the Loop, steps from The Theatre District and Millennium Park, immerse yourself in Chicago’s marvels. Discove ...
From $368 per night (USD)VRBO
From $169 per night (USD)Expedia
Blueground | Gold Coast, AC, nr Hancock Center
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Rush & Division with high floor views over the city. It ...
From $169 per night (USD)Expedia