Chicago Harbor Rentals
From $105 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 $105 per night (USD)VRBO
From $202 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 $202 per night (USD)Expedia
From $219 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 $219 per night (USD)VRBO
From $162 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 $162 per night (USD)Expedia
From $142 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 $142 per night (USD)VRBO
From $311 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 $311 per night (USD)Expedia
From $934 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 $934 per night (USD)VRBO
From $317 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 $317 per night (USD)VRBO
From $331 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 $331 per night (USD)VRBO
From $414 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 $414 per night (USD)VRBO
From $2659 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 $2659 per night (USD)VRBO
From $355 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 $355 per night (USD)VRBO
From $570 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 $570 per night (USD)VRBO
From $133 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 $133 per night (USD)Expedia
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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 PricingVRBO
From $118 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 $118 per night (USD)Expedia
From $157 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 $157 per night (USD)VRBO
From $102 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 $102 per night (USD)Expedia
From $1497 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 $1497 per night (USD)VRBO
From $199 per night (USD)Expedia
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 $199 per night (USD)Expedia
From $457 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 $457 per night (USD)VRBO
From $562 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 $562 per night (USD)VRBO
From $902 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 $902 per night (USD)VRBO
From $676 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 $676 per night (USD)VRBO
From $375 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 $375 per night (USD)VRBO
From $720 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 $720 per night (USD)VRBO
From $40 per night (USD)VRBO
The Chicago Hotel Collection, Standard Double Queen with City Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Immerse yourself in the energy of Chicago at our renovated hotel on the Magnificent Mile. Steps from landmarks and luxur ...
From $40 per night (USD)VRBO
From $605 per night (USD)Expedia
Luxury Designer Penthouse NW | Pool | Gold Coast
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Summary: NEW PENTHOUSE IN THE HEART OF GOLD COAST! Enjoy your own penthouse in Chicago's Gold Coast-the city's center o ...
From $605 per night (USD)Expedia
From $253 per night (USD)VRBO
Blueground | South 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 cozy South Loop furnished one bedroom apartme ...
From $253 per night (USD)VRBO
From $249 per night (USD)Expedia
Blueground | South Loop, pool & gym, nr park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in South Loop with high floor views over the city. It’ll b ...
From $249 per night (USD)Expedia
From $228 per night (USD)VRBO
Suite Success • Business Class Living • Sleeps 4
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your extended-stay retreat in the heart of Chicago’s South Loop. Whether you’re here for work, relocating to ...
From $228 per night (USD)VRBO
From $283 per night (USD)VRBO
Penthouse Paradise •Executive Elegance • Elevated Amenities • Sleeps 6
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Experience Elevated Urban Luxury in Chicago’s South Loop: Welcome to your home away from home—a sprawling, sun-drenched ...
From $283 per night (USD)VRBO
From $980 per night (USD)VRBO
Making The Best Memories Along The Way! 4 Units with City View, Pets Are Welcome
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Located Downtown near Chicago River, enjoy bars & restaurants all by walking distance. For sports fans, Soldier Field, W ...
From $980 per night (USD)VRBO
From $491 per night (USD)VRBO
Better Choice for your Vacation! 2 Relaxing Units with City View, Pets Allowed!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Located Downtown near Chicago River, enjoy bars & restaurants all by walking distance. For sports fans, Soldier Field, W ...
From $491 per night (USD)VRBO
From $735 per night (USD)VRBO
Everything You Need For The Perfect Vacation! 3 Relaxing Units, Pets Are Welcome
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Located Downtown near Chicago River, enjoy bars & restaurants all by walking distance. For sports fans, Soldier Field, W ...
From $735 per night (USD)VRBO
From $357 per night (USD)VRBO
A Place You'll Surely Enjoy! 2 Relaxing Units with City View, Pet-friendly!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located Downtown near Chicago River, enjoy bars & restaurants all by walking distance. For sports fans, Soldier Field, W ...
From $357 per night (USD)VRBO
From $535 per night (USD)VRBO
Come Create Memories w/ Fun-filled Adventures at this Paradise! 3 Relaxing Units
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Located Downtown near Chicago River, enjoy bars & restaurants all by walking distance. For sports fans, Soldier Field, W ...
From $535 per night (USD)VRBO
From $135 per night (USD)VRBO
Better Choice for your Vacation! Short Walk to River North Spots, Pets Allowed!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Nestled in the hip River North area of downtown Chicago, this property offers guests a great location near shops, restau ...
From $135 per night (USD)VRBO
From $127 per night (USD)VRBO
Everything You Need For The Perfect Vacation! Pet-friendly Property, King Room!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Nestled in the hip River North area of downtown Chicago, this property offers guests a great location near shops, restau ...
From $127 per night (USD)VRBO
From $86 per night (USD)Expedia
Blueground | Gold Coast, AC, nr Hancock Center
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this sophisticated one bedroom Blueground apartment. You’ll love c ...
From $86 per night (USD)Expedia
From $249 per night (USD)VRBO
The Chicago Hotel Collection Magnificent Mile, 3 Standard King Rooms
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Immerse yourself in the energy of Chicago at our renovated hotel on the Magnificent Mile. Steps from landmarks and luxur ...
From $249 per night (USD)VRBO
From $143 per night (USD)VRBO
Sleek Downtown Retreat by Chicago’s Mag Mile @ The Chicago Hotel Collection
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Immerse yourself in the energy of Chicago at our renovated hotel on the Magnificent Mile. Steps from landmarks and luxur ...
From $143 per night (USD)VRBO
From $94 per night (USD)VRBO
The Chicago Hotel Collection, Mag Mile, Deluxe Double Queen - Premium Option
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Immerse yourself in the energy of Chicago at our renovated hotel on the Magnificent Mile. Steps from landmarks and luxur ...
From $94 per night (USD)VRBO
From $40 per night (USD)VRBO
Upscale City Center Stay | Prime Locale | City Views | Pets Allowed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Immerse yourself in the energy of Chicago at our renovated hotel on the Magnificent Mile. Steps from landmarks and luxur ...
From $40 per night (USD)VRBO
From $84 per night (USD)VRBO
Blueground | Rush & Division, fitness center, nr Lincoln Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this lovely one bedroom Blueground apartment. You’ll love coming h ...
From $84 per night (USD)VRBO
From $699 per night (USD)Expedia
2 Suites with Rooftop Lounge & Beautiful Views of Chicago Skyline
- 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 $699 per night (USD)Expedia
From $251 per night (USD)VRBO
Cozy Room with Rooftop Lounge & City Views in River North
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This listing is for a room within a hotel. ✦ Your room is 355 sq. ft, equipped with complimentary toiletries, TV. ✦ Da ...
From $251 per night (USD)VRBO
From $539 per night (USD)Expedia
2 Luxury Queen with Rooftop Lounge & City Views Near Attractions
- 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 $539 per night (USD)Expedia
From $240 per night (USD)VRBO
Luxury Unit with Rooftop Lounge & Spectacular City Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This listing is for a room within a hotel. ✦ Your room is 248 sq. ft, equipped with complimentary toiletries, TV. ✦ Da ...
From $240 per night (USD)VRBO
From $276 per night (USD)Expedia
Modern Suite with Rooftop Lounge & Views of Downtown Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This listing is for a room within a hotel. ✦ Your room is 301 sq. ft, equipped with complimentary toiletries, TV. ✦ Da ...
From $276 per night (USD)Expedia
From $431 per night (USD)VRBO
2 Relaxing Rooms with Rooftop Lounge & City Views of Chicago
- 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 $431 per night (USD)VRBO
From $793 per night (USD)Expedia
2 Spacious King Room with Rooftop Lounge & Scenic Views of Chicago
- 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 $793 per night (USD)Expedia
From $261 per night (USD)VRBO
Spacious Room with Rooftop Lounge & Scenic Views of Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This listing is for a room within a hotel. ✦ Your room is 355 sq. ft, equipped with complimentary toiletries, TV. ✦ Da ...
From $261 per night (USD)VRBO
Click For PricingExpedia
TOP PICK: Solo/Group, Private Rooms, Free Coffee!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 1
Welcome to your perfectly located home base in the heart of Chicago! Just 16 km from Midway International Airport and wa ...
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Click For PricingVRBO
Free Coffee & Private Room - Traveler's Favorite!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 1
Welcome to your perfectly located home base in the heart of Chicago! Just 16 km from Midway International Airport and wa ...
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Click For PricingExpedia
Traveler’s Favorite: Private Room Near Attractions
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 1
Welcome to your perfectly located home base in the heart of Chicago! Just 16 km from Midway International Airport and wa ...
Click For PricingExpedia
Click For PricingVRBO
Clean & Modern • Central Location • Free Coffee!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 1
Welcome to your perfectly located home base in the heart of Chicago! Just 16 km from Midway International Airport and wa ...
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Click For PricingExpedia
Secure, Quiet, Solo Traveler's Fave, Free Coffee!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 1
Welcome to your perfectly located home base in the heart of Chicago! Just 16 km from Midway International Airport and wa ...
Click For PricingExpedia
Click For PricingVRBO
Morning Brew & Museum Views • Downtown Solo Stay
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 1
Welcome to your perfectly located home base in the heart of Chicago! Just 16 km from Midway International Airport and wa ...
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Click For PricingExpedia
Best Private Room in Downtown | Free Coffee
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 1
Welcome to your perfectly located home base in the heart of Chicago! Just 16 km from Midway International Airport and wa ...
Click For PricingExpedia
From $300 per night (USD)VRBO
Budget-Friendly Stay and Free Coffee | Downtown
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 1
Welcome to your perfectly located home base in the heart of Chicago! Just 16 km from Midway International Airport and wa ...
From $300 per night (USD)VRBO
Click For PricingExpedia
All Ease Private Stay |Traveler's Top Fave!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 1
Welcome to your perfectly located home base in the heart of Chicago! Just 16 km from Midway International Airport and wa ...
Click For PricingExpedia
Click For PricingVRBO
Solo Explorer’s Nest | Walk to Museums & Parks
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 1
Welcome to your perfectly located home base in the heart of Chicago! Just 16 km from Midway International Airport and wa ...
Click For PricingVRBO
Click For PricingExpedia
Best Pick | Private Room w/ Free Coffee and WiFi
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 1
Welcome to your perfectly located home base in the heart of Chicago! Just 16 km from Midway International Airport and wa ...
Click For PricingExpedia
Click For PricingVRBO
Secure, Private, Free Wi-Fi and Coffee, Accessible
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 1
Welcome to your perfectly located home base in the heart of Chicago! Just 16 km from Midway International Airport and wa ...
Click For PricingVRBO
Click For PricingExpedia
Work, Explore, Rest | Ideal for Solo Guests
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 1
Welcome to your perfectly located home base in the heart of Chicago! Just 16 km from Midway International Airport and wa ...
Click For PricingExpedia
From $105 per night (USD)VRBO
Private Stay w/Free Coffee | Best Stay in Chicago
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 1
Welcome to your perfectly located home base in the heart of Chicago! Just 16 km from Midway International Airport and wa ...
From $105 per night (USD)VRBO
From $2611 per night (USD)Expedia
Modern- Smart Home in Wicker Park
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Come enjoy and relax in this calm, modern, stylish space located in Wicker Park. This plant filled oasis in the city i ...
From $2611 per night (USD)Expedia
From $356 per night (USD)VRBO
Bright 3BR Retreat Near McCormick + Museum Campus
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to The State Suite — a modern, artfully designed 3-bedroom, 1-bath apartment perfect for everyone! Just minutes ...
From $356 per night (USD)VRBO
From $752 per night (USD)Expedia
Spectacular Gold Coast Villa Near Beach w/ Parking
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to the Gold Coast Villa Retreat — a stunning, fully renovated private home designed for families, groups, and bu ...
From $752 per night (USD)Expedia
From $1082 per night (USD)VRBO
Everything You Need For The Perfect Vacation! 2 Modern Units, Pets are Welcome!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 10
Guests will find a sophisticated urban retreat designed for both business and leisure travelers at this property. The el ...
From $1082 per night (USD)VRBO
From $227 per night (USD)VRBO
Best Value, Quality Stay! Pet-Friendly Property, Close to Water Tower Chicago!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Guests will find a sophisticated urban retreat designed for both business and leisure travelers at this property. The el ...
From $227 per night (USD)VRBO
From $554 per night (USD)VRBO
Spacious Good-Value Accommodation! Pet-Friendly Property, Near Willis Tower!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Guests will find a sophisticated urban retreat designed for both business and leisure travelers at this property. The el ...
From $554 per night (USD)VRBO
From $561 per night (USD)VRBO
A Place You'll Surely Enjoy! Near Chicago History Museum, Pet-Friendly!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Guests will find a sophisticated urban retreat designed for both business and leisure travelers at this property. The el ...
From $561 per night (USD)VRBO
From $326 per night (USD)VRBO
Affordability Meets Comfort! Close to Water Tower Chicago, Pets Are Welcome!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Guests will find a sophisticated urban retreat designed for both business and leisure travelers at this property. The el ...
From $326 per night (USD)VRBO
From $256 per night (USD)VRBO
Always a Great Idea To Unwind! Pet-Friendly Property, Near Marina City!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Guests will find a sophisticated urban retreat designed for both business and leisure travelers at this property. The el ...
From $256 per night (USD)VRBO
From $229 per night (USD)VRBO
Ensuring a Very Pleasant & Memorable Stay! Close to 360 Chicago, Pet-Friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Guests will find a sophisticated urban retreat designed for both business and leisure travelers at this property. The el ...
From $229 per night (USD)VRBO
From $107 per night (USD)Expedia
Upscale River North 1BR w/ Coffee Shop & Gym, nr Lake, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Near North with views over the city. It’ll be easy to s ...
From $107 per night (USD)Expedia
From $298 per night (USD)VRBO
Stylish Streeterville 2BR w/ Lounge & Pool, nr Riverwalk, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Feel at home wherever you choose to live with Blueground. You’ll love this lovely Streeterville furnished two bedroom ap ...
From $298 per night (USD)VRBO
From $127 per night (USD)Expedia
Great South Loop 1BR w/ Games & Pool, nr Park & Train, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in South Loop. It’ll be easy to simply show up and start l ...
From $127 per night (USD)Expedia
From $196 per night (USD)VRBO
Upscale Streeterville Jr 1BR w/ Gym, nr Magnificent Mile, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this stylish Streeterville furnished one bedroom a ...
From $196 per night (USD)VRBO
From $101 per night (USD)Expedia
Trendy Loop Jr 1BR w/ Game Room, nr Park & Riverwalk, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this pretty Chicago Loop furnished one bedroom apa ...
From $101 per night (USD)Expedia
From $96 per night (USD)VRBO
Stellar South Loop 1BR, near CTA Train, Sports & Parks, by blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in South Loop with high floor views over the city. It’ll b ...
From $96 per night (USD)VRBO
From $97 per night (USD)Expedia
Striking South Loop 1BR w/ Rooftop, walk to Grant Park, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this sophisticated South Loop furnished one bedroo ...
From $97 per night (USD)Expedia
From $77 per night (USD)VRBO
Sweet South Loop 1BR w/ Rooftop, nr Grant Park & Museums, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this sophisticated South Loop furnished one bedroo ...
From $77 per night (USD)VRBO
From $77 per night (USD)Expedia
Sunny South Loop 1BR, nr Soldier Field, CTA Train & Park, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in South Loop. It’ll be easy to simply show up and start l ...
From $77 per night (USD)Expedia
From $678 per night (USD)VRBO
Luxury Loft Collection 903 - Terrace - River North
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 14
Summary: BRAND NEW LOFT IN RIVER NORTH! Enjoy your new private luxury loft in Chicago's newest and most luxurious build ...
From $678 per night (USD)VRBO
From $632 per night (USD)Expedia
Luxury Loft Collection 902 - Terrace - River North
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 14
Summary: BRAND NEW LOFT IN RIVER NORTH! Enjoy your new private luxury loft in Chicago's newest and most luxurious build ...
From $632 per night (USD)Expedia
From $331 per night (USD)VRBO
Gold Coast/Downtown Hideaway
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
New Listing! Freshly renovated Gold Coast hideaway provides the perfect escape from the nearby shopping and restaurant a ...
From $331 per night (USD)VRBO
From $270 per night (USD)Expedia
Chicago Cityview Chic II Gold Coast/River North
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to our stylish, 2-bed, 2-bath condo located in the vibrant Gold Coast/River North neighborhood. Discover the epi ...
From $270 per night (USD)Expedia
From $1064 per night (USD)VRBO
Downtown Penthouse 5bd VIEWS|Parking, Gym+Pool
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
Feel at Home, Unwind, and Enjoy the amenities you deserve at our Two 2-Story Downtown Penthouses (Combined Units) with M ...
From $1064 per night (USD)VRBO
From $404 per night (USD)VRBO
Discover Downtown from Our Well-Appointed Space | 2 Suites
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 10
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms. ✦ Each room is ...
From $404 per night (USD)VRBO
From $290 per night (USD)VRBO
Downtown 2bd #4 - Near Grant Park, Museums, Lake
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Feel at Home, Unwind, and Enjoy the amenities you deserve right next to Grant Park! Guests love staying with us because ...
From $290 per night (USD)VRBO
From $1559 per night (USD)Expedia
PH w/ Bean & Lake Views, An Elite Stay
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Summary: Chicago's Exclusive Orion Penthouse! Wake to breathtaking Bean & Park views from your 21st-floor, 3000ft² haven ...
From $1559 per night (USD)Expedia
From $96 per night (USD)VRBO
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 $96 per night (USD)VRBO
From $4558 per night (USD)VRBO
Iconic Downtown Penthouses Getaway + City Views
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 15
Summary: Discover 'The Lyra', a collection of two exclusive penthouses on the same floor in The Loop, perfectly situated ...
From $4558 per night (USD)VRBO
From $319 per night (USD)VRBO
South Loop 4 Bedroom apt
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 9
Summary: South Loop 4 bedroom apartment with 1.5 bathrooms. We are centrally located and very easy to get anywhere in th ...
From $319 per night (USD)VRBO
From $1150 per night (USD)VRBO
Luxury Designer Penthouse Combo |South| Gold Coast
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 20
Summary: NEW PENTHOUSE IN THE HEART OF GOLD COAST! Enjoy the combination of your own 2 side-by-side private penthouses ...
From $1150 per night (USD)VRBO
From $1181 per night (USD)VRBO
Luxury Designer Penthouse Combo |North| Gold Coast
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 20
Summary: NEW PENTHOUSE IN THE HEART OF GOLD COAST! Enjoy the combination of your own 2 side-by-side private penthouses ...
From $1181 per night (USD)VRBO
From $663 per night (USD)Expedia
Luxury Loft Collection 703 - Terrace - River North
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 14
Summary: BRAND NEW LOFT IN RIVER NORTH! Enjoy your new private luxury loft in Chicago's newest and most luxurious bui ...
From $663 per night (USD)Expedia