Carl Sandburg Village Rentals
- From $287 per night (USD)
VRBO
Luxury River North 2\/2 with incredible Skyline and Sunset views. 2-King Beds
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located in the sought-after neighborhood of River North, this 2/2 high-rise condo provides luxury accommodations with am ...
From $287 per night (USD)VRBO
- From $645 per night (USD)
Expedia
Luxury Designer Penthouse North - 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 $645 per night (USD)Expedia
- From $129 per night (USD)
VRBO
Landing at NEXT - Studio in Near North Side
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to the NEXT evolution of luxury living. Our apartments come in varied layouts outfitted with contemporary featur ...
From $129 per night (USD)VRBO
- From $142 per night (USD)
VRBO
Landing at NEXT - 1 Bedroom in Near North Side
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to the NEXT evolution of luxury living. Our apartments come in varied layouts outfitted with contemporary featur ...
From $142 per night (USD)VRBO
- From $315 per night (USD)
VRBO
Quaint Chicago Condo: Near Lincoln Park & DePaul!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Discover the best of Chicago at this charming 1-bedroom, 1-bath vacation rental in Lincoln Park! Whether you’re here for ...
From $315 per night (USD)VRBO
- From $241 per night (USD)
Expedia
Amazing River North Jr 1BR w\/ Game Room, nr Beach & L, by Blueground
- 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 $241 per night (USD)Expedia
- From $135 per night (USD)
VRBO
Come Make a Toast in the Gold Coast
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Enjoy your stay with a Beautiful view of Chicago very own skyline that’s even more beautiful when you’re on the rooftop ...
From $135 per night (USD)VRBO
- From $238 per night (USD)
Expedia
Chic & Historic Apartment Steps from Mag Mile
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
A design lover's dream. Spend your next long stay in a beautifully remodeled apartment in Chicago's Gold Coast neighborh ...
From $238 per night (USD)Expedia
- From $400 per night (USD)
VRBO
Level Spacious one bedroom suite with king bed, walk-in closet, full kitchen.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
In a city known for its neighborhoods, River North stands out. You’ll find chic galleries, buzz-worthy restaurants and v ...
From $400 per night (USD)VRBO
- Click For Pricing
Expedia
Level River North Luxury Two Bedroom Suite\n
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
In a city known for its neighborhoods, River North stands out. You’ll find chic galleries, buzz-worthy restaurants and v ...
Click For PricingExpedia
- From $95 per night (USD)
VRBO
Upscale 1BR Haven in Perfect Location
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Step into our cozy abode! Embrace the blend of contemporary conveniences and urban living. This roomy one-bedroom, one-b ...
From $95 per night (USD)VRBO
- Click For Pricing
Expedia
Two Floor Luxury 3 Bedroom Condo in Old Town\n\n
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Enjoy this spacious 3 Bedroom Condo located in Old Town, Chicago. This condo is fully equipped for your group. With over ...
Click For PricingExpedia
- From $266 per night (USD)
VRBO
2 MTM Fully Furnished Rental in Old Town 2f&2r
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Looking for 2 units, MTM, fully furnished rentals that are move in ready? - ALL utilities, WIFI, Cable 100% r ...
From $266 per night (USD)VRBO
- From $344 per night (USD)
Expedia
Stylish 2 BDR Coach House Steps From The Lake
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: Welcome to our stylish coach house located in the heart of the city, just moments away from the picturesque sho ...
From $344 per night (USD)Expedia
- From $814 per night (USD)
VRBO
Luxe SFH in Historic Old Town
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Situated on a tree-lined in the heart of Old Town Chicago, this spacious and bright 4-bedroom, 2.5-bathroom brownstone i ...
From $814 per night (USD)VRBO
- From $107 per night (USD)
Expedia
Stylish Gold Coast 1BR w\/ Grills & Gym, nr Shops & Park, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this beautiful Gold Coast furnished one bedroom ap ...
From $107 per night (USD)Expedia
- From $240 per night (USD)
VRBO
2bd River North Condo with Million Dollar Views! by RedAwning
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
32+ NIGHTS MIN, *1 GARAGE PARKING SPACE INCL* Experience our stunning 49th floor River North condo! With 2 bedrooms & b ...
From $240 per night (USD)VRBO
- From $176 per night (USD)
Expedia
A Place You'll Surely Enjoy! Full Kitchen, Free Breakfast, Pets Allowed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The property boasts a contemporary urban retreat, designed with spacious suites and fully equipped kitchens, perfect for ...
From $176 per night (USD)Expedia
- From $539 per night (USD)
VRBO
Spacious Good-Value Accommodation! 2 Convenient Units, Free Breakfast
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
The property boasts a contemporary urban retreat, designed with spacious suites and fully equipped kitchens, perfect for ...
From $539 per night (USD)VRBO
- From $342 per night (USD)
Expedia
Ideal Mix of Comfort and Value! Free Breakfast, Near Water Tower Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
The property boasts a contemporary urban retreat, designed with spacious suites and fully equipped kitchens, perfect for ...
From $342 per night (USD)Expedia
- From $269 per night (USD)
VRBO
Making The Best Memories Along The Way! Free Breakfast, Pets Allowed
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
The property boasts a contemporary urban retreat, designed with spacious suites and fully equipped kitchens, perfect for ...
From $269 per night (USD)VRBO
- From $338 per night (USD)
Expedia
Ideal Old Town Location, 5 min walk to public transportation, 10 min to Wells St
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Guests will enjoy a large 2 bedroom, 2 bath unit in this desirable Old Town location. Hardwood floors throughout. Updat ...
From $338 per night (USD)Expedia
- From $615 per night (USD)
VRBO
Sonder The Opal | Two-Bedroom Apartment
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Art-filled galleries. Bustling cafes. Posh boutiques. The Opal is at the heart of River North. This five-story brick bui ...
From $615 per night (USD)VRBO
- From $305 per night (USD)
VRBO
Kasa | Cozy Studio + Walk to Shopping & Dining | Chicago
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Summary: With Oak Street Beach, Michigan Avenue, and Gold Coast all within walking distance, Our Kasas are well-connecte ...
From $305 per night (USD)VRBO
- From $335 per night (USD)
VRBO
Kasa | Convenient Location + Fast Wifi | Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: With Oak Street Beach, Michigan Avenue, and Gold Coast all within walking distance, Our Kasas are well-connecte ...
From $335 per night (USD)VRBO
- From $634 per night (USD)
VRBO
Sonder The Opal | Superior Lofted Two-Bedroom Apartment w\/ Rooftop
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Art-filled galleries. Bustling cafes. Posh boutiques. The Opal is at the heart of River North. This five-story brick bui ...
From $634 per night (USD)VRBO
- From $851 per night (USD)
VRBO
Sonder The Opal | Lofted Two-Bedroom Apartment w\/ Rooftop
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Art-filled galleries. Bustling cafes. Posh boutiques. The Opal is at the heart of River North. This five-story brick bui ...
From $851 per night (USD)VRBO
- From $338 per night (USD)
VRBO
Sonder The Opal | One-Bedroom Apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Art-filled galleries. Bustling cafes. Posh boutiques. The Opal is at the heart of River North. This five-story brick bui ...
From $338 per night (USD)VRBO
- From $757 per night (USD)
VRBO
Sonder The Opal | Superior Two-Bedroom Apartment
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Art-filled galleries. Bustling cafes. Posh boutiques. The Opal is at the heart of River North. This five-story brick bui ...
From $757 per night (USD)VRBO
- From $298 per night (USD)
VRBO
Sonder The Opal | Studio Apartment
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Art-filled galleries. Bustling cafes. Posh boutiques. The Opal is at the heart of River North. This five-story brick bui ...
From $298 per night (USD)VRBO
- From $885 per night (USD)
VRBO
Sonder The Opal | Three-Bedroom Apartment
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Art-filled galleries. Bustling cafes. Posh boutiques. The Opal is at the heart of River North. This five-story brick bui ...
From $885 per night (USD)VRBO
- From $78 per night (USD)
Expedia
Hip Gold Coast Studio w\/ Deck, Gym & Lounge, 1 block to L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Gold Coast. with views over the city. It’ll be easy to ...
From $78 per night (USD)Expedia
- Click For Pricing
VRBO
✨💫Luxury Gold Coast Home w\/ Rooftop Pool & Gym 💫✨
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Located in the heart of Gold Coast, Chicago's most sought after neighborhood. Please enjoy our large, brand ne ...
Click For PricingVRBO
- Click For Pricing
VRBO
20th Floor Lux Apt w\/Rooftop Pool Steps from Lake
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Located in the heart of Gold Coast, Chicago's most central location. Please enjoy our spacious, recently rehab ...
Click For PricingVRBO
- From $317 per night (USD)
VRBO
Kasa | Queen Studio Near Magnificent Mile | Chicago
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Summary: With Oak Street Beach, Michigan Avenue, and Gold Coast all within walking distance, Our Kasas are well-connecte ...
From $317 per night (USD)VRBO
- From $313 per night (USD)
VRBO
Kasa | Welcoming Studio in River North | Chicago
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Summary: With Oak Street Beach, Michigan Avenue, and Gold Coast all within walking distance, Our Kasas are well-connecte ...
From $313 per night (USD)VRBO
- From $706 per night (USD)
VRBO
Kasa | River North 2BD w\/ In Unit W\/D | Chicago
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: With Oak Street Beach, Michigan Avenue, and Gold Coast all within walking distance, Our Kasas are well-connecte ...
From $706 per night (USD)VRBO
- From $352 per night (USD)
VRBO
Kasa | Fantastic Location, Near Magnificent Mile | Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: With Oak Street Beach, Michigan Avenue, and Gold Coast all within walking distance, Our Kasas are well-connecte ...
From $352 per night (USD)VRBO
- From $725 per night (USD)
VRBO
Cloud9 |Social club| Motion Studio|The Hamilton
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: Welcome to The Hamilton! Guests must pass screening with ID. A $1,000 USD SECURITY DEPOSIT HOLD on major credit ...
From $725 per night (USD)VRBO
- From $759 per night (USD)
Expedia
Cloud9| Social Lounge| Big Gym|Sundeck| The Jersey
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: Welcome to The Jersey! Guests must pass screening with ID. A $1,000 USD SECURITY DEPOSIT HOLD on major credit c ...
From $759 per night (USD)Expedia
- From $365 per night (USD)
VRBO
Kasa | Minutes From Millennium Park | Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: With Oak Street Beach, Michigan Avenue, and Gold Coast all within walking distance, Our Kasas are well-connecte ...
From $365 per night (USD)VRBO
- From $304 per night (USD)
VRBO
Kasa | Enjoy Local Deep Dish, Stay a While | Chicago
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Summary: With Oak Street Beach, Michigan Avenue, and Gold Coast all within walking distance, Our Kasas are well-connecte ...
From $304 per night (USD)VRBO
- From $432 per night (USD)
VRBO
Kasa | Walk to Lincoln Park Zoo | Chicago
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: With Oak Street Beach, Michigan Avenue, and Gold Coast all within walking distance, Our Kasas are well-connecte ...
From $432 per night (USD)VRBO
- From $310 per night (USD)
VRBO
Kasa | River North Studio w\/ Balcony | Chicago
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Summary: With Oak Street Beach, Michigan Avenue, and Gold Coast all within walking distance, Our Kasas are well-connecte ...
From $310 per night (USD)VRBO
- Click For Pricing
VRBO
GROUP LUX in Old Town\/Gold Coast (+private roof)
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Chicago's top getaway spot! Guests love this home because: - Steps away from top-notch restaurants/entertainment on b ...
Click For PricingVRBO
- From $147 per night (USD)
Expedia
Premium Gold Coast 2BR w\/ Gym & Lounge, 1 block to L, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two bedroom apartment in Gold Coast. with balcony views over the city. It’ll be ...
From $147 per night (USD)Expedia
- From $391 per night (USD)
VRBO
Kasa | Explore Millennium Park and River North | Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: With Oak Street Beach, Michigan Avenue, and Gold Coast all within walking distance, Our Kasas are well-connecte ...
From $391 per night (USD)VRBO
- From $161 per night (USD)
Expedia
Dreamy Streeterville 1BR w\/ Pool, Roof & Gym, nr Lakefront, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this spacious Streeterville furnished one bedroom ...
From $161 per night (USD)Expedia
- From $150 per night (USD)
VRBO
Beautiful Condo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
New remodeled Studio downtown .. You will love this place Close to hospital and College. Conveniently located in the mi ...
From $150 per night (USD)VRBO
- From $625 per night (USD)
Expedia
Modern Apartment with Private Rooftop Patio & Free Parking in Downtown Chicago
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
A beautiful modern 2450 sq feet apartment with a private rooftop deck, private patio and yard, brand new appliances, and ...
From $625 per night (USD)Expedia
- From $446 per night (USD)
VRBO
Old Town Chicago at it's finest! Pet Friendly & Recently Renovated Top-Floor Condo Has Everything You Need for a Perfect Windy City Getaway by RedAwning
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Stay in one of the best neighborhoods in Chicago - Old Town! Recently renovated spacious top floor condo with all modern ...
From $446 per night (USD)VRBO
- From $307 per night (USD)
VRBO
Stylish Stunner in Great Old Town Neighborhood - Close to North Avenue Beach by RedAwning
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This unique and spacious two bedroom garden unit is the perfect place for anyone visiting Chicago! You won't regret choo ...
From $307 per night (USD)VRBO
- From $465 per night (USD)
VRBO
Free Parking! Designed for Work and Play - Perfect for Any Traveler with 2 Work Spaces and Old Town Charm by RedAwning
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Plenty of space to spread out and relax! My two level townhome in the hot Old Town neighborhood makes for the perfect re ...
From $465 per night (USD)VRBO
- From $439 per night (USD)
Expedia
Spacious Luxury Townhouse - Old Town by RedAwning
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Historic 3 bedroom home in Old Town! Comfortably sleeps 6, and access to 3 levels of living space. The massive rain show ...
From $439 per night (USD)Expedia
- From $285 per night (USD)
VRBO
Walk to Lincoln Park, North Avenue Beach, and Second City! Lovely Old Town Charm! by RedAwning
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Stay in the heart of Chicago Old Town! This bright, cool and comfortable one bedroom, one bath is decked out in mid cent ...
From $285 per night (USD)VRBO
- From $316 per night (USD)
VRBO
Beauty on Bissell - This Perfect Windy City Townhome Books Up Fast! by RedAwning
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Spacious, central, and stylish, our delightful townhome is the ideal place for you to stay in the Windy City! With two b ...
From $316 per night (USD)VRBO
- From $322 per night (USD)
VRBO
Kasa | River North 1BD + Balcony | Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: With Oak Street Beach, Michigan Avenue, and Gold Coast all within walking distance, Our Kasas are well-connecte ...
From $322 per night (USD)VRBO
- From $374 per night (USD)
VRBO
Kasa | Cozy Long Term Stay + Balcony | Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: With Oak Street Beach, Michigan Avenue, and Gold Coast all within walking distance, Our Kasas are well-connecte ...
From $374 per night (USD)VRBO
- From $648 per night (USD)
VRBO
Two-Story STUNNER in Iconic Old Town Chicago by RedAwning
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Our two-story Old Town condo is a great place for all travelers to experience our favorite neighborhood in Chicago! Enjo ...
From $648 per night (USD)VRBO
- From $104 per night (USD)
Expedia
Stunning Near North 1BR w\/ Doorman, W\/D & Gym nr I-90, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this roomy Near North Side furnished studio apartm ...
From $104 per night (USD)Expedia
- From $89 per night (USD)
VRBO
Elegant Near North 1BR w\/ Doorman, W\/D & Gym nr I-90, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this stylish Near North Side furnished one bedroom ...
From $89 per night (USD)VRBO
- From $157 per night (USD)
Expedia
Unique shopping, recreation, dining and nightlife at your doorstep
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
unique shopping, recreation, dining and nightlife. Local businesses and trusted retailers provide an array of daily conv ...
From $157 per night (USD)Expedia
- From $216 per night (USD)
VRBO
Sleek River North 1BR w\/ Gym, Lounge & Roof, 1 block to L, by Blueground
- 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 $216 per night (USD)VRBO
- From $456 per night (USD)
VRBO
Best location Downtown - River North near Mag Mile
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Summary: Downtown Living is perfect for families, children and corporate gatherings. Looking to stay in the best neighbo ...
From $456 per night (USD)VRBO
- From $933 per night (USD)
VRBO
Panoramic City Views from the Rooftop Deck! Four Spacious Units,
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Make this downtown property your home base for adventure in the Windy City! Head to the rooftop deck with panoramic view ...
From $933 per night (USD)VRBO
- From $466 per night (USD)
VRBO
Vacation Day Is Always A Great Idea! Two Great Units, Close to Willis Tower
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Make this downtown property your home base for adventure in the Windy City! Head to the rooftop deck with panoramic view ...
From $466 per night (USD)VRBO
- From $213 per night (USD)
VRBO
Prime Location! Indoor Pool, Near Millenium Park, Shedd Aquarium, Willis Tower
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Make this downtown property your home base for adventure in the Windy City! Head to the rooftop deck with panoramic view ...
From $213 per night (USD)VRBO
- From $213 per night (USD)
VRBO
Rare Gem! Indoor Pool, Rooftop Deck, Close to Magnificent Mile
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Make this downtown property your home base for adventure in the Windy City! Head to the rooftop deck with panoramic view ...
From $213 per night (USD)VRBO
- From $700 per night (USD)
VRBO
Three Convenient Units in River North, Close to Willis Tower
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Make this downtown property your home base for adventure in the Windy City! Head to the rooftop deck with panoramic view ...
From $700 per night (USD)VRBO
- From $466 per night (USD)
VRBO
Vacation Is Calling! Two Classy Units, Roofdeck, Minutes to Chicago Riverwalk
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Make this downtown property your home base for adventure in the Windy City! Head to the rooftop deck with panoramic view ...
From $466 per night (USD)VRBO
- From $700 per night (USD)
VRBO
Recharge & Relax! Three Comfortable Units for Group Travel Near Willis Tower
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Make this downtown property your home base for adventure in the Windy City! Head to the rooftop deck with panoramic view ...
From $700 per night (USD)VRBO
- From $933 per night (USD)
VRBO
Convenient River North Location, Four Classy Units, Walk to Riverwalk
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Make this downtown property your home base for adventure in the Windy City! Head to the rooftop deck with panoramic view ...
From $933 per night (USD)VRBO
- From $233 per night (USD)
VRBO
Shop ‘til you drop on the Magnificent Mile! Rooftop Deck
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Make this downtown property your home base for adventure in the Windy City! Head to the rooftop deck with panoramic view ...
From $233 per night (USD)VRBO
- From $233 per night (USD)
VRBO
Downtown City Escape! Minutes to Millenium Park, Willis Tower, Navy Pier
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Make this downtown property your home base for adventure in the Windy City! Head to the rooftop deck with panoramic view ...
From $233 per night (USD)VRBO
- From $297 per night (USD)
VRBO
Kasa | Studio with Balcony | Chicago
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Summary: With Oak Street Beach, Michigan Avenue, and Gold Coast all within walking distance, Our Kasas are well-connecte ...
From $297 per night (USD)VRBO
- From $341 per night (USD)
VRBO
Kasa | Queen Studio + Walk to Local Dining | Chicago
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Summary: With Oak Street Beach, Michigan Avenue, and Gold Coast all within walking distance, Our Kasas are well-connecte ...
From $341 per night (USD)VRBO
- From $400 per night (USD)
VRBO
Kasa | Family Friendly. 2BD in River North | Chicago
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: With Oak Street Beach, Michigan Avenue, and Gold Coast all within walking distance, Our Kasas are well-connecte ...
From $400 per night (USD)VRBO
- From $707 per night (USD)
VRBO
Penthouse Corner 3BR in Streeterville | Roof Deck
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Stunning 1,500+ square foot corner penthouse with oversize windows, an open layout, and dramatic city and lake ...
From $707 per night (USD)VRBO
- From $147 per night (USD)
VRBO
Modern 2 Bed\/1 Bath condo. Great Location and Views
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Recently remodeled modern condo in a full amenity building which includes a 24hr doorman, outdoor pool, gym, and a sunde ...
From $147 per night (USD)VRBO
- From $563 per night (USD)
Expedia
Beautiful 2 BR condo in Chicago’s most popular neighborhood.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Just listed 9/21/2022 Newly renovated 2 bedroom-unit located in one of Chicago's most popular neighborhoods with endles ...
From $563 per night (USD)Expedia
- From $105 per night (USD)
VRBO
Historic Old Town One Bedroom Suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
We look forward to having you as our guest in our super cozy one bedroom apartment in lovely Old Town! The unit is furni ...
From $105 per night (USD)VRBO
- From $149 per night (USD)
Expedia
Luxury condo close to Magnificent Mile
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Elegance awaits! Rare 2 bed / 2 completely renovated and professionally redesigned as luxury in town residence. Lightly ...
From $149 per night (USD)Expedia
- From $92 per night (USD)
VRBO
Classic Gold Coast 1BR w\/ Deck, Gym & Lounge, 1 block to L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Gold Coast. with views over the city. It’ll be easy to ...
From $92 per night (USD)VRBO
- From $89 per night (USD)
Expedia
Amazing Gold Coast 1BR w\/ Deck, Gym & Lounge, 1 block to L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Gold Coast. with views over the city. It’ll be easy to ...
From $89 per night (USD)Expedia
- From $700 per night (USD)
VRBO
3 Classy Units Just Minutes from Shores of Lake Michigan–Navy Pier
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Make this downtown property your home base for adventure in the Windy City! Head to the rooftop deck with panoramic view ...
From $700 per night (USD)VRBO
- From $213 per night (USD)
VRBO
Comfort and Convenience! On-Site Dining, Bar, Rooftop Deck
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Make this downtown property your home base for adventure in the Windy City! Head to the rooftop deck with panoramic view ...
From $213 per night (USD)VRBO
- From $466 per night (USD)
VRBO
Your Relaxing Getaway! 2 Convenient Units, Near Navy Pier, Wrigley Field
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Make this downtown property your home base for adventure in the Windy City! Head to the rooftop deck with panoramic view ...
From $466 per night (USD)VRBO
- From $466 per night (USD)
VRBO
Rare Find! 2 Spacious Units, Near Millenium Park, Shedd Aquarium, Willis Tower
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Make this downtown property your home base for adventure in the Windy City! Head to the rooftop deck with panoramic view ...
From $466 per night (USD)VRBO
- From $466 per night (USD)
VRBO
Travel Destination! 2 Great Units, Walk to Riverwalk, Magnificent Mile
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Make this downtown property your home base for adventure in the Windy City! Head to the rooftop deck with panoramic view ...
From $466 per night (USD)VRBO
- From $933 per night (USD)
VRBO
Ultimate Chicago Getaway! 4 Great Units, Minutes to Chicago Riverwalk, Navy Pier
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Make this downtown property your home base for adventure in the Windy City! Head to the rooftop deck with panoramic view ...
From $933 per night (USD)VRBO
- From $213 per night (USD)
VRBO
Look No Further! Indoor Pool, Minutes to Magnificent Mile, Riverwalk
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Make this downtown property your home base for adventure in the Windy City! Head to the rooftop deck with panoramic view ...
From $213 per night (USD)VRBO
- From $700 per night (USD)
VRBO
Look No Further! 3 Spacious Units, Indoor Pool, Minutes to Magnificent Mile
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Make this downtown property your home base for adventure in the Windy City! Head to the rooftop deck with panoramic view ...
From $700 per night (USD)VRBO
- From $933 per night (USD)
VRBO
Group Vacation! 4 Comfortable Units, Indoor Pool, Rooftop Deck
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Make this downtown property your home base for adventure in the Windy City! Head to the rooftop deck with panoramic view ...
From $933 per night (USD)VRBO
- From $213 per night (USD)
VRBO
Perfect Destination! Onsite Bar and Restaurant, Close to Shedd Aquarium
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Make this downtown property your home base for adventure in the Windy City! Head to the rooftop deck with panoramic view ...
From $213 per night (USD)VRBO
- From $233 per night (USD)
VRBO
Close to Chicago Riverwalk! Magnificent Mile, Wrigley Field, Willis Tower
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Make this downtown property your home base for adventure in the Windy City! Head to the rooftop deck with panoramic view ...
From $233 per night (USD)VRBO
- From $933 per night (USD)
VRBO
Family & Friends Escape! 4 Spacious Units, Near Magnificent Mile Shopping
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Make this downtown property your home base for adventure in the Windy City! Head to the rooftop deck with panoramic view ...
From $933 per night (USD)VRBO
- From $233 per night (USD)
VRBO
Windy City Getaway! Minutes to Navy Pier, Field Museum, Shedd Aquarium
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Make this downtown property your home base for adventure in the Windy City! Head to the rooftop deck with panoramic view ...
From $233 per night (USD)VRBO
- From $233 per night (USD)
VRBO
Minutes to Willis Tower–Take in Panoramic City Views from SkyDeck Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Make this downtown property your home base for adventure in the Windy City! Head to the rooftop deck with panoramic view ...
From $233 per night (USD)VRBO
- From $700 per night (USD)
VRBO
Ultimate Chicago Getaway! 3 Great Units, Minutes to Navy Pier
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Make this downtown property your home base for adventure in the Windy City! Head to the rooftop deck with panoramic view ...
From $700 per night (USD)VRBO
- From $325 per night (USD)
VRBO
Kasa | Studio with Balcony + Walk to Shopping | Chicago
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Summary: With Oak Street Beach, Michigan Avenue, and Gold Coast all within walking distance, Our Kasas are well-connecte ...
From $325 per night (USD)VRBO