Near North Side (Chicago), Illinois Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Near North Side (Chicago), Illinois on RentalSaver.com!

Near North Side (Chicago) Rentals

From $538 per night (USD)
VRBO
Best Value, Quality Stay! Outdoor Pool, Parking Onsite, Near Ohio Street Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Just steps from your front door you’ll find an outstanding collection of premium amenities to make you feel more at home ...
From $538 per night (USD)
VRBO
From $286 per night (USD)
VRBO
Indulge in Home-Like Comfort! Parking, Onsite Pool, Near Ohio Street Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Just steps from your front door you’ll find an outstanding collection of premium amenities to make you feel more at home ...
From $286 per night (USD)
VRBO
From $337 per night (USD)
VRBO
Comfort and Convenience! Parking, Outdoor Pool, Near Adler Planetarium
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Just steps from your front door you’ll find an outstanding collection of premium amenities to make you feel more at home ...
From $337 per night (USD)
VRBO
From $538 per night (USD)
VRBO
Experience Soothing Moments & Luxury! Parking, Onsite Pool, Close to Navy Pier
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Just steps from your front door you’ll find an outstanding collection of premium amenities to make you feel more at home ...
From $538 per night (USD)
VRBO
From $492 per night (USD)
VRBO
Indulge in Home Like Comfort! Parking, Onsite Pool, Close to Navy Pier
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Just steps from your front door you’ll find an outstanding collection of premium amenities to make you feel more at home ...
From $492 per night (USD)
VRBO
From $337 per night (USD)
VRBO
Best Value, Quality Stay! Outdoor Pool, Parking Onsite, Near Ohio Street Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Just steps from your front door you’ll find an outstanding collection of premium amenities to make you feel more at home ...
From $337 per night (USD)
VRBO
From $337 per night (USD)
VRBO
Experience Soothing Moments & Luxury! Parking, Onsite Pool, Close to Navy Pier
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Just steps from your front door you’ll find an outstanding collection of premium amenities to make you feel more at home ...
From $337 per night (USD)
VRBO
From $280 per night (USD)
Expedia
Stunning 2 Floor Apt with Rooftop - view of Loop!
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Summary: Walk to it all from this renovated Noble Square/West Town duplex up with high end finishes. 2nd & 3rd floor 3 ...
From $280 per night (USD)
Expedia
Click For Pricing
VRBO
Unique Music-Inspired Loft
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Welcome to our unique hip-hop themed apartment in the heart of downtown Chicago! This 1 bed, 1.5 bath loft is the perfec ...
Click For Pricing
VRBO
From $226 per night (USD)
Expedia
Stylish 2 BDR Coach House Steps From Lake
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Summary: Welcome to our stylish coach house located in the heart of the city, just moments away from the picturesque sho ...
From $226 per night (USD)
Expedia
$Twin Lions Lodge w\/ Speakeasy Tiki Bar* and Outdoor Oasis$
From $315 per night (USD)
VRBO
Twin Lions Lodge w\/ Speakeasy Tiki Bar* and Outdoor Oasis
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to the Twin Lions' Lodge, a warm and eclectic oasis in the heart of Chicago's Bucktown neighborhood. The Twin Li ...
From $315 per night (USD)
VRBO
From $257 per night (USD)
VRBO
WickerPark 2Bdrm 10 min. to Downtown Nov. 24th -30th Special 119.00
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
10 minutes from downtown, the Salt Shed and Lincoln Park! Seek comfort in this Wicker Park Urban Sanctuary close to Down ...
From $257 per night (USD)
VRBO
From $667 per night (USD)
VRBO
Luxury Designer Penthouse Loft | Sleeps 20
Bedrooms:
3
Bathrooms:
4
Sleeps:
20
Summary: BRAND NEW DESIGNER PENTHOUSE LOFT IN WICKER PARK! Sleeps up to 20 people! Enjoy your own private loft in Chic ...
From $667 per night (USD)
VRBO
Click For Pricing
Expedia
Penthouse Loft - High Ceilings, Unique City Views
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Top floor of the tallest building in the area makes for memorable/unique views of the city, especially for sunset. Cent ...
Click For Pricing
Expedia
From $777 per night (USD)
VRBO
MODERN DOWNTOWN 5-LEVEL-HOME WITH ROOFTOP AND 360-DEGREES SKYLINE VIEWS
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
5-stories River West townhouse with 4 bedrooms (4 queen beds) and 3 en-suite full bathrooms. Standout features include 5 ...
From $777 per night (USD)
VRBO
$Chic West Loop 2BR w\/ Theater & Gym, nr Restaurant Row, by Blueground$
From $143 per night (USD)
Expedia
Chic West Loop 2BR w\/ Theater & Gym, nr Restaurant Row, by Blueground
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 $143 per night (USD)
Expedia
$Your Home Away From Home! 2 Modern Units, Pets are Welcome, w\/ Pool!$
From $1201 per night (USD)
VRBO
Your Home Away From Home! 2 Modern Units, Pets are Welcome, w\/ Pool!
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 $1201 per night (USD)
VRBO
$Best Value, Quality Stay! Pet-Friendly, Close to Water Tower Chicago, w\/ Pool!$
From $209 per night (USD)
VRBO
Best Value, Quality Stay! Pet-Friendly, Close to Water Tower Chicago, w\/ Pool!
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 $209 per night (USD)
VRBO
$Spacious Good-Value Accommodation! w\/ Pool, Pet-Friendly, Near Willis Tower!$
From $609 per night (USD)
VRBO
Spacious Good-Value Accommodation! w\/ Pool, Pet-Friendly, 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 $609 per night (USD)
VRBO
$A Place You'll Surely Enjoy! Near Chicago History Museum, w\/ Pool, Pet-Friendly!$
From $608 per night (USD)
VRBO
A Place You'll Surely Enjoy! Near Chicago History Museum, w\/ Pool, 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 $608 per night (USD)
VRBO
$Affordability Meets Comfort! Close to Water Tower Chicago, w\/ Swimming Pool!$
From $383 per night (USD)
VRBO
Affordability Meets Comfort! Close to Water Tower Chicago, w\/ Swimming Pool!
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 $383 per night (USD)
VRBO
$Always a Great Idea To Unwind! Pet-Friendly, w\/ Pool, Near Marina City!$
From $243 per night (USD)
VRBO
Always a Great Idea To Unwind! Pet-Friendly, w\/ Pool, 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 $243 per night (USD)
VRBO
From $209 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 $209 per night (USD)
VRBO
$Splendid 2 BR Flat w\/ Back Porch, New Appliances, STEPS from 606 Trail, Pets OK$
From $190 per night (USD)
Expedia
Splendid 2 BR Flat w\/ Back Porch, New Appliances, STEPS from 606 Trail, Pets OK
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
**PLEASE NOTE THAT WHILE THIS LISTING IS NEW TO VRBO, IT HAS OVER OVER 150 5-STAR REVIEWS ON THE OTHER SITE (ABB) AND IS ...
From $190 per night (USD)
Expedia
From $422 per night (USD)
VRBO
Beautiful Downtown 3BR with Free Parking
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
A beautiful and modern three bedroom two bath apartment located in the heart of Fulton Market in downtown Chicago. You'l ...
From $422 per night (USD)
VRBO
$Stylish Gold Coast 1BR w\/ Grills & Gym, nr Shops & Park, by Blueground$
From $142 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 $142 per night (USD)
Expedia
From $294 per night (USD)
VRBO
2bd River North Condo with Million Dollar Views! by AllSet Turnover
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 $294 per night (USD)
VRBO
From $190 per night (USD)
VRBO
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 $190 per night (USD)
VRBO
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 $185 per night (USD)
VRBO
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 $185 per night (USD)
VRBO
From $270 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 $270 per night (USD)
VRBO
From $529 per night (USD)
VRBO
Chic River North Retreat
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Summary: Welcome to our Chic River North Retreat, a hidden gem in vibrant River North, Chicago. Discover a rare 2-bedroo ...
From $529 per night (USD)
VRBO
From $855 per night (USD)
VRBO
Ideal Mix of Comfort and Value! 4 Comfortable Units, Near Ohio Street Beach
Bedrooms:
4
Bathrooms:
4
Sleeps:
16
Each elegantly designed room at the hotel comes with plush bedding and modern amenities to ensure a comfortable experien ...
From $855 per night (USD)
VRBO
From $641 per night (USD)
VRBO
Make Your Trip More Enjoyable! 3 Relaxing Units, Near Art Institute of Chicago
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
Each elegantly designed room at the hotel comes with plush bedding and modern amenities to ensure a comfortable experien ...
From $641 per night (USD)
VRBO
From $427 per night (USD)
VRBO
Home Away From Home! 2 Modern Units, Close to Willis Tower
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Each elegantly designed room at the hotel comes with plush bedding and modern amenities to ensure a comfortable experien ...
From $427 per night (USD)
VRBO
From $220 per night (USD)
VRBO
Always a Great Idea To Unwind! Near Field Museum of Natural History
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Each elegantly designed room at the hotel comes with plush bedding and modern amenities to ensure a comfortable experien ...
From $220 per night (USD)
VRBO
From $214 per night (USD)
VRBO
Stay in the Heart of the City! Complimentary Bicycles for exploring!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Each elegantly designed room at the hotel comes with plush bedding and modern amenities to ensure a comfortable experien ...
From $214 per night (USD)
VRBO
From $322 per night (USD)
VRBO
Enjoy a Hassle-Free Stay! Near Buckingham Memorial Fountain, Pets are Allowed
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Each elegantly designed room at the hotel comes with plush bedding and modern amenities to ensure a comfortable experien ...
From $322 per night (USD)
VRBO
From $285 per night (USD)
VRBO
Just What You Were Looking For! Near Chicago Museum of Contemporary Art
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Each elegantly designed room at the hotel comes with plush bedding and modern amenities to ensure a comfortable experien ...
From $285 per night (USD)
VRBO
Click For Pricing
Expedia
Vintage firehouse quiet two bedroom apt
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Fully furnished updated 1880s horse and buggy firehouse carriage house that is clean quiet private and safe. Modern and ...
Click For Pricing
Expedia
$Sunny River North 1BR w\/ Gym & Coffee Shop, nr L & Beach, by Blueground$
From $101 per night (USD)
VRBO
Sunny River North 1BR w\/ Gym & Coffee Shop, nr L & Beach, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this roomy River North furnished one bedroom apart ...
From $101 per night (USD)
VRBO
From $134 per night (USD)
VRBO
Modern Urban 2 bedroom Condo in West Loop
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Anyone looking to stay in Illinois would be hard-pressed to find a better place to spend their time than this West Loop ...
From $134 per night (USD)
VRBO
From $356 per night (USD)
VRBO
A Downtown Hideaway Close to Ohio Street Beach | 2 Family Ready Rooms
Bedrooms:
2
Bathrooms:
2
Sleeps:
10
Downtown at Your Doorstep: In the vibrant Loop's heart, our boutique hotel is an urban oasis. Near the Art Institute & M ...
From $356 per night (USD)
VRBO
From $534 per night (USD)
VRBO
3 Stylish Room Ideal for Exploring Downtown Chicago Attractions
Bedrooms:
3
Bathrooms:
3
Sleeps:
15
Downtown at Your Doorstep: In the vibrant Loop's heart, our boutique hotel is an urban oasis. Near the Art Institute & M ...
From $534 per night (USD)
VRBO
From $355 per night (USD)
VRBO
Embrace Downtown Vibes! 3 Comfortable Rooms Near Ohio Street Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
Downtown at Your Doorstep: In the vibrant Loop's heart, our boutique hotel is an urban oasis. Near the Art Institute & M ...
From $355 per night (USD)
VRBO
From $473 per night (USD)
VRBO
Dazzling Downtown Stay Near Riverwalk & Museums | 4 Amazing Rooms
Bedrooms:
4
Bathrooms:
4
Sleeps:
16
Downtown at Your Doorstep: In the vibrant Loop's heart, our boutique hotel is an urban oasis. Near the Art Institute & M ...
From $473 per night (USD)
VRBO
From $803 per night (USD)
VRBO
Conveniently To Excellent Transportation! 2 Spacious Units, Near Willis Tower
Bedrooms:
2
Bathrooms:
2
Sleeps:
10
Our property is tucked away on the edge of a beautiful beach, and provides visitors with a genuinely memorable experienc ...
From $803 per night (USD)
VRBO
From $296 per night (USD)
VRBO
Ultimate City Life Experience in Heart of Chicago | 2 Family Ready Roos
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Downtown at Your Doorstep: In the vibrant Loop's heart, our boutique hotel is an urban oasis. Near the Art Institute & M ...
From $296 per night (USD)
VRBO
From $148 per night (USD)
VRBO
A Place You''ll Surely Enjoy! Ultimate Comfort Steps From The Best in Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Downtown at Your Doorstep: In the vibrant Loop's heart, our boutique hotel is an urban oasis. Near the Art Institute & M ...
From $148 per night (USD)
VRBO
From $208 per night (USD)
VRBO
Relaxing Chicago Stay near Cultural Center - Ideal for Tourists
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Downtown at Your Doorstep: In the vibrant Loop's heart, our boutique hotel is an urban oasis. Near the Art Institute & M ...
From $208 per night (USD)
VRBO
From $236 per night (USD)
VRBO
Picasso Statue Tour! 2 Relaxing Units | Parking Onsite Available
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Downtown at Your Doorstep: In the vibrant Loop's heart, our boutique hotel is an urban oasis. Near the Art Institute & M ...
From $236 per night (USD)
VRBO
From $148 per night (USD)
VRBO
Perfect Spot to Explore Downtown | Relaxing Room Perfect for Romantic Stay
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Downtown at Your Doorstep: In the vibrant Loop's heart, our boutique hotel is an urban oasis. Near the Art Institute & M ...
From $148 per night (USD)
VRBO
From $178 per night (USD)
VRBO
Experience the Heart of Chicago from a Cozy Suite
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Downtown at Your Doorstep: In the vibrant Loop's heart, our boutique hotel is an urban oasis. Near the Art Institute & M ...
From $178 per night (USD)
VRBO
From $119 per night (USD)
VRBO
Comfort & Convenience! A Peaceful Retreat in the Heart of Downtown Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Downtown at Your Doorstep: In the vibrant Loop's heart, our boutique hotel is an urban oasis. Near the Art Institute & M ...
From $119 per night (USD)
VRBO
From $119 per night (USD)
VRBO
Cozy Corner in Chicago’s Downtown| Walking Distance to Ohio Street Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Downtown at Your Doorstep: In the vibrant Loop's heart, our boutique hotel is an urban oasis. Near the Art Institute & M ...
From $119 per night (USD)
VRBO
$Premium Loop 2BR w\/ Gym, Playroom & Pool, close to L, by Blueground$
From $156 per night (USD)
Expedia
Premium Loop 2BR w\/ Gym, Playroom & Pool, close to L, by Blueground
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Show up and start living from day one in Chicago with this stylish two bedroom Blueground apartment. You’ll love coming ...
From $156 per night (USD)
Expedia
$Chic River West Jr 1BR w\/ Grills & Gym, nr Entertainment, by Blueground$
From $113 per night (USD)
VRBO
Chic River West Jr 1BR w\/ Grills & Gym, nr Entertainment, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in River West. with views over the city. It’ll be easy to ...
From $113 per night (USD)
VRBO
$Amazing River North Jr 1BR w\/ Game Room, nr Beach & L, by Blueground$
From $166 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 $166 per night (USD)
Expedia
$Hot spot! Trendy & Luxe 2BR\/2BA apt - West Town - Near Train$
From $225 per night (USD)
VRBO
Hot spot! Trendy & Luxe 2BR\/2BA apt - West Town - Near Train
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Step into this super stylish and spacious uniquely designed 2 bed/2 bath apartment located in the West Town neighborhood ...
From $225 per night (USD)
VRBO
$Pristine Paradise Haven. #Free Parking \n$
From $225 per night (USD)
Expedia
Pristine Paradise Haven. #Free Parking \n
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Free Parking!! Step into luxury in this modern loft with 3 bedrooms, and 2 bathrooms & experience the feeling of being a ...
From $225 per night (USD)
Expedia
From $152 per night (USD)
VRBO
Chic & Historic Apartment Steps from Mag Mile
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
A design lover's dream. Spend your next long stay in a beautifully remodeled apartment in Chicago's Gold Coast neighborh ...
From $152 per night (USD)
VRBO
From $178 per night (USD)
Expedia
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 $178 per night (USD)
Expedia
$Level River North Luxury Two Bedroom Suite\n$
From $263 per night (USD)
VRBO
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 ...
From $263 per night (USD)
VRBO
From $151 per night (USD)
Expedia
Level studio suite with full kitchen and luxury bath
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 $151 per night (USD)
Expedia
From $243 per night (USD)
VRBO
Level River North - Junior 2 Bedroom Suite
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 ...
From $243 per night (USD)
VRBO
From $181 per night (USD)
Expedia
Level River North - Spacious Executive Suite
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 $181 per night (USD)
Expedia
From $207 per night (USD)
VRBO
Level River North - Executive One Bedroom Suite with Office
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 $207 per night (USD)
VRBO
From $160 per night (USD)
Expedia
Level Old Town - Spacious Studio Suite
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 $160 per night (USD)
Expedia
From $171 per night (USD)
VRBO
Level - Old Town One Bedroom Suite with Spacious Kitchen
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 $171 per night (USD)
VRBO
From $456 per night (USD)
Expedia
Level - Fulton market Spacious 3 bedroom 2 baths with luxury kitchen and balcony
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Nestled in Chicago's vibrant West Loop, Level Fulton Market brings an unparalleled hospitality experience with modern st ...
From $456 per night (USD)
Expedia
From $332 per night (USD)
VRBO
Level Old Town - Two Bedroom Suite with full kitchen, living room, and laundry
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 $332 per night (USD)
VRBO
From $282 per night (USD)
Expedia
Level - Old Town Luxury Two Bedroom and Two Bath Suite
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 $282 per night (USD)
Expedia
From $303 per night (USD)
VRBO
Level - Fulton Market spacious 2 bedroom, 2 bath suite with full kitchen
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Nestled in Chicago's vibrant West Loop, Level Fulton Market brings an unparalleled hospitality experience with modern st ...
From $303 per night (USD)
VRBO
From $234 per night (USD)
Expedia
Level - Fulton Market Junior Two Bedroom Two Bath suite with kitchen and balcony
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Nestled in Chicago's vibrant West Loop, Level Fulton Market brings an unparalleled hospitality experience with modern st ...
From $234 per night (USD)
Expedia
From $1105 per night (USD)
VRBO
Level - Old Town 3 Bedroom, 2 Bath spacious suite with full kitchen
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 $1105 per night (USD)
VRBO
From $193 per night (USD)
Expedia
Level - Fulton Market One Bedroom Suite with full kitchen and living room
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Nestled in Chicago's vibrant West Loop, Level Fulton Market brings an unparalleled hospitality experience with modern st ...
From $193 per night (USD)
Expedia
From $276 per night (USD)
VRBO
Level - Fulton market Modern two bedroom two bath with full kitchen and balcony
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Nestled in Chicago's vibrant West Loop, Level Fulton Market brings an unparalleled hospitality experience with modern st ...
From $276 per night (USD)
VRBO
From $182 per night (USD)
Expedia
Level Fulton Market - Open Concept studio with full kitchen and luxury bathroom
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Nestled in Chicago's vibrant West Loop, Level Fulton Market brings an unparalleled hospitality experience with modern st ...
From $182 per night (USD)
Expedia
From $200 per night (USD)
VRBO
Level Old Town - Executive One Bedroom Suite
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 $200 per night (USD)
VRBO
$Renovated basement studio w\/ independent entrance$
From $278 per night (USD)
Expedia
Renovated basement studio w\/ independent entrance
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
About this space Make this newly renovated studio located near the heart of Chicago your home away from home. Set at th ...
From $278 per night (USD)
Expedia
$★★★Charming 2BR near downtown, +FREE parking★★★\n$
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VRBO
★★★Charming 2BR near downtown, +FREE parking★★★\n
Bedrooms:
1
Bathrooms:
2
Sleeps:
9
Charming two bedroom in updated, sun-filled historic property. Amazing neighborhood near downtown with free parking. Ex ...
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VRBO
$◆◆◆ Work, Play, Eat , 5B\/3BA Near Everything ◆◆◆\n$
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Expedia
◆◆◆ Work, Play, Eat , 5B\/3BA Near Everything ◆◆◆\n
Bedrooms:
3
Bathrooms:
5
Sleeps:
9
Work or play this is where you want to stay! Enjoy Chicago in our comfortable 2 story brick single family home. This ama ...
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Expedia
$▌360° City Skyline Chicago ▌\n$
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VRBO
▌360° City Skyline Chicago ▌\n
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
About this space It's rare to find a place that's both historic and one-of-a-kind. This 3 bedroom + 2.5 bath vacation re ...
Click For Pricing
VRBO
From $245 per night (USD)
Expedia
Sleek 2 Bed, 2 Bath Condo in Trendy Fulton Market
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Welcome to our stunning 2-bedroom, 2-bathroom condo nestled in the heart of the vibrant Fulton Market neighborh ...
From $245 per night (USD)
Expedia
From $349 per night (USD)
VRBO
Large 3 Bed Duplex Downtown Chicago with Housekeeping & Laundry. Dog Friendly.
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
The property is a 25-unit iconic building, optimally located in Gold Coast, in the center of fine dining, luxury shoppi ...
From $349 per night (USD)
VRBO
From $214 per night (USD)
VRBO
Spacious 2 Bed Downtown Chicago with Housekeeping and Laundry. Dogs Welcome.
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Your unit comes completely furnished including kitchenware, bedding, towels, in-unit laundry and working fireplace. All ...
From $214 per night (USD)
VRBO
$Gold Coast 3bed Penthouse w\/ Private Terrace, Housekeeping, Laundry and Valet.$
From $608 per night (USD)
VRBO
Gold Coast 3bed Penthouse w\/ Private Terrace, Housekeeping, Laundry and Valet.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Private Furnished Terrace through tall glass doors from the Primary Suite on the second floor. Get all the comforts and ...
From $608 per night (USD)
VRBO
From $313 per night (USD)
Expedia
Old Town 3bd 3ba Coach House, Garage Parking Incl by AllSet Turnover
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Experience the charm of Old Town in our spacious 3-bedroom coach house! This comfortable oasis offers a fully equipped k ...
From $313 per night (USD)
Expedia
$Dreamy Streeterville Studio w\/ Pool & Gym, nr Navy Pier, by Blueground$
From $149 per night (USD)
VRBO
Dreamy Streeterville Studio w\/ Pool & Gym, nr Navy Pier, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Chicago, with this one bedroom apartment in Streeterville. with high floor views over the city. It’ ...
From $149 per night (USD)
VRBO
$Deluxe Loop 1BR w\/ Gym & Doorman, nr L & Grant Park, by Blueground$
From $152 per night (USD)
Expedia
Deluxe Loop 1BR w\/ Gym & Doorman, nr L & Grant Park, by Blueground
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 $152 per night (USD)
Expedia
$Open Loop 2BR w\/ Lounge & Gym, nr Chicago Riverwalk, by Blueground$
From $159 per night (USD)
VRBO
Open Loop 2BR w\/ Lounge & Gym, nr Chicago Riverwalk, by Blueground
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Show up and start living from day one in Chicago with this pretty two bedroom Blueground apartment. You’ll love coming h ...
From $159 per night (USD)
VRBO
$Amazing Streeterville 2BR w\/ Gym & Pool, Ohio St beach, by Blueground$
From $230 per night (USD)
Expedia
Amazing Streeterville 2BR w\/ Gym & Pool, Ohio St beach, by Blueground
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Feel at home wherever you choose to live with Blueground. You’ll love this beautiful Streeterville furnished two bedroom ...
From $230 per night (USD)
Expedia
From $180 per night (USD)
VRBO
Sonder The Burnham | King Studio Apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Burnham is anything but a traditional red brick building. Step inside for modern upgrades with stainless steel appli ...
From $180 per night (USD)
VRBO
From $152 per night (USD)
VRBO
Sonder The Burnham | Full Studio Apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Burnham is anything but a traditional red brick building. Step inside for modern upgrades with stainless steel appli ...
From $152 per night (USD)
VRBO
From $151 per night (USD)
VRBO
Sonder The Burnham | Queen Studio Apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Burnham is anything but a traditional red brick building. Step inside for modern upgrades with stainless steel appli ...
From $151 per night (USD)
VRBO
From $94 per night (USD)
VRBO
Sonder The Burnham | One-Bedroom Apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Burnham is anything but a traditional red brick building. Step inside for modern upgrades with stainless steel appli ...
From $94 per night (USD)
VRBO
From $474 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 $474 per night (USD)
VRBO
From $529 per night (USD)
Expedia
Luxury Retreat with Home Theater
Bedrooms:
4
Bathrooms:
4
Sleeps:
18
Summary: Welcome to our opulent 5-bedroom sanctuary, where luxury meets entertainment in the heart of the city! Nestled ...
From $529 per night (USD)
Expedia
$Two Floor Luxury 3 Bedroom Condo in Old Town\n\n$
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VRBO
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 Pricing
VRBO
From $118 per night (USD)
VRBO
Stunning Suite 2 @ Hotel Nemo Downtown
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Hotel Nemo is a boutique, corporate guest house stylishly designed for those who want to stay just around the c ...
From $118 per night (USD)
VRBO

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