Chicago Harbor Vacation Rentals - Chicago Harbor, Illinois Vacation Rental Deals on Lake Rentals, Beach Houses, Condos, Cabins, Villas by VacaGuru.com!

Downtown Penthouse Vintage Loft Pvt Balcony+Gym

Downtown Penthouse Vintage Loft Pvt Balcony+Gym

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Chicago Illinois Apartment From $319 per night (USD)

$Best Value, Quality Stay! Pet-Friendly, Close to Water Tower Chicago, w\/ Pool!$

Best Value, Quality Stay! Pet-Friendly, Close to Water Tower Chicago, w\/ Pool!

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Chicago Illinois Private vacation home From $272 per night (USD)

$Spacious Good-Value Accommodation! w\/ Pool, Pet-Friendly, Near Willis Tower!$

Spacious Good-Value Accommodation! w\/ Pool, Pet-Friendly, Near Willis Tower!

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Chicago Illinois Private vacation home From $623 per night (USD)

$A Place You'll Surely Enjoy! Near Chicago History Museum, w\/ Pool, Pet-Friendly!$

A Place You'll Surely Enjoy! Near Chicago History Museum, w\/ Pool, Pet-Friendly!

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Chicago Illinois Private vacation home From $623 per night (USD)

$Affordability Meets Comfort! Close to Water Tower Chicago, w\/ Swimming Pool!$

Affordability Meets Comfort! Close to Water Tower Chicago, w\/ Swimming Pool!

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Chicago Illinois Private vacation home From $414 per night (USD)

$Always a Great Idea To Unwind! Pet-Friendly, w\/ Pool, Near Marina City!$

Always a Great Idea To Unwind! Pet-Friendly, w\/ Pool, Near Marina City!

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Chicago Illinois Private vacation home From $345 per night (USD)

Ensuring a Very Comfortable & Memorable Stay! Close to 360 Chicago, Pet-Friendly

Ensuring a Very Comfortable & Memorable Stay! Close to 360 Chicago, Pet-Friendly

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Chicago Illinois Private vacation home From $276 per night (USD)

$3B\/3BA Luxury Navy Pier Corner Sky Loft with Pool & Gym$

3B\/3BA Luxury Navy Pier Corner Sky Loft with Pool & Gym

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Chicago Illinois Apartment From $682 per night (USD)

$3B\/2BA Captivating Corner Apartment w\/ Pier Views, Pool & Gym$

3B\/2BA Captivating Corner Apartment w\/ Pier Views, Pool & Gym

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Chicago Illinois Apartment From $643 per night (USD)

$3B\/3BA Distinguished Penthouse w\/ Panoranic Views, Pool & Gym$

3B\/3BA Distinguished Penthouse w\/ Panoranic Views, Pool & Gym

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Chicago Illinois Apartment From $636 per night (USD)

$Your Home Away From Home! 2 Modern Units, Pets are Welcome, w\/ Pool!$

Your Home Away From Home! 2 Modern Units, Pets are Welcome, w\/ Pool!

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Chicago Illinois Private vacation home From $1277 per night (USD)

$Upscale River North 1BR w\/ Coffee Shop & Gym, nr Lake, by Blueground$

Upscale River North 1BR w\/ Coffee Shop & Gym, nr Lake, by Blueground

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Chicago Illinois Apartment From $149 per night (USD)

$Stylish Streeterville 2BR w\/ Lounge & Pool, nr Riverwalk, by Blueground$

Stylish Streeterville 2BR w\/ Lounge & Pool, nr Riverwalk, by Blueground

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Chicago Illinois Apartment Click For Pricing

$Great South Loop 1BR w\/ Games & Pool, nr Park & Train, by Blueground$

Great South Loop 1BR w\/ Games & Pool, nr Park & Train, by Blueground

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Chicago Illinois Apartment From $106 per night (USD)

$Upscale Streeterville Jr 1BR w\/ Gym, nr Magnificent Mile, by Blueground$

Upscale Streeterville Jr 1BR w\/ Gym, nr Magnificent Mile, by Blueground

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Chicago Illinois Apartment From $147 per night (USD)

$17th-Floor Central Chicago Condo w\/ Skyline Views!$

17th-Floor Central Chicago Condo w\/ Skyline Views!

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Chicago Illinois Condo Click For Pricing

$Trendy Loop Jr 1BR w\/ Game Room, nr Park & Riverwalk, by Blueground$

Trendy Loop Jr 1BR w\/ Game Room, nr Park & Riverwalk, by Blueground

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Chicago Illinois Apartment From $119 per night (USD)

Sonder Jewelers Row | One-Bedroom Apartment

Sonder Jewelers Row | One-Bedroom Apartment

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Chicago Illinois Apartment From $370 per night (USD)

Sonder The Plymouth | One-Bedroom Apartment

Sonder The Plymouth | One-Bedroom Apartment

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Chicago Illinois Apartment From $411 per night (USD)

$Downtown Penthouse 5bd\/4ba VIEWS, Parking, Gym$

Downtown Penthouse 5bd\/4ba VIEWS, Parking, Gym

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Chicago Illinois Condo From $1056 per night (USD)

Beautiful 2 bedroom 2 bathroom condo

Beautiful 2 bedroom 2 bathroom condo

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Chicago Illinois Condo Click For Pricing

2BR Modern South Loop Suite With Views & Gym

2BR Modern South Loop Suite With Views & Gym

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Chicago Illinois Apartment From $480 per night (USD)

Splendid Corner 3BR in the Loop | City Views

Splendid Corner 3BR in the Loop | City Views

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Chicago Illinois Apartment From $635 per night (USD)

$Gorgeous South Loop 2BR w\/ Jacuzzi & Rooftop, nr Colleges, by Blueground$

Gorgeous South Loop 2BR w\/ Jacuzzi & Rooftop, nr Colleges, by Blueground

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Chicago Illinois Apartment From $167 per night (USD)

$Ideal South Loop 2BR w\/ Pool, Gym & Rooftop, nr L, by Blueground$

Ideal South Loop 2BR w\/ Pool, Gym & Rooftop, nr L, by Blueground

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Chicago Illinois Apartment From $154 per night (USD)

$Gold Coast Luxury Condo w\/ Rooftop Pool$

Gold Coast Luxury Condo w\/ Rooftop Pool

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Chicago Illinois Apartment From $243 per night (USD)

Chic River North Retreat

Chic River North Retreat

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Chicago Illinois Apartment From $403 per night (USD)

UNIQUE VERSACE LOFT DOWNTOWN CHICAGO RiverNorth

UNIQUE VERSACE LOFT DOWNTOWN CHICAGO RiverNorth

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Chicago Illinois Condo From $343 per night (USD)

Paris Meets Chicago-Gem Downtown

Paris Meets Chicago-Gem Downtown

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Chicago Illinois Apartment Click For Pricing

$Hip South Loop 1BR w\/ Gym & Game Room, nr Top Schools, by Blueground$

Hip South Loop 1BR w\/ Gym & Game Room, nr Top Schools, by Blueground

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Chicago Illinois Apartment From $145 per night (USD)

$Dreamy Streeterville Studio w\/ Pool & Gym, nr Navy Pier, by Blueground$

Dreamy Streeterville Studio w\/ Pool & Gym, nr Navy Pier, by Blueground

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Chicago Illinois Apartment From $148 per night (USD)

$Deluxe Loop 1BR w\/ Gym & Doorman, nr L & Grant Park, by Blueground$

Deluxe Loop 1BR w\/ Gym & Doorman, nr L & Grant Park, by Blueground

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Chicago Illinois Apartment From $98 per night (USD)

$Open Loop 2BR w\/ Lounge & Gym, nr Chicago Riverwalk, by Blueground$

Open Loop 2BR w\/ Lounge & Gym, nr Chicago Riverwalk, by Blueground

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Chicago Illinois Apartment From $180 per night (USD)

$Amazing Streeterville 2BR w\/ Gym & Pool, Ohio St beach, by Blueground$

Amazing Streeterville 2BR w\/ Gym & Pool, Ohio St beach, by Blueground

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Chicago Illinois Apartment From $202 per night (USD)

$HUGE Luxury Loft in Downtown Chicago w\/ Gym, Skydeck, Theater, Game Room$

HUGE Luxury Loft in Downtown Chicago w\/ Gym, Skydeck, Theater, Game Room

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Chicago Illinois Condo From $140 per night (USD)

$DTown Penthouse - 4bd\/4ba +Parking, Gym$

DTown Penthouse - 4bd\/4ba +Parking, Gym

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Chicago Illinois Condo From $1218 per night (USD)

50th Floor Mag Mile Studio VIEW, Pool, Gym, Balcony

50th Floor Mag Mile Studio VIEW, Pool, Gym, Balcony

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Chicago Illinois Private vacation home From $258 per night (USD)

Downtown Penthouse 2bd +Parking, Gym, Private Patio

Downtown Penthouse 2bd +Parking, Gym, Private Patio

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Chicago Illinois Condo From $480 per night (USD)

Downtown Penthouse +Parking, Gym, Private Patio

Downtown Penthouse +Parking, Gym, Private Patio

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Chicago Illinois Condo From $425 per night (USD)

$Trendy Streeterville Studio w\/ Pool & Gym, nr Navy Pier, by Blueground$

Trendy Streeterville Studio w\/ Pool & Gym, nr Navy Pier, by Blueground

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Chicago Illinois Apartment From $128 per night (USD)

$Modern Gold Coast 1BR w\/ Doorman & Gym, 2 blocks to L, by Blueground$

Modern Gold Coast 1BR w\/ Doorman & Gym, 2 blocks to L, by Blueground

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Chicago Illinois Apartment From $167 per night (USD)

Monthly Only, 30 Days or More - River North's Finest - In The Heart Of Chicago

Monthly Only, 30 Days or More - River North's Finest - In The Heart Of Chicago

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Chicago Illinois Apartment From $199 per night (USD)

$Sleek Loop 1BR w\/ Gym, Pool, W\/D, nr. Millennium Park, by Blueground$

Sleek Loop 1BR w\/ Gym, Pool, W\/D, nr. Millennium Park, by Blueground

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Chicago Illinois Apartment From $108 per night (USD)

$Crisp River North 1BR w\/ Gym, Pool, nr. Oak Street Beach, by Blueground$

Crisp River North 1BR w\/ Gym, Pool, nr. Oak Street Beach, by Blueground

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Chicago Illinois Apartment From $137 per night (USD)

$Smart Loop 1BR w\/ Gym, Pool, W\/D, nr. Millennium Park, by Blueground$

Smart Loop 1BR w\/ Gym, Pool, W\/D, nr. Millennium Park, by Blueground

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Chicago Illinois Apartment From $108 per night (USD)

$Airy Gold Coast 2BR w\/ Gym, Pool, near. Oak St. Beach, by Blueground$

Airy Gold Coast 2BR w\/ Gym, Pool, near. Oak St. Beach, by Blueground

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Chicago Illinois Apartment From $188 per night (USD)

$Stunning Gold Coast 1BR w\/ Gym & Lounge, 1 block from L, by Blueground$

Stunning Gold Coast 1BR w\/ Gym & Lounge, 1 block from L, by Blueground

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Chicago Illinois Apartment From $142 per night (USD)

$Stunning South Loop 1BR w\/ Pool + Gym near Michigan Avenue by Blueground$

Stunning South Loop 1BR w\/ Pool + Gym near Michigan Avenue by Blueground

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Chicago Illinois Apartment From $202 per night (USD)

$Spacious Gold Coast 2BR w\/ Doorman & Gym, 2 blocks to L, by Blueground$

Spacious Gold Coast 2BR w\/ Doorman & Gym, 2 blocks to L, by Blueground

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Chicago Illinois Apartment From $130 per night (USD)

$Premium Gold Coast 1BR w\/ Doorman & Gym, 2 blocks to L, by Blueground$

Premium Gold Coast 1BR w\/ Doorman & Gym, 2 blocks to L, by Blueground

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Chicago Illinois Apartment From $171 per night (USD)

$Tasteful Gold Coast 1BR w\/ Doorman & Gym, 2 blocks to L, by Blueground$

Tasteful Gold Coast 1BR w\/ Doorman & Gym, 2 blocks to L, by Blueground

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Chicago Illinois Apartment From $169 per night (USD)

Downtown Printer Row district Hotel style room

Downtown Printer Row district Hotel style room

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Chicago Illinois Apart-hotel Click For Pricing

River North's Rock N' Roll - In The Heart of the City

River North's Rock N' Roll - In The Heart of the City

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Chicago Illinois Apartment From $369 per night (USD)

Modern 3BR Penthouse in the Loop | Roof Deck

Modern 3BR Penthouse in the Loop | Roof Deck

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Chicago Illinois Apartment From $559 per night (USD)

$Amazing Gold Coast 1BR w\/ Doorman & Gym, 2 blocks to L, by Blueground$

Amazing Gold Coast 1BR w\/ Doorman & Gym, 2 blocks to L, by Blueground

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Chicago Illinois Apartment From $98 per night (USD)

$Ideal South Loop 1BR w\/ Pool, Gym, Roof Deck, 1 block to L, by Blueground$

Ideal South Loop 1BR w\/ Pool, Gym, Roof Deck, 1 block to L, by Blueground

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Chicago Illinois Apartment From $107 per night (USD)

$Sleek South Loop 1BR w\/ Pool, Gym, Roof Deck, 1 block to L, by Blueground$

Sleek South Loop 1BR w\/ Pool, Gym, Roof Deck, 1 block to L, by Blueground

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Chicago Illinois Apartment From $197 per night (USD)

Kasa | Family Friendly 3 BD + Laptop Friendly | Chicago

Kasa | Family Friendly 3 BD + Laptop Friendly | Chicago

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Chicago Illinois Apartment From $501 per night (USD)

Kasa | Welcoming 1 BD + Pet Friendly | Chicago

Kasa | Welcoming 1 BD + Pet Friendly | Chicago

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Chicago Illinois Apartment From $361 per night (USD)

Kasa | Spacious 1BD in an Ideal Location | Chicago

Kasa | Spacious 1BD in an Ideal Location | Chicago

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Chicago Illinois Apartment From $355 per night (USD)

Kasa | Perfect for Remote Work | Chicago

Kasa | Perfect for Remote Work | Chicago

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Chicago Illinois Apartment From $312 per night (USD)

Kasa | Walk to Shopping, Dining, & More | Chicago

Kasa | Walk to Shopping, Dining, & More | Chicago

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Chicago Illinois Apartment From $357 per night (USD)

$Kasa | Airy 1BD\/1BA with Fast WiFi & Full Kitchen | Chicago$

Kasa | Airy 1BD\/1BA with Fast WiFi & Full Kitchen | Chicago

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Chicago Illinois Apartment From $357 per night (USD)

Stunning 3BR Penthouse in the Loop | Roof Deck

Stunning 3BR Penthouse in the Loop | Roof Deck

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Chicago Illinois Apartment From $606 per night (USD)

$Kasa | Charming 1BD\/1BA Nearby Shopping | River North$

Kasa | Charming 1BD\/1BA Nearby Shopping | River North

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Chicago Illinois Apartment From $343 per night (USD)

Kasa | Stroll to Millennium Park | Chicago

Kasa | Stroll to Millennium Park | Chicago

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Chicago Illinois Apartment From $367 per night (USD)

Kasa | Stay in River North | Chicago

Kasa | Stay in River North | Chicago

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Chicago Illinois Apartment From $348 per night (USD)

Kasa | Comfy 1 BD + Laptop Friendly | Chicago

Kasa | Comfy 1 BD + Laptop Friendly | Chicago

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Chicago Illinois Apartment From $373 per night (USD)

Kasa | Relaxing 1 BD + Near Grant Park | Chicago

Kasa | Relaxing 1 BD + Near Grant Park | Chicago

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Chicago Illinois Apartment From $337 per night (USD)

Kasa | Classic 1 BD + Near Local Eateries | Chicago

Kasa | Classic 1 BD + Near Local Eateries | Chicago

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Chicago Illinois Apartment From $342 per night (USD)

$Kasa | Urban 1BD\/1BA, Walk to Mag Mile | Chicago$

Kasa | Urban 1BD\/1BA, Walk to Mag Mile | Chicago

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Chicago Illinois Apartment From $317 per night (USD)

Kasa | Spacious River North Apartment | Chicago

Kasa | Spacious River North Apartment | Chicago

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Chicago Illinois Apartment From $329 per night (USD)

$Kasa | Family 2BD\/2BA Enjoy to Local Cuisine | Chicago$

Kasa | Family 2BD\/2BA Enjoy to Local Cuisine | Chicago

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Chicago Illinois Apartment From $421 per night (USD)

$2\/2 Apt in the City | Downtown Chicago$

2\/2 Apt in the City | Downtown Chicago

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Chicago Illinois Apartment From $122 per night (USD)

Kasa | Near Loyola, Red Line, & Local Cuisine | Chicago

Kasa | Near Loyola, Red Line, & Local Cuisine | Chicago

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Chicago Illinois Apartment From $305 per night (USD)

Kasa | River North, Walk to Red Line | Chicago

Kasa | River North, Walk to Red Line | Chicago

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Chicago Illinois Apartment From $353 per night (USD)

$Kasa | River North 2BD\/2BA Perfect for Families | Chicago$

Kasa | River North 2BD\/2BA Perfect for Families | Chicago

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Chicago Illinois Apartment From $395 per night (USD)

$Kasa | Family Friendly River North 2BD + Kitchen, W\/D | Chicago$

Kasa | Family Friendly River North 2BD + Kitchen, W\/D | Chicago

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Chicago Illinois Apartment From $375 per night (USD)

Spectacular Penthouse Corner 2BR in Streeterville | Roof Deck | Lake Views

Spectacular Penthouse Corner 2BR in Streeterville | Roof Deck | Lake Views

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1.0
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Chicago Illinois Apartment From $404 per night (USD)

Kasa | River North 1BD, Nearby Museums | Chicago

Kasa | River North 1BD, Nearby Museums | Chicago

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Chicago Illinois Apartment From $381 per night (USD)

Kasa | Prime Location-Access to Hotspots | Chicago

Kasa | Prime Location-Access to Hotspots | Chicago

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Chicago Illinois Apartment From $331 per night (USD)

Kasa | River North, Stylish 1BD | Chicago

Kasa | River North, Stylish 1BD | Chicago

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Chicago Illinois Apartment From $342 per night (USD)

Kasa | Explore Museums and Shopping | Chicago

Kasa | Explore Museums and Shopping | Chicago

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Chicago Illinois Apartment From $257 per night (USD)

$Kasa | Sunny, Spacious Family 2BD\/2BA | Chicago$

Kasa | Sunny, Spacious Family 2BD\/2BA | Chicago

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Chicago Illinois Apartment From $410 per night (USD)

Kasa | Perfect for Traveling Families | Chicago

Kasa | Perfect for Traveling Families | Chicago

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Chicago Illinois Apartment From $385 per night (USD)

$Kasa | Spacious 1BD\/1BA Nearby Shopping | Chicago$

Kasa | Spacious 1BD\/1BA Nearby Shopping | Chicago

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Chicago Illinois Apartment From $342 per night (USD)

$Elegant Loop 1BR w\/ Gym, Roof Deck, near Millennium Park, by Blueground$

Elegant Loop 1BR w\/ Gym, Roof Deck, near Millennium Park, by Blueground

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Chicago Illinois Apartment From $103 per night (USD)

$Airy South Loop 2BR w\/ Roof, Gym & Lounge, 1 block to L, by Blueground$

Airy South Loop 2BR w\/ Roof, Gym & Lounge, 1 block to L, by Blueground

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Chicago Illinois Apartment From $154 per night (USD)

$Stylish 4 Bedroom \/ 4 bath in the Loop | Sleeps 12 | Roof Deck$

Stylish 4 Bedroom \/ 4 bath in the Loop | Sleeps 12 | Roof Deck

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Chicago Illinois Apartment From $846 per night (USD)

Stylish Corner 2 Bedroom in the Heart of Chicago | Roof Deck

Stylish Corner 2 Bedroom in the Heart of Chicago | Roof Deck

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2.0
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Chicago Illinois Apartment From $566 per night (USD)

Luxury Corner 2 Bedroom in the Loop | Roof Deck

Luxury Corner 2 Bedroom in the Loop | Roof Deck

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2.0
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Chicago Illinois Apartment From $380 per night (USD)

$Rad Loop 1BR w\/ Gym, Doorman, walk to L & Parks, by Blueground$

Rad Loop 1BR w\/ Gym, Doorman, walk to L & Parks, by Blueground

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Chicago Illinois Apartment From $95 per night (USD)

$Generous River North 1BR w\/ Gym, Rooftop walk to L and Parks, by Blueground$

Generous River North 1BR w\/ Gym, Rooftop walk to L and Parks, by Blueground

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Chicago Illinois Apartment From $161 per night (USD)

$Generous River North 3BR w\/ Gym, Rooftop, walk to L & Park, by Blueground (ID #CHI324)$

Generous River North 3BR w\/ Gym, Rooftop, walk to L & Park, by Blueground (ID #CHI324)

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Chicago Illinois Apartment From $394 per night (USD)

$Crisp River North 1BR w\/ Gym, Rooftop, nr. L & Parks by Blueground (ID #CHI320)$

Crisp River North 1BR w\/ Gym, Rooftop, nr. L & Parks by Blueground (ID #CHI320)

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Chicago Illinois Apartment From $72 per night (USD)

$Hip River North 1BR w\/ Gym + Pool + W\/D near Mag Mile by Blueground$

Hip River North 1BR w\/ Gym + Pool + W\/D near Mag Mile by Blueground

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Chicago Illinois Apartment From $147 per night (USD)

$The GUILD Mag Mile-Gold Coast 6bd\/6ba FULL FLOOR Sleep 20$

The GUILD Mag Mile-Gold Coast 6bd\/6ba FULL FLOOR Sleep 20

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6.0
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Chicago Illinois Condo From $1898 per night (USD)

$Bright Loop 1BR w\/ Gym, Pool, near Millennium Park by Blueground$

Bright Loop 1BR w\/ Gym, Pool, near Millennium Park by Blueground

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Chicago Illinois Apartment From $119 per night (USD)

Chic Corner 2BR in Streeterville | Roof Deck | Lake Views

Chic Corner 2BR in Streeterville | Roof Deck | Lake Views

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1.0
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Chicago Illinois Apartment From $441 per night (USD)

$Gorgeous Loop 1BR w\/ Gym, Roof Deck, near Millennium Park, by Blueground$

Gorgeous Loop 1BR w\/ Gym, Roof Deck, near Millennium Park, by Blueground

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Chicago Illinois Apartment From $141 per night (USD)

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