Near North Side (Chicago) Rentals
From $944 per night (USD)VRBO
Premium 2BR Apartments in Lincoln Park
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: For families and large groups, 'The Ash' makes your Chicago stay easy, offering two spacious apartments with Wh ...
From $944 per night (USD)VRBO
From $570 per night (USD)Expedia
Modern 2BR in The Loop + Panoramic City Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Looking for a spotless stay in the heart of the action? 'The Violet' delivers, with unmatched city access and a ...
From $570 per night (USD)Expedia
From $1025 per night (USD)VRBO
Event Proximity + Unique Group Retreat in Loop
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Summary: Discover 'The Lotus,' your group's private sanctuary in the city, with two stylish apartments placing you steps ...
From $1025 per night (USD)VRBO
From $1224 per night (USD)VRBO
Ideal for Groups: Spacious 2BR in The Loop
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Summary: Discover 'The Poppy,' your group's vibrant home base in The Loop, offering two stylish apartments with breathta ...
From $1224 per night (USD)VRBO
From $525 per night (USD)VRBO
Stylish 2BR with Skyline Views Near Riverwalk
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Welcome to 'The Pine,' your stylish home base in the heart of the Windy City. You can relax in total comfort kn ...
From $525 per night (USD)VRBO
From $1428 per night (USD)Expedia
Downtown Penthouse Huge Patio with Great View
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Immerse yourself in comfort with our 3600 sqft unit, featuring a 1400 sqft balcony and stunning city panoramas. This spa ...
From $1428 per night (USD)Expedia
From $1620 per night (USD)VRBO
3 Stylish 2BRs Steps from Magnificent Mile
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 15
Summary: Designed for a comfortable group getaway, 'The Mary' offers a modern and spacious retreat in the renowned Gold ...
From $1620 per night (USD)VRBO
From $1453 per night (USD)VRBO
3 Central Apartments Ideal for Groups
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 15
Summary: The ideal solution for your next corporate offsite, 'The Dahlia' offers spacious and sophisticated accommodatio ...
From $1453 per night (USD)VRBO
From $441 per night (USD)VRBO
High-End West Loop 2BR + City Views & Walkability
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: Ideal for tourists and business travelers, 'The Terra' boasts a perfect location for city exploration. With 1 ...
From $441 per night (USD)VRBO
From $572 per night (USD)Expedia
Prime 2BR Retreat: Urban Vibes + Views Await
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: 'The Lotus' offers an unbeatable downtown experience for urban explorers, complete with remarkable city views a ...
From $572 per night (USD)Expedia
From $1388 per night (USD)VRBO
High-end Luxury Units + Iconic Views for Groups
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 15
Summary: Ideal for groups, 'The Apollo' offers two stylish apartments in a prime location, just steps from Chicago's bes ...
From $1388 per night (USD)VRBO
From $551 per night (USD)VRBO
Two 2BRs Near Millennium Park, Ideal for Groups
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Gather your favorite people at 'The Winfrey,' our exclusive offering of two luxury apartments, perfect for your ...
From $551 per night (USD)VRBO
From $1153 per night (USD)VRBO
Gold Coast Group Retreat + Breathtaking Views
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Discover the perfect group retreat in Chicago's Gold Coast, a collection of two modern 2BR apartments with priv ...
From $1153 per night (USD)VRBO
From $114 per night (USD)Expedia
Amazing River North 1BR w/ Entertainment Area, Pool & Gym, by Blueground
- 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 $114 per night (USD)Expedia
From $1001 per night (USD)VRBO
Beautiful, cozy, stylish Bucktown, Wicker Park House, perfect Chicago location.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to Rainbow Guest House. This is a designer owned, fully decorated house located in a perfect Bucktown/Wicker Par ...
From $1001 per night (USD)VRBO
From $435 per night (USD)Expedia
1 Garage Parking/Skyline Rooftop/PingPong/Balcony
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Summary: Relax in this stunning 2-bedroom, 2-bath condo for up to 8 guests, featuring a king bed, one double bed and one ...
From $435 per night (USD)Expedia
From $406 per night (USD)VRBO
33rd-Floor Penthouse with Breathtaking Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Summary: Experience 'The Harper', a prime 3BR penthouse with panoramic skyline views, perfect for discerning travelers s ...
From $406 per night (USD)VRBO
From $659 per night (USD)VRBO
Dual Penthouse Retreat: Perfect for Groups
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
Summary: The premier choice for corporate retreats and family reunions, 'The Adler' offers two stunning penthouses that ...
From $659 per night (USD)VRBO
From $397 per night (USD)VRBO
Spacious & Modern 3BD/2BA Home- Garage Parking!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Nestled in the heart of Chicago’s lively River West & West Loop, you’re just minutes away from some of Chicago’s best d ...
From $397 per night (USD)VRBO
From $482 per night (USD)Expedia
Near Theaters & Nightlife, Group Fun, Sleeps 8
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Let 'The Lush' be your group's 4BR home base for exploring the green spaces and excitement of Lincoln Park. Y ...
From $482 per night (USD)Expedia
From $485 per night (USD)VRBO
4BR Steps to \"L\", Explore City, For Groups
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: 'The Flux' is your spacious 4BR launchpad to Chicago, located just steps from the 'L' train. It's a proven fa ...
From $485 per night (USD)VRBO
From $487 per night (USD)Expedia
Lincoln Park 4BR, Easy Group Trip, Sleeps 8
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Gather your friends at 'The Glow,' a modern 4BR in a vibrant, well-connected Chicago neighborhood. Our perfec ...
From $487 per night (USD)Expedia
From $492 per night (USD)VRBO
4BR w/ Free Parking + Easy City Access
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: 'The Aura' is a convenient 4BR retreat in Goose Island, perfect for family or friend getaways. Our 92% 5-star ...
From $492 per night (USD)VRBO
From $479 per night (USD)Expedia
4BR, Steps to Park & Fun, Family-Ready
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Designed for the perfect family getaway, 'The Nova' provides a 4BR home base with easy access to Lincoln Park's ...
From $479 per night (USD)Expedia
From $1520 per night (USD)VRBO
PH w/ Bean & Lake Views, An Elite Stay
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Summary: For travelers with uncompromising standards, 'The Orion' is an exclusive 3000ft² penthouse offering iconic The ...
From $1520 per night (USD)VRBO
From $4468 per night (USD)VRBO
Iconic Downtown Penthouses Getaway + City Views
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 15
Summary: 'The Lyra' pairs two exquisite penthouses for a unique Chicago experience perfect for groups seeking both leisu ...
From $4468 per night (USD)VRBO
From $512 per night (USD)VRBO
Blueground | River North 2bd apartment
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Feel at home wherever you choose to live with Blueground. You’ll love this sophisticated Near North furnished two bedroo ...
From $512 per night (USD)VRBO
From $238 per night (USD)VRBO
Delightful Room w/ Whimsical Decor & Modern Amenities Near Magnificent Mile
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This listing is for a room within a hotel. ✦ Your room is 180 sq. ft, equipped with complimentary toiletries, high defi ...
From $238 per night (USD)VRBO
From $238 per night (USD)VRBO
Burnham King - Staypineapple Chicago Charm & Afternoon Delights in The Loop
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This listing is for a room within a hotel. ✦ Your room is 180 sq. ft, equipped with complimentary toiletries, high defi ...
From $238 per night (USD)VRBO
From $410 per night (USD)VRBO
Burnham Two Queen - Stylish Comfort by the Theatre District, 2 Units
- 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 $410 per night (USD)VRBO
From $410 per night (USD)VRBO
2 Inviting Rooms for Groups w/ Afternoon Delights Near Millennium Park
- 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 $410 per night (USD)VRBO
From $197 per night (USD)VRBO
Atwood Queen at Staypineapple - Pet-Friendly Bliss Near Millennium Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This listing is for a room within a hotel. ✦ Your room is 172 sq. ft, equipped with complimentary toiletries, high defi ...
From $197 per night (USD)VRBO
From $197 per night (USD)VRBO
Cozy Room w/ Historic Charm & Modern Amenities in Heart of Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This listing is for a room within a hotel. ✦ Your room is 172 sq. ft, equipped with complimentary toiletries, high defi ...
From $197 per night (USD)VRBO
From $208 per night (USD)VRBO
Elegant Room w/ Modern Conveniences & Walkable to Major Attractions
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This listing is for a room within a hotel. ✦ Your room is 172 sq. ft, equipped with complimentary toiletries, high defi ...
From $208 per night (USD)VRBO
From $208 per night (USD)VRBO
Burnham Two Queen - Staypineapple's Historic Charm Next to Navy Pier
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This listing is for a room within a hotel. ✦ Your room is 172 sq. ft, equipped with complimentary toiletries, high defi ...
From $208 per night (USD)VRBO
From $185 per night (USD)Expedia
Professionally Managed 1 Bedroom in the Chicago Loop by the Theater District
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in Chicago, enjoy what this 1-bedroom apartment has to offer. This superb space features a welcoming queen bed, ...
From $185 per night (USD)Expedia
From $398 per night (USD)VRBO
Chicago West Town Row House
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 10
Located in Chicago’s West Town neighborhood, you, your family and friends will be close to everything when you stay at t ...
From $398 per night (USD)VRBO
From $529 per night (USD)Expedia
Luxury Designer Penthouse|Private Deck|Gold Coast
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Summary: BRAND NEW PENTHOUSE IN THE HEART OF GOLD COAST! Enjoy your own penthouse in Chicago's Gold Coast-the city's ce ...
From $529 per night (USD)Expedia
From $96 per night (USD)VRBO
Blueground | Streeterville, pool & gym, nr pier
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
Discover the best of Chicago, with this one bedroom apartment in Streeterville with high floor views over the city. It’l ...
From $96 per night (USD)VRBO
From $104 per night (USD)Expedia
Blueground | River North, balcony & pool, nr Pier
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this cozy Streeterville furnished one bedroom apar ...
From $104 per night (USD)Expedia
From $439 per night (USD)VRBO
3 Tranquil Eco-friendly Rooms, Fitness Center, Near River North
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Nestled in the hip River North area of downtown Chicago, this property offers guests a great location near shops, restau ...
From $439 per night (USD)VRBO
From $295 per night (USD)VRBO
2 Sleek Eco-friendly Rooms w/ Natural Furnishings in Vibrant River North
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Nestled in the hip River North area of downtown Chicago, this property offers guests a great location near shops, restau ...
From $295 per night (USD)VRBO
From $163 per night (USD)VRBO
Experience Comfort in Eco-friendly Room w/ Earth Tone Furniture
- 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 $163 per night (USD)VRBO
From $150 per night (USD)VRBO
Relaxing Eco-friendly Room w/ Modern Decor near River North Attractions
- 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 $150 per night (USD)VRBO
From $150 per night (USD)VRBO
Cozy Eco-friendly Room w/ Earth Tone Decor, Short Walk to River North Spots
- 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 $150 per night (USD)VRBO
From $653 per night (USD)Expedia
HUGE! 3BR Private Home+Garage+360° Roof Deck+Hot Tub+EV+Sleeps 12
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
Welcome to Your Chicago Getaway This spacious home comfortably accommodates up to 12 guests, ideal for romantic getaway ...
From $653 per night (USD)Expedia
From $1679 per night (USD)VRBO
Luxury Penthouse: Iconic Views + Exclusive Comfort
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Summary: Discover a premier Chicago experience in this luxury penthouse, ideal for travelers who value amazing views and ...
From $1679 per night (USD)VRBO
From $932 per night (USD)VRBO
8BR Retreat for Groups w/ Easy City Access
- Bedrooms:
- 6
- Bathrooms:
- 8
- Sleeps:
- 16
Summary: 'The Ember' is the perfect home base for your group, with two spacious 4-bedroom units. You'll have plenty of r ...
From $932 per night (USD)VRBO
From $1940 per night (USD)VRBO
Urban Group Escape + Ideal for Gatherings
- Bedrooms:
- 9
- Bathrooms:
- 12
- Sleeps:
- 24
Summary: The ultimate destination for your large group or corporate retreat, 'The Pulse' offers a rare 12-bedroom experi ...
From $1940 per night (USD)VRBO
From $563 per night (USD)Expedia
ChiCasa West Town Paradise
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Stunning Chicago condo, where modern luxury meets comfort in a spacious two-level layout. Enjoy 2 cozy fireplaces, 3 bed ...
From $563 per night (USD)Expedia
From $203 per night (USD)VRBO
Blueground | The Loop, pool & gym, nr park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this roomy Chicago Loop furnished one bedroom apar ...
From $203 per night (USD)VRBO
From $136 per night (USD)Expedia
Chic 2-bedroom with AC, WiFi, in terrific Chicago neighborhood of Wicker Park.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Rainbow Rentals is delightful to offer this 2-bedroom gem in Chicago’s most vibrant and cool neighborhood of Wicker Park ...
From $136 per night (USD)Expedia
From $121 per night (USD)VRBO
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 $121 per night (USD)VRBO
From $223 per night (USD)Expedia
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 $223 per night (USD)Expedia
From $646 per night (USD)VRBO
Updated Designer Duplex In Fulton Market W/parking
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
About this space We completed our luxury renovation in kitchen, bathrooms, and patio with a fire pit! We hope you enjoy! ...
From $646 per night (USD)VRBO
From $146 per night (USD)Expedia
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 $146 per night (USD)Expedia
From $668 per night (USD)VRBO
Ideal Group Getaway: Prime Location, Parking, Backyard, Sunroom & Pet-Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 14
Stay in a historic home in Old Town, within walking distance of Downtown, the Magnificent Mile, restaurants, bars, bouti ...
From $668 per night (USD)VRBO
From $149 per night (USD)Expedia
Blueground | Streeterville, pool & gym, nr Pier
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Streeterville with views over the city. It’ll be easy t ...
From $149 per night (USD)Expedia
From $469 per night (USD)VRBO
53-54 Floor Penthouse
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: The Penthouses at Grand Plaza PH#B This stunning two-story Penthouse soars above Chicago, featuring dramatic li ...
From $469 per night (USD)VRBO
From $364 per night (USD)VRBO
Stylish River North Suites Luxe Comfort Near Chicago’s Best Shopping & Nightlife
- 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 $364 per night (USD)VRBO
From $403 per night (USD)VRBO
Luxury Meets Comfort: River North Rentals with Chic Style & Prime Chicago Access
- 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 $403 per night (USD)VRBO
From $297 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 $297 per night (USD)VRBO
From $370 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 $370 per night (USD)VRBO
From $385 per night (USD)VRBO
Chic Stay in River North: Luxury Suites, Top Amenities, Near Arts & Nightlife!
- 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 $385 per night (USD)VRBO
From $504 per night (USD)VRBO
Chic River North Retreat: Luxe Suites, Stunning Views, Steps from Chicago Life!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
In a city known for its neighborhoods, River North stands out. You’ll find chic galleries, buzz-worthy restaurants and v ...
From $504 per night (USD)VRBO
From $723 per night (USD)VRBO
Stylish River North Suites: Luxury Living Near Chicago’s Best Shopping&Nightlife
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
In a city known for its neighborhoods, River North stands out. You’ll find chic galleries, buzz-worthy restaurants and v ...
From $723 per night (USD)VRBO
From $282 per night (USD)VRBO
Heart of Lincoln park
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Charming 2BR in the Heart of Lincoln Park! Stay in the perfect Chicago location! This cozy 2-bedroom, 1-bathroom apartm ...
From $282 per night (USD)VRBO
From $259 per night (USD)Expedia
Gold Coast 2 Bedroom Hideaway
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Modern 2BR Retreat in Gold Coast – Stylish & Newly Renovated! Experience the best of Chicago’s Gold Coast in this brand ...
From $259 per night (USD)Expedia
From $1356 per night (USD)VRBO
Gilded Age Gold Coast Mansion with Parking, Deck, Fireplaces
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 26
RENT WITH CONFIDENCE FROM A PREMIER HOST WITH OVER 800 POSITIVE REVIEWS! One-of-a-kind opportunity to rent a historic Gi ...
From $1356 per night (USD)VRBO
From $187 per night (USD)VRBO
Heart of Chicago, Double Queen @ The Chicago Hotel Collection Magnificent Mile
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Immerse yourself in the energy of Chicago at our renovated hotel on the Magnificent Mile. Steps from landmarks and luxur ...
From $187 per night (USD)VRBO
From $249 per night (USD)VRBO
The Chicago Hotel Collection Magnificent Mile Upscale Saint Clair Suite, 3 Units
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Immerse yourself in the energy of Chicago at our renovated hotel on the Magnificent Mile. Steps from landmarks and luxur ...
From $249 per night (USD)VRBO
From $167 per night (USD)VRBO
City Center Luxury, Double Queen - The Chicago Hotel Collection Mag Mile
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Immerse yourself in the energy of Chicago at our renovated hotel on the Magnificent Mile. Steps from landmarks and luxur ...
From $167 per night (USD)VRBO
From $83 per night (USD)VRBO
The Chicago Hotel Collection Magnificent Mile Sleek Standard Double Queen
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Immerse yourself in the energy of Chicago at our renovated hotel on the Magnificent Mile. Steps from landmarks and luxur ...
From $83 per night (USD)VRBO
From $199 per night (USD)Expedia
Spacious loft in the heart of West Town, Noble Square Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover Chicago from one of the best neighborhoods Chicago has to offer! This oversized loft boasts high ceilings, a ba ...
From $199 per night (USD)Expedia
Click For PricingVRBO
Blueground | River North, pool & AC, nr Mile
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this charming Near North furnished one bedroom apa ...
Click For PricingVRBO
From $359 per night (USD)VRBO
Luxury Downtown Chicago 2BD-2BA View-Gym-Rooftop
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Discover downtown Chicago living at its best in this gorgeous 2-bedroom apartment in the heart of the Loop. Wak ...
From $359 per night (USD)VRBO
From $667 per night (USD)VRBO
Chic ART+1700sqf +3BR Home360° Roof+HotTub+CarGarage+12Guests
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
3-Story 1,700 sqft Home | Sleeps 12 DM for YOUR SPECIAL RATE! ! Free Private Garage ! Hot Tub ! 360° Roof Deck with Sk ...
From $667 per night (USD)VRBO
From $141 per night (USD)Expedia
Blueground | River North, pool & AC, nr Mile
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this sophisticated Near North furnished one bedroo ...
From $141 per night (USD)Expedia
From $169 per night (USD)VRBO
Chicago-Themed Apartment in West Town, Close to transportation and shops.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Located in Chicago, enjoy what this 2-bedroom condo has to offer. With 1 queen bed and 1 full bed, this marvelous proper ...
From $169 per night (USD)VRBO
From $106 per night (USD)Expedia
Blueground | The Loop, elevator, nr Willis Tower
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this stylish Chicago Loop furnished one bedroom ap ...
From $106 per night (USD)Expedia
From $560 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 $560 per night (USD)VRBO
From $337 per night (USD)VRBO
The Ultimate Chicago Experience! Close to Chicago Riverwalk and Picasso Statue
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Located Downtown near Chicago River, enjoy bars & restaurants all by walking distance. For sports fans, Soldier Field, W ...
From $337 per night (USD)VRBO
From $380 per night (USD)VRBO
Ideal Mix of Comfort and Value! 2 Comfortable Units, Near Marina City!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Located Downtown near Chicago River, enjoy bars & restaurants all by walking distance. For sports fans, Soldier Field, W ...
From $380 per night (USD)VRBO
From $589 per night (USD)VRBO
4 Spacious Units Close to Navy Pier and Willis Tower! Parking, Pets Allowed!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Located on the Magnificent Mile in River North Chicago, this room is within walking distance of the Old Post Office and ...
From $589 per night (USD)VRBO
From $148 per night (USD)VRBO
Perfect for your Chicago Getaway! Close to Midway Airport! Onsite Parking!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located on the Magnificent Mile in River North Chicago, this room is within walking distance of the Old Post Office and ...
From $148 per night (USD)VRBO
From $148 per night (USD)VRBO
Beach Getaway! Minutes to Street Beach and Ohio Street Beach! Parking!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located on the Magnificent Mile in River North Chicago, this room is within walking distance of the Old Post Office and ...
From $148 per night (USD)VRBO
From $558 per night (USD)VRBO
Better Choice for your Vacation! 3 Convenient Units, Close to Chicago Riverwalk
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Located Downtown near Chicago River, enjoy bars & restaurants all by walking distance. For sports fans, Soldier Field, W ...
From $558 per night (USD)VRBO
From $294 per night (USD)VRBO
Group Vacation! 2 Spacious Units Near Oak Street Beach! Onsite Parking!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Located on the Magnificent Mile in River North Chicago, this room is within walking distance of the Old Post Office and ...
From $294 per night (USD)VRBO
From $402 per night (USD)VRBO
3-Story Townhome, Free Parking, Private Patio, Washer-Dryer
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Summary: This unique townhome is in one of the most prestigious neighborhoods in Chicago: southeast Lincoln Park. Walk t ...
From $402 per night (USD)VRBO
From $1173 per night (USD)Expedia
Longterm living in Chicago: 3BR Luxury Lakefront@Oak St Beach--pool, gym, decks
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Escape to this luxury 2200sf condo in Chicago, on a high floor with lake views, pool and deck. This gorgeous condo boast ...
From $1173 per night (USD)Expedia
From $255 per night (USD)VRBO
Spacious 1 bd sleeps 4 quiet and near Michigan Ave. free gift
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Nestled in the heart of Chicago, this delightful apartment offers a tranquil escape for guests. With a cozy bedroom feat ...
From $255 per night (USD)VRBO
From $449 per night (USD)VRBO
Spectacular Corner 2BR Penthouse in the Loop | Roof Deck
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: [NOTE: The main rooftop is currently closed for seasonal repairs and is slated to reopen in Spring 2026. The 2n ...
From $449 per night (USD)VRBO
From $484 per night (USD)VRBO
Goose Island Gem, Stay & Connect, In a 4BR
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: For groups ready to experience Chicago's energy, 'The Vibe' is your perfect 4BR home base. It's a promise of ...
From $484 per night (USD)VRBO
From $122 per night (USD)Expedia
Chic 3 bedroom updated and vintage apt with WiFi in a Chicago 1880s firehouse
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Get ready to relax in this 3-bedroom apartment in Chicago. This fantastic property on the top floor of a two story build ...
From $122 per night (USD)Expedia
From $282 per night (USD)VRBO
Walk Everywhere! 5 mins to Magnificent Mile, River
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Experience Chicago in style from this modern River North retreat, perfectly positioned for exploring the city's ...
From $282 per night (USD)VRBO
From $281 per night (USD)Expedia
Walk Everywhere! 5 mins to Magnificent Mile, River
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Experience Chicago in style from this modern River North retreat, perfectly positioned for exploring the city's ...
From $281 per night (USD)Expedia
From $275 per night (USD)VRBO
Walk Everywhere! 5 mins to Magnificent Mile, River
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Experience Chicago in style from this modern River North retreat, perfectly positioned for exploring the city's ...
From $275 per night (USD)VRBO
From $464 per night (USD)Expedia
Charming 3-bedroom house in marvelous Ukrainian village Chicago
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to this charming house in Chicago.Located in Ukrainian village around bars, restaurants and supermarkets. Amazin ...
From $464 per night (USD)Expedia
From $134 per night (USD)VRBO
Blueground | West Loop, gym & bbq, nr Willis Tower
- 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 $134 per night (USD)VRBO
From $156 per night (USD)Expedia
Blueground | West Loop, pool & gym, nr park
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two bedroom apartment in Fulton Market District with views over the city. It’ll ...
From $156 per night (USD)Expedia