North Branch of the Chicago River Rentals
From $968 per night (USD)VRBO
Suite + Connecting Room at a 4.5⭐️ Hotel
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The Grand Chamber Suite + Chamber King at Virgin Hotels Chicago is a sleek and stylish example of contemporary luxury. T ...
From $968 per night (USD)VRBO
From $685 per night (USD)VRBO
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 $685 per night (USD)VRBO
From $200 per night (USD)VRBO
Cute Gold Coast 2BR w\/ Outdoor Terrace, nr Beach & L, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two bedroom apartment in Rush & Division. with balcony views over the city. It’l ...
From $200 per night (USD)VRBO
From $459 per night (USD)VRBO
The Chicago Hotel Collection | Comfy Downtown Chicago Stay, Steps from Mag Mile
- 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 $459 per night (USD)VRBO
From $408 per night (USD)VRBO
The Chicago Hotel Collection Magnificent Mile, Stylish Junior King Suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Immerse yourself in the energy of Chicago at our renovated hotel on the Magnificent Mile. Steps from landmarks and luxur ...
From $408 per night (USD)VRBO
From $334 per night (USD)VRBO
Upscale Living, Deluxe King, The Chicago Hotel Collection Magnificent Mile
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Immerse yourself in the energy of Chicago at our renovated hotel on the Magnificent Mile. Steps from landmarks and luxur ...
From $334 per night (USD)VRBO
From $227 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 $227 per night (USD)VRBO
From $636 per night (USD)VRBO
Shop Chicago and Relax by The Bean | City Viwes | 24-hour Gym | 2 Units
- 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 $636 per night (USD)VRBO
From $318 per night (USD)VRBO
The Chicago Hotel Collection, Mag Mile, Deluxe Double Queen - Premium Option
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Immerse yourself in the energy of Chicago at our renovated hotel on the Magnificent Mile. Steps from landmarks and luxur ...
From $318 per night (USD)VRBO
From $144 per night (USD)VRBO
The Chicago Hotel Collection, Standard Double Queen with City Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Immerse yourself in the energy of Chicago at our renovated hotel on the Magnificent Mile. Steps from landmarks and luxur ...
From $144 per night (USD)VRBO
From $471 per night (USD)VRBO
City Center, Saint Clair Suite - The Chicago Hotel Collection Magnificent Mile
- 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 $471 per night (USD)VRBO
From $486 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 $486 per night (USD)VRBO
From $124 per night (USD)VRBO
Upscale City Center Stay | Prime Locale | City Views | Pets Allowed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Immerse yourself in the energy of Chicago at our renovated hotel on the Magnificent Mile. Steps from landmarks and luxur ...
From $124 per night (USD)VRBO
From $334 per night (USD)VRBO
Windy City Hideaway | Mag Mile Magic | Navy Pier | Pets Allowed
- 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 $334 per night (USD)VRBO
From $344 per night (USD)VRBO
Modern Digs Steps from Mag Mile Shops\/Dining with 24-hour Gym
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Immerse yourself in the energy of Chicago at our renovated hotel on the Magnificent Mile. Steps from landmarks and luxur ...
From $344 per night (USD)VRBO
From $328 per night (USD)VRBO
Shop Chicago’s Magnificent Mile – Steps Away from Navy Pier - Bar On-Site
- 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 $328 per night (USD)VRBO
From $397 per night (USD)VRBO
Sleek Downtown Retreat by Chicago’s Mag Mile @ The Chicago Hotel Collection
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Immerse yourself in the energy of Chicago at our renovated hotel on the Magnificent Mile. Steps from landmarks and luxur ...
From $397 per night (USD)VRBO
From $955 per night (USD)VRBO
Rooms for the Crew | 2 units | Steps to Mag Mile| Navy Pier | 24-hour Gym
- 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 $955 per night (USD)VRBO
From $681 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 $681 per night (USD)VRBO
From $984 per night (USD)VRBO
The Chicago Hotel Collection Magnificent Mile, Modern Double Queen, 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 $984 per night (USD)VRBO
From $669 per night (USD)VRBO
The Chicago Hotel Collection Magnificent Mile, Modern Double Queen | 2 Units
- 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 $669 per night (USD)VRBO
From $1003 per night (USD)VRBO
The Chicago Hotel Collection Magnificent Mile, 3 Standard King Rooms
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Immerse yourself in the energy of Chicago at our renovated hotel on the Magnificent Mile. Steps from landmarks and luxur ...
From $1003 per night (USD)VRBO
From $289 per night (USD)VRBO
*Steps to Mag Mile, 2 BD , fast Wi-Fi, W&D
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Private 2BR apt. in vintage 3-flat in the heart of Chicago's Michigan Ave/Gold Coast neighborhood. Fantastic locations s ...
From $289 per night (USD)VRBO
From $247 per night (USD)VRBO
Steps to Mag Mile, 2 BD, fast Wi-Fi, W&D
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Private 2BR apt. in vintage 3-flat in the heart of Chicago's Michigan Ave/Gold Coast neighborhood. Fantastic locations s ...
From $247 per night (USD)VRBO
From $243 per night (USD)VRBO
Sew u wana stay in a storefront?
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
If you're staying in Chicago and want to experience Wicker Park, you gotta stay in a space as unique as the neighborhood ...
From $243 per night (USD)VRBO
From $173 per night (USD)Expedia
Charming Loop 1BR w\/ Roof, Gym & Lounge, nr Riverwalk, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this cozy Chicago Loop furnished one bedroom apart ...
From $173 per night (USD)Expedia
From $251 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 $251 per night (USD)VRBO
From $251 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 $251 per night (USD)VRBO
From $1007 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 $1007 per night (USD)VRBO
From $761 per night (USD)VRBO
Chicago Beach Trip! 3 Units Near Oak Street Beach and Ohio Street Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Located on the Magnificent Mile in River North Chicago, this room is within walking distance of the Old Post Office and ...
From $761 per night (USD)VRBO
From $282 per night (USD)VRBO
Explore Chicago! Short Drive to Bridgehouse and Chicago River Museum!
- 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 $282 per night (USD)VRBO
From $504 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 $504 per night (USD)VRBO
Click For PricingVRBO
4BD Condo w\/Parking & Game Room
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to our luxurious 4-bedroom, 2.5-bathroom condo unit that's perfect for your stay in Chicago. This stunning unit ...
Click For PricingVRBO
From $111 per night (USD)VRBO
Found Chicago powered by Sonder | Bunk Room
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Found Chicago — your stylish space behind the midnight black-brick exterior and expansive bow windows. Inside ...
From $111 per night (USD)VRBO
From $114 per night (USD)VRBO
Found Chicago powered by Sonder | Queen Room
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Found Chicago — your stylish space behind the midnight black-brick exterior and expansive bow windows. Inside ...
From $114 per night (USD)VRBO
From $101 per night (USD)VRBO
Found Chicago powered by Sonder | Accessible Single Room
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
Welcome to Found Chicago — your stylish space behind the midnight black-brick exterior and expansive bow windows. Inside ...
From $101 per night (USD)VRBO
From $1333 per night (USD)VRBO
Eddy House, Roscoe Village Haven
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 13
Steps away from Roscoe Village dining & shopping and a short train to the Mag Mile. Enjoy the best Chicago has to offer ...
From $1333 per night (USD)VRBO
From $1572 per night (USD)Expedia
Epic 33rd Floor Views:Top Rated 2000ft² PH|TheFitz
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Summary: Struggling to find the PERFECT family-friendly penthouse in Chicago? Worried about missing out on an IDEAL LOCA ...
From $1572 per night (USD)Expedia
From $119 per night (USD)VRBO
Found Chicago powered by Sonder | Queen Room w\/ Bunk Bed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to Found Chicago — your stylish space behind the midnight black-brick exterior and expansive bow windows. Inside ...
From $119 per night (USD)VRBO
From $1004 per night (USD)Expedia
Best Group\/Family Amenities in Downtown|The Cooke
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Summary: Seeking a spacious, fun retreat in THE HEART OF CHICAGO? Tired of cramped hotel rooms? Our newly renovated 123 ...
From $1004 per night (USD)Expedia
From $744 per night (USD)VRBO
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 $744 per night (USD)VRBO
Click For PricingExpedia
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 PricingExpedia
From $1007 per night (USD)VRBO
Stylish & Modern Stay in Gold Coast, Chicago – 2 Stunning Units!
- Bedrooms:
- 8
- Bathrooms:
- 4
- Sleeps:
- 12
Discover the charm of Chicago’s Gold Coast in these brand-new, fully renovated units, perfect for your city getaway! 🏡 ...
From $1007 per night (USD)VRBO
From $341 per night (USD)Expedia
Lovely 1BR\/1BA in the Heart of Lincoln Square
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Requires walking up 2 flights of stairs. Welcome to this charming studio apartment in the heart of Lincoln Square! Enjoy ...
From $341 per night (USD)Expedia
From $147 per night (USD)VRBO
Chic 2-bedroom apartment in marvelous Lakeview\/LincolnPark\/Wrigley with WiFi\/AC
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Cozy 2-bedroom in Lakeview with a cute yard & office space in Lakeview – Best area of Chicago! This charming 2-bedroom ...
From $147 per night (USD)VRBO
From $224 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 $224 per night (USD)Expedia
From $357 per night (USD)VRBO
Spectacular 1BR\/1BA Newly Renovated Lincoln Square
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Requires walking up 2 flights of stairs. Welcome to your cozy apartment near Lincoln Square! This charming space offers ...
From $357 per night (USD)VRBO
From $325 per night (USD)Expedia
Spacious Lakeview Apartment with games + Garage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 9
Will be fully furnished by 3/1/2025 Spacious 1000 sq feet 1st floor unit 2BR 1BA In the heart of beautiful and fun Lake ...
From $325 per night (USD)Expedia
From $138 per night (USD)VRBO
Blueground | River North, pool & AC, nr Mile
- 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 $138 per night (USD)VRBO
From $186 per night (USD)Expedia
Chicago 1BR: Stylish Stay with Workspace
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
👉 Step into this sleek 1BR in Chicago, where modern design meets functionality. With its chic black and gold furnishing ...
From $186 per night (USD)Expedia
From $253 per night (USD)VRBO
Chicago Chic: Cozy 1BR with Stylish Workspace
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
👉 Experience modern comfort at this cozy 1BR in Chicago. The stylish living room features a dedicated workspace, perfec ...
From $253 per night (USD)VRBO
From $329 per night (USD)Expedia
Fitness Pad: Stylish 2BR with Gym in Chicago
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
👉 This stylish 2BR apartment combines sleek, modern design with an active lifestyle. The minimalist, urban space is per ...
From $329 per night (USD)Expedia
From $436 per night (USD)VRBO
Huge Projector and Designated Workspace - Near Wrigley!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
👉 Escape to this stylish 2BR retreat in Chicago, where comfort meets convenience. The space blends cozy, modern design ...
From $436 per night (USD)VRBO
From $150 per night (USD)Expedia
Blueground | The Loop, AC, w\/d, nr Willis Tower
- 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 $150 per night (USD)Expedia
From $91 per night (USD)VRBO
Blueground | The Loop, pool & gym, nr Willis
- 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 $91 per night (USD)VRBO
From $153 per night (USD)Expedia
Blueground | Lakeshore East, pool & w\/d, nr park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this beautiful New Eastside furnished one bedroom ...
From $153 per night (USD)Expedia
From $132 per night (USD)VRBO
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 $132 per night (USD)VRBO
From $137 per night (USD)Expedia
Blueground | West Loop, gym & bbq, nr Willis Tower
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this sophisticated West Loop Gate furnished one be ...
From $137 per night (USD)Expedia
From $595 per night (USD)VRBO
Your Chicago Home Base – 4BR, 2BA, Sleeps 13, Ideal for Families & Groups!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 14
Welcome to Your Chicago Home Away from Home! This spacious and modern 4-bedroom, 2-bathroom home comfortably sleeps up ...
From $595 per night (USD)VRBO
From $137 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 charming Near North furnished one bedroom apa ...
From $137 per night (USD)Expedia
From $250 per night (USD)VRBO
Charming art filled Chicago 3 bedroom in popular Logan Square. Lovely yard.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Get ready to relax in this 3-bedroom apartment in Chicago. This fantastic property offers 2 twin beds and 2 full beds, p ...
From $250 per night (USD)VRBO
From $117 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 $117 per night (USD)Expedia
From $601 per night (USD)VRBO
Bright & Modern 2BR: Perfect City Escape
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Welcome to your chic, new retreat in downtown Chicago! This brand new luxury apartment is meticulously designed ...
From $601 per night (USD)VRBO
From $734 per night (USD)Expedia
RARE-12Guests-3BedRooms-PrivateHome-Full Kitchen-SKYView-Roof-CarGarage-PETsOK
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
This 3-bedroom home comfortably accommodates up to 12 guests, making it ideal for romantic getaways, family reunions, or ...
From $734 per night (USD)Expedia
From $1173 per night (USD)VRBO
Longterm living in Chicago: 3BR Luxury Lakefront@Oak St Beach--pool, gym, decks
- Bedrooms:
- 3
- 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)VRBO
From $668 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 $668 per night (USD)Expedia
From $653 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 $653 per night (USD)VRBO
From $655 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 $655 per night (USD)Expedia
From $701 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 $701 per night (USD)VRBO
From $656 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 $656 per night (USD)Expedia
From $620 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 $620 per night (USD)VRBO
From $244 per night (USD)Expedia
Flexhome East Village 2BR H1
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The space: The apartment sleeps up to 4 with a comfy queen bed in each room plus flexible seating areas so you can work ...
From $244 per night (USD)Expedia
From $414 per night (USD)VRBO
Luxurious King Suite Offering Comfort and Style in Downtown Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located in the Loop, steps from The Theatre District and Millennium Park, immerse yourself in Chicago’s marvels. Discove ...
From $414 per night (USD)VRBO
From $394 per night (USD)VRBO
Relax in a Spacious King Suite with Stunning Views of Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located in the Loop, steps from The Theatre District and Millennium Park, immerse yourself in Chicago’s marvels. Discove ...
From $394 per night (USD)VRBO
From $385 per night (USD)VRBO
Reliance King Suite at Staypineapple, An Iconic Hotel, The Loop
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located in the Loop, steps from The Theatre District and Millennium Park, immerse yourself in Chicago’s marvels. Discove ...
From $385 per night (USD)VRBO
From $387 per night (USD)VRBO
Millennium Park King Suite at Staypineapple, An Iconic Hotel, The Loop
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located in the Loop, steps from The Theatre District and Millennium Park, immerse yourself in Chicago’s marvels. Discove ...
From $387 per night (USD)VRBO
From $124 per night (USD)VRBO
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 $124 per night (USD)VRBO
From $206 per night (USD)Expedia
Blueground | River North, rooftop & gym, nr Mart
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in River North. . It’ll be easy to simply show up and star ...
From $206 per night (USD)Expedia
From $137 per night (USD)VRBO
Blueground | Gold Coast, AC, nr Hancock Center
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Rush & Division. with high floor views over the city. I ...
From $137 per night (USD)VRBO
From $150 per night (USD)Expedia
Blueground | The Loop, pool & gym, nr Willis Tower
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this pretty one bedroom Blueground apartment. You’ll love coming h ...
From $150 per night (USD)Expedia
From $236 per night (USD)VRBO
Luxury Charming 3-bedroom house with WiFi, AC in enjoyable Chicago
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy a peaceful stay at this lovely 3-bedroom house in Chicago. Each bedroom features a comfortable queen bed, perfect ...
From $236 per night (USD)VRBO
From $142 per night (USD)Expedia
Blueground | Gold Coast, AC, nr Hancock Center
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this cozy Rush & Division furnished one bedroom ap ...
From $142 per night (USD)Expedia
From $1152 per night (USD)VRBO
Beautiful Unit CHI in Prime River North - top floor
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Summary: This beautiful unit located on the top floor in downtown is perfect for families, children and corporate gather ...
From $1152 per night (USD)VRBO
From $125 per night (USD)Expedia
Blueground | The Loop, elevator, nr Willis Tower
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Chicago Loop. with views over the city. It’ll be easy t ...
From $125 per night (USD)Expedia
From $107 per night (USD)VRBO
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 $107 per night (USD)VRBO
From $109 per night (USD)Expedia
Blueground | West Loop, gym & bbq, nr Willis Tower
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this studio apartment in West Loop Gate. with views over the city. It’ll be easy to s ...
From $109 per night (USD)Expedia
From $163 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 $163 per night (USD)VRBO
From $245 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 $245 per night (USD)Expedia
From $155 per night (USD)VRBO
Blueground | The Loop, pool & gym, nr Willis Tower
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this comfortable one bedroom Blueground apartment. You’ll love com ...
From $155 per night (USD)VRBO
From $110 per night (USD)Expedia
King Bed! Sleeps 8, WiFi, AC in vibrant Chicago one car garage parking
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 10
Make yourself at home in this 3-bedroom Chicago retreat. This charming apartment features a king bed, triple bunk bed, a ...
From $110 per night (USD)Expedia
From $1446 per night (USD)VRBO
Luxury Executive Penthouse Loft
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Stunning 2,000 sqft fully custom designer executive penthouse loft in Chicago’s West Loop. Features 3 spacious bedrooms, ...
From $1446 per night (USD)VRBO
From $2188 per night (USD)Expedia
Chicago Gold Coast Luxury Penthouse 4 BDR-3 BR-Massive Rooftop-Views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Experience privacy in a luxury penthouse located in the heart of Chicago’s prestigious Gold Coast.This stunning 4-bedroo ...
From $2188 per night (USD)Expedia
From $240 per night (USD)VRBO
Chic 2-Bedroom Condo in Gold Coast – Modern & Newl
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Experience the elegance of Chicago’s iconic Gold Coast neighborhood in this newly rehabbed, modern 2-bedroom condo. Thou ...
From $240 per night (USD)VRBO
From $151 per night (USD)Expedia
Blueground | The Loop, pool & gym, nr Willis Tower
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this cozy Chicago Loop furnished one bedroom apart ...
From $151 per night (USD)Expedia
From $879 per night (USD)VRBO
Chic Entire home for Large Groups - Chicago - Bucktown
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 20
Kick back and relax in this calm, stylish space that features 4 bedrooms, a large basement with bar, fully stocked kitch ...
From $879 per night (USD)VRBO
From $561 per night (USD)VRBO
Prime Location! 3-bedroom apartment, plus OFFICE Den in vibrant Wicker Park
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Welcome to The Wicker Park Urban Oasis, where you can forget your worries in this spacious, serene space. This home away ...
From $561 per night (USD)VRBO
From $644 per night (USD)VRBO
Freshly Minted 2BR - Elegance & Comfort in Central Chicago
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Welcome to your chic, new retreat in downtown Chicago! This brand new luxury apartment is meticulously designed ...
From $644 per night (USD)VRBO
From $724 per night (USD)Expedia
You Won’t Find a Better Deal for a 4BR! |The Vibe
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Looking for a spacious, modern apartment in one of Chicago's best neighborhoods? Our brand-NEW 4-bedroom, 3-bat ...
From $724 per night (USD)Expedia
From $460 per night (USD)VRBO
Scandinavian-Inspired West Loop Apartment with Private Outdoor Balcony by AllSet Turnover
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome! The Grand Avenue apt #2 is a spacious and Scandinavian design inspired 2 bed/1 bath apartment located in the W ...
From $460 per night (USD)VRBO
From $389 per night (USD)Expedia
French Design-Inspired West Loop Apartment with Private Balcony & Large Backyard by AllSet Turnover
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome! The Grand Avenue apt #1 is a spacious and French design inspired 2 bed/1 bath apartment located in the West Lo ...
From $389 per night (USD)Expedia