Chicago Rentals
- From $109 per night (USD)
VRBO
Cozy Loop 1BR w\/ Pool, Gym, nr. L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in The Loop. with high floor views over the city. It’ll be ...
From $109 per night (USD)VRBO
- Click For Pricing
VRBO
Sleek Dupont Circle 1BR w\/ W\/D + Gym near Georgetown by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this sophisticated one bedroom Blueground apartment. You’ll love c ...
Click For PricingVRBO
- Click For Pricing
VRBO
Amazing Gold Coast 2BR w\/ Gym, Roof Deck, near Water Tower, 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 ...
Click For PricingVRBO
- From $137 per night (USD)
VRBO
Roomy River North 2BR w\/ Gym, Deck & Pool, walk to Mag Mile, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Feel at home wherever you choose to live with Blueground. You’ll love this pretty River North furnished two bedroom apar ...
From $137 per night (USD)VRBO
- From $104 per night (USD)
VRBO
Hip River North 1BR w\/ Pool + Roof Deck near Mag Mile by Blueground
- 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 $104 per night (USD)VRBO
- From $119 per night (USD)
VRBO
Lux River North 1BR w\/ Gym, W\/D, near Magnificent Mile, 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 $119 per night (USD)VRBO
- From $243 per night (USD)
VRBO
Exclusive Streeterville 1BR w\/ Lake Views, Pool, Deck, Gym, by Blueground
- 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 ...
From $243 per night (USD)VRBO
- From $695 per night (USD)
VRBO
Brilliant Downtown Chicago 3-Bedroom Condominium
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Situated in the heart of downtown Chicago, right next to the Godfrey hotel, this spacious and modern 3-bedroom, 2-bathro ...
From $695 per night (USD)VRBO
- From $272 per night (USD)
VRBO
Kasa | Trendy Space with City Views | Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: With Oak Street Beach, Michigan Avenue, and Gold Coast all within walking distance, Our Kasas are well-connecte ...
From $272 per night (USD)VRBO
- From $157 per night (USD)
VRBO
Tasteful Lakeview 1BR w\/ Rooftop Pool, near Wrigley Field, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one-bedroom Lakeview apartment with views over the city. It’ll be easy to simpl ...
From $157 per night (USD)VRBO
- From $126 per night (USD)
VRBO
Smart Loop 2BR w\/ Gym, Pool, near Financial District, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Show up and start living from day one in Chicago with this cozy two bedroom Blueground apartment. You’ll love coming hom ...
From $126 per night (USD)VRBO
- From $276 per night (USD)
VRBO
EAST LAKEVIEW DESIGNER CONDO 2 BED\/2 BATH, SLEEPS 6!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
In the heart of Lakeview, still close to downtown, museums and McCormick Place. A quick stroll to Lake Michigan and the ...
From $276 per night (USD)VRBO
- From $291 per night (USD)
VRBO
Diversey #1 - Lincoln Park Living: 5 Queen Beds \/ 2 FULL Bathroom
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 10
This fantastic 2bedroom/2bathroom is located right in the heart of Lincoln Park that has the following: - 5 total Queen ...
From $291 per night (USD)VRBO
- From $281 per night (USD)
VRBO
Urban Luxury Home In Downtown Chicago!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 14
Enjoy a stay at a world travelers' custom designed home! **PLEASE READ DESCRIPTION BELOW AND CONTACT US BEFORE REQUESTI ...
From $281 per night (USD)VRBO
- From $771 per night (USD)
VRBO
Elegant 4 br Old Town Home; Private Yard; Parking; Amazing Location
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 18
Walk to everything Chicago has to offer- downtown, beach, park, restaurants and bars; bring family or friends to this sp ...
From $771 per night (USD)VRBO
- From $323 per night (USD)
VRBO
The Guild #4 Mag Mile, Gold Coast, Downtown Spacious 1bd\/1ba
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to one of the best locations in Chicago. When you're here, we're excited to help you feel "Home Away from Home. ...
From $323 per night (USD)VRBO
- From $281 per night (USD)
VRBO
Downtown Urban Oasis! Near Transit, Sites, Nightlife -- Huge Deck + Parking!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Enjoy a stay at a world travelers' Windy City home! **PLEASE READ FULL DESCRIPTION BELOW AND CONTACT US BEFORE REQUESTI ...
From $281 per night (USD)VRBO
- From $405 per night (USD)
VRBO
The Guild #2 Gold Coast Mag Mile Downtown Spacious 2bd\/2ba
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Welcome to one of the best locations in Chicago in a quiet vintage building with lots of character. Guests love our hom ...
From $405 per night (USD)VRBO
- From $473 per night (USD)
VRBO
Magic Factory Loft 2West
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Spacious Bright & Spotlessly Clean in the Heart of Everything Chicago - Chef Kitchen 3 bedrooms, 2 full baths Sleeps 8 g ...
From $473 per night (USD)VRBO
- From $156 per night (USD)
VRBO
Amazing South Loop 1BR w\/ Roof, Gym & Lounge, 1 block to L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in South Loop. with views over the city. It’ll be easy to ...
From $156 per night (USD)VRBO
- From $83 per night (USD)
VRBO
Modern Coach House 2BR\/1BA\/Den in Hyde Park\/ Kenwood, walk to U of C & Lakefront
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Kenwood Coach House| Rear Coach House Fully Furnished! Near U of C Hospital Hospital Staff/ Clinical Rotations REQUIRE ...
From $83 per night (USD)VRBO
- From $106 per night (USD)
VRBO
Mod Loop 1BR, w\/ Gym, Pool nr the Millenium Park by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in The Loop. with high floor views over the city. It’ll be ...
From $106 per night (USD)VRBO
- From $87 per night (USD)
VRBO
Spacious Gold Coast 2BR w\/ Roof Deck, Gym, walk to MagMile, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Show up and start living from day one in Chicago with this spacious two bedroom Blueground apartment. You’ll love coming ...
From $87 per night (USD)VRBO
- From $212 per night (USD)
VRBO
Crisp Loop 1BR w\/ Pool, Gym, nr. Theatre District & the 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 $212 per night (USD)VRBO
- From $184 per night (USD)
VRBO
Cozy Loop 2BR w\/ Pool, Gym, nr. Financial District & L, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Show up and start living from day one in Chicago with this sophisticated two bedroom Blueground apartment. You’ll love c ...
From $184 per night (USD)VRBO
- From $93 per night (USD)
VRBO
Ideal River North 1BR w\/pool, gym, nr. L & Magnificent Mile
- 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 $93 per night (USD)VRBO
- From $107 per night (USD)
VRBO
Crisp Loop 1BR w\/ Pool, Gym, near Theatre District, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in The Loop. with high floor views over the city. It’ll be ...
From $107 per night (USD)VRBO
- From $83 per night (USD)
VRBO
Hip River North 1BR w\/ Gym + Pool + W\/D near Mag Mile by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this sophisticated River North furnished one-bedro ...
From $83 per night (USD)VRBO
- From $141 per night (USD)
VRBO
Hip Loop 1BR w\/ Gym, Pool, W\/D, nr. Financial District, by Blueground
- 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 $141 per night (USD)VRBO
- From $109 per night (USD)
VRBO
Cozy West Loop 1BR w\/ Pool, Gym, nr. Restaurant Row, by Blueground
- 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 $109 per night (USD)VRBO
- From $196 per night (USD)
VRBO
Bright Loop 1BR w\/ Gym, Roofdeck, near Millennium Park, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this beautiful one bedroom Blueground apartment. You’ll love comin ...
From $196 per night (USD)VRBO
- From $103 per night (USD)
VRBO
Hip River North 1BR w\/ Gym, W\/D, near Magnificent Mile, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this cozy River North furnished one bedroom apartm ...
From $103 per night (USD)VRBO
- From $96 per night (USD)
VRBO
Bright Loop 1BR w\/ Gym, Roofdeck, nr. Financial District, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in The Loop. with views over the city. It’ll be easy to si ...
From $96 per night (USD)VRBO
- From $164 per night (USD)
VRBO
Smart Loop 1BR w\/ Gym, Roofdeck, nr. Financial District, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this bright one bedroom Blueground apartment. You’ll love coming h ...
From $164 per night (USD)VRBO
- From $123 per night (USD)
VRBO
Modern River North 1BR w\/ Gym + W\/D near Mag Mile 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 $123 per night (USD)VRBO
- From $346 per night (USD)
VRBO
DOWNTOWN PENTHOUSE Vintage Loft #3❤️Grant Park, Museums +gym & patio
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 7
Welcome to our Penthouse in the heart of Downtown. You are a short walk to Millennium/Grant Park, Skydeck, Shedd Aquari ...
From $346 per night (USD)VRBO
- From $293 per night (USD)
VRBO
Historic Andersonville Coach House.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
Historic Coach House in the quaint Andersonville neighborhood of Chicago. Walking distance to Hollywood Beach, coffee sh ...
From $293 per night (USD)VRBO
- From $271 per night (USD)
VRBO
52nd floor, VIEW, Pool, Balcony, Fitness Center, Grocery Store
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Penthouse #10 is a magnificent unique rental in Chicago. Towering 50+ floor above the city, with dramatic living areas , ...
From $271 per night (USD)VRBO
- From $360 per night (USD)
VRBO
DOWNTOWN PENTHOUSE Vintage Loft #4 +private balcony & gym
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 7
Welcome to our Vintage Penthouse Loft in the HEART of Downtown. You are a short walk to Millennium/Grant Park, Skydeck, ...
From $360 per night (USD)VRBO
- From $466 per night (USD)
VRBO
Amazing 3 br ^ Patio ^ Parking ^ Fireplace ^ Best Location
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Walk to everything Chicago has to offer- downtown, beach, park, restaurants and bars; bring family or friends to this sp ...
From $466 per night (USD)VRBO
- From $706 per night (USD)
VRBO
Magic Factory Loft 3East 4 Bd\/4 Ba Families Groups
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Our bright spacious 4 bedroom sleeps up to 14 - 16 guests in super comfy Sealy Posturepedic beds. Bedroom 1 - Queen, 3 ...
From $706 per night (USD)VRBO
- From $502 per night (USD)
VRBO
Modern 3BDR in Old Town - walk to Lake Michigan, Wells St, Red & Brown lines
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
The Old Town Place is located in the heart of Chicago's highly desirable Old Town neighborhood; uniquely positioned walk ...
From $502 per night (USD)VRBO
- From $365 per night (USD)
VRBO
Kasa | Take in the Sites on Your Balcony | Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: With Oak Street Beach, Michigan Avenue, and Gold Coast all within walking distance, Our Kasas are well-connecte ...
From $365 per night (USD)VRBO
- From $113 per night (USD)
VRBO
Cozy 2 Bedroom 1 Bath. Centrally located with a Private Porch!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Close to everything you will need for a convenient visit. There's a cozy little thai restaurant and bakery right on the ...
From $113 per night (USD)VRBO
- From $608 per night (USD)
VRBO
Stone Mansion Sleeps 10-20 Free Parking Near Lake, Red Line and Wrigley
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 20
Lots of room for you to stretch out and enjoy the great location in East Lakeview. Nearby to public transportation incl ...
From $608 per night (USD)VRBO
- From $352 per night (USD)
VRBO
Kasa | River North 1BD Nearby Shopping | Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: With Oak Street Beach, Michigan Avenue, and Gold Coast all within walking distance, Our Kasas are well-connecte ...
From $352 per night (USD)VRBO
- From $342 per night (USD)
VRBO
Kasa | Long Term Stay in Downtown, Nearby Whole Foods | Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: With Oak Street Beach, Michigan Avenue, and Gold Coast all within walking distance, Our Kasas are well-connecte ...
From $342 per night (USD)VRBO
- From $185 per night (USD)
VRBO
57 Cedar Unit 1 - Luxury Apartment in Gold Coast - Sleeps 9
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 9
LOCATION LOCATION! This property is situated in the middle of the Gold Coast just STEPS away from famous restaurants and ...
From $185 per night (USD)VRBO
- From $669 per night (USD)
VRBO
Amazing Lincoln Park Rowhouse - Perfect for Groups, Reunions and Cubs Games!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Our unique Lincoln Park Rowhouse is located in the heart of Lincoln Park and is perfect for your next group gathering in ...
From $669 per night (USD)VRBO
- From $85 per night (USD)
VRBO
Trendy Lakeview 2BR w\/ Patio, W\/D, walk to Wrigley Field, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two-bedroom Lakeview apartment. It’ll be easy to simply show up and start living ...
From $85 per night (USD)VRBO
- From $361 per night (USD)
VRBO
Kasa | Comfy 1BD\/1BA in River North | Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: With Oak Street Beach, Michigan Avenue, and Gold Coast all within walking distance, Our Kasas are well-connecte ...
From $361 per night (USD)VRBO
- From $383 per night (USD)
VRBO
Kasa | Walk to Lincoln Park Zoo | Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: With Oak Street Beach, Michigan Avenue, and Gold Coast all within walking distance, Our Kasas are well-connecte ...
From $383 per night (USD)VRBO
- Click For Pricing
VRBO
Upscale Lakeview 2BR w\/ W\/D, patio, walk to Wrigley Field, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two bedroom apartment in Lakeview. . It’ll be easy to simply show up and start l ...
Click For PricingVRBO
- From $710 per night (USD)
VRBO
Best location downtown - River North near MagMile!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Summary: This penthouse unit located on the 4th floor in downtown is perfect for families, children and corporate gather ...
From $710 per night (USD)VRBO
- From $651 per night (USD)
VRBO
ALOHA 2.0 Tropical 5 Bed in Wicker Park \/\/ Sleeps Up to 23
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 23
Feel those tropical feels in our sprawling 2,000 square foot 5 bedroom space in the heart of Wicker Park that comfortabl ...
From $651 per night (USD)VRBO
- From $578 per night (USD)
VRBO
EL MOTEL BANGTEL DOS Logan Square with Patio
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
This Wild West apartment will have your group feeling like they just rolled into the Southwest. Cowhides, antlers, ethni ...
From $578 per night (USD)VRBO
- From $209 per night (USD)
VRBO
57 #3 - Gold Coast Getaway Suite 3 - Sleeps 6
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Our beautiful Brownstone Apartment is located in the heart of bustling GOLD COAST on a street shared with homes owned by ...
From $209 per night (USD)VRBO
- From $249 per night (USD)
VRBO
Central Chicago Suite Access to Patio!!! Suite 1
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 9
Summary: Experience what Chicago has to offer and stay at our Luxury Chicago Suite! Perfect for your Chicago visit! The ...
From $249 per night (USD)VRBO
- From $103 per night (USD)
VRBO
Amazing Streeterville 1BR w\/ Gym, Pool, walk to Navy Pier, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this stylish Streeterville furnished one bedroom a ...
From $103 per night (USD)VRBO
- Click For Pricing
VRBO
Hip Near North 1BR w\/ Gym & Lounge, close to Red Line, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Near North Side. with views over the city. It’ll be eas ...
Click For PricingVRBO
- From $187 per night (USD)
VRBO
Beautiful Streeterville 1BR w\/ Deck & Pool, walk to Beach, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this roomy Streeterville furnished one bedroom apa ...
From $187 per night (USD)VRBO
- From $82 per night (USD)
VRBO
Serene Near North 1BR w\/ Roof & Gym, steps to shopping, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Near North Side. with high floor views over the city. I ...
From $82 per night (USD)VRBO
- From $123 per night (USD)
VRBO
Deluxe Streeterville 1BR w\/ Gym & Pool, close to Beach, by Blueground
- 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 $123 per night (USD)VRBO
- From $206 per night (USD)
VRBO
Trendy 2BR Apartment in Logan Square!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Whatever brings you to town, our bright and airy two-bedroom apartment unit is complete with everything you need to feel ...
From $206 per night (USD)VRBO
- From $188 per night (USD)
VRBO
Stylish and Cute 2BR Apartment Near Wrigley!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Chicago! Our 2-bedroom/1 bathroom apartment unit is perfect for getaway to Chicago. Stretch out on a plush ...
From $188 per night (USD)VRBO
- From $141 per night (USD)
VRBO
Amazing Medical District 1BR w\/ Gym + W\/D, 1 block to L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this stylish Medical District furnished one bedroo ...
From $141 per night (USD)VRBO
- From $113 per night (USD)
VRBO
Dreamy Uptown 1BR w\/ Gym, Rooftop Pool, 2 blocks to L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Uptown. . It’ll be easy to simply show up and start liv ...
From $113 per night (USD)VRBO
- From $337 per night (USD)
VRBO
The Guild #3 Mag Mile, Gold Coast, Downtown 1bd\/1ba
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
You're in one of the best locations in Chicago when you're here.- a block from BOTH Lake Michigan and Michigan Avenue. ...
From $337 per night (USD)VRBO
- From $477 per night (USD)
VRBO
The Guild #1, Gold Coast Mag Mile Downtown 2bd\/2ba
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Welcome to one of the best locations n Chicago. Guests love our home because: - You're SECONDS from the LAKE and MAGNIF ...
From $477 per night (USD)VRBO
- From $823 per night (USD)
VRBO
Stunning Lincoln Park Single-Family House with Fantastic Game Room
- Bedrooms:
- 3
- Bathrooms:
- 7
- Sleeps:
- 12
Looking for a place for your group to gather together? This single-family home is perfect and private! Whip up meals in ...
From $823 per night (USD)VRBO
- From $117 per night (USD)
VRBO
Chic Loop 1BR w\/ Pool & Dog Run, near Chicago Riverwalk, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this stylish The Loop furnished one bedroom apartm ...
From $117 per night (USD)VRBO
- From $158 per night (USD)
VRBO
Stylish Streeterville 2BR w\/ Deck & Gym, near Beach & Park, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two-bedroom Streeterville apartment with views over the city. It’ll be easy to ...
From $158 per night (USD)VRBO
- From $157 per night (USD)
VRBO
Charming Logan Square 1BR w\/ Roof Deck & Gym, 1 block to L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Logan Square. with views over the city. It’ll be easy t ...
From $157 per night (USD)VRBO
- From $165 per night (USD)
VRBO
Bright and Cozy 1BR Apartment in Logan Square!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Our 1-bedroom/1 bath apartment is perfect for getaway to Chicago. We're located in the trendy Logan Square neighborhood. ...
From $165 per night (USD)VRBO
- From $617 per night (USD)
VRBO
Perfect 4 Bedroom\/3 Bath in the HEART of Old Town
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 13
Huge, 2500 sqft Condo in Chicago's most Exciting, Safe, and Historic Neighborhood: Old Town. This is a Private, Full Flo ...
From $617 per night (USD)VRBO
- From $194 per night (USD)
VRBO
Luxe West Loop Studio w\/ Gym, Pool, Coworking, walk to UIC, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in West Loop. . It’ll be easy to simply show up and start ...
From $194 per night (USD)VRBO
- From $124 per night (USD)
VRBO
Bright Medical District 2BR w\/ Gym + W\/D, 1 block to L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two bedroom apartment in Medical District. with high floor views over the city. ...
From $124 per night (USD)VRBO
- From $333 per night (USD)
VRBO
❤️ Spacious and Airy Apartment With Parking On Site!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Welcome to Chicago! We're located 15 minutes from downtown Chicago, located in the Uptown neighborhood, near restaurants ...
From $333 per night (USD)VRBO
- From $232 per night (USD)
VRBO
Fun and Stylish 3BR in Logan Square! Near Wrigleyville!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
Welcome to Chicago! Whether you’re in town to seal a business deal or have a short holiday breather, our warm three-be ...
From $232 per night (USD)VRBO
- From $106 per night (USD)
VRBO
Bright Loop 1BR w\/ Gym, Pool, nr. Financial District, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this cheery one bedroom Blueground apartment. You’ll love coming h ...
From $106 per night (USD)VRBO
- From $132 per night (USD)
VRBO
Elegant Loop 1BR w\/ W\/D, Gym, Rooftop Pool, 2 blocks to L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this sophisticated one bedroom Blueground apartment. You’ll love c ...
From $132 per night (USD)VRBO
- From $86 per night (USD)
VRBO
Sizeable Lakeview 2BR, walk to L, Wrigleyville district, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Show up and start living from day one in Chicago with this pretty two-bedroom Blueground apartment. You’ll love coming h ...
From $86 per night (USD)VRBO
- From $108 per night (USD)
VRBO
Gorgeous Loop 1BR w\/ Pool, Gym, nr. Financial District by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this sophisticated West Loop furnished one bedroom ...
From $108 per night (USD)VRBO
- From $90 per night (USD)
VRBO
Ideal Loop 1BR w\/ Roof deck & Gym, near Michigan Avenue, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this beautiful The Loop furnished one bedroom apar ...
From $90 per night (USD)VRBO
- From $159 per night (USD)
VRBO
Spacious Loop 1BR w\/ Pool, Gym, nr. the L & Riverwalk, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this charming The Loop furnished one bedroom apart ...
From $159 per night (USD)VRBO
- From $156 per night (USD)
VRBO
Crisp Gold Coast 1BR nr. Mariano Park & Oak St. Beach, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Gold Coast. with views over the city. It’ll be easy to ...
From $156 per night (USD)VRBO
- From $344 per night (USD)
VRBO
Woodlawn Oasis...10 Minutes to Dining & Downtown
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Fun times with family and friends at this stylish beautiful home located 10 mins from Hyde Park, (Tiger Woods) Golf Cour ...
From $344 per night (USD)VRBO
- From $896 per night (USD)
VRBO
The Inn at Wrigleyville, Beautiful New 4 Bedroom Sleeps 9
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Welcome to the Wrigleyville Inn, where you can catch a fly ball from our front porch! Recently built from the ground up ...
From $896 per night (USD)VRBO
- From $186 per night (USD)
VRBO
Roscoe Village- Only steps to cute shops & dining! Sleeps 4-6
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your home away from home nestled in the Village within the City – Roscoe Village in Chicago, IL. Roscoe Vil ...
From $186 per night (USD)VRBO
- From $405 per night (USD)
VRBO
Kasa | Bright & Airy 2 BD + Fast Wifi | River North Chicago
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: Halfway between Old Town and River North, our Kasa offers comfort, class, and convenience. Situated in a brand ...
From $405 per night (USD)VRBO
- From $296 per night (USD)
VRBO
Kasa | Modern Studio + Rooftop Sundeck | River North Chicago
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Summary: Halfway between Old Town and River North, our Kasa offers comfort, class, and convenience. Situated in a brand ...
From $296 per night (USD)VRBO
- From $290 per night (USD)
VRBO
Kasa | Stylish Studio + Gym Access | River North Chicago
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Summary: Halfway between Old Town and River North, our Kasa offers comfort, class, and convenience. Situated in a brand ...
From $290 per night (USD)VRBO
- From $295 per night (USD)
VRBO
Kasa | Relaxing Studio + Laptop Friendly | River North Chicago
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Summary: Halfway between Old Town and River North, our Kasa offers comfort, class, and convenience. Situated in a brand ...
From $295 per night (USD)VRBO
- From $339 per night (USD)
VRBO
Kasa | Modern 1 BD + Pool Access |River North Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: Halfway between Old Town and River North, our Kasa offers comfort, class, and convenience. Situated in a brand ...
From $339 per night (USD)VRBO
- From $271 per night (USD)
VRBO
Kasa | Modern Studio + Near the Magnificent Mile | River North Chicago
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Summary: Halfway between Old Town and River North, our Kasa offers comfort, class, and convenience. Situated in a brand ...
From $271 per night (USD)VRBO
- From $302 per night (USD)
VRBO
Kasa | Bright & Airy Studio + Pool Access | River North Chicago
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Summary: Halfway between Old Town and River North, our Kasa offers comfort, class, and convenience. Situated in a brand ...
From $302 per night (USD)VRBO
- From $303 per night (USD)
VRBO
Kasa | Fresh & Bright Studio + Pet Friendly | River North Chicago
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Summary: Halfway between Old Town and River North, our Kasa offers comfort, class, and convenience. Situated in a brand ...
From $303 per night (USD)VRBO
- From $334 per night (USD)
VRBO
Kasa | Welcoming 1 BD + Gym Access | River North Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: Halfway between Old Town and River North, our Kasa offers comfort, class, and convenience. Situated in a brand ...
From $334 per night (USD)VRBO
- From $220 per night (USD)
VRBO
Kasa | Inviting Studio + Rooftop Sundeck | River North Chicago
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Summary: Halfway between Old Town and River North, our Kasa offers comfort, class, and convenience. Situated in a brand ...
From $220 per night (USD)VRBO
- From $295 per night (USD)
VRBO
Kasa | Inviting Studio + Pet Friendly | River North Chicago
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Summary: Halfway between Old Town and River North, our Kasa offers comfort, class, and convenience. Situated in a brand ...
From $295 per night (USD)VRBO