Chicago Rentals
From $329 per night (USD)VRBO
Spacious 2 bedroom 2 bath 10 Minutes to Down Town
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Introducing your perfect short-term rental for a Chicago getaway! Nestled in the heart of historic Bronzeville, just a 1 ...
From $329 per night (USD)VRBO
From $627 per night (USD)Expedia
LUXURIOUS LINCOLN PARK Home w\/ Rooftop (+parking)
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Escape into this Lincoln Park Masterpiece! Guests love this home because: - Surrounded by top-notch restaurants/retai ...
From $627 per night (USD)Expedia
From $548 per night (USD)VRBO
Smart Home in Logan Square by the 606 Trail
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This property is a smart home with 3 bedrooms and 2 1/2 bathrooms, with a garage for a small to medium size SUV, which c ...
From $548 per night (USD)VRBO
From $234 per night (USD)Expedia
Luxury Home Away From Your Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This is a newly rehab house remodeled a year ago this house is your home away from home!! Upstairs Downstairs All Bedroo ...
From $234 per night (USD)Expedia
From $169 per night (USD)VRBO
Charming 1 Bedroom entire Apartment - 1 Mile from Wrigley
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Wonderful and spacious 1 bedroom apartment in the Northside of Chicago. Strong WiFi for your business and viewing. Right ...
From $169 per night (USD)VRBO
From $566 per night (USD)Expedia
Chic Corner 2BR in Streeterville | Roof Deck | Lake Views
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Stunning 1,200 square foot apartment with oversize windows, an open layout, and city/lake views in multiple dir ...
From $566 per night (USD)Expedia
From $313 per night (USD)VRBO
Charming|Comfortable|1BR|Lincoln Square
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in the vibrant neighborhood of Lincoln Square, just a few min from an array of amazing restaurants, breweries/ba ...
From $313 per night (USD)VRBO
From $270 per night (USD)Expedia
Trendy|Comfortable|1BR|Lincoln Square
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in the vibrant neighborhood of Lincoln Square, just a few min from an array of amazing restaurants, breweries/ba ...
From $270 per night (USD)Expedia
From $382 per night (USD)VRBO
#2005 - Kasa Magnificent Mile Chicago
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $382 per night (USD)VRBO
From $975 per night (USD)Expedia
#1502 - Kasa Magnificent Mile Chicago
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $975 per night (USD)Expedia
From $567 per night (USD)VRBO
#1102 - Kasa Magnificent Mile Chicago
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $567 per night (USD)VRBO
From $380 per night (USD)Expedia
#1105 - Kasa Magnificent Mile Chicago
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $380 per night (USD)Expedia
From $959 per night (USD)VRBO
❤️🔥MAGNIFICENT NEW Home w\/8 Beds & Free Parking❤️🔥
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 17
Summary: Our home is a brand-new construction single family residence. Construction was complete in the summer of 2021. ...
From $959 per night (USD)VRBO
From $361 per night (USD)Expedia
❤️ Stylish and Cozy 2BR in Logan Square!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Chicago! Our large 2-bedroom/1 bathroom apartment unit is perfect for getaway to Chicago. Stretch out on ...
From $361 per night (USD)Expedia
From $271 per night (USD)VRBO
3BR Spacious Home Away From Home. Coziest neighborhood in Chicago.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to the Windy City and home of amazing restaurants, great sports teams, and of course the lake! Whether you are t ...
From $271 per night (USD)VRBO
From $498 per night (USD)Expedia
4\/2 Home + Foosball Table | Near Wrigley
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Summary: Welcome to this four bedroom, two bathroom apartment located in the neighborhood of Lakeview. The location is f ...
From $498 per night (USD)Expedia
From $180 per night (USD)VRBO
Roomy Lincoln Park 2BR w\/ Lounge, Roof & Gym, near DePaul, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two bedroom apartment in Lincoln Park. . It’ll be easy to simply show up and sta ...
From $180 per night (USD)VRBO
From $149 per night (USD)Expedia
Sleek Lincoln Park 1BR w\/ Lounge, Roof & Gym, near DePaul, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this beautiful Lincoln Park furnished one bedroom ...
From $149 per night (USD)Expedia
From $128 per night (USD)VRBO
Ideal Lincoln Park 1BR w\/ Lounge, Roof & Gym, near DePaul, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this cheery Lincoln Park furnished one bedroom apa ...
From $128 per night (USD)VRBO
From $173 per night (USD)Expedia
A Peaceful 2BR Lincoln Park Coach House - FREE PARKING
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Elegantly decorated and cozy 2-bedroom apartment. Both bedrooms have queen beds. Some Highlights: ✔Free parking in the ...
From $173 per night (USD)Expedia
From $1557 per night (USD)VRBO
\"Holy Cow\"! 4bed 4bath Duplex Penthouse w\/ 3,000 sqft Private Roof-Deck!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 16
"Wow" Step outside & be face-to-face with the iconic Wrigley Field, home of the Chicago Cubs!! Best Space in Wrigley! ...
From $1557 per night (USD)VRBO
From $821 per night (USD)Expedia
Wrigley Field\/Lakeview -Entire Home- Large Groups!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 20
"Welcome to your exclusive 2-story haven flooded with natural light! Dual TV areas with brand new 70" and 55" TVs create ...
From $821 per night (USD)Expedia
From $236 per night (USD)VRBO
Furnished 1BR Apt w\/ Natural Light & King Beds
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: We have a stunning newly remodeled one-bedroom apartment located in the vibrant St. Ben's area of Chicago. The ...
From $236 per night (USD)VRBO
Click For PricingExpedia
Luxe West Loop Studio w\/ Gym, Pool, Coworking, walk to UIC, 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 PricingExpedia
From $201 per night (USD)VRBO
Sunny Lincoln Park 2BR w\/ Lounge, Roof & Gym, near DePaul, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two bedroom apartment in Lincoln Park. with views over the city. It’ll be easy t ...
From $201 per night (USD)VRBO
From $201 per night (USD)Expedia
Rogers Park Cozy 1 bd, 1 bath unit. Gated parking.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Kick back and relax in this cozy, calm and stylish 1 bedroom, 1 bath unit with a spacious kitchen, a dedicated work spac ...
From $201 per night (USD)Expedia
From $295 per night (USD)VRBO
Lincoln Park Light Filled Loft
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Experience this unique Lincoln Park loft where you’ll love the open concept space, the floor to ceiling windows, & the c ...
From $295 per night (USD)VRBO
From $618 per night (USD)Expedia
Spectacular Penthouse Corner 2BR in Streeterville | Roof Deck | Lake Views
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Stunning 1,200 square foot top-floor corner penthouse with oversize windows, an open layout, and dramatic city ...
From $618 per night (USD)Expedia
From $382 per night (USD)VRBO
#1804 - Kasa Magnificent Mile Chicago
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $382 per night (USD)VRBO
From $386 per night (USD)Expedia
#1404 - Kasa Magnificent Mile Chicago
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $386 per night (USD)Expedia
From $420 per night (USD)VRBO
#1604 - Kasa Magnificent Mile Chicago
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $420 per night (USD)VRBO
From $155 per night (USD)Expedia
Luxe West Loop 1BR 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. with views over the city. It’ll be easy to s ...
From $155 per night (USD)Expedia
From $157 per night (USD)VRBO
Comfort\/Clean! Free Parking 15 min ORD\/Downtown2
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
A friendly welcome to all Business travelers & Tourists! Great 1 bed-apartment /kitchen/dining area/living room (queen ...
From $157 per night (USD)VRBO
From $374 per night (USD)Expedia
LakeHouse
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 16
Entertain in style, practice yoga, or enjoy a glass of wine on this huge private space. Ideal for Corporate Short or Lon ...
From $374 per night (USD)Expedia
From $403 per night (USD)VRBO
❤️ Modern 2BR Apt Right next to Wrigley Field & Transit
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Experience city life; Located in Wrigley! Feel like a local! ✔️Right Next to Wrigley Field (1 block away); Home of Chi ...
From $403 per night (USD)VRBO
From $1058 per night (USD)Expedia
River North 3BR\/2BA: HUGE, Parking, Center Chicago
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Experience an urban oasis unlike any other: - Complimentary parking for one vehicle in our attached lot - Spacious, re ...
From $1058 per night (USD)Expedia
From $636 per night (USD)VRBO
Coach House with Heated Garage and Private Rooftop Deck
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This charming 1884 coach house sits on Lincoln Park’s most prestigious block. A 7-minute walk to the Red Line, you're ju ...
From $636 per night (USD)VRBO
From $123 per night (USD)Expedia
Luxe Logan Square 2BR w\/ Gym, Roof Deck, 1 block to L, by Blueground (ID #CHI371)
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Feel at home wherever you choose to live with Blueground. You’ll love this sophisticated Logan Square furnished two bedr ...
From $123 per night (USD)Expedia
From $999 per night (USD)VRBO
Stylish 4 Bedroom \/ 4 bath in the Loop | Sleeps 12 | Roof Deck
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Summary: 2 stylish corner apartments in a perfect location with fabulous city views in multiple directions. This bright ...
From $999 per night (USD)VRBO
From $166 per night (USD)Expedia
Don't miss out on this one! No cleaning fee.\nIdeal for McCormick Center visits.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Beautiful, comfortable, PRIVATE garden unit of a 3 floor home located in the historic Bronzeville neighborhood of Chicag ...
From $166 per night (USD)Expedia
From $508 per night (USD)VRBO
Stylish Corner 2 Bedroom in the Heart of Chicago | Roof Deck
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: This stylish corner apartment is in a perfect location with fabulous city views in multiple directions. It's a ...
From $508 per night (USD)VRBO
From $516 per night (USD)Expedia
Luxury Corner 2 Bedroom in the Loop | Roof Deck
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: This stylish corner apartment is in a perfect location with fabulous city views in multiple directions. It's a ...
From $516 per night (USD)Expedia
From $469 per night (USD)VRBO
Luxury Modern home minutes from Downtown Chicago
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Newly rehabbed single family home with parking in Chicago's popular Pilsen neighborhood. Close to transportation, 18th s ...
From $469 per night (USD)VRBO
From $164 per night (USD)Expedia
Tasteful Logan Square 2BR w\/ Gym, Roof Deck, 1 block to L, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Show up and start living from day one in Chicago with this beautiful two bedroom Blueground apartment. You’ll love comin ...
From $164 per night (USD)Expedia
From $381 per night (USD)VRBO
Vintage Wrigleyville Apartment with Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Wrigleyville! 1 block from Wrigley field. Countless delicious restaurants, pubs and nightlife all right out ...
From $381 per night (USD)VRBO
From $980 per night (USD)Expedia
Gorgeous NEW 5 BDR\/ 4BA in Logan Square w\/Parking!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
In desirable LOGAN SQUARE - 10 minutes from Downtown Chicago, steps away from the new Restaurant Row on Diversey Avenue! ...
From $980 per night (USD)Expedia
Click For PricingVRBO
Rad Loop 1BR w\/ Gym, Doorman, walk to L & Parks, by Blueground
- 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 ...
Click For PricingVRBO
From $217 per night (USD)Expedia
Smart 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 pretty Chicago Loop furnished one bedroom apa ...
From $217 per night (USD)Expedia
From $202 per night (USD)VRBO
Gorgeous Loop 1BR w\/ Gym, Pool, nr. Financial District, by Blueground
- 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 $202 per night (USD)VRBO
From $168 per night (USD)Expedia
Mod West Loop 1BR w\/ Pool, Gym, nr. Fulton Market & L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in West Loop. with views over the city. It’ll be easy to s ...
From $168 per night (USD)Expedia
From $244 per night (USD)VRBO
Roomy Lakeview 1BR w\/ W\/D, Gym, near Lakefront Trail, 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 $244 per night (USD)VRBO
From $218 per night (USD)Expedia
Generous River North 1BR w\/ Gym, Rooftop walk to L and Parks, 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 $218 per night (USD)Expedia
From $394 per night (USD)VRBO
Generous River North 3BR w\/ Gym, Rooftop, walk to L & Park, by Blueground (ID #CHI324)
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Discover the best of Chicago, with this three bedroom apartment in River North. with balcony views over the city. It’ll ...
From $394 per night (USD)VRBO
From $167 per night (USD)Expedia
Rad West Loop 1BR w\/ Pool, Gym, nr. Restaurant Row, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in West Loop. with views over the city. It’ll be easy to s ...
From $167 per night (USD)Expedia
Click For PricingVRBO
Hip Loop 1BR w\/ Gym, Pool, W\/D, 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 cozy Chicago Loop furnished one bedroom apart ...
Click For PricingVRBO
From $232 per night (USD)Expedia
Smart Loop 1BR w\/ Gym, Pool, near Financial District, 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 $232 per night (USD)Expedia
From $492 per night (USD)VRBO
1 #23 - 4 Bedroom Condo - McCormick Place, Wintrust Arena, Chinatown
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Beautiful, modern and newly furnished 4br/2 bath condo at a desirable location for business conventions and vacation tra ...
From $492 per night (USD)VRBO
From $257 per night (USD)Expedia
1 #12 - 2 Bedroom \/ 1 Bath Condo near McCormick Place, Wintrust Arena, Chinatown
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Beautiful, newly renovated condo located in the heart of Chicago Chinatown with 2 bedroom, 1 bath, a spacious living roo ...
From $257 per night (USD)Expedia
From $508 per night (USD)VRBO
4 #2N - 4 Bedroom \/ 4 Bath Condo - McCormick Place, Wintrust Arena, Chinatown
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 13
Newly remodeled apartment with 4 bedrooms, 4 bathrooms, a spacious & modern living area, FREE private parking and plenty ...
From $508 per night (USD)VRBO
From $470 per night (USD)Expedia
4 #1S - 4 Bedroom \/ 1.5 Bath Condo near McCormick Place, Wintrust Arena
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 11
Beautiful, modern and newly furnished 4 br/1.5 bath condo at a desirable location for both business conventions and vaca ...
From $470 per night (USD)Expedia
From $313 per night (USD)VRBO
Cozy Family 3BR Oasis: Park, Private Yard, & BBQ!
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 6
Welcome to Your Charming Oasis! Step into this delightful 3-BR, 1-BA retreat in a friendly neighborhood with views of a ...
From $313 per night (USD)VRBO
From $509 per night (USD)Expedia
Lowest Rates! Spacious 2-BR Apt + Free On-Site Parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Chicago! We're located 15 minutes from downtown Chicago, located in the Uptown neighborhood, near restaurants ...
From $509 per night (USD)Expedia
Click For PricingVRBO
Hip River North 1BR w\/ Gym + Pool + W\/D near Mag Mile by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in River North. with views over the city. It’ll be easy to ...
Click For PricingVRBO
From $217 per night (USD)VRBO
SPRING Special, April-May '24! Contemporary, elegantly styled spacious flat!!!!
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 4
Well-styled living! Beautiful spacious apartment with a lot to offer - an original piece of Chicago's history! Walk into ...
From $217 per night (USD)VRBO
From $2948 per night (USD)VRBO
The GUILD Mag Mile-Gold Coast 6bd\/6ba FULL FLOOR Sleep 20
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 20
Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Welcome to The Guild - one of the b ...
From $2948 per night (USD)VRBO
From $305 per night (USD)Expedia
Best Lincoln Square Location - Spacious 2 bedroom
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Charming apartment in an updated 1800s beautiful brick building. Located in the heart of Chicago's Lincoln Square neighb ...
From $305 per night (USD)Expedia
Click For PricingVRBO
Amazing Lakeview 1BR w\/ Rooftop Pool, near Wrigley Field, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this pretty Lake View East furnished one bedroom a ...
Click For PricingVRBO
From $134 per night (USD)Expedia
Stunning Lakeview 1BR w\/ Rooftop Pool, near Wrigley Field, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this sophisticated Lake View East furnished one be ...
From $134 per night (USD)Expedia
From $130 per night (USD)VRBO
Charming Logan Square 2BR w\/ Gym, Roof Deck, 1 block to L, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two bedroom apartment in Logan Square. with views over the city. It’ll be easy t ...
From $130 per night (USD)VRBO
From $619 per night (USD)Expedia
Adorable single family home in Logan Square
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
I bought this house in Spring of 2016 and have been remodeling and updating it. There are 2 bedrooms upstairs with a ful ...
From $619 per night (USD)Expedia
From $313 per night (USD)VRBO
Lakeview\/LincolnPark 2BR\/1BA Updated Vintage Apartment in walkable neighborhood
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Our vintage apartment is located in the beautiful Chicago neighborhood of Lakeview with many ethnic restaurants and club ...
From $313 per night (USD)VRBO
From $610 per night (USD)Expedia
Wrigleyville Condo, Sleeps 10, 1\/2 block from Wrigley Field
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Wrigleyville condo is located 1/2 block from Wrigley Field and Clark Street. Also close to Southport corridor and Brown ...
From $610 per night (USD)Expedia
From $332 per night (USD)VRBO
Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Be sure to check out the VIDEO tour push the arrow on the third photo. Happy to accommodate same day reservations pl ...
From $332 per night (USD)VRBO
From $1308 per night (USD)Expedia
Luxurious Duplex Penthouse in the Heart of Chicago ~ Outstanding Location!
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 20
Luxurious Upscale Duplex Penthouse Property - Sleeps up to 14 people with over 5600 sq ft in this Duplex Penthouse! Rec ...
From $1308 per night (USD)Expedia
From $460 per night (USD)VRBO
Single Family Home! Sleeps 8 Lincoln Park\/Lakeview
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
House located in Lakeview / Lincoln Park - close to other popular Chicago neighborhoods. New furniture throughout house. ...
From $460 per night (USD)VRBO
From $237 per night (USD)Expedia
North Center - Modern, Safe, Family-Friendly, Solar-Powered Apartment
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Nicely renovated, modern kitchen and bath, comfortable beds, and solar-powered. Great location in a safe neighborhood, J ...
From $237 per night (USD)Expedia
From $214 per night (USD)VRBO
Luxe Near North 2BR w\/ Roof & Gym, close to Red Line, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Feel at home wherever you choose to live with Blueground. You’ll love this stylish Goose Island furnished two bedroom ap ...
From $214 per night (USD)VRBO
From $893 per night (USD)Expedia
Magic Factory Loft 2East 4 Bd\/3 Ba Families Groups
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
This is THE place to stay for all things Chicago. Everything you need is here: * Fabulous well stocked chef's kitch ...
From $893 per night (USD)Expedia
From $231 per night (USD)VRBO
Cozy 2BR haus inn Pilsen with patio and fire pit 🔥
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Forget your worries in this spacious and serene space. You have many options steps away including a byob pizza parlor, t ...
From $231 per night (USD)VRBO
From $224 per night (USD)Expedia
Remodeled Studio Apt in East Lakeview
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Summary: This professionally designed apartment provides a comfortable home base for your visit to the city, offering al ...
From $224 per night (USD)Expedia
From $178 per night (USD)VRBO
Peaceful Oasis in Top Chicago Neighborhood. Low Traffic, Pristine Cleanliness.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Licensed by the City of Chicago: Studio 1: 2209375 Immaculately clean, quiet studio, housed in a brick coach house off ...
From $178 per night (USD)VRBO
From $309 per night (USD)Expedia
Sophisticated 2BR Apt 5 mins Walk to Wrigley
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Are you a solo traveler or a couple searching for a warm and inviting place to stay in the heart of the city? O ...
From $309 per night (USD)Expedia
From $363 per night (USD)VRBO
3 #3A - 3 Bedroom Condo w Parking - Chinatown, McCormick Place, Wintrust Arena
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 13
New condo in the heart of Chicago Chinatown with 3 bedrooms, 2 baths, a spacious living area and FREE private parking. T ...
From $363 per night (USD)VRBO
From $440 per night (USD)Expedia
Contemporary 2BR Flat Right Next to Wrigley Field & Transit ❤️ Cubs!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Experience city life; Located in Wrigley! Feel like a local! We're experienced! we've hosted more than 1000 reservati ...
From $440 per night (USD)Expedia
From $430 per night (USD)VRBO
3 BD condo near to downtown, Gold Coast and Michigan Avenue.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Situated on quiet side street across from 19c. church, steps from popular bars, restaurants, and public transportation. ...
From $430 per night (USD)VRBO
From $909 per night (USD)Expedia
Luxéry Stay \"Hollywood\" Downtown\/McCormick\/WinTrust Area
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Looking for a beautiful oasis in the midst of the city? Look no further, as this beautiful 3 bedroom gives you ...
From $909 per night (USD)Expedia
From $300 per night (USD)VRBO
Beautifully Furnished 2BR Apt
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
Summary: Fully furnished 2-bedroom apartment with modern décor, open layout, and natural light. Includes a well-equipped ...
From $300 per night (USD)VRBO
From $1733 per night (USD)Expedia
DTown Penthouse - 4bd\/4ba +Parking, Gym, Pool, Gym, Private Patio
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 12
Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Welcome to our Two 2-Story Downt ...
From $1733 per night (USD)Expedia
From $440 per night (USD)VRBO
50th Floor Mag Mile Studio VIEW, Pool, Gym, Balcony
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
"Step into the vibrant heart of River North, where your window frames forever views and the sky blushes with the best s ...
From $440 per night (USD)VRBO
From $167 per night (USD)Expedia
Classic Lakeview 2BR w\/ Deck, Pool & Gym, nr Lincoln Park, by Blueground
- Bedrooms:
- 2
- 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 $167 per night (USD)Expedia
From $352 per night (USD)VRBO
The Logan Square Guest House - Classic Vintage Comfort With Free Parking!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
You will be transported when you stay with us in this hip and charming space in Chicago's most vibrant neighborhood! Enj ...
From $352 per night (USD)VRBO
From $693 per night (USD)Expedia
Downtown Penthouse 2bd +Parking, Gym, Private Patio, Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Welcome to our 2-Story Penthouse ...
From $693 per night (USD)Expedia
From $668 per night (USD)VRBO
Downtown Penthouse +Parking, Gym, Private Patio, Pool
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 7
Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Welcome to our Downtown Penthous ...
From $668 per night (USD)VRBO
From $624 per night (USD)Expedia
Luxe Ranch & Spa House Retreat! Pets Welcome
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 10
We now have the newly renovated Hot Tub Room off the rear yard with additional indoor tiled bench style seating. The ho ...
From $624 per night (USD)Expedia
From $130 per night (USD)VRBO
Trendy Streeterville Studio w\/ Pool & Gym, nr Navy Pier, 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 $130 per night (USD)VRBO
From $355 per night (USD)Expedia
Lovely 3-bedroom apartment in Bronzeville
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our spacious 3-bedroom, 2-bathroom apartment on the 3rd floor of a multi-unit walk-up. Enjoy the convenience ...
From $355 per night (USD)Expedia
From $224 per night (USD)VRBO
Ahh-mazing Home, rooftop deck, near lake front. Easy commute to Navy Pier\/Loop.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 4
Book your Holiday-Get-away! This luxury space is elegantly adorned with central air, ample room for living, entertaining ...
From $224 per night (USD)VRBO
From $137 per night (USD)Expedia
Sleek Edgewater 1BR w\/ Gym, Deck & Lounge, nr L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this charming Edgewater Beach furnished one bedroo ...
From $137 per night (USD)Expedia
From $169 per night (USD)VRBO
lovely and cozy vintage two bedroom, 🐾friendly apartment
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Comfy and cozy, second floor apartment located in an incredibly beautiful & safe neighborhood on chicago’s northwest sid ...
From $169 per night (USD)VRBO
From $127 per night (USD)Expedia
Modern Gold Coast 1BR w\/ Doorman & Gym, 2 blocks to L, 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 $127 per night (USD)Expedia