Chicago Rentals
From $111 per night (USD)VRBO
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 si ...
From $111 per night (USD)VRBO
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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 PricingExpedia
From $142 per night (USD)VRBO
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 $142 per night (USD)VRBO
From $739 per night (USD)Expedia
Gorgeous NEW 5 BDR/ 4BA in Logan Square w/Parking!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
In desirable LOGAN SQUARE - 10 minutes from Downtown Chicago, steps away from the new Restaurant Row on Diversey Avenue! ...
From $739 per night (USD)Expedia
From $454 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 $454 per night (USD)VRBO
From $270 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 $270 per night (USD)Expedia
From $458 per night (USD)VRBO
4 #2N - 4 Bedroom / 4 Bath Condo - McCormick Place, Wintrust Arena, Chinatown
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 13
Newly remodeled apartment with 4 bedrooms, 4 bathrooms, a spacious & modern living area, FREE private parking and plenty ...
From $458 per night (USD)VRBO
From $447 per night (USD)Expedia
4 #1S - 4 Bedroom / 1.5 Bath Condo near McCormick Place, Wintrust Arena
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 11
Beautiful, modern and newly furnished 4 br/1.5 bath condo at a desirable location for both business conventions and vaca ...
From $447 per night (USD)Expedia
From $289 per night (USD)VRBO
Cozy Family 3BR Oasis: Park, Private Yard, & BBQ!
- Bedrooms:
- 1
- Bathrooms:
- 3
- 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 $289 per night (USD)VRBO
From $300 per night (USD)Expedia
✨|Beautiful|Comfy|1br|✨LincolnSq.|Near Wrigley| ✨
- 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 $300 per night (USD)Expedia
From $402 per night (USD)VRBO
✨Rustic Studio Apartment Heart of 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 $402 per night (USD)VRBO
From $408 per night (USD)Expedia
Inviting Stylish Home with Covered Patio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The residence features a subtle boho-chic inspired aesthetic, rustic wood furnishings, a breakfast bar, an open-plan mai ...
From $408 per night (USD)Expedia
From $404 per night (USD)VRBO
⭐|Stylish|Comfy|Lincoln Sq.| 2BR |✨|Near Wrigley|⭐
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Located in the vibrant neighborhood of Lincoln Square, just a few min from an array of amazing restaurants, breweries/ba ...
From $404 per night (USD)VRBO
From $437 per night (USD)Expedia
🌟Homey|Snuggly|Modern|1BR Lakeview - Near Wrigley🌟
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Lakeview is home to Wrigleyville, Wrigley field home of the Chicago Cubs and Belmont theatre district which has over 30 ...
From $437 per night (USD)Expedia
From $272 per night (USD)VRBO
New 3BR Residence Adjacent to Wrigley Field - Outdoor Patio - BBQ Grill
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Everything about this residence is top of the line, first class and immaculately clean. This is a designer decorated thr ...
From $272 per night (USD)VRBO
From $4099 per night (USD)Expedia
Chicago Gold Coast Luxury Home Best Location walking distance to anywhere!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
Chicago’s Gold Coast Luxury Single Family Home. The location is so perfect it cannot be beat! IG: ChicagoLuxuryVRBO. We ...
From $4099 per night (USD)Expedia
From $216 per night (USD)VRBO
Great Location-Beautiful Friendly Andersonville Neighborhood
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
City of Chicago Vacation LICENSE NO.: 2209341 This Vintage Early 1900’s 2-Flat 2nd floor apartment is in the beautiful t ...
From $216 per night (USD)VRBO
From $269 per night (USD)Expedia
Walking distance to restaurants, shops and Lake Michigan,
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Residence on the Avenue. A Spacious Vintage condo in a stunning 1928 Art Deco building on a tree lined avenue. We are a ...
From $269 per night (USD)Expedia
From $701 per night (USD)VRBO
The Wrigleyville VIP- 200 steps to Wrigley- Super Clean!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
We are happy to announce our 2nd Wrigleyville location. The Wrigleyville VIP sits just behind the Hotel Zachary, on the ...
From $701 per night (USD)VRBO
From $302 per night (USD)Expedia
One block from Lincoln Park and the zoo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Our place is a newly renovated.! You'll love the kitchen, the fireplace, the outdoor deck and it's coziness. Perfect for ...
From $302 per night (USD)Expedia
From $616 per night (USD)VRBO
Family Friendly 2BD/2BA Near Wrigley, Lincoln Square
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Live like a local in one of Chicago’s best neighborhoods at a top rated property! Located in a family-owned boutique bui ...
From $616 per night (USD)VRBO
From $145 per night (USD)Expedia
Cozy Comfy Clean 420 Compliant FREE Parking QUIET Neighborhood A GUEST FAVORITE!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 10
What guests like most? Super clean. Super comfortable. Super Host. Full use of second story fully furnished private apa ...
From $145 per night (USD)Expedia
From $200 per night (USD)VRBO
iKlektik House Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Fully furnished one bedroom in Ukrainian Village/West Town. Voted best top ten neighborhood in the United States. Close ...
From $200 per night (USD)VRBO
From $181 per night (USD)Expedia
Charming River North 1BR w/ Gym, Pool, near L stop & Beach, 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 $181 per night (USD)Expedia
From $92 per night (USD)VRBO
Rad River North 1BR w/ Gym, Pool, near L stop & Beach, 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 $92 per night (USD)VRBO
From $422 per night (USD)Expedia
Soft Palate & Warm Bricks At A Rogers Park Home
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Meet NEW and CHARM with exposed brick,dim LED lighting, rainfall shower with bluetooth wiring, In-unit washer/dryer, ope ...
From $422 per night (USD)Expedia
From $613 per night (USD)VRBO
Historic luxury townhouse on Chicago's Gold Coast
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Welcome to our stunning Townhouse located in the lavish Gold Coast of Chicago—one of the most sought-after loca ...
From $613 per night (USD)VRBO
From $624 per night (USD)Expedia
Lincoln Park Cozy 3bd Home near Zoo | Lake | Shops
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Lincoln Park is one of the most coveted areas to live or stay in Chicago. DePaul University is less than a block away. L ...
From $624 per night (USD)Expedia
From $185 per night (USD)VRBO
LOGAN SQUARE: Chic, Comfy 1st Floor 2 BDRM APT! Parking Incld!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Located right off main bustling streets in Logan Square, i.e. the famous Milwaukee Ave, you definitely won’t need a car ...
From $185 per night (USD)VRBO
From $391 per night (USD)Expedia
Luxury Loyola 3 Bedroom, 2 Bath, Near Subway and Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This is a beautifully remodeled, modern, spacious, and luxuriously furnished 3 bedroom, 2 bath private city apartment. ...
From $391 per night (USD)Expedia
From $131 per night (USD)VRBO
Modern Lincoln Park Hideaway 1 Bed and 1Bath
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Recently fully renovated sanctuary in west Lincoln Park. Enjoy the abundant restaurants, shopping, lake and beaches near ...
From $131 per night (USD)VRBO
From $412 per night (USD)Expedia
Newly Renovated 1 BR in Art Deco Architectural Gem, Steps to L & Free Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Located in the heart of Chicago's premier entertainment district • Walk Score 93 (“Walker’s Paradise”) • Free street par ...
From $412 per night (USD)Expedia
From $213 per night (USD)VRBO
Large Executive Historic Row house in Historic Pullman
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 7
Welcome to Historic Pullman. This charming executive row house has everything you will need. The home is well appointe ...
From $213 per night (USD)VRBO
From $837 per night (USD)Expedia
53/54 Mag Mile Penthouse VIEWS, Fireplace, Pool
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 8
Summary: The Penthouses at Grand Plaza PH#3 This stunning two-story Penthouse soars above Chicago, featuring dramatic li ...
From $837 per night (USD)Expedia
From $217 per night (USD)VRBO
Exquisite Rogers Park 1bd/1bath Apt. Near Evanston
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Recently remodeled 1 bedroom, 1 bath, plus sleeper sofa and kitchen with modern finishes on the top floor of a nice owne ...
From $217 per night (USD)VRBO
From $127 per night (USD)Expedia
Tasteful Streeterville 1BR w/ Gym, Pool, near 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 $127 per night (USD)Expedia
From $349 per night (USD)VRBO
Bright Streeterville 2BR w/ Gym, Pool, near Navy Pier, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Feel at home wherever you choose to live with Blueground. You’ll love this cozy Streeterville furnished two bedroom apar ...
From $349 per night (USD)VRBO
From $788 per night (USD)Expedia
Lincoln Park Single Family Home (4bdrm 3.5 bth)-2 Car Garage 4200sqft Sleeps 24
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 24
Temporarily live in the best neighborhood in Chicago in an amazing Furnished Custom Single Family Home brought to you by ...
From $788 per night (USD)Expedia
From $784 per night (USD)VRBO
51/52nd Floor Penthouse-VIEWS, Fireplace, Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Summary: The Penthouses at Grand Plaza PH#4: This stunning two-story Penthouse soars above Chicago, featuring dramatic ...
From $784 per night (USD)VRBO
From $375 per night (USD)Expedia
52nd Floor MagMile Penthouse Views Fireplace Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: The Penthouses at Grand Plaza PH#9 Experience elevated city living from this stunning penthouse, soaring 52 sto ...
From $375 per night (USD)Expedia
From $366 per night (USD)VRBO
51st Floor MagMile Penthouse Views Balcony Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: The Penthouses at Grand Plaza PH#7 Experience elevated city living from this stunning penthouse, soaring 52 sto ...
From $366 per night (USD)VRBO
From $397 per night (USD)VRBO
Modern Corner 2BR in Streeterville | Roof Deck | Lake Views
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Stunning 1,200 square foot apartment with oversize windows, an open layout, and city/lake views in multiple dir ...
From $397 per night (USD)VRBO
From $185 per night (USD)VRBO
Roomy South Loop 1BR w/ Pool, Lounge, walk to CTA Trains, 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 $185 per night (USD)VRBO
From $2153 per night (USD)VRBO
Luxurious Four-Level Home with Personal Touches Everywhere
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 17
Cook in a dream kitchen with top-of-the-line appliances at this sprawling and luxurious home located on a quiet, one-way ...
From $2153 per night (USD)VRBO
From $303 per night (USD)VRBO
Walking distance to restaurants, shops and Lake Michigan,
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Residence on the Avenue. A Spacious 1700 sq.ft. condo in a stunning blonde brick/limestone 1928 building on a tree lined ...
From $303 per night (USD)VRBO
From $215 per night (USD)Expedia
Sleek River North 1BR w/ Gym, Pool, near L stop & 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 $215 per night (USD)Expedia
From $148 per night (USD)VRBO
Smart River North 1BR w/ Gym, Pool, near L stop & Beach, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Near North with views over the city. It’ll be easy to s ...
From $148 per night (USD)VRBO
From $183 per night (USD)Expedia
Elegant Lakeview 1BR w/ Gym, Pool, 1 block to Lincoln Park, 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 $183 per night (USD)Expedia
From $494 per night (USD)VRBO
#1501 - Kasa Magnificent Mile Chicago
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $494 per night (USD)VRBO
From $136 per night (USD)Expedia
Roomy Ravenswood 2BR w/ Rooftop, BBQ, next to Brown line, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Feel at home wherever you choose to live with Blueground. You’ll love this cozy North Center furnished two bedroom apart ...
From $136 per night (USD)Expedia
From $120 per night (USD)VRBO
Modern South Loop 1BR w/ Pool + Gym, walk to Soldier Field, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this stylish Central Station furnished one bedroom ...
From $120 per night (USD)VRBO
From $344 per night (USD)Expedia
HUGE 1700 sqft 3bd West Loop Penthouse w/ Balcony
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
1700 sqft penthouse in the historic west end of the West Loop. Nestled on a quiet street, minutes away from incredible r ...
From $344 per night (USD)Expedia
From $464 per night (USD)VRBO
Soft Suede and Warm Bricks at a Stylish Rogers Park Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Meet NEW and CHARM with exposed brick,dim LED lighting, rainfall shower with bluetooth wiring, In-unit washer/dryer, ope ...
From $464 per night (USD)VRBO
From $701 per night (USD)VRBO
Lincoln Park Charm Near Everything + On site Parking Spot Included
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Come stay at this gorgeous, clean, renovated, top-floor apartment in beautiful Lincoln Park. The unit is located on a qu ...
From $701 per night (USD)VRBO
From $494 per night (USD)VRBO
1 #31 - 4 Bedroom Condo - McCormick Place, Wintrust Arena, Chinatown
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 14
Beautiful and newly furnished condo in the heart of Chicago Chinatown area with 4 bedrooms, 2 baths, two separate living ...
From $494 per night (USD)VRBO
From $104 per night (USD)Expedia
Lovely River North 1BR w/ Gym, Pool, near L stop & Beach, by Blueground
- 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 $104 per night (USD)Expedia
From $157 per night (USD)VRBO
Darling River North 1BR w/ Gym, Pool, near L stop & Beach, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Near North with views over the city. It’ll be easy to s ...
From $157 per night (USD)VRBO
Click For PricingExpedia
Ultra Modern Wicker Park Pad w/ HUGE Outdoor Space
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Our Townhouse sits in an incredible location. 1 minute away from 90/94 expressway, on a quiet cul-de-sac in Wicker Park. ...
Click For PricingExpedia
From $310 per night (USD)VRBO
#1516 - Kasa Magnificent Mile Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $310 per night (USD)VRBO
From $431 per night (USD)VRBO
#1902 - Kasa Magnificent Mile Chicago
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $431 per night (USD)VRBO
From $374 per night (USD)VRBO
#2003 - Kasa Magnificent Mile Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $374 per night (USD)VRBO
From $461 per night (USD)VRBO
#1401 - Kasa Magnificent Mile Chicago
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $461 per night (USD)VRBO
From $361 per night (USD)VRBO
#1515 - Kasa Magnificent Mile Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $361 per night (USD)VRBO
From $421 per night (USD)VRBO
Modern 4 Bedroom Apt Next to Park&Pool | Lakeview
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Ready to stay in MODERN Chicago? Our NEWLY FINISHED 2-level masterpiece has IMPECCABLE DESIGN, 4 bedrooms, IN-U ...
From $421 per night (USD)VRBO
From $1172 per night (USD)VRBO
MAG MILE MEGA Entire Floor 4BD 4BA +Rooftop&Gym
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Welcome! You've found a hidden gem in the Gold Coast / Streeterville neighborhood: Guests love our home because: - You ...
From $1172 per night (USD)VRBO
From $1104 per night (USD)Expedia
GROUP LUX in Old Town 4bd/3ba (+Rooftop/Parking)
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Welcome to this Old Town Masterpiece! Guests love this home because: - Steps away from top-notch restaurants/entertai ...
From $1104 per night (USD)Expedia
From $233 per night (USD)VRBO
Best Location! Luxury 51st FL Amazing Views of Lake & City, Hotel-like Amenities
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
51st Floor! Best Value in Chicago! Luxe condo in a FANTASTIC location! Perfect for vacation, short-term housing or cor ...
From $233 per night (USD)VRBO
From $105 per night (USD)Expedia
Fantastic River North 1BR w/ Gym, Rooftop, 1 block to L, 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 ...
From $105 per night (USD)Expedia
From $193 per night (USD)VRBO
Airy South Loop 1BR w/ Lounge, Pool & Gym near Grant Park, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in South Loop with balcony views over the city. It’ll be e ...
From $193 per night (USD)VRBO
From $171 per night (USD)Expedia
Bright South Loop 1BR w/ Pool, Gym, walk to Museum Campus, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Central Station with views over the city. It’ll be easy ...
From $171 per night (USD)Expedia
From $770 per night (USD)VRBO
Spectacular Corner 3BR Loft In Fulton Market | Featured In Architectural Digest
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
Summary: Stunning 2,500 square foot brick-and-timber luxury loft with 15 foot ceilings located in the heart of the vibra ...
From $770 per night (USD)VRBO
From $379 per night (USD)VRBO
#1916 - Kasa Magnificent Mile Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $379 per night (USD)VRBO
From $327 per night (USD)VRBO
Trendy West Town Flat - 2 bed / 1.5 bath with parking
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Find your wanderlust in this perfectly located West Town condo. Situated between Chicago’s West Loop and Wicker Park ne ...
From $327 per night (USD)VRBO
From $604 per night (USD)Expedia
The Greenleaf House—Whole House
- Bedrooms:
- 2
- Bathrooms:
- 7
- Sleeps:
- 12
The Greenleaf House, built in 1915, is our 3600ft² home with 6 bedrooms, 2.5 baths, & an open floor plan—perfect for gat ...
From $604 per night (USD)Expedia
From $546 per night (USD)VRBO
Beautiful Corner 2 Bedroom in the Loop | Roof Deck
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: This corner apartment is in a perfect location with panoramic city views in multiple directions. With over 1,20 ...
From $546 per night (USD)VRBO
From $400 per night (USD)VRBO
Spacious 4 Bedroom (5 queen beds) 2 Bath in the kenwood neighborhood
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
*Please inquire before requesting to book* 4 bedroom 2 bath apartment. In the Historic up and coming kenwood neighbor ...
From $400 per night (USD)VRBO
From $256 per night (USD)VRBO
Airy Lakeview 1BR w/ W/D, 1 block to L, 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 lovely Lake View East furnished one bedroom a ...
From $256 per night (USD)VRBO
From $379 per night (USD)VRBO
#1812 - Kasa Magnificent Mile Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $379 per night (USD)VRBO
From $476 per night (USD)VRBO
#1402 - Kasa Magnificent Mile Chicago
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $476 per night (USD)VRBO
From $516 per night (USD)Expedia
1 #33 - 4 Bedroom / 2 Bath Condo near McCormick Place, Wintrust Arena, Chinatown
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 20
Beautiful and newly furnished condo in the heart of Chicago Chinatown area with 4 bedrooms, 2 baths, a spacious living r ...
From $516 per night (USD)Expedia
From $764 per night (USD)VRBO
3 Bedroom/ 2 Bathroom Luxury Suite in Vibrant Andersonville
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Live like a local in one of Chicago’s best neighborhoods! Located in a family-owned boutique building in the vibrant and ...
From $764 per night (USD)VRBO
From $417 per night (USD)Expedia
BEAUTIFUL 4/20 FRIENDLY 2 BR 2 BA DUPLEX -TWO FLOORS - IN SIZZLING SOUTH SHORE!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
We invite you to our beautiful home, minutes from Downtown, Hyde Park, Golfing, Fishing, and the Beach! Floor 1 feature ...
From $417 per night (USD)Expedia
From $578 per night (USD)VRBO
Inspiring Stone Grotto Sleeps 10-20 & Free Parking
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 20
Imagine a stone castle, medieval style; except this one has an 85" HDTV, Wifi, 16' long granite bar with full kitchen an ...
From $578 per night (USD)VRBO
From $619 per night (USD)VRBO
Beautiful Luxury Loft in Fulton Market, Sleeps 12 | Featured In Architectural Di
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 12
Summary: Newly renovated designer 2,500 square foot brick-and-timber loft with 15 foot ceilings located in the heart of ...
From $619 per night (USD)VRBO
From $404 per night (USD)VRBO
Luxury, spacious first floor brownstone in east Lincoln Park
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy the best of Chicago’s neighborhoods, parks and lakefront from the comfort of this 2400 square foot home with two s ...
From $404 per night (USD)VRBO
From $676 per night (USD)Expedia
Wrigley Field MVP Suite 1 Bedroom Apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Recently built from the ground up and featured on the Travel Channel, you will love our beautifully furnished one-bedroo ...
From $676 per night (USD)Expedia
From $1400 per night (USD)VRBO
Stunning Designer Loft in Fulton Market, Sleeps 24 | Featured In Architectural D
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 24
Summary: 2 beautiful side-by-side apartments comprising 5,000 square feet (the entire 2nd floor) of a brick-and-timber l ...
From $1400 per night (USD)VRBO
Click For PricingExpedia
Lakeview Greystone One Block From Wrigleyfield
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Experience Chicago like a local with your own professionally cleaned apartment. Step into the rainfall shower for a refr ...
Click For PricingExpedia
From $302 per night (USD)VRBO
NEW LUXURY CONDO WITH PATIO DECK
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
OVERVIEW: This is a high end first floor condo that comfortably sleeps 5 persons. Luxury bathrooms. Fully equipped chef’ ...
From $302 per night (USD)VRBO
From $611 per night (USD)VRBO
Chic 2-Bedroom Townhouse with Rooftop, Free Parking, in Downtown Chicago!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to our luxurious 2-bedroom, 2-bathroom townhouse located in the heart of south loop Chicago! This home is perfec ...
From $611 per night (USD)VRBO
From $213 per night (USD)VRBO
Cozy Loop 1BR, w/ W/D, Gym, nr Chicago Riverwalk by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this beautiful Chicago Loop furnished one bedroom ...
From $213 per night (USD)VRBO
From $252 per night (USD)Expedia
Hip West Loop 2BR w/ Gym, Pool, near Fulton Market, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two bedroom apartment in West Loop with balcony views over the city. It’ll be ea ...
From $252 per night (USD)Expedia
From $155 per night (USD)VRBO
Mod West Loop 2BR w/ Gym, Pool, W/D, nr. Fulton Market, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two bedroom apartment in West Loop with balcony views over the city. It’ll be ea ...
From $155 per night (USD)VRBO
From $149 per night (USD)Expedia
Chic Gold Coast Convertible w/ Lounge near Oak Street by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Rush & Division with balcony views over the city. It’ll ...
From $149 per night (USD)Expedia
From $138 per night (USD)VRBO
Mod River North 2BR w/ Gym, W/D, near Magnificent Mile, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two bedroom apartment in Rush & Division with high floor views over the city. It ...
From $138 per night (USD)VRBO
From $190 per night (USD)Expedia
Hip River North 1BR w/ Pool + Roof Deck near Mag Mile, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Near North with views over the city. It’ll be easy to s ...
From $190 per night (USD)Expedia
From $113 per night (USD)VRBO
Roomy Loop 1BR w/ Gym, Pool, W/D, nr. Millennium Park, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this sophisticated Chicago Loop furnished one bedr ...
From $113 per night (USD)VRBO
From $191 per night (USD)Expedia
Smart Loop 1BR w/ Pool, Gym, nr. Financial District, 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 $191 per night (USD)Expedia
From $128 per night (USD)VRBO
Open River North 1BR w/ Gym, W/D, near Magnificent Mile, by Blueground
- 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. It ...
From $128 per night (USD)VRBO
From $177 per night (USD)Expedia
Roomy Loop 1BR w/ Pool, Gym, near Financial District, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this beautiful Chicago Loop furnished one bedroom ...
From $177 per night (USD)Expedia