Chicago Rentals
- From $385 per night (USD)
VRBO
Kasa | Perfect for Traveling Families | Chicago
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: With Oak Street Beach, Michigan Avenue, and Gold Coast all within walking distance, Our Kasas are well-connecte ...
From $385 per night (USD)VRBO
- From $342 per night (USD)
VRBO
Kasa | Spacious 1BD\/1BA 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 $342 per night (USD)VRBO
- From $694 per night (USD)
VRBO
❤️🔥MAGNIFICENT NEW Home w\/8 Beds & Free Parking❤️🔥
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Summary: Our home is a brand-new construction single family residence. Construction was complete in the summer of 2021. ...
From $694 per night (USD)VRBO
- From $187 per night (USD)
VRBO
❤️ 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 $187 per night (USD)VRBO
- From $158 per night (USD)
VRBO
3BR Spacious Home Away From Home
- 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 $158 per night (USD)VRBO
- From $327 per night (USD)
VRBO
4\/2 Home + Foosball Table | Near Wrigley
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Welcome to this four bedroom, two bathroom apartment located in the neighborhood of Lakeview. The location is f ...
From $327 per night (USD)VRBO
- From $182 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 Lincoln Park apartment with views over the city. It’ll be easy to s ...
From $182 per night (USD)VRBO
- From $98 per night (USD)
VRBO
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 $98 per night (USD)VRBO
- From $96 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 $96 per night (USD)VRBO
- From $1280 per night (USD)
VRBO
\"Holy Cow\"! 4bed 4bath Duplex Penthouse w\/ 3,000 sqft Private Roof-Deck!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
"Wow" Step outside & be face-to-face with the iconic Wrigley Field, home of the Chicago Cubs!! Best Space in Wrigley! ...
From $1280 per night (USD)VRBO
- From $175 per night (USD)
VRBO
Bucktown Blue Bungalow-Perfect Location!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Welcome to Bucktown! You will love exploring the city of Chicago and this is the perfect location to do so. Take a walk, ...
From $175 per night (USD)VRBO
- From $128 per night (USD)
VRBO
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 $128 per night (USD)VRBO
- From $687 per night (USD)
VRBO
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 $687 per night (USD)VRBO
- From $239 per night (USD)
VRBO
Real Comfort in a 2BR APT close to Wrigley Field
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to the vibrant city of Chicago! Experience the perfect home away from home in our stylish and fully furnished 2- ...
From $239 per night (USD)VRBO
- From $216 per night (USD)
VRBO
Your 1BR Homey Haven in Vibrant Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the allure of urban living at its finest with a warm invitation to our exquisitely renovated one-bedroom apartm ...
From $216 per night (USD)VRBO
- From $148 per night (USD)
VRBO
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 ...
From $148 per night (USD)VRBO
- From $232 per night (USD)
VRBO
✨|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 $232 per night (USD)VRBO
- From $278 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 $278 per night (USD)VRBO
- From $275 per night (USD)
VRBO
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, open ...
From $275 per night (USD)VRBO
- From $273 per night (USD)
VRBO
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 $273 per night (USD)VRBO
- From $280 per night (USD)
VRBO
⭐️Cozy|Intimate|1BR In 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 $280 per night (USD)VRBO
- From $282 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 $282 per night (USD)VRBO
- From $252 per night (USD)
VRBO
🌟Spacious|Inviting 2BR Heart of Lively Lincoln Sq🌟
- 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 $252 per night (USD)VRBO
- From $233 per night (USD)
VRBO
🌟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 $233 per night (USD)VRBO
- Click For Pricing
VRBO
Hidden Gem|Trendy|1BR|Vibrant Lincoln Sq
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located in the vibrant neighborhood of Lincoln Square, just a few min from an array of amazing restaurants, breweries/ba ...
Click For PricingVRBO
- From $495 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 $495 per night (USD)VRBO
- From $1009 per night (USD)
VRBO
Prime location Historic Chicago Townhouse
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Welcome to our stunning Townhouse located in the luxurious Gold Coast of Chicago Located on one of the desirab ...
From $1009 per night (USD)VRBO
- From $682 per night (USD)
VRBO
Lincoln Park Cozy 3bd Home near Zoo | Lake | Shops
- Bedrooms:
- 3
- 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 $682 per night (USD)VRBO
- From $155 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 $155 per night (USD)VRBO
- From $354 per night (USD)
VRBO
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 $354 per night (USD)VRBO
- From $188 per night (USD)
VRBO
Modern Lincoln Park Hideaway 1 Bd\/1Bath
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Escape to a recently renovated sanctuary in the sought-after neighborhood of West Lincoln Park. Indulge in the abundance ...
From $188 per night (USD)VRBO
- From $314 per night (USD)
VRBO
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 $314 per night (USD)VRBO
- From $160 per night (USD)
VRBO
Large Executive Historic Row house in Historic Pullman
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Welcome to Historic Pullman. This charming executive row house has everything you will need. The home is well appointe ...
From $160 per night (USD)VRBO
- From $475 per night (USD)
VRBO
53\/54th Floor MagMile Penthouse - VIEWS, Fireplace, Fitness Center, Balcony
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 8
Embark on an extraordinary journey with Penthouse#3 – not just a rental, but a breathtaking haven in the heart of Chicag ...
From $475 per night (USD)VRBO
- From $149 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 $149 per night (USD)VRBO
- From $127 per night (USD)
VRBO
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)VRBO
- From $96 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 $96 per night (USD)VRBO
- Click For Pricing
VRBO
Airy Loop 1BR w\/ Gym, W\/D & Pool, near Millennium Park, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one-bedroom The Loop apartment with views over the city. It’ll be easy to simpl ...
Click For PricingVRBO
- From $495 per night (USD)
VRBO
Lincoln Park Single Family Home (4bdrm 3.5 bth)-2 Car Garage 4200sqft Sleeps 24
- Bedrooms:
- 4
- 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 $495 per night (USD)VRBO
- From $508 per night (USD)
VRBO
51\/52nd Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Fitness Center
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Indulge in the extraordinary at Penthouse#4 – not just a rental, but a magnificent haven soaring above Chicago. Picture ...
From $508 per night (USD)VRBO
- From $332 per night (USD)
VRBO
52th Floor Penthouse - Fireplace, VIEWS, grocery store in building.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This Penthouse unit is a magnificent unique rental in Chicago. Towering above the city, with floor to ceiling window in ...
From $332 per night (USD)VRBO
- From $296 per night (USD)
VRBO
51st Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Pool, WiFi
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This Penthouse unit is a magnificent unique rental in Chicago. Towering above the city, with floor to ceiling window in ...
From $296 per night (USD)VRBO
- From $98 per night (USD)
VRBO
Deluxe 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 South Loop apartment. It’ll be easy to simply show up and start livi ...
From $98 per night (USD)VRBO
- From $163 per night (USD)
VRBO
Chicago Bronzeville Luxury Unit!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Cute Chicago Garden Unit Close to McCormick Place, The Lake Front, and Hyde Park. Close to Grocery Stores, Fitness Cente ...
From $163 per night (USD)VRBO
- From $419 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 $419 per night (USD)VRBO
- From $331 per night (USD)
VRBO
52nd Floor MagMile Penthouse - VIEWS, Fireplace, Fitness Center, Pool, WiFi
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This Downtown Chicago Penthouse unit is towering 52 stories above the city, with floor to ceiling windows in the living ...
From $331 per night (USD)VRBO
- From $402 per night (USD)
VRBO
53rd Floor MagMile Penthouse - VIEWS, Balcony, Pool, WiFi, & Fitness Center
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This Penthouse level unit is a magnificent unique rental in Chicago. Towering 50+ Floors above the city, this Penthouse ...
From $402 per night (USD)VRBO
- From $257 per night (USD)
VRBO
Lakeview 1BR Apt, Near Shops, Easy Transportation
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to our charming one-bedroom apartment, where you'll find everything you need to make your stay comfortable and m ...
From $257 per night (USD)VRBO
- From $394 per night (USD)
VRBO
Historic 1920s Private Bungalow Near Logan Square!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Before every reservation this home is Professionally CLEANED and SANITIZED thoroughly from top to bottom. Our single f ...
From $394 per night (USD)VRBO
- From $746 per night (USD)
VRBO
Spacious 5 bedroom in the heart of Wrigleyville
- Bedrooms:
- 1
- Bathrooms:
- 5
- Sleeps:
- 7
Starting with a common area and a kitchen/dinning space, its a well designed, open concept, perfect for a hangouts after ...
From $746 per night (USD)VRBO
- From $164 per night (USD)
VRBO
Luxurious 3Br with parking on premises 🌔
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
This unique place has a style all its own. Modern/cozy feel. Freshly renovated. Enjoy the hassle-free parking on the pre ...
From $164 per night (USD)VRBO
- From $106 per night (USD)
VRBO
Modern Lakeview 1BR w\/ Gym, Pool, 1 block to Lincoln Park, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one-bedroom Lakeview apartment with high floor views over the city. It’ll be eas ...
From $106 per night (USD)VRBO
- From $500 per night (USD)
VRBO
3BR\/2.1BA TOWNHOUSE IN THE HEART OF WEST LOOP
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Location, Location, Location! Welcome to our amazing 3 BD/2.1 BA townhome located in the most desirable West Loop neighb ...
From $500 per night (USD)VRBO
- From $417 per night (USD)
VRBO
Unit 2 - Perfect Wrigleyville Stay
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 7
Seated on a quiet street, steps away from the Wrigley field (6mins walk), Lake Michigan (16mins walk), Boystown (1min wa ...
From $417 per night (USD)VRBO
- From $218 per night (USD)
VRBO
Comfy 4 bedroom Apartment in the center of CHICAGO! 15 mins from Downtown!
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Rest and Relax in a home away from home. Equipped with many perks, such as towels, air fryer, toiletries, and much more! ...
From $218 per night (USD)VRBO
- From $1126 per night (USD)
VRBO
Elevate Your Experience: PH#1, A Penthouse Above the Rest in Chicago
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Imagine yourself in PH#1, a spectacular and one-of-a-kind rental perched 55 stories above the pulse of Chicago. Picture ...
From $1126 per night (USD)VRBO
- From $195 per night (USD)
VRBO
Condo Near O'Hare & Downtown - 15 & 25 Min Away
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
360 Vide tour https://youtu.be/aLEUW_h7pE0?si=BoESXwxkgWgCDqvv Welcome to Historic Dunning Park! Our elegant, bright ap ...
From $195 per night (USD)VRBO
- From $229 per night (USD)
VRBO
‼️🔆Spacious Gold Coast Apartment | Rooftop Pool🔆‼️
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Lavish Gold Coast spacious apartment in the best location in Chicago. This large unit offers sweeping views of ...
From $229 per night (USD)VRBO
- From $678 per night (USD)
VRBO
Spectacular Corner 2BR Penthouse in the Loop | Roof Deck
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: This top floor corner penthouse is in a perfect location with panoramic city views in multiple directions. With ...
From $678 per night (USD)VRBO
- From $485 per night (USD)
VRBO
2 Rooftops, 2 Car Garage, 4 Stories|Down-Townhome
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 14
Summary: Why pay $$$ Chi parking when you have a 2 CAR GARAGE DOWNTOWN? Our 4br/3.5ba rowhome has 4 levels & 2 ROOFTOPS; ...
From $485 per night (USD)VRBO
- From $194 per night (USD)
VRBO
Bright\/Cozy\/Hip 2\/1 Apt | Logan Square
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: Enjoy Chicago as a Chicagoan and welcome to the historic now hip neighborhood of Logan Square. It is a must see ...
From $194 per night (USD)VRBO
- From $291 per night (USD)
VRBO
312Riverhouse with private patio comfy beds!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Close to Chicago restaurants and nightlife, yet nestled in nature! This 1937 Print Shop sits between Chicago River & Fo ...
From $291 per night (USD)VRBO
- From $169 per night (USD)
VRBO
Mod 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 River North apartment with views over the city. It’ll be easy to si ...
From $169 per night (USD)VRBO
- From $200 per night (USD)
VRBO
Trendy 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 stylish one-bedroom Blueground apartment. You’ll love coming ...
From $200 per night (USD)VRBO
- From $295 per night (USD)
VRBO
Private Historic Coach House Wicker Park
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Location, location, location! Private quiet clean coach house with two bedrooms and one bath in the heart of Wicker Park ...
From $295 per night (USD)VRBO
- From $120 per night (USD)
VRBO
Tasteful Wicker Park 1BR w\/ W\/D, 1 block to L, Six Corners, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one-bedroom Wicker Park apartment with views over the city. It’ll be easy to si ...
From $120 per night (USD)VRBO
- From $557 per night (USD)
VRBO
The Cozy Nest: King Bed in Quiet and Safe Condo by McCormick Place and Midway!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Great 3Br 2Ba condo with a king bed in the primary bedroom. You'll feel at home with all the amenities just 5 miles from ...
From $557 per night (USD)VRBO
- Click For Pricing
VRBO
Large 12 room house steps to Park, Shopping and Restaurants, 10 minutes to beach
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Large Jumbo Georgian two story brick house centrally located on the North side of Chicago in a quiet neighborhood with t ...
Click For PricingVRBO
- From $328 per night (USD)
VRBO
The entire FLAT. Stay Like You Own! Central AIR. TWO FULL BATHROOMS. Unique.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Designer urban feel - completely rehabbed - reclaimed wood beams - full walk in glass master shower with an exposed bric ...
From $328 per night (USD)VRBO
- From $179 per night (USD)
VRBO
Belmont House, Classy & Chic\/walk to Wrigley Field
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This gorgeous home is smack-dab in one of the hottest neighborhoods in Chicago, a 3/4 mile 15 minute walk to Wrigley Fie ...
From $179 per night (USD)VRBO
- From $374 per night (USD)
VRBO
Stunning 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 $374 per night (USD)VRBO
- From $142 per night (USD)
VRBO
Airy 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 comfortable River North furnished one-bedroom ...
From $142 per night (USD)VRBO
- From $340 per night (USD)
VRBO
DOWNTOWN PENTHOUSE #1 Vintage 2BD\/1BA Grank Park, Museums
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Welcome to our 2-bd in the HEART of Chicago :) We are a short walk to Millennium/Grant Park, Skydeck, Shedd Aquarium, A ...
From $340 per night (USD)VRBO
- From $855 per night (USD)
VRBO
FIVE STAR Single Family in Heart Of Chicago! Super clean, Great Neighborhood
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to Chicago! We're thrilled you're considering our home for your trip. Our Chicago brick home, adjacent to a beau ...
From $855 per night (USD)VRBO
- From $101 per night (USD)
VRBO
Beautiful Streeterville 1BR w\/ Gym, Pool, near Navy Pier, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one-bedroom Streeterville apartment with high floor views over the city. It’ll b ...
From $101 per night (USD)VRBO
- From $106 per night (USD)
VRBO
Splendid Wicker Park 1BR w\/ W\/D, 1 block to L, Six Corners, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one-bedroom Wicker Park apartment. It’ll be easy to simply show up and start liv ...
From $106 per night (USD)VRBO
- From $553 per night (USD)
VRBO
DOWNTOWN PENTHOUSE #2 Vintage 3BD\/1BA Family-Friendly, Grant Park & Museums
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to our 3-bd Penthouse! We are a short walk to Millennium/Grant Park, Skydeck, Shedd Aquarium & many dining+shop ...
From $553 per night (USD)VRBO
- From $411 per night (USD)
VRBO
Downtown Park VIEWS Mich Ave, Museums 2bd\/2ba
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our Michigan Ave, Grant Park, Museum Campus 2bed/2bath home! Guests love staying with us because: -Beautiful ...
From $411 per night (USD)VRBO
- From $120 per night (USD)
VRBO
Splendid 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 stylish one-bedroom Blueground apartment. You’ll love coming ...
From $120 per night (USD)VRBO
- From $110 per night (USD)
VRBO
Sunny West Loop 1BR w\/ Pool, Coworking & Gym, 1 block to L, 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 $110 per night (USD)VRBO
- From $184 per night (USD)
VRBO
Ideal West Loop 1BR w\/ Pool, Coworking & Gym, 1 block to L, 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 $184 per night (USD)VRBO
- From $212 per night (USD)
VRBO
Bright River North 1BR w\/ Gym, Rooftop, walk to Riverwalk, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this bright River North furnished one-bedroom apar ...
From $212 per night (USD)VRBO
- From $144 per night (USD)
VRBO
Expansive Lincoln Park 2BR, walk to L + Clark Street dining, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Feel at home wherever you choose to live with Blueground. You’ll love this pretty Lincoln Park furnished two-bedroom apa ...
From $144 per night (USD)VRBO
- From $154 per night (USD)
VRBO
Cozy Loop 1BR w\/ Deck, Gym, W\/D, nr. West Loop & the L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one-bedroom The Loop apartment with views over the city. It’ll be easy to simpl ...
From $154 per night (USD)VRBO
- From $103 per night (USD)
VRBO
Cozy Gold Coast 1BR w\/ Gym, Pool, walk to Mag Mile 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 $103 per night (USD)VRBO
- From $396 per night (USD)
VRBO
MICH AVE Downtown 2bd, Grant Park Museums #25
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our Michigan Ave, Grant Park, Museum Campus 2bed/2bath home! Guests love staying with us because: -Parking g ...
From $396 per night (USD)VRBO
- From $90 per night (USD)
VRBO
Beautiful South Loop 1BR w\/ Gym & Lounge, 1 block to L, 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 $90 per night (USD)VRBO
- From $127 per night (USD)
VRBO
Sleek West Loop 1BR w\/ Gym & Pool in heart of Greektown, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one-bedroom West Loop apartment with views over the city. It’ll be easy to simp ...
From $127 per night (USD)VRBO
- From $195 per night (USD)
VRBO
Luxe West Loop 1BR w\/ Pool, Coworking & Gym, 1 block to 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 $195 per night (USD)VRBO
- From $130 per night (USD)
VRBO
Premium South Loop 1BR w\/ Gym & Lounge, 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 cozy South Loop furnished one-bedroom apartme ...
From $130 per night (USD)VRBO
- From $429 per night (USD)
VRBO
MICH AVE Downtown, Grant Park, Museums 2bd\/2ba #23
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our newly renovated Michigan Ave, Grant Park, Museum Campus 2bed/2bath home! Guests LOVE staying with us bec ...
From $429 per night (USD)VRBO
- From $438 per night (USD)
VRBO
MICH AVE Downtown, Grant Park, Museums 2bd #4
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our Grant Park, Museum Campus 2bed/2bath home! Guests LOVE staying with us because: -Central location close ...
From $438 per night (USD)VRBO
- From $400 per night (USD)
VRBO
Downtown MICH AVE #20, Grant Park, Museums 2bd\/2ba
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our newly renovated Michigan Avenue, Grant Park, Museum Campus 2bed/2bath home! Guests love staying with us ...
From $400 per night (USD)VRBO
- From $403 per night (USD)
VRBO
MICH AVE #5 Downtown, Grant Park, Museums 2bd\/2ba
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our MIchigan Avenue, Grant Park, Museum Campus 2bed/2bath home! If you're interested in booking, see our FAQ ...
From $403 per night (USD)VRBO
- From $151 per night (USD)
VRBO
2BR in Andersonville-Walk to train, beach, shops and restaurants!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Two bedroom apartment right in Historic Uptown / Andersonville. One block from CTA redline and one block from Clark Stre ...
From $151 per night (USD)VRBO
- From $436 per night (USD)
VRBO
Spacious River North 3BR w\/ Gym, Rooftop, walk to L & Park, by Blueground (ID #CHI323)
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Feel at home wherever you choose to live with Blueground. You’ll love this sophisticated River North furnished three-bed ...
From $436 per night (USD)VRBO
- Click For Pricing
VRBO
Smart West Loop 1BR, walk to Dining, Market, steps from L, 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 ...
Click For PricingVRBO
- From $116 per night (USD)
VRBO
Spacious Gold Coast 1BR, w\/ W\/D, Gym nr Magnificent Mile by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this lovely Gold Coast furnished one-bedroom apart ...
From $116 per night (USD)VRBO
- Click For Pricing
VRBO
Convenient Loop 1BR w\/ Gym + Theatre Room near Grant Park by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this cozy The Loop furnished one-bedroom apartment ...
Click For PricingVRBO
- From $321 per night (USD)
VRBO
Kasa | Relaxing 1 BD + Near Local Eateries | Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: It’s easy to get a taste of Chicago’s culture and cuisine at Kasa South Loop Chicago, located within walking di ...
From $321 per night (USD)VRBO