Chicago, Illinois Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Chicago, Illinois on RentalSaver.com!

Chicago Rentals

From $791 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 $791 per night (USD)
VRBO
From $469 per night (USD)
Expedia
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 $469 per night (USD)
Expedia
$Lovely River North 1BR w\/ Gym, Pool, near L stop & Beach, by Blueground$
From $100 per night (USD)
VRBO
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 $100 per night (USD)
VRBO
$Darling River North 1BR w\/ Gym, Pool, near L stop & Beach, by Blueground$
From $201 per night (USD)
Expedia
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 ...
From $201 per night (USD)
Expedia
$Ultra Modern Wicker Park Pad w\/ HUGE Outdoor Space$
Click For Pricing
VRBO
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 Pricing
VRBO
From $354 per night (USD)
Expedia
Walking distance to restaurants, shops and Lake Michigan,
Bedrooms:
2
Bathrooms:
4
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 $354 per night (USD)
Expedia
$Sleek River North 1BR w\/ Gym, Pool, near L stop & Beach, by Blueground$
From $148 per night (USD)
VRBO
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 $148 per night (USD)
VRBO
$Smart River North 1BR w\/ Gym, Pool, near L stop & Beach, by Blueground$
From $163 per night (USD)
Expedia
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 ...
From $163 per night (USD)
Expedia
$Elegant Lakeview 1BR w\/ Gym, Pool, 1 block to Lincoln Park, by Blueground$
From $131 per night (USD)
VRBO
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 $131 per night (USD)
VRBO
From $311 per night (USD)
VRBO
Modern 4 Bedroom Greystone | White Sox
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Summary: Three story Greystone which still has the original charm with it's 2 story entrance is nestled within a very hi ...
From $311 per night (USD)
VRBO
From $559 per night (USD)
VRBO
#1501 - 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 $559 per night (USD)
VRBO
From $5017 per night (USD)
Expedia
Chicago Gold Coast Luxury Home Best Location walking distance to anywhere!
Bedrooms:
6
Bathrooms:
5
Sleeps:
14
Chicago’s Gold Coast Luxury Single Family Home. The location is so perfect it cannot be beat! IG: ChicagoLuxuryVRBO. Ho ...
From $5017 per night (USD)
Expedia
From $247 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 $247 per night (USD)
VRBO
From $275 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 $275 per night (USD)
Expedia
From $809 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 $809 per night (USD)
VRBO
From $326 per night (USD)
Expedia
One half 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 $326 per night (USD)
Expedia
$Family Friendly 2BD\/2BA Near Wrigley, Lincoln Square$
From $584 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 $584 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 $196 per night (USD)
VRBO
iKlektik House Chicago
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Fully furnished one bedroom in Ukrainian Village/West Town. Voted best top ten neighborhood in the United States. Close ...
From $196 per night (USD)
VRBO
$Charming River North 1BR w\/ Gym, Pool, near L stop & Beach, by Blueground$
From $187 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 $187 per night (USD)
Expedia
$Rad River North 1BR w\/ Gym, Pool, near L stop & Beach, by Blueground$
From $143 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 $143 per night (USD)
VRBO
From $301 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 $301 per night (USD)
Expedia
From $365 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 $365 per night (USD)
VRBO
From $309 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 $309 per night (USD)
Expedia
From $307 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 $307 per night (USD)
VRBO
From $298 per night (USD)
Expedia
🌟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 $298 per night (USD)
Expedia
From $329 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 $329 per night (USD)
VRBO
From $426 per night (USD)
Expedia
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 $426 per night (USD)
Expedia
From $415 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 $415 per night (USD)
VRBO
From $1536 per night (USD)
Expedia
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 $1536 per night (USD)
Expedia
From $793 per night (USD)
VRBO
Lincoln Park Cozy 3bd Home near Zoo | Lake | Shops
Bedrooms:
3
Bathrooms:
5
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 $793 per night (USD)
VRBO
From $185 per night (USD)
Expedia
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)
Expedia
From $504 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 $504 per night (USD)
VRBO
From $152 per night (USD)
Expedia
Modern Lincoln Park Hideaway 1 Bed and 1Bath
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Recently fully renovated sanctuary in west Lincoln Park. Enjoy the abundant restaurants, shopping, lake and beaches near ...
From $152 per night (USD)
Expedia
From $450 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 $450 per night (USD)
VRBO
From $210 per night (USD)
Expedia
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 $210 per night (USD)
Expedia
$53\/54th Floor MagMile Penthouse - VIEWS, Fireplace, Fitness Center, Balcony$
From $1205 per night (USD)
VRBO
53\/54th Floor MagMile Penthouse - VIEWS, Fireplace, Fitness Center, Balcony
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Embark on an extraordinary journey with Penthouse#3 – not just a rental, but a breathtaking haven in the heart of Chicag ...
From $1205 per night (USD)
VRBO
$Exquisite Rogers Park 1bd\/1bath Apt. Near Evanston$
From $194 per night (USD)
Expedia
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 $194 per night (USD)
Expedia
$Tasteful Streeterville 1BR w\/ Gym, Pool, near Navy Pier, by Blueground$
From $105 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 $105 per night (USD)
VRBO
$Bright Streeterville 2BR w\/ Gym, Pool, near Navy Pier, by Blueground$
Click For Pricing
Expedia
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 ...
Click For Pricing
Expedia
From $835 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 $835 per night (USD)
VRBO
$51\/52nd Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Fitness Center$
From $1139 per night (USD)
Expedia
51\/52nd Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Fitness Center
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Indulge in the extraordinary at Penthouse#4 – not just a rental, but a magnificent haven soaring above Chicago. Picture ...
From $1139 per night (USD)
Expedia
From $565 per night (USD)
VRBO
52th Floor Penthouse - Fireplace, VIEWS, grocery store in building.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This Penthouse unit is a magnificent unique rental in Chicago. Towering above the city, with floor to ceiling window in ...
From $565 per night (USD)
VRBO
From $626 per night (USD)
Expedia
51st Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Pool, WiFi
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This Penthouse unit is a magnificent unique rental in Chicago. Towering above the city, with floor to ceiling window in ...
From $626 per night (USD)
Expedia
From $581 per night (USD)
VRBO
Modern Corner 2BR in Streeterville | Roof Deck | Lake Views
Bedrooms:
1
Bathrooms:
4
Sleeps:
6
Summary: Stunning 1,200 square foot apartment with oversize windows, an open layout, and city/lake views in multiple dir ...
From $581 per night (USD)
VRBO
Click For Pricing
Expedia
Comfy 4 bedroom Apartment in the center of CHICAGO! 15 mins from Downtown!
Bedrooms:
1
Bathrooms:
5
Sleeps:
8
Rest and Relax in a home away from home. Equipped with many perks, such as towels, air fryer, toiletries, and much more! ...
Click For Pricing
Expedia
From $1446 per night (USD)
VRBO
Elevate Your Experience: PH#1, A Penthouse Above the Rest in Chicago
Bedrooms:
2
Bathrooms:
4
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 $1446 per night (USD)
VRBO
From $589 per night (USD)
Expedia
52nd Floor MagMile Penthouse - VIEWS, Fireplace, Fitness Center, Pool, WiFi
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This Downtown Chicago Penthouse unit is towering 52 stories above the city, with floor to ceiling windows in the living ...
From $589 per night (USD)
Expedia
From $793 per night (USD)
VRBO
53rd Floor MagMile Penthouse - VIEWS, Balcony, Pool, WiFi, & Fitness Center
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This Penthouse level unit is a magnificent unique rental in Chicago. Towering 50+ Floors above the city, this Penthouse ...
From $793 per night (USD)
VRBO
From $424 per night (USD)
Expedia
Historic 1920s Private Bungalow Near Logan Square!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Before every reservation this home is Professionally CLEANED and SANITIZED thoroughly from top to bottom. Our single f ...
From $424 per night (USD)
Expedia
From $227 per night (USD)
VRBO
Luxurious 3Br with parking on premises 🌔
Bedrooms:
1
Bathrooms:
4
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 $227 per night (USD)
VRBO
$Modern Lakeview 1BR w\/ Gym, Pool, 1 block to Lincoln Park, by Blueground$
From $168 per night (USD)
Expedia
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 apartment in Lake View East. with high floor views over the city. It ...
From $168 per night (USD)
Expedia
From $637 per night (USD)
VRBO
Spectacular Corner 2BR Penthouse in the Loop | Roof Deck
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: This top floor corner penthouse is in a perfect location with panoramic city views in multiple directions. With ...
From $637 per night (USD)
VRBO
Click For Pricing
Expedia
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 Pricing
Expedia
From $767 per night (USD)
VRBO
2 Rooftops, 2 Car Garage, 4 Stories|Down-Townhome
Bedrooms:
4
Bathrooms:
4
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 $767 per night (USD)
VRBO
$Bright\/Cozy\/Hip 2\/1 Apt | Logan Square$
From $255 per night (USD)
Expedia
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 $255 per night (USD)
Expedia
From $400 per night (USD)
VRBO
Chicago Riverhouse with private fenced in oasis
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Close to must see Chicago restaurants and nightlife, yet nestled in nature! This 1937 Print Shop is seated between the ...
From $400 per night (USD)
VRBO
$Mod River North 1BR w\/ Gym, Pool, near L stop & Beach, by Blueground$
From $157 per night (USD)
Expedia
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 apartment in Near North. with views over the city. It’ll be easy to ...
From $157 per night (USD)
Expedia
$Trendy River North 1BR w\/ Gym, Pool, near L stop & Beach, by Blueground$
From $186 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 $186 per night (USD)
VRBO
From $410 per night (USD)
Expedia
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 $410 per night (USD)
Expedia
From $293 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 $293 per night (USD)
VRBO
From $474 per night (USD)
Expedia
The entire FLAT. Stay Like You Own! Central AIR. TWO FULL BATHROOMS. Unique.
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Designer urban feel - completely rehabbed - reclaimed wood beams - full walk in glass master shower with an exposed bric ...
From $474 per night (USD)
Expedia
From $574 per night (USD)
VRBO
Stunning 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 $574 per night (USD)
VRBO
$Airy River North 1BR w\/ Gym, Pool, near L stop & Beach, by Blueground$
From $172 per night (USD)
Expedia
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 Near North furnished one bedroom ...
From $172 per night (USD)
Expedia
$Downtown Park VIEWS Mich Ave, Museums 2bd\/2ba$
From $578 per night (USD)
VRBO
Downtown Park VIEWS Mich Ave, Museums 2bd\/2ba
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Welcome to our Michigan Ave, Grant ...
From $578 per night (USD)
VRBO
From $513 per night (USD)
Expedia
Vintage Wrigleyville Apartment + Free Parking
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Spacious apartment in the heart of Wrigleyville, two blocks to public transportation. Located in an 1911 graystone, priv ...
From $513 per night (USD)
Expedia
$DOWNTOWN PENTHOUSE #1 Vintage 2BD\/1BA Grank Park, Museums$
From $474 per night (USD)
VRBO
DOWNTOWN PENTHOUSE #1 Vintage 2BD\/1BA Grank Park, Museums
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Welcome to our 2-bd in the HEART of ...
From $474 per night (USD)
VRBO
From $1037 per night (USD)
Expedia
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 $1037 per night (USD)
Expedia
$Beautiful Streeterville 1BR w\/ Gym, Pool, near Navy Pier, by Blueground$
From $136 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 apartment in Streeterville. with high floor views over the city. It’ ...
From $136 per night (USD)
VRBO
$DOWNTOWN PENTHOUSE #2 Vintage 3BD\/1BA Family-Friendly, Grant Park & Museums$
From $564 per night (USD)
Expedia
DOWNTOWN PENTHOUSE #2 Vintage 3BD\/1BA Family-Friendly, Grant Park & Museums
Bedrooms:
1
Bathrooms:
3
Sleeps:
10
Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Welcome to our 3-bd Penthouse! We ...
From $564 per night (USD)
Expedia
$Splendid Streeterville 1BR w\/ Gym, Pool, near Navy Pier, by Blueground$
From $164 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 $164 per night (USD)
VRBO
$Sunny West Loop 1BR w\/ Pool, Coworking & Gym, 1 block to L, by Blueground$
From $155 per night (USD)
Expedia
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 $155 per night (USD)
Expedia
$Ideal West Loop 1BR w\/ Pool, Coworking & Gym, 1 block to L, by Blueground$
From $195 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 $195 per night (USD)
VRBO
$Bright River North 1BR w\/ Gym, Rooftop, walk to Riverwalk, by Blueground$
From $136 per night (USD)
Expedia
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 $136 per night (USD)
Expedia
$Cozy Loop 1BR w\/ Deck, Gym, W\/D, nr. West Loop & the L, by Blueground$
From $190 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 apartment in Chicago Loop. with views over the city. It’ll be easy t ...
From $190 per night (USD)
VRBO
From $585 per night (USD)
Expedia
MICH AVE Downtown 2bd, Grant Park Museums #25
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Welcome to our Michigan Ave, Grant ...
From $585 per night (USD)
Expedia
$Luxe West Loop 1BR w\/ Pool, Coworking & Gym, 1 block to L, by Blueground$
From $157 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 $157 per night (USD)
VRBO
$MICH AVE Downtown, Grant Park, Museums 2bd\/2ba #23$
From $539 per night (USD)
Expedia
MICH AVE Downtown, Grant Park, Museums 2bd\/2ba #23
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Welcome to our newly renovated Mich ...
From $539 per night (USD)
Expedia
From $571 per night (USD)
VRBO
MICH AVE Downtown, Grant Park, Museums 2bd #4
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Welcome to our Grant Park, Museum C ...
From $571 per night (USD)
VRBO
$Downtown MICH AVE #20, Grant Park, Museums 2bd\/2ba$
From $550 per night (USD)
Expedia
Downtown MICH AVE #20, Grant Park, Museums 2bd\/2ba
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Welcome to our newly renovated Mich ...
From $550 per night (USD)
Expedia
$MICH AVE #5 Downtown, Grant Park, Museums 2bd\/2ba$
From $531 per night (USD)
VRBO
MICH AVE #5 Downtown, Grant Park, Museums 2bd\/2ba
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Welcome to our MIchigan Avenue, Gra ...
From $531 per night (USD)
VRBO
From $245 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 $245 per night (USD)
VRBO
$Spacious River North 3BR w\/ Gym, Rooftop, walk to L & Park, by Blueground (ID #CHI323)$
From $411 per night (USD)
VRBO
Spacious River North 3BR w\/ Gym, Rooftop, walk to L & Park, by Blueground (ID #CHI323)
Bedrooms:
3
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 $411 per night (USD)
VRBO
$Spacious Gold Coast 1BR, w\/ W\/D, Gym nr Magnificent Mile by Blueground$
From $217 per night (USD)
Expedia
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 Rush & Division furnished one bedroom ...
From $217 per night (USD)
Expedia
From $417 per night (USD)
VRBO
Kasa | Relaxing 1 BD + Near Local Eateries | Chicago
Bedrooms:
1
Bathrooms:
2
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 $417 per night (USD)
VRBO
From $946 per night (USD)
Expedia
Kasa | Family Friendly 3 BD + Game Room Access | Chicago
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Summary: It’s easy to get a taste of Chicago’s culture and cuisine at Kasa South Loop Chicago, located within walking di ...
From $946 per night (USD)
Expedia
From $422 per night (USD)
VRBO
Kasa | Traditional 1 BD + Fast Wifi | Chicago
Bedrooms:
1
Bathrooms:
2
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 $422 per night (USD)
VRBO
From $446 per night (USD)
Expedia
Kasa | Inviting 1 BD + Pet Friendly | Chicago
Bedrooms:
1
Bathrooms:
2
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 $446 per night (USD)
Expedia
From $429 per night (USD)
VRBO
Kasa | Classic 1 BD + Gym Access | Chicago
Bedrooms:
1
Bathrooms:
2
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 $429 per night (USD)
VRBO
From $1255 per night (USD)
Expedia
Kasa | Modern 1 BD + Gym Access | Chicago
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Summary: It’s easy to get a taste of Chicago’s culture and cuisine at Kasa South Loop Chicago, located within walking di ...
From $1255 per night (USD)
Expedia
From $717 per night (USD)
VRBO
Kasa | Classic 2 BD + Near Grant Park | Chicago
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Summary: It’s easy to get a taste of Chicago’s culture and cuisine at Kasa South Loop Chicago, located within walking di ...
From $717 per night (USD)
VRBO
From $731 per night (USD)
Expedia
Kasa | Welcoming 2 BD + Game Room Access | Chicago
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Summary: It’s easy to get a taste of Chicago’s culture and cuisine at Kasa South Loop Chicago, located within walking di ...
From $731 per night (USD)
Expedia
From $2003 per night (USD)
VRBO
Kasa | Inviting 1 BD + Game Room Access | Chicago
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Summary: It’s easy to get a taste of Chicago’s culture and cuisine at Kasa South Loop Chicago, located within walking di ...
From $2003 per night (USD)
VRBO
From $718 per night (USD)
Expedia
Kasa | Family Friendly 2 BD + Fast Wifi | Chicago
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Summary: It’s easy to get a taste of Chicago’s culture and cuisine at Kasa South Loop Chicago, located within walking di ...
From $718 per night (USD)
Expedia
From $423 per night (USD)
VRBO
Kasa | Comfy 1 BD + Game Room Access | Chicago
Bedrooms:
1
Bathrooms:
2
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 $423 per night (USD)
VRBO
From $411 per night (USD)
Expedia
Kasa | Welcoming 1 BD + Fast Wifi | Chicago
Bedrooms:
1
Bathrooms:
2
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 $411 per night (USD)
Expedia
$Beautiful Designer Townhome ~ Amazing Location! River West - 4-Bedroom \/ Unit 1$
From $1110 per night (USD)
VRBO
Beautiful Designer Townhome ~ Amazing Location! River West - 4-Bedroom \/ Unit 1
Bedrooms:
4
Bathrooms:
4
Sleeps:
11
Modern, large, & art filled downtown townhouse in Chicago's happening RiverWest neighborhood. 3000+ sq ft 4-bedroom 3. ...
From $1110 per night (USD)
VRBO
From $772 per night (USD)
Expedia
Kasa | Relaxing 2 BD + Steps to the South Loop | Chicago
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Summary: It’s easy to get a taste of Chicago’s culture and cuisine at Kasa South Loop Chicago, located within walking di ...
From $772 per night (USD)
Expedia
From $838 per night (USD)
VRBO
Kasa | Family Friendly 2 BD + Pet Friendly | Chicago
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Summary: It’s easy to get a taste of Chicago’s culture and cuisine at Kasa South Loop Chicago, located within walking di ...
From $838 per night (USD)
VRBO
From $1446 per night (USD)
Expedia
Beautiful 6BR mansion, 4 parking spots, sleeps 21! Walk to Wrigley & the lake!
Bedrooms:
4
Bathrooms:
6
Sleeps:
21
Time Out magazine calls us one of the Best Chicago Rentals! HUGE mansion with six bedrooms, two living rooms, and four ...
From $1446 per night (USD)
Expedia

Search Your Destination Now!

Chicago Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 1,000 Rentals