Become a host

Condo vacation rentals in Chicago

Find and book unique condos on Airbnb

0 of 0 items showing
1 of 3 pages

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Chicago condo rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Weekly condo rentals

Guest favorite
A bright living area features a comfortable dark blue armchair and a spacious gray couch. A glass coffee table sits in the center, with a decorative plant displayed on it. Large windows provide natural light and a view of greenery outside.
Condo in Lake View
4.98 out of 5 average rating, 112 reviews

Designer Lakeview Haven. Private Rooftop Oasis!

Superhost
A comfortable living area features a sectional sofa adorned with throw pillows, complemented by a cozy armchair. Soft lighting is provided by standing and table lamps. A decorative painting hangs on the wall, and a small television is positioned across from the seating arrangement.
Condo in Albany Park
4.81 out of 5 average rating, 520 reviews

Cozy Apartment with Free On-Site Parking

Top guest favorite
A charming front porch features a small round table surrounded by two wrought iron chairs. A cozy seating area is adorned with a vibrant red blanket. Flower planters filled with lush greenery and colorful blooms enhance the inviting ambiance, with sunlight filtering through the trees.
Condo in Lincoln Square
4.96 out of 5 average rating, 136 reviews

Best Lincoln Square location. Spacious 2 bedroom

Guest favorite
A bedroom features a spacious bed dressed in deep blue linens, complemented by decorative pillows. The walls are painted in a rich blue, accented by round mirrors. Two bedside lamps illuminate the space, while a patterned area rug lies on the hardwood floor.
Condo in Oak Park
4.93 out of 5 average rating, 270 reviews

Picture Perfect 3Bed Steps from Train and FLW

Top guest favorite
A light-filled living room showcases soft gray walls and hardwood flooring. A comfortable sofa and armchair are positioned around a decorative area rug. A television is mounted on a console, while a lamp beside a side table adds warmth to the space.
Condo in Chicago
4.99 out of 5 average rating, 294 reviews

Cozy 3BR on Chicago's North Side & Free Parking

Superhost
A spacious sleeping area is furnished with a modern bed dressed in crisp white linens and accented by two soft pillows. A contemporary piece of wall art decorates the neutral-colored wall, while a large mirror reflects the light from the room. A colorful area rug adds texture to the floor.
Condo in Hyde Park
4.81 out of 5 average rating, 176 reviews

Modern Hyde Park Getaway | UChicago

Guest favorite
A spacious living area is highlighted by a large sectional sofa positioned around a light area rug. Natural light filters through the floor-to-ceiling windows, while a sleek TV is mounted on the wall. Decorative plants and modern furnishings add to the inviting atmosphere.
Condo in Chicago
4.83 out of 5 average rating, 161 reviews

Marvelous Condo w/ Pri Prkng Cls to Transit &Beach

Guest favorite
A spacious living area showcases a light-colored sofa paired with dark green accent chairs. A glass coffee table sits atop a patterned rug, while decorative elements, including candles and potted plants, are arranged on a wall shelf. Natural light enters through large windows.
Condo in Bucktown
4.94 out of 5 average rating, 110 reviews

Wicker Park/Bucktown condo with large balcony

Pet-friendly condo rentals

Superhost
A living area features two tufted gray sofas and a glass coffee table atop a patterned rug. The space is illuminated by natural light from large windows, with decorative accents including throw pillows and a cozy ottoman.
Condo in North Side
4.84 out of 5 average rating, 377 reviews

Chic and Charming Vintage Condominium in Lincoln Park

Guest favorite
A spacious living area is highlighted by large windows offering expansive views of the city skyline. A comfortable sofa and two accent chairs are positioned around a coffee table. A dining table with several chairs is visible beside a colorful wall art piece that adds a touch of personality.
Condo in Grant Park
4.82 out of 5 average rating, 141 reviews

Downtown MICH AVE #20, Grant Park, Museums 2bd/2ba

Guest favorite
The living area features a comfortable sectional sofa with decorative cushions and a cozy throw. A stone fireplace adds character, while a flat-screen TV is mounted on the wall. A dining table with chairs is visible in the background, complemented by stylish wall decor.
Condo in North Side
4.88 out of 5 average rating, 101 reviews

Cozy Lincoln Park Condo near the lake.

Top guest favorite
A comfortable living area features an orange sofa and a variety of artwork on the walls. A round coffee table sits in the center of a patterned area rug. Natural light filters through the window shades, enhancing the welcoming vibe of the space.
Condo in Logan Square
4.95 out of 5 average rating, 101 reviews

Spacious 3BR • Great for Groups • Fast WiFi • Pets

Guest favorite
A spacious bedroom is equipped with a large bed featuring decorative pillows. On either side of the bed, warm lamps provide soft lighting. Above the bed, two framed art pieces display botanical themes, adding a touch of nature to the decor. A neutral-colored bench is placed at the foot of the bed.
Condo in East Pilsen
4.94 out of 5 average rating, 140 reviews

The Urban Oasis | Outdoor Lounge • Sleeps 10+

Superhost
A modern kitchen area features white cabinetry and a central island equipped with a sink and stools. Stainless steel appliances are visible alongside a decorative backsplash. Natural light fills the space through overhead lighting and a nearby entryway.
Condo in Lower West Side
4.84 out of 5 average rating, 130 reviews

Unique 2BR/2BA FREE Street Parking/WI-FI Near DT

Top guest favorite
A vibrant seating area is showcased with a blue couch adorned with colorful throw pillows and a brown leather sofa. A small black coffee table rests on a patterned area rug, which features geometric designs. Large windows allow natural light to fill the space.
Condo in Edgewater Glen
4.98 out of 5 average rating, 128 reviews

Steps from the Lake, Lovely 3-Bedroom Condo

Guest favorite
A comfortable living room is showcased with a grey sofa adorned with decorative pillows. A round coffee table sits on a patterned rug, and a green vintage cabinet adds a pop of color. Bright light enters through open doorways, leading to a dining area beyond.
Condo in Lincoln Park
4.97 out of 5 average rating, 118 reviews

Large Remodeled Home in Lincoln Park, Sleeps 12!

Condo rentals with a pool

Top guest favorite
An outdoor pool area is shown, featuring a clear blue pool surrounded by lounge chairs. Trees provide a touch of greenery, while a modern glass structure offers shaded seating. Sunshine reflects off the water, creating a bright and inviting atmosphere.
Condo in Evanston
4.96 out of 5 average rating, 100 reviews

"Joy of Evanston" 1BDR, KING EXEC Suite, pool+Gym

Top guest favorite
Condo in Evanston
4.96 out of 5 average rating, 115 reviews

"Bliss of Evanston" 180°view, 2BDR +2Bath Urbanlux

Superhost
A cozy living area is highlighted by a wood-burning fireplace, where a warm fire flickers. A sleek coffee table sits in front of a comfortable sectional sofa, complemented by a textured area rug. Two glasses of wine rest atop the table, adding a touch of relaxation.
Condo in Lombard
4.83 out of 5 average rating, 65 reviews

Smoke & Pet Free, Washer Dryer, Fireplace, Balcony

Guest favorite
The living area features a comfortable gray sofa facing a modern TV stand. A light rug lies beneath a white coffee table adorned with a small plant. Natural light filters through a large window, complemented by soft curtains. A desk and chair are positioned in the corner.
Condo in Elk Grove Village
4.91 out of 5 average rating, 93 reviews

Just remodeled apartment close to airport and mall

Guest favorite
An outdoor swimming pool is surrounded by lounge chairs, offering a relaxing space. Trees are strategically placed around the area, and large glass walls provide views to the inside. Sunlight reflects off the water, enhancing the serene setting.
Condo in Evanston
4.92 out of 5 average rating, 132 reviews

Chicago's Treasure "Heart of Evanston" 2bdr +1 Ba

Superhost
A cozy living area features a sectional sofa adorned with pillows and a throw pillow inscribed with 'Enjoy.' A round coffee table holds decorative items, while framed art showcases serene designs on the wall. A small dining area is visible in the background.
Condo in Lombard
4.92 out of 5 average rating, 49 reviews

Pond View, Washer Dryer, Non Smoking Community

Guest favorite
Condo in Evanston
4.96 out of 5 average rating, 107 reviews

"Unity of Evanston" 3 BDR+2BA ModernLuxe +pool

A modern living area is revealed with large windows showcasing views of the lake and boats. A light-colored sofa and armchair are arranged around a glass coffee table, complemented by a floor lamp and a large TV mounted against a neutral wall.
Condo in Burbank

Iconic Style, Charming Lake View

Quick stats about condo rentals in Chicago

  • Total rentals

    1K properties

  • Nightly prices starting at

    € 17 before taxes and fees

  • Total number of reviews

    70K reviews

  • Family-friendly rentals

    630 properties are a good fit for families

  • Pet-friendly rentals

    300 properties allow pets

  • Rentals with a pool

    80 properties have a pool

More from Airbnb

Airbnb experiences

Experience something new

Airbnb services

Make your stay more special

Destinations to explore

  1. Airbnb
  2. United States
  3. Illinois
  4. Cook County
  5. Chicago
  6. Condo rentals