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Vacation rental apartments in Chicago

Vacation rental apartments in Chicago

Book downtown vacation rental apartments, houses, and more on Airbnb

Top-rated apartments in Chicago

Guests agree: these stays are highly rated for location, cleanliness, and more.

Stylish, Shared Apartment for the Perfect Get Away
SUPERHOST
Private room · 2 guests · 1 bed · 1 shared bath

Stylish, Shared Apartment for the Perfect Get AwayThis amazing apartment is located in the Little Village community in Chicago. Little Village is the heart of the Mexican community because it's vivid representation of the Mexican culture. In addition, the apartment is close to two Chicago parks where you can enjoy a walk or a bike ride.

Cosmopolitan nest in Oak Parks North Side
SUPERHOST
Entire apartment · 2 guests · 1 bed · 1 bath

Cosmopolitan nest in Oak Parks North SideWhether visiting Oak Park's historic district or exploring the Windy City for the renowned museums and its nightlife, we welcome you into our home. You are guaranteed a peaceful stay in your own apartment with private entrance on the first floor in our single family home. We are a professional family who maintain a quiet residence. CTA public transportation just steps away.

Pilsen Remodeled Studio Rental
Entire apartment · 2 guests · 1 bed · 1 bath

Pilsen Remodeled Studio RentalHello! Studio with full kitchen, updated appliances, tall ceilings, central air and heating, garbage disposal, double door fridge, and newly replaced front door. Entire apartment recently refurbished, pet friendly. On 18th Street, near Thalia Hall, walking distance of restaurants etc., bus stop is in front of building, walking distance from pink line, close to downtown.

Vacation rentals for every style

Get the amount of space that is right for you

  • Apartments
  • Houses
  • Guesthouses

Popular apartment amenities in Chicago

  • Wifi
  • Kitchen
  • Air conditioning
  • Free parking
  • Heating

Houses in Chicago

Self check in self checkout near downtown Chicago
SUPERHOSTPrivate room
Self check in self checkout near downtown Chicago
Price:ﺩ.ﺇ112 / night
Little Farm in the City Back Bedroom
SUPERHOSTPrivate room
Little Farm in the City Back Bedroom
Price:ﺩ.ﺇ110 / night
Cozy Home and Garden
SUPERHOSTEntire house
Cozy Home and Garden
Price:ﺩ.ﺇ220 / night
Cozy Room with Free Street Parking
SUPERHOSTPrivate room
Cozy Room with Free Street Parking
Price:ﺩ.ﺇ158 / night
Room for solo traveler near midway airport suite B
SUPERHOSTPrivate room
Room for solo traveler near midway airport suite B
Price:ﺩ.ﺇ88 / night
The Maywood Manor: Room 4 (Twin Bed, 1 Guest)
SUPERHOSTPrivate room
The Maywood Manor: Room 4 (Twin Bed, 1 Guest)
Price:ﺩ.ﺇ107 / night
Your Fantastic Futon! 1st Floor TV room with locks
Private room
Your Fantastic Futon! 1st Floor TV room with locks
Price:ﺩ.ﺇ84 / night
Hidden Gem w/private Bath. Walk to Univ/hospital
Private room
Hidden Gem w/private Bath. Walk to Univ/hospital
Price:ﺩ.ﺇ147 / night
10 min to downtown chicago, mccormick & chinatown
SUPERHOSTPrivate room
10 min to downtown chicago, mccormick & chinatown
Price:ﺩ.ﺇ108 / night
Great Affordable Room in Chicago Lincoln Square
Private room
Great Affordable Room in Chicago Lincoln Square
Price:ﺩ.ﺇ114 / night
5min walk to UnivOfChgo. MODERN Luxe
Private room
5min walk to UnivOfChgo. MODERN Luxe
Price:ﺩ.ﺇ132 / night
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Pet-friendly apartments

Bright family-friendly Lincoln Square 2-bed 1-bath
SUPERHOSTEntire apartment
Bright family-friendly Lincoln Square 2-bed 1-bath
Price:ﺩ.ﺇ345 / night
Large High-Class Apt Near Beach w/ Free Parking!
SUPERHOSTEntire apartment
Large High-Class Apt Near Beach w/ Free Parking!
Price:ﺩ.ﺇ645 / night
Simple&Suite 2 - Clean & Private Retreat, Pets OK
SUPERHOSTEntire apartment
Simple&Suite 2 - Clean & Private Retreat, Pets OK
Price:ﺩ.ﺇ275 / night
Aunt Linda's Apartment with a View in Palos
SUPERHOSTEntire apartment
Aunt Linda's Apartment with a View in Palos
Price:ﺩ.ﺇ327 / night
Hip & Spacious Garden Studio near Logan Square!
Entire apartment
Hip & Spacious Garden Studio near Logan Square!
Price:ﺩ.ﺇ165 / night
Casa de Sueño 4.9 Star/Private/Near Train/Loyola
SUPERHOSTPrivate room
Casa de Sueño 4.9 Star/Private/Near Train/Loyola
Price:ﺩ.ﺇ172 / night
The Hobbit Hole
Entire apartment
The Hobbit Hole
Price:ﺩ.ﺇ190 / night
Humboldt Hide Away
SUPERHOSTEntire apartment
Humboldt Hide Away
Price:ﺩ.ﺇ312 / night
Andersonville Living
SUPERHOSTEntire apartment
Andersonville Living
Price:ﺩ.ﺇ362 / night
Great location.
SUPERHOSTEntire apartment
Great location.
Price:ﺩ.ﺇ312 / night
Village Cottage - Clean & Private Retreat
SUPERHOSTEntire apartment
Village Cottage - Clean & Private Retreat
Price:ﺩ.ﺇ337 / night
Fully Furnished Apartment Wicker Park Free Parking
SUPERHOSTEntire apartment
Fully Furnished Apartment Wicker Park Free Parking
Price:ﺩ.ﺇ349 / night
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Apartments with WiFi

A cozy room for solo travelers | Mins to the Loop
SUPERHOSTPrivate room
A cozy room for solo travelers | Mins to the Loop
Price:ﺩ.ﺇ140 / night
Chicago luxury studio with splendid city view
Entire apartment
Chicago luxury studio with splendid city view
Price:ﺩ.ﺇ298 / night
Hattie’s House
Private room
Hattie’s House
Price:ﺩ.ﺇ129 / night
Cozy guest room 1 block from U of C
SUPERHOSTPrivate room
Cozy guest room 1 block from U of C
Price:ﺩ.ﺇ73 / night
Cozy and Stylish Studio with Free Parking in Irving Park
PLUSEntire apartment
Cozy and Stylish Studio with Free Parking in Irving Park
Price:ﺩ.ﺇ205 / night
G1. Best location and most affordable! So much fun
SUPERHOSTPrivate room
G1. Best location and most affordable! So much fun
Price:ﺩ.ﺇ110 / night
Private room, shared apartment, easy city access.
SUPERHOSTPrivate room
Private room, shared apartment, easy city access.
Price:ﺩ.ﺇ151 / night
Spacious & Charming Private Room in Wicker Park
SUPERHOSTPrivate room
Spacious & Charming Private Room in Wicker Park
Price:ﺩ.ﺇ107 / night
Wicker Park: Newly-Furnished Nest Close To It All!
Private room
Wicker Park: Newly-Furnished Nest Close To It All!
Price:ﺩ.ﺇ136 / night
Chicago chinatown great location(B) (中文房东)
SUPERHOSTPrivate room
Chicago chinatown great location(B) (中文房东)
Price:ﺩ.ﺇ143 / night
Vintage 3BR Apartment in Logan Square
SUPERHOSTEntire apartment
Vintage 3BR Apartment in Logan Square
Price:ﺩ.ﺇ250 / night
Large vintage inspired room in the heart of Logan
SUPERHOSTPrivate room
Large vintage inspired room in the heart of Logan
Price:ﺩ.ﺇ168 / night
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Nearby destinations