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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.

Casa de Sueño 4.9 Star/Private/Near Train/Loyola
SUPERHOST
Private room · 2 guests · 2 beds · 1 private bath

Casa de Sueño 4.9 Star/Private/Near Train/LoyolaGuests room includes flat screen TV with Apple TV and HDMI hookup. Mini fridge, iron/board, closet w/ hangers, desk and executive chair, Bluetooth speaker, and basic office supplies. Living room- couch, Apple TV, Chromecast, big screen tv with surround sound. Guest gets their own private bathroom with fresh laundered towels. Guests room is right next to full kitchen with access to balcony. Desk w/ printer, laminator, hole punch , shredder, etc Free street parking(ask where) No cats/Dogs(ask)

Hattie’s House
Private room · 1 guest · 1 bed · 1 shared bath

Hattie’s HouseMy space is very accessible to public transportation ( walking distance to 3 bus lines) also a neighborhood grocery store 1 Blk away ( for essentials & alcohol & ATM) for eating establishment also close corner block has a French restaurant (Jean-Marie) , bakery (Spinning J) , Bar restaurant (Rootstock Wine & Beer) and Pizza bar (Dante’s ) great breakfast diner “Flying Saucer”

Cozy guest room 1 block from U of C
SUPERHOST
Private room · 2 guests · 1 bed · 1 shared bath

Cozy guest room 1 block from U of CCozy guest room with office desk and futon. Kitchen and living room are available for guest(s) to use. 1 block from University of Chicago, 15 minutes from downtown, 2 blocks from Metra, 4 blocks from Lake Shore Drive and CTA Green Line train. Nearby historic Hyde Park area. Grocery store Jewel-Osco is within walking distance. Parking is street parking 1/2 block away from the apartment. Host lives at listing.

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

Your Fantastic Futon! 1st Floor TV room with locks
Private room
Your Fantastic Futon! 1st Floor TV room with locks
Price:GYD4,813 / night
Self check in self checkout near downtown Chicago
SUPERHOSTPrivate room
Self check in self checkout near downtown Chicago
Price:GYD6,696 / night
warm comfortable home with lots to offer
SUPERHOSTPrivate room
warm comfortable home with lots to offer
Price:GYD6,068 / night
Little Farm in the City Back Bedroom
SUPERHOSTPrivate room
Little Farm in the City Back Bedroom
Price:GYD6,278 / night
Private Room with single bed in comfortabe Home
SUPERHOSTPrivate room
Private Room with single bed in comfortabe Home
Price:GYD6,068 / night
Room for solo traveler near midway airport.
SUPERHOSTPrivate room
Room for solo traveler near midway airport.
Price:GYD6,068 / night
Bridgeport Prime Location 5min from downtown R2
SUPERHOSTPrivate room
Bridgeport Prime Location 5min from downtown R2
Price:GYD6,696 / night
The Creative Suite in lovely Victorian Evanston IL
SUPERHOSTPrivate room
The Creative Suite in lovely Victorian Evanston IL
Price:GYD9,835 / night
Cozy Home and Garden
SUPERHOSTEntire house
Cozy Home and Garden
Price:GYD12,555 / night
Spacious Lakeview studio apt near Wrigley
SUPERHOSTEntire house
Spacious Lakeview studio apt near Wrigley
Price:GYD16,741 / night
10 min to downtown chicago, mccormick & chinatown
SUPERHOSTPrivate room
10 min to downtown chicago, mccormick & chinatown
Price:GYD7,085 / night
Catmandu
SUPERHOSTPrivate room
Catmandu
Price:GYD10,643 / night
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Pet-friendly apartments

Casa de Sueño 4.9 Star/Private/Near Train/Loyola
SUPERHOSTPrivate room
Casa de Sueño 4.9 Star/Private/Near Train/Loyola
Price:GYD8,042 / night
Great location.
SUPERHOSTEntire apartment
Great location.
Price:GYD17,996 / night
2 Bed Apartment with Balcony
SUPERHOSTEntire apartment
2 Bed Apartment with Balcony
Price:GYD12,855 / night
Fully Furnished Apartment Wicker Park Free Parking
SUPERHOSTEntire apartment
Fully Furnished Apartment Wicker Park Free Parking
Price:GYD20,656 / night
The Hobbit Hole
Entire apartment
The Hobbit Hole
Price:GYD10,582 / night
Palos Hills Apartment with a View
SUPERHOSTEntire apartment
Palos Hills Apartment with a View
Price:GYD18,743 / night
Ukrainian Village Garden Retreat
SUPERHOSTEntire apartment
Ukrainian Village Garden Retreat
Price:GYD18,176 / night
Best in Chicago, private, amazing garden space
SUPERHOSTEntire apartment
Best in Chicago, private, amazing garden space
Price:GYD33,333 / night
Magical Elf Quarters
SUPERHOSTEntire apartment
Magical Elf Quarters
Price:GYD12,526 / night
Entire 1st Floor Apt near O'Hare/ORD & Blue Line
SUPERHOSTEntire apartment
Entire 1st Floor Apt near O'Hare/ORD & Blue Line
Price:GYD17,787 / night
PANORAMIC SKYLINE VIEWS At Your Luxury Studio Loft
SUPERHOSTEntire apartment
PANORAMIC SKYLINE VIEWS At Your Luxury Studio Loft
Price:GYD17,159 / night
Spacious 1 BR close by Chicago downtown
SUPERHOSTPrivate room
Spacious 1 BR close by Chicago downtown
Price:GYD10,524 / night
Show all

Apartments with WiFi

Casa de Sueño 4.9 Star/Private/Near Train/Loyola
SUPERHOSTPrivate room
Casa de Sueño 4.9 Star/Private/Near Train/Loyola
Price:GYD8,042 / night
Hattie’s House
Private room
Hattie’s House
Price:GYD7,385 / night
Cozy guest room 1 block from U of C
SUPERHOSTPrivate room
Cozy guest room 1 block from U of C
Price:GYD4,185 / night
Great location.
SUPERHOSTEntire apartment
Great location.
Price:GYD17,996 / night
Chicago Chinatown great location(A)(中文房东)
SUPERHOSTPrivate room
Chicago Chinatown great location(A)(中文房东)
Price:GYD10,254 / night
Private room, shared apartment, easy city access.
SUPERHOSTPrivate room
Private room, shared apartment, easy city access.
Price:GYD8,998 / night
G1. Best location and most affordable! So much fun
SUPERHOSTPrivate room
G1. Best location and most affordable! So much fun
Price:GYD6,307 / night
Logan Square Lookout
SUPERHOSTEntire apartment
Logan Square Lookout
Price:GYD11,928 / night
2 Bed Apartment with Balcony
SUPERHOSTEntire apartment
2 Bed Apartment with Balcony
Price:GYD12,855 / night
Fully Furnished Apartment Wicker Park Free Parking
SUPERHOSTEntire apartment
Fully Furnished Apartment Wicker Park Free Parking
Price:GYD20,656 / night
Entire City Apartment One block to Train Park Free
SUPERHOSTEntire apartment
Entire City Apartment One block to Train Park Free
Price:GYD12,495 / night
Cosmopolitan nest in Oak Parks North Side
SUPERHOSTEntire apartment
Cosmopolitan nest in Oak Parks North Side
Price:GYD11,361 / night
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Nearby destinations