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Vacation rentals in West Side

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Top-rated vacation rentals in West Side

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

Private Studio in Bridgeport, Chicago
SUPERHOST
Entire guesthouse · 3 guests · 1 bed · 1 bath
Private Studio in Bridgeport, ChicagoA bright studio guesthouse, perfect for business travelers, a couple’s getaway, personal retreat, or a solo adventurer. Has a kitchen sink, cabinet space for your non-perishable items, a microwave, mini-fridge, and Keurig. We provide plates, flatware, mugs, and glasses. The studio offers the privacy of your own bathroom and shower facilities. You'll rest well in a full-size Murphy bed, with sufficient storage for all your travel items. A couch is available for a third guest if needed.
Cozy 1 BR in Logan Square - Steps from Blue Line
Entire guest suite · 2 guests · 1 bed · 1 bath
Cozy 1 BR in Logan Square - Steps from Blue LineEnjoy easy access to the entire city of Chicago! This unit is perfectly located steps from the Belmont Blue Line station of Logan Square that runs 24/7 and can take you downtown or to great adjacent neighborhoods in a matter of minutes. This is a comfy and private stay for a weekend when visiting the windy city. Stay in the area to experience the quirky, hipster culture of Logan Square, or train over to the loop in minutes to catch views from skylines and take a picture at the Bean!
Perfect Private Getaway in Perfect Pilsen
SUPERHOST
Entire guest suite · 2 guests · 1 bed · 1 bath
Perfect Private Getaway in Perfect PilsenThis quiet and cozy studio in Pilsen is the perfect place to rest your head after a long day of exploring the Windy City. With so much to do in the area and easy access to public transit, you won't run out of ways to spend your time! Close to Chinatown, the United Center, and the Medical District, and downtown is a quick train ride away on the Pink Line. Relax in this thoughtfully designed space, perfect for couples or business travelers. Book today! Please note: ceiling height is about 6'3"

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Other great vacation rentals in West Side

SUPERHOST
  1. Entire rental unit
  2. Chicago
Newly remodeled 1BR! Only 5 MIN walk to BLUE LINE!
$106 per night
PLUS
  1. Entire guesthouse
  2. Chicago
Polk Street Coach House Apartment, Little Italy/Medical Dist
$103 per night
SUPERHOST
  1. Entire rental unit
  2. Chicago
Great location. Free parking.
$88 per night
SUPERHOST
  1. Entire guesthouse
  2. Oak Park
Coachhouse in central OP 4 blk to L
$89 per night
SUPERHOST
  1. Entire rental unit
  2. Cicero
108 Mid-Century Rustic Studio
$90 per night
SUPERHOST
  1. Entire townhouse
  2. Chicago
Cozy Garden Unit by Downtown & Blue Line Stop
$68 per night
PLUS
  1. Entire loft
  2. Chicago
Tea Studio in Wicker Park Spring Factory
$215 per night
PLUS
  1. Entire loft
  2. Forest Park
Walk to Oak Park from a Bright Madison Street Loft
$105 per night
SUPERHOST
  1. Private room
  2. Chicago
Spacious & Bright Private Room in Wicker Park
$36 per night
PLUS
  1. Entire rental unit
  2. Chicago
Checkerboard Studio with Private Outdoor Hot Tub and Yard
$101 per night
SUPERHOST
  1. Entire rental unit
  2. Chicago
CLEAN Cozy Vintage Chicago Apartment near Downtown
$68 per night
SUPERHOST
  1. Entire guesthouse
  2. Chicago
Boutique Guest House in Logan Square w/ King Bed
$69 per night