Skip to content

Holiday rentals in North Side

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in North Side

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

Casa de Sueño/Private Bathroom/Near Train/Loyola
Private room · 2 guests · 2 beds · 1 private bathroom

Casa de Sueño/Private Bathroom/Near Train/LoyolaGuests room includes: Queen sized bed, a spacious desk with office supplies, Mini fridge flat screen TV with Apple TV with free Netflix, you can Stream movies/shows through your Apple device or use one of these converter apps to stream from android: https://letsview.com/mirror-android-to-apple-tv.html Also has an Amazon Firestick and HDMI hookup. Iron/board, closet w/ hangers, sharper image radio/speakers/cd player, basic office supplies. Printer in LR. Free parking with permits (ask).

Lincoln Square In-laws Suite: Private Entrance
SUPERHOST
Private room · 2 guests · 1 bed · 1 private bathroom

Lincoln Square In-laws Suite: Private EntranceGarden apartment room with private entrance and ensuite bathroom. All the amenities you'll need for either a work trip, city sightseeing, or just a comfy bed. Fast wifi, and a large desk for working away from home. P.S. You will most likely find a few beers from a Chicago brewery in the fridge.

Great location. Free parking.  One night available
SUPERHOST
Entire flat · 2 guests · 1 bed · 1 bathroom

Great location. Free parking. One night availableGreat location in Chicago's Wicker Park/Bucktown community. Fully furnished living room, bedroom with queen bed and bathroom. Internet, central heating/ac, small refrigerator, microwave, cable TV, dvd/Blu-ray, coffee maker. Small safe. Private free parking. One block from blue line (Division). From O’Hare via train – 35 min. 10 min to the city via blue line.

Holiday rentals for every style

Get the amount of space that is right for you.

  • Homes
  • Hotels
  • Unique stays

Popular amenities for North Side holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in North Side

SUPERHOST
  1. Entire flat
  2. Chicago
A laid-back studio few minutes from Wrigley Field
₹6,463 per night
SUPERHOST
  1. Private room
  2. Chicago
Bright Room with a Garden View
₹3,101 per night
SUPERHOST
  1. Entire guest suite
  2. Chicago
Private Suite w/ offstreet pkg, at Logan Sq Blu Ln
₹3,178 per night
SUPERHOST
  1. Entire flat
  2. Chicago
Logan Square/Avondale Chic Retreat W/Peloton Bike
₹5,814 per night
SUPERHOST
  1. Entire flat
  2. Chicago
Ravenswood Manor, Sleeps 4! Close to El and Parks
₹4,986 per night
SUPERHOST
  1. Entire loft
  2. Chicago
Lakeview Loft-Vintage Chicago, Modern Amenities
₹7,805 per night
SUPERHOST
  1. Entire guest suite
  2. Chicago
Gorgeous, cozy 1-bedroom Suite in Andersonville
₹5,500 per night
PLUS
  1. Entire flat
  2. Chicago
Cozy and Stylish Studio with Free Parking in Irving Park
₹6,181 per night
  1. Entire flat
  2. Chicago
Calming Edgewater Glen Sanctuary
₹5,888 per night
SUPERHOST
  1. Entire guest house
  2. Chicago
Boutique Guest House in Logan Square w/ King Bed
₹6,642 per night
SUPERHOST
  1. Entire apartment
  2. Chicago
Urban Comfort in the Heart of Chicago
₹6,914 per night
  1. Entire flat
  2. Chicago
Cool and Comfy First Floor in hoppin' Logan Square
₹6,233 per night

Nearby destinations