Skip to content

Holiday rentals in Boystown, Chicago

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Boystown, Chicago

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

Private room with private entrance in Boystown
SUPERHOST
Private room · 2 guests · 1 bed · 1 shared bathroom

Private room with private entrance in BoystownIn a home that was built in the 1890's, you'll feel like you are apart of history. Located in the heart of Boystown, and a quick walk to Wrigley, you will enjoy a private room with private entrance, private patio and private bathroom. You will have central air, wi-fi and tv. You will be just outside the main building where you will have access to the living room, kitchen and all the outdoor space. Unlimited coffee, tea, water is available, along with breakfast items and snacks throughout the day

Bright Room with a Garden View
SUPERHOST
Private room · 2 guests · 1 bed · 1 shared bathroom

Bright Room with a Garden ViewThis room is bright, cozy and offers a view of the garden and the main street in Boystown, Chicago. The main house is tucked into the back of the front yard. The room as a queen bed, a small closet and a shared bathroom with two girls. We have complimentary coffee, tea and water all day. You will be within walking distance of many bars and restaurants, and Wrigley Field. We also have heaters and a fire pit so you can enjoy being outdoors even as the weather starts to cool down.

Urban Comfort in the Heart of Chicago
SUPERHOST
Entire apartment · 3 guests · 2 beds · 1 bathroom

Urban Comfort in the Heart of ChicagoPRIVATE first floor of our duplex condo, with your own entrance/exit, 75" flatscreen TV, central heat/air, and an en-suite bathroom. We are in the middle of Chicago's vibrant Northside while still having the benefit of coming home to a tree lined one lane residential street. Please contact us with any questions at all before you book your stay.

Holiday rentals for every style

Get the amount of space that is right for you.

  • Homes
  • Hotels
  • Unique stays

Popular amenities for Boystown, Chicago holiday rentals

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

Other great holiday rentals in Boystown, Chicago

SUPERHOST
  1. Entire flat
  2. Chicago
1200 ft near everything; weekend, month or longer
  1. Entire apartment
  2. Chicago
2BR Lakeview Condo with Deck on a Quiet Street
  1. Entire guest suite
  2. Chicago
Charming Lakeview Suite Near Public Transportation
SUPERHOST
  1. Entire loft
  2. Chicago
Serenity & Coziness | Lincoln Park Garden Loft
  1. Entire apartment
  2. Chicago
Fully Furnished Studio + WiFi Amazing Deal!
  1. Entire flat
  2. Chicago
Brand New Renovated One Bed- Your Private Paradise
  1. Private room
  2. Chicago
Heart of Lakeview
  1. Entire flat
  2. Chicago
Great deal studio near main Chicago attractions
  1. Entire flat
  2. Chicago
Great 1B apt steps from Wrigleyfield - Boystown
  1. Entire flat
  2. Chicago
Well Lit Modern Complete 1BR Easy Walk to Shops
SUPERHOST
  1. Entire flat
  2. Chicago
Sleek and cool garden loft in Boystown Lakeview
  1. Entire flat
  2. Chicago
Cozy Modern Studio in Lakeview near Lincoln Park