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Explore Gay Accommodations in Chicago
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1 guest, 1 bedroom
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1
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Type of space
Entire Place
Hotel
gay district
Freshly Updated!
Price
clothing optional
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#1 Hotel
Friendly
Approval
Instant
Hotel room *** • Chicago
★
4.5 (4)
Chicago Getaway Hostel
🏆 Pride Points x3
Parking • Elevator • Smoking allowed
Booked 20 times
Freshly Updated!
Eric
Private room • Chicago
★
5 (8)
Large Private Bedroom in the Heart of Andersonville
Host shares gay local tips • LGBTQ+ venues nearby • Kitchen
Friendly
Approval
Instant
Private room • Chicago
★
3.75 (8)
Hollywood Rentals LLC
🏆 Pride Points x3
Wi-Fi
Booked 19 times
Sebastián
Private room • Chicago
★
5 (17)
Beautiful apartment full of light and good vibes in Lakeview :)
Host shares gay local tips • LGBTQ+ venues nearby • Gym nearby
Freshly Updated!
John
Private room • Chicago
★
5 (17)
Naked in Chicago. 20 min. to Boys Town. Access to CTA. 75" TV & Patio.
Clothing optional accepted • Host shares gay local tips • Breakfast included
#2 Hotel
Friendly
Approval
Instant
Hotel room **** • Chicago
★
4.67 (3)
Freehand Chicago
🏆 Pride Points x3
Wi-Fi • Parking • Gym
Booked 17 times
Freshly Updated!
Gerard
Private room • Chicago
★
5 (11)
Bears, Cubs & Admirers all Clothing Optional at The Polished Knob!
Clothing optional accepted • Host shares gay local tips • LGBTQ+ venues nearby
Brian
Private room • Chicago
★
5 (13)
Spacious Boystown Condo for You!
Clothing optional accepted • Host shares gay local tips • LGBTQ+ venues nearby
Saurin
Private room • Chicago
★
4.89 (9)
Conveniently located beautiful modern furnished condo!!
Air conditioning • Kitchen • Heating
Kevin
Private room • Chicago
★
4.92 (12)
2BR Condo near Jackhammer/Touche with free parking
Clothing optional accepted • Host shares gay local tips • LGBTQ+ venues nearby
David
Private room • Chicago
★
5 (9)
Great Chicago Vintage Moden Edgewater & Andersonville Location-T&T B&B
Clothing optional accepted • Host shares gay local tips • LGBTQ+ venues nearby
#3 Hotel
Friendly
Approval
Instant
Hotel room *** • Chicago
★
5 (2)
Best Western Plus Hawthorne Terrace Hotel
🏆 Pride Points x3
Wi-Fi • Hot tub • Parking
Booked 12 times
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