misterb&b logo
Leader in Gay Travel for Ten Years
Icon symbolizing the community
Community
icon symbolizing "Become a host"Become a host

Explore Gay Accommodations in Oak Park

alertPleaseselect datesto see availability and prices
See Ranking criteria
Freshly Updated!
Large Private Bedroom in the Heart of Andersonville
Large Private Bedroom in the Heart of Andersonville
Large Private Bedroom in the Heart of Andersonville
Large Private Bedroom in the Heart of Andersonville
Large Private Bedroom in the Heart of Andersonville
Fabul'HostLGBTQ Flaglock
Eric
Private room • 9 miles from Oak Park
★ 5 (10)
Large Private Bedroom in the Heart of Andersonville
Host shares gay local tips • LGBTQ+ venues nearby • Kitchen
Olga crib
Olga crib
Olga crib
Olga crib
Olga crib
LGBTQ Flaglock
Olga
Entire place • 6.2 miles from Oak Park★ New
Olga crib
Breakfast included • Dedicated workspace • Air conditioning
#1 Hotel
Friendly
Freehand Chicago
Freehand Chicago
Freehand Chicago
Freehand Chicago
Freehand Chicago
Approval 
Instant
Hotel room **** • 8.1 miles from Oak Park
★ 4.67 (3)
Freehand Chicago
🏆 Pride Points x3
Wi-Fi • Parking • Gym
Booked 19 times
Friendly
Hollywood Rentals LLC
Hollywood Rentals LLC
Hollywood Rentals LLC
Hollywood Rentals LLC
Hollywood Rentals LLC
Approval 
Instant
Private room • 9 miles from Oak Park
★ 3.75 (8)
Hollywood Rentals LLC
🏆 Pride Points x3
Wi-Fi
Booked 19 times
Lake Shore Drive.
Lake Shore Drive.
Lake Shore Drive.
Lake Shore Drive.
Lake Shore Drive.
LGBTQ Flaglock
Burchfield
Entire place • 7.7 miles from Oak Park★ New
Lake Shore Drive.
Breakfast included • Dedicated workspace • Air conditioning
Beautiful apartment full of light and good vibes in Lakeview :)
Beautiful apartment full of light and good vibes in Lakeview :)
Beautiful apartment full of light and good vibes in Lakeview :)
Beautiful apartment full of light and good vibes in Lakeview :)
Beautiful apartment full of light and good vibes in Lakeview :)
LGBTQ Flaglock
Sebastián
Private room • 7.2 miles from Oak Park
★ 5 (17)
Beautiful apartment full of light and good vibes in Lakeview :)
Host shares gay local tips • LGBTQ+ venues nearby • Gym nearby
Freshly Updated!
20 min 2 Boys Town EZ O'Hare Downtown, United Center, 50% Mo. Discount
20 min 2 Boys Town EZ O'Hare Downtown, United Center, 50% Mo. Discount
20 min 2 Boys Town EZ O'Hare Downtown, United Center, 50% Mo. Discount
20 min 2 Boys Town EZ O'Hare Downtown, United Center, 50% Mo. Discount
20 min 2 Boys Town EZ O'Hare Downtown, United Center, 50% Mo. Discount
LGBTQ Flaglock
John
Private room • 5 miles from Oak Park
★ 5 (17)
20 min 2 Boys Town EZ O'Hare Downtown, United Center, 50% Mo. Discount
Clothing optional accepted • Host shares gay local tips • Breakfast included
Spacious Boystown Condo for You!
Spacious Boystown Condo for You!
Spacious Boystown Condo for You!
Spacious Boystown Condo for You!
Spacious Boystown Condo for You!
LGBTQ Flaglock
Brian
Private room • 8.4 miles from Oak Park
★ 5 (15)
Spacious Boystown Condo for You!
Clothing optional accepted • Host shares gay local tips • LGBTQ+ venues nearby
lakefront condo
lakefront condo
lakefront condo
lakefront condo
lakefront condo
LGBTQ Flaglock
Padilla
Entire place • 7.4 miles from Oak Park★ New
lakefront condo
Breakfast included • Dedicated workspace • Air conditioning
Freshly Updated!
Bears, Cubs & Admirers all Clothing Optional at The Polished Knob!
Bears, Cubs & Admirers all Clothing Optional at The Polished Knob!
Bears, Cubs & Admirers all Clothing Optional at The Polished Knob!
Bears, Cubs & Admirers all Clothing Optional at The Polished Knob!
Bears, Cubs & Admirers all Clothing Optional at The Polished Knob!
Fabul'HostLGBTQ Flaglock
Gerard
Private room • 9.6 miles from Oak Park
★ 5 (13)
Bears, Cubs & Admirers all Clothing Optional at The Polished Knob!
Clothing optional accepted • Host shares gay local tips • LGBTQ+ venues nearby
Conveniently located beautiful modern furnished condo!!
Conveniently located beautiful modern furnished condo!!
Conveniently located beautiful modern furnished condo!!
Conveniently located beautiful modern furnished condo!!
Conveniently located beautiful modern furnished condo!!
LGBTQ Flaglock
Saurin
Private room • 6.4 miles from Oak Park
★ 4.89 (9)
Conveniently located beautiful modern furnished condo!!
Air conditioning • Kitchen • Heating
Hyde Park Haven: Exquisite BNB
Hyde Park Haven: Exquisite BNB
Hyde Park Haven: Exquisite BNB
Hyde Park Haven: Exquisite BNB
Hyde Park Haven: Exquisite BNB
LGBTQ Flaglock
Gloria
Entire place • 10.5 miles from Oak Park★ New
Hyde Park Haven: Exquisite BNB
Dedicated workspace • Air conditioning • Kitchen
2BR Condo near Jackhammer/Touche with free parking
2BR Condo near Jackhammer/Touche with free parking
2BR Condo near Jackhammer/Touche with free parking
2BR Condo near Jackhammer/Touche with free parking
2BR Condo near Jackhammer/Touche with free parking
LGBTQ Flaglock
Kevin
Private room • 10.2 miles from Oak Park
★ 4.92 (12)
2BR Condo near Jackhammer/Touche with free parking
Clothing optional accepted • Host shares gay local tips • LGBTQ+ venues nearby
Relax stylish retreat in chicago
Relax stylish retreat in chicago
Relax stylish retreat in chicago
Relax stylish retreat in chicago
Relax stylish retreat in chicago
LGBTQ Flaglock
Mhand
Entire place • 5.4 miles from Oak Park★ New
Relax stylish retreat in chicago
Gym nearby • Dedicated workspace • Air conditioning
#2 Hotel
Friendly
HI Chicago Hostel
HI Chicago Hostel
HI Chicago Hostel
HI Chicago Hostel
HI Chicago Hostel
Approval 
Instant
Hotel room *** • 8.1 miles from Oak Park
★ 4.67 (3)
HI Chicago Hostel
🏆 Pride Points x3
Wi-Fi • Elevator • Wheelchair accessible
Booked 13 times
Great Chicago Vintage Moden Edgewater & Andersonville Location-T&T B&B
Great Chicago Vintage Moden Edgewater & Andersonville Location-T&T B&B
Great Chicago Vintage Moden Edgewater & Andersonville Location-T&T B&B
Great Chicago Vintage Moden Edgewater & Andersonville Location-T&T B&B
Great Chicago Vintage Moden Edgewater & Andersonville Location-T&T B&B
LGBTQ Flaglock
David
Private room • 9.3 miles from Oak Park
★ 5 (9)
Great Chicago Vintage Moden Edgewater & Andersonville Location-T&T B&B
Clothing optional accepted • Host shares gay local tips • LGBTQ+ venues nearby
Boystown private bedroom in a comfy stylish setting
Boystown private bedroom in a comfy stylish setting
Boystown private bedroom in a comfy stylish setting
Boystown private bedroom in a comfy stylish setting
Boystown private bedroom in a comfy stylish setting
LGBTQ Flaglock
Baldiserra
Private room • 8.2 miles from Oak Park
★ 4.82 (11)
Boystown private bedroom in a comfy stylish setting
Clothing optional accepted • Host shares gay local tips • LGBTQ+ venues nearby
"Excellent" ontrustpilot•👬 1M travelers•🏆 Rewards program•🌈 Support NGOs
Help
Explore
Gay travel
Gay beaches
Gay guides
Gay hotels
Gay Pride
Gay clothing optional
Tags
Pride
Social impact & sustainability
Mister for good
Fighting Discrimination
misterb&b
About us
Jobs
Press
Affiliates
Investors
Legal Notice
Terms and Privacy
About Reviews
Ranking criteria
Marketplace characteristics
misterb&b reviews
DPA
Public Authorities
Contact & Help
Need information? Consult our Help Center.
Receive gay travel tips & discounts. Subscribe now!
As featured in:
cnn
forbes
huff post
usa today
queerty
new york times

With misterb&b, experience a more welcoming world. From private rooms and apartments to LGBTQ-friendly hotels and LGBTQ+ vacation rentals, you have the option to stay in the heart of gay districts as well as other neighborhoods in the places you visit. A loft in Soho, a shared room in Barcelona or the Castro, a gay-friendly hotel in Le Marais or in Chelsea, experience misterb&b in all worldwide gay travel destinations! Activate weere on your profile and connect with other misterb&b travelers at your destination city or hotel! Problems with misterb&b? Please refer to our Help Center. And whether you type gay bnb, gaybnb, mister b&b, mrb&b, mister b and b or misterbandb when you search for us, there's only one misterb&b! misterb&b is not affiliated, endorsed, or otherwise associated with Airbnb, neither with misterbnb, mrbnb or mr bnb.

Secure payments: