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Explore Gay Accommodations in Maywood

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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 • 11.5 miles from Maywood
★ 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 • 9.2 miles from Maywood★ 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 **** • 11.1 miles from Maywood
★ 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 • 11.4 miles from Maywood
★ 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 • 10.7 miles from Maywood★ 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 • 10 miles from Maywood
★ 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 • 8 miles from Maywood
★ 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
lakefront condo
lakefront condo
lakefront condo
lakefront condo
lakefront condo
LGBTQ Flaglock
Padilla
Entire place • 10.3 miles from Maywood★ New
lakefront condo
Breakfast included • Dedicated workspace • Air conditioning
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 • 11.2 miles from Maywood
★ 5 (15)
Spacious Boystown Condo for You!
Clothing optional accepted • Host shares gay local tips • LGBTQ+ venues nearby
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 • 12 miles from Maywood
★ 5 (13)
Bears, Cubs & Admirers all Clothing Optional at The Polished Knob!
Clothing optional accepted • Host shares gay local tips • LGBTQ+ venues nearby
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 • 13 miles from Maywood★ New
Hyde Park Haven: Exquisite BNB
Dedicated workspace • Air conditioning • Kitchen
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 • 9.5 miles from Maywood
★ 4.89 (9)
Conveniently located beautiful modern furnished condo!!
Air conditioning • Kitchen • Heating
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 • 12.5 miles from Maywood
★ 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 • 8.5 miles from Maywood★ 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 *** • 11.1 miles from Maywood
★ 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 • 11.8 miles from Maywood
★ 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 • 11.1 miles from Maywood
★ 4.82 (11)
Boystown private bedroom in a comfy stylish setting
Clothing optional accepted • Host shares gay local tips • LGBTQ+ venues nearby
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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.

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