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Explore Gay Accommodations in Maywood

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Sunny & spacious Uptown bedroom w/ private bath
Sunny & spacious Uptown bedroom w/ private bath
Sunny & spacious Uptown bedroom w/ private bath
Sunny & spacious Uptown bedroom w/ private bath
Sunny & spacious Uptown bedroom w/ private bath
LGBTQ Flaglock
James
Private room • 11.5 miles from Maywood
★ 5 (131)
Sunny & spacious Uptown bedroom w/ private bath
Clothing optional accepted • Host shares gay local tips • LGBTQ+ venues nearby
Uptown private bedroom and bathroom
Uptown private bedroom and bathroom
Uptown private bedroom and bathroom
Uptown private bedroom and bathroom
Uptown private bedroom and bathroom
Fabul'HostLGBTQ Flaglock
Cameron
Private room • 11.2 miles from Maywood
★ 4.99 (108)
Uptown private bedroom and bathroom
Clothing optional accepted • Host shares gay local tips • LGBTQ+ venues nearby
Freshly Updated!
Comfy, Relaxing Private Bedroom easy to get to from O’Hare Airport
Comfy, Relaxing Private Bedroom easy to get to from O’Hare Airport
Comfy, Relaxing Private Bedroom easy to get to from O’Hare Airport
Comfy, Relaxing Private Bedroom easy to get to from O’Hare Airport
Comfy, Relaxing Private Bedroom easy to get to from O’Hare Airport
Fabul'HostLGBTQ Flaglock
Gabriel
Private room • 7.6 miles from Maywood
★ 4.99 (75)
Comfy, Relaxing Private Bedroom easy to get to from O’Hare Airport
Clothing optional accepted • Host shares gay local tips • Parking
Private Room near Andersonville
Private Room near Andersonville
Private Room near Andersonville
Private Room near Andersonville
LGBTQ Flaglock
JP
Private room • 10.9 miles from Maywood
★ 4.98 (53)
Private Room near Andersonville
Clothing optional accepted • Host shares gay local tips • LGBTQ+ venues nearby
Steps to Mag Mile, 2 BD, fast Wi-Fi, W&D
Steps to Mag Mile, 2 BD, fast Wi-Fi, W&D
Steps to Mag Mile, 2 BD, fast Wi-Fi, W&D
Steps to Mag Mile, 2 BD, fast Wi-Fi, W&D
Steps to Mag Mile, 2 BD, fast Wi-Fi, W&D
LGBTQ Flaglock
Clemente
Entire place • 11.1 miles from Maywood★ New
Steps to Mag Mile, 2 BD, fast Wi-Fi, W&D
Dedicated workspace • Air conditioning • Kitchen
Private Bed/Bath in Relaxed Gentleman's Space
Private Bed/Bath in Relaxed Gentleman's Space
Private Bed/Bath in Relaxed Gentleman's Space
Private Bed/Bath in Relaxed Gentleman's Space
Private Bed/Bath in Relaxed Gentleman's Space
Fabul'HostLGBTQ Flaglock
Joe
Private room • 11.1 miles from Maywood
★ 5 (46)
Private Bed/Bath in Relaxed Gentleman's Space
Host shares gay local tips • LGBTQ+ venues nearby • Gym 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
Heart of Andersonville Modern Private room, Home away from Home
Heart of Andersonville Modern Private room, Home away from Home
Heart of Andersonville Modern Private room, Home away from Home
Heart of Andersonville Modern Private room, Home away from Home
Heart of Andersonville Modern Private room, Home away from Home
Fabul'HostLGBTQ Flaglock
Tommy
Private room • 11.2 miles from Maywood
★ 5 (44)
Heart of Andersonville Modern Private room, Home away from Home
Clothing optional accepted • Host shares gay local tips • LGBTQ+ venues nearby
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
Clothing optional Chicago garden level in-law suite
Clothing optional Chicago garden level in-law suite
Clothing optional Chicago garden level in-law suite
Clothing optional Chicago garden level in-law suite
Clothing optional Chicago garden level in-law suite
LGBTQ Flaglock
Tony
Entire place • 10.3 miles from Maywood
★ 4.88 (41)
Clothing optional Chicago garden level in-law suite
Host shares gay local tips • Gym nearby • Air conditioning
stunning single-family home
stunning single-family home
stunning single-family home
stunning single-family home
stunning single-family home
LGBTQ Flaglock
Morgan
Entire place • 7.5 miles from Maywood★ New
stunning single-family home
Breakfast included • Dedicated workspace • Air conditioning
Spacious bedroom with private bath and sitting area in modern condo
Spacious bedroom with private bath and sitting area in modern condo
Spacious bedroom with private bath and sitting area in modern condo
Spacious bedroom with private bath and sitting area in modern condo
Spacious bedroom with private bath and sitting area in modern condo
LGBTQ Flaglock
Mike
Private room • 11.5 miles from Maywood
★ 4.97 (36)
Spacious bedroom with private bath and sitting area in modern condo
Clothing optional accepted • Air conditioning • Heating
RARELY LUXURY 2 BD DREAM
RARELY LUXURY 2 BD DREAM
RARELY LUXURY 2 BD DREAM
RARELY LUXURY 2 BD DREAM
RARELY LUXURY 2 BD DREAM
LGBTQ Flaglock
Petra
Entire place • 10 miles from Maywood★ New
RARELY LUXURY 2 BD DREAM
Dedicated workspace • Parking • Pets allowed
Lakeview Location, Location, Location!! (Parking Possible)
Lakeview Location, Location, Location!! (Parking Possible)
Lakeview Location, Location, Location!! (Parking Possible)
Lakeview Location, Location, Location!! (Parking Possible)
Lakeview Location, Location, Location!! (Parking Possible)
LGBTQ Flaglock
Roger
Private room • 10.9 miles from Maywood
★ 5 (29)
Lakeview Location, Location, Location!! (Parking Possible)
Host shares gay local tips • LGBTQ+ venues nearby • Gym nearby
Freshly Updated!
Walk to Andersonville Gay Bars, Theatre & Restaurants.
Walk to Andersonville Gay Bars, Theatre & Restaurants.
Walk to Andersonville Gay Bars, Theatre & Restaurants.
Walk to Andersonville Gay Bars, Theatre & Restaurants.
Walk to Andersonville Gay Bars, Theatre & Restaurants.
Fabul'HostLGBTQ Flaglock
Gerard
Private room • 12 miles from Maywood
★ 5 (32)
Walk to Andersonville Gay Bars, Theatre & Restaurants.
Clothing optional accepted • Host shares gay local tips • LGBTQ+ venues nearby
Freshly Updated!
Private bedroom + bathroom in 3 bdr condo
Private bedroom + bathroom in 3 bdr condo
Private bedroom + bathroom in 3 bdr condo
Private bedroom + bathroom in 3 bdr condo
Private bedroom + bathroom in 3 bdr condo
LGBTQ Flaglock
Baris
Private room • 11.1 miles from Maywood
★ 4.96 (23)
Private bedroom + bathroom in 3 bdr condo
Clothing optional accepted • Host shares gay local tips • Air conditioning
#1 Hotel
Welcoming
Chicago Getaway Hostel
Chicago Getaway Hostel
Chicago Getaway Hostel
Chicago Getaway Hostel
Chicago Getaway Hostel
Approval 
Instant
Hotel room *** • 10.7 miles from Maywood
★ 4.5 (4)
Chicago Getaway Hostel
🏆 Pride Points x3
Parking • Elevator • Smoking allowed
Booked 20 times
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