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Explore Gay Accommodations in Shady Side

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#1 Hotel
Welcoming
DoubleTree by Hilton Hotel Annapolis
DoubleTree by Hilton Hotel Annapolis
DoubleTree by Hilton Hotel Annapolis
DoubleTree by Hilton Hotel Annapolis
DoubleTree by Hilton Hotel Annapolis
Approval 
Instant
Hotel room **** • 9.9 miles from Shady Side
★ 4 (1)
DoubleTree by Hilton Hotel Annapolis
🏆 Pride Points x3
Wi-Fi • Pool • Parking
Fabulous, Super-Cute Beach House w/ Private Yard, Gym & Beach Passes
Fabulous, Super-Cute Beach House w/ Private Yard, Gym & Beach Passes
Fabulous, Super-Cute Beach House w/ Private Yard, Gym & Beach Passes
Fabulous, Super-Cute Beach House w/ Private Yard, Gym & Beach Passes
Fabulous, Super-Cute Beach House w/ Private Yard, Gym & Beach Passes
LGBTQ Flaglock
Blair
Entire place • 9.2 miles from Shady Side
Fabulous, Super-Cute Beach House w/ Private Yard, Gym & Beach Passes
Dedicated workspace • Parking • Pets allowed
House near the Chesapeake bay in beautiful neighborhood
LGBTQ Flaglock
Steven
★ 5 as guest
Private room • 15.1 miles from Shady Side
House near the Chesapeake bay in beautiful neighborhood
Hot tub • Air conditioning • Kitchen
Beautifully Renovated Historic Annapolis House
Beautifully Renovated Historic Annapolis House
Beautifully Renovated Historic Annapolis House
Beautifully Renovated Historic Annapolis House
Beautifully Renovated Historic Annapolis House
LGBTQ Flaglock
Christopher
★ 5 as guest
Private room • 9.4 miles from Shady Side
Beautifully Renovated Historic Annapolis House
Clothing optional accepted • Dedicated workspace • Parking
Welcoming
Luxe Chesapeake Bay Getaway Less Than 20 Mi to Annapolis!
Luxe Chesapeake Bay Getaway Less Than 20 Mi to Annapolis!
Luxe Chesapeake Bay Getaway Less Than 20 Mi to Annapolis!
Luxe Chesapeake Bay Getaway Less Than 20 Mi to Annapolis!
Luxe Chesapeake Bay Getaway Less Than 20 Mi to Annapolis!
Approval 
Instant
Entire place • Shady Side
★ 5 (1)
Luxe Chesapeake Bay Getaway Less Than 20 Mi to Annapolis!
🏆 Pride Points x3
Wi-Fi • Parking
Welcoming
Calloway Drive Retreat
Calloway Drive Retreat
Calloway Drive Retreat
Calloway Drive Retreat
Calloway Drive Retreat
Approval 
Instant
Entire place • 1.9 miles from Shady Side
★ 5 (1)
Calloway Drive Retreat
🏆 Pride Points x3
Wi-Fi • Parking
Welcoming
Grandma's Summer House Beverly Beach
Grandma's Summer House Beverly Beach
Grandma's Summer House Beverly Beach
Grandma's Summer House Beverly Beach
Grandma's Summer House Beverly Beach
Approval 
Instant
Entire place • 2.7 miles from Shady Side
Grandma's Summer House Beverly Beach
🏆 Pride Points x3
Wi-Fi • Parking • Pets allowed
Welcoming
Waterfront Getaway, Dock Your Boat & Play!
Waterfront Getaway, Dock Your Boat & Play!
Waterfront Getaway, Dock Your Boat & Play!
Waterfront Getaway, Dock Your Boat & Play!
Waterfront Getaway, Dock Your Boat & Play!
Approval 
Instant
Entire place • 3.1 miles from Shady Side
Waterfront Getaway, Dock Your Boat & Play!
🏆 Pride Points x3
Wi-Fi • Parking • Pets allowed
Welcoming
Searenity Stays
Searenity Stays
Searenity Stays
Searenity Stays
Searenity Stays
Approval 
Instant
Entire place • 3.4 miles from Shady Side
★ 5 (1)
Searenity Stays
🏆 Pride Points x3
Wi-Fi • Parking • Private beach
Welcoming
Gourmet Kitchen Family & Pet Friendly Residence!
Gourmet Kitchen Family & Pet Friendly Residence!
Gourmet Kitchen Family & Pet Friendly Residence!
Gourmet Kitchen Family & Pet Friendly Residence!
Gourmet Kitchen Family & Pet Friendly Residence!
Approval 
Instant
Entire place • 3.6 miles from Shady Side
Gourmet Kitchen Family & Pet Friendly Residence!
🏆 Pride Points x3
Wi-Fi • Parking • Pets allowed
Welcoming
Holly Hill Haven
Holly Hill Haven
Holly Hill Haven
Holly Hill Haven
Holly Hill Haven
Approval 
Instant
Entire place • 4 miles from Shady Side
Holly Hill Haven
🏆 Pride Points x3
Wi-Fi • Parking • Pets allowed
Welcoming
Coastal Edgewater Home with Private Hot Tub!
Coastal Edgewater Home with Private Hot Tub!
Coastal Edgewater Home with Private Hot Tub!
Coastal Edgewater Home with Private Hot Tub!
Coastal Edgewater Home with Private Hot Tub!
Approval 
Instant
Entire place • 4.1 miles from Shady Side
★ 5 (1)
Coastal Edgewater Home with Private Hot Tub!
🏆 Pride Points x3
Wi-Fi • Hot tub • Parking
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