Leader in Gay Travel for Ten Years
Icon symbolizing the community
Community
icon symbolizing "Become a host"
Become a host
Gay Travel Resources
Icon symbolizing "Sign Up"
Sign up
Icon symbolizing "Log In"
Log in
Explore Gay Accommodations in Shelter Island
Check-in
-
Checkout
1 guest, 1 bedroom
Search
Type of space
Entire Place
Hotel
Freshly Updated!
Price
clothing optional
Filters
Map
Please
select dates
to see availability and prices
See Ranking criteria
John
★ 5 as host
Private room • 5.5 miles from Shelter Island
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 1
Breakfast included • Dedicated workspace • Hot tub
See prices
John
★ 5 as host
Private room • 5.5 miles from Shelter Island
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 3
Breakfast included • Dedicated workspace • Air conditioning
See prices
Stephane
Entire place • 6.7 miles from Shelter Island
Fabulous home for large group near the beach. Sleep up to 12 adults
Dedicated workspace • Air conditioning • Kitchen
See prices
Wendy
★ 5 as host
Entire place • 7.8 miles from Shelter Island
Gorgeous East Hampton Getaway
Dedicated workspace • Parking • Pets allowed
See prices
John
★ 5 as host
Private room • 5.5 miles from Shelter Island
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 2
Breakfast included • Dedicated workspace • Hot tub
See prices
Fabio
Approval
Instant
Entire place • 13.4 miles from Shelter Island
Beautiful North Fork House w/Amazing Swimming Heated Pool
Host shares gay local tips • LGBTQ+ venues nearby • Dedicated workspace
See prices
Friendly
Approval
Instant
Entire place • Shelter Island
★
5 (1)
Shelter Island Retreat with Outdoor Pool!
🏆 Pride Points x3
Wi-Fi • Pool • Spa
See prices
Friendly
Approval
Instant
Hotel room ** • Shelter Island
★
4.64 (1)
Rams Head Inn
🏆 Pride Points x3
Wi-Fi • Parking • Private beach
See prices
Friendly
Approval
Instant
Hotel room **** • Shelter Island
★
5 (1)
The Pridwin Hotel
🏆 Pride Points x3
Wi-Fi • Pool • Spa
See prices
Friendly
Approval
Instant
Private room **** • 1.2 miles from Shelter Island
★
5 (1)
Seven - a boutique B&B on Shelter Island
🏆 Pride Points x3
Wi-Fi • Adult Only • Pool
See prices
Friendly
Approval
Instant
Private room **** • 1.2 miles from Shelter Island
★
4.64 (1)
House on Chase Creek
🏆 Pride Points x3
Wi-Fi • Parking
See prices
Friendly
Approval
Instant
Private room • 2.5 miles from Shelter Island
★
5 (1)
Harbor Knoll Bed and Breakfast
🏆 Pride Points x3
Wi-Fi • Pool • Parking
See prices
« First page
<
Page 2
>
Trustpilot