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

Gay and Gay-friendly Hotels in Shelter Island

alertPleaseselect datesto see availability and prices
See Ranking criteria
Friendly
Silver Sands Motel & Beach Bungalows
Silver Sands Motel & Beach Bungalows
Silver Sands Motel & Beach Bungalows
Silver Sands Motel & Beach Bungalows
Silver Sands Motel & Beach Bungalows
Approval 
Instant
Hotel room **** • 2.6 miles from Shelter Island
★ 5 (1)
Silver Sands Motel & Beach Bungalows
🏆 Pride Points x3
Wi-Fi • Parking • Private beach
Friendly
Southold Beach Motel
Southold Beach Motel
Southold Beach Motel
Southold Beach Motel
Southold Beach Motel
Approval 
Instant
Hotel room * • 4.2 miles from Shelter Island
★ 4.72 (1)
Southold Beach Motel
🏆 Pride Points x3
Wi-Fi • Parking
Friendly
Rams Head Inn
Rams Head Inn
Rams Head Inn
Rams Head Inn
Rams Head Inn
Approval 
Instant
Hotel room ** • Shelter Island
★ 4.64 (1)
Rams Head Inn
🏆 Pride Points x3
Wi-Fi • Parking • Private beach
Friendly
Sag Harbor Inn
Sag Harbor Inn
Sag Harbor Inn
Sag Harbor Inn
Sag Harbor Inn
Approval 
Instant
Hotel room *** • 5.1 miles from Shelter Island
★ 4.8 (1)
Sag Harbor Inn
🏆 Pride Points x3
Wi-Fi • Pool • Parking
Friendly
The Pridwin Hotel
The Pridwin Hotel
The Pridwin Hotel
The Pridwin Hotel
The Pridwin Hotel
Approval 
Instant
Hotel room **** • Shelter Island
★ 5 (1)
The Pridwin Hotel
🏆 Pride Points x3
Wi-Fi • Pool • Spa
Friendly
Historic White Blossom House
Historic White Blossom House
Historic White Blossom House
Historic White Blossom House
Historic White Blossom House
Approval 
Instant
Hotel room ** • 5 miles from Shelter Island
★ 4.64 (1)
Historic White Blossom House
🏆 Pride Points x3
Wi-Fi • Parking • Pets allowed
Friendly
The Menhaden Hotel
The Menhaden Hotel
The Menhaden Hotel
The Menhaden Hotel
The Menhaden Hotel
Approval 
Instant
Hotel room **** • 2.6 miles from Shelter Island
★ 5 (1)
The Menhaden Hotel
🏆 Pride Points x3
Wi-Fi • Parking • Pets allowed
Friendly
The Shoals Suites & Slips
The Shoals Suites & Slips
The Shoals Suites & Slips
The Shoals Suites & Slips
The Shoals Suites & Slips
Approval 
Instant
Hotel room **** • 3.4 miles from Shelter Island
★ 5 (1)
The Shoals Suites & Slips
🏆 Pride Points x3
Wi-Fi • Parking
Best rated LGBTQ+ hosts by our community in Shelter Island
#1
Acorn Room at Ober Oaks
Acorn Room at Ober Oaks
Acorn Room at Ober Oaks
Acorn Room at Ober Oaks
Acorn Room at Ober Oaks
LGBTQ Flag
J Mickey
Private room • East Hampton
★ 5 (2)
Acorn Room at Ober Oaks
Air conditioning • Heating • Dryer
#2
Hamptons Beach House with Pool
Hamptons Beach House with Pool
Hamptons Beach House with Pool
Hamptons Beach House with Pool
Hamptons Beach House with Pool
LGBTQ Flag
Carl and David
Private room • Hampton Bays
★ 5 (1)
Hamptons Beach House with Pool
Parking • Air conditioning • Kitchen
#3
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 4
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 4
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 4
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 4
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 4
LGBTQ Flag
John
Private room • Southold
★ 5 (1)
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 4
Breakfast included • Dedicated workspace • Hot tub
Friendly
Baron's Cove
Baron's Cove
Baron's Cove
Baron's Cove
Baron's Cove
Approval 
Instant
Hotel room **** • 5.1 miles from Shelter Island
★ 4.8 (1)
Baron's Cove
🏆 Pride Points x3
Breakfast included • Wi-Fi • Pool
Friendly
Sound View Greenport
Sound View Greenport
Sound View Greenport
Sound View Greenport
Sound View Greenport
Approval 
Instant
Hotel room *** • 3.5 miles from Shelter Island
★ 4.6 (1)
Sound View Greenport
🏆 Pride Points x3
Wi-Fi • Pool • Parking
Friendly
Hotel Moraine
Hotel Moraine
Hotel Moraine
Hotel Moraine
Hotel Moraine
Approval 
Instant
Hotel room **** • 3.5 miles from Shelter Island
★ 5 (1)
Hotel Moraine
🏆 Pride Points x3
Wi-Fi • Pool • Parking
Friendly
The Harbor Front Inn
The Harbor Front Inn
The Harbor Front Inn
The Harbor Front Inn
The Harbor Front Inn
Approval 
Instant
Hotel room *** • 2.6 miles from Shelter Island
★ 4.76 (1)
The Harbor Front Inn
🏆 Pride Points x3
Wi-Fi • Pool • Parking
"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: