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John welcomes you!

6 WINERIES IN UNDER A MILE
NO CLEANING FEES
NO EXTRA PERSON FEES
FREE BIKES
FREE BEACH PASSES

We're a genuine, licensed B&B. Experience this ********-ready, newly renovated 1820 farmhouse. Your comfort and relaxation are our goal; designer flourishes are inside and out, filled with unique all-new furnishings. Our Salon features the latest in the arts: sculpture, painting, poetry, readings. Nothing has been overlooked.

We're a married gay couple in our early 60s and have settled in the North...

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John's accommodations

THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 1 - Picture 1
John's listing on misterb&b - Smoking Ballerina by @williamrand, courtesy of WILLOUGHBY
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 1 - Picture 3
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 1 - Picture 4
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 1 - Picture 5
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 1 - Picture 6
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 1 - Picture 7
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 1 - Picture 8
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 1 - Picture 9
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 1 - Picture 10
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 1 - Picture 11
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 1 - Picture 12
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 1 - Picture 13
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 1 - Picture 14
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 1 - Picture 15
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 1
Private room • Southold
Wi-Fi • Breakfast included • Dedicated workspace
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 3 - Picture 1
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 3 - Picture 2
John's listing on misterb&b - Smoking Ballerina by @williamrand courtesy of WILLOUGHBY
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 3 - Picture 4
John's listing on misterb&b - Portrait of Salvador Dali by Joe Gaffney courtesy of WILLOUGHBY
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 3 - Picture 6
John's listing on misterb&b - Art by @suzannahwainhouse, @renericard courtesy of WILLOUGHBY
John's listing on misterb&b - Art by @peterdayton courtesy of WILLOUGHBY
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 3 - Picture 9
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 3 - Picture 11
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 3 - Picture 12
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 3 - Picture 13
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 3 - Picture 14
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 3 - Picture 15
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 3 - Picture 16
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 3 - Picture 17
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 3 - Picture 18
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 3 - Picture 19
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 3
Private room • Southold
Wi-Fi • Breakfast included • Dedicated workspace
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 2 - Picture 1
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 2 - Picture 2
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 2 - Picture 3
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 2 - Picture 4
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 2 - Picture 5
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 2 - Picture 6
John's listing on misterb&b - Smoking Ballerina by @williamrand courtesy of WILLOUGHBY
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 2 - Picture 8
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 2 - Picture 9
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 2 - Picture 10
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 2 - Picture 11
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 2 - Picture 12
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 2 - Picture 13
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 2 - Picture 14
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 2 - Picture 15
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 2 - Picture 16
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 2 - Picture 17
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 2 - Picture 18
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 2 - Picture 19
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 2 - Picture 20
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 2
Private room • Southold
Wi-Fi • Breakfast included • Dedicated workspace
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5 reviews as host


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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, misterbnb, mrbnb or mr bnb.

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