Search Guest Houses in Southold from CA $170

Plan, book, stay with confidence

Be picky

Search almost a million properties worldwide

Treat yourself

Change your mind

Book hotels with free cancellation

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Browse Select Southold Guest Houses

"Very clean and quiet."

"Very clean, flexible, great communication and exceptional view"

CA $398 total

includes taxes & fees

Apr 15 - Apr 16

"Beautiful setting and big rooms close to ferry and town center. "

CA $195 total

includes taxes & fees

Apr 15 - Apr 16

"Perfect Great place"

CA $457 total

includes taxes & fees

Apr 20 - Apr 21

"Excellent one night stay."

CA $458 total

includes taxes & fees

Apr 15 - Apr 16

CA $469 total

includes taxes & fees

Apr 20 - Apr 21

"Right in the heart of Greenport Villiage "

CA $552 total

includes taxes & fees

Apr 20 - Apr 21

Save an average of 15% on thousands of hotels when you're signed in

Other property types in Southold

"We were in town for a wedding with small children in tow- the house was perfectly located for us to get to wedding events in under 10 minutes but do be aware that it’s on a busy road. The house is set back so there wasn’t too much traffic noise, especially with the window AC units going. You could walk to the beach, but be aware that it’s down the busy road as someone else mentioned. It wasn’t luxurious, but everything was clean and comfortable. I appreciated that towels and linens were provided...