Looking for the perfect vacation rental for your Southold getaway? Tripping.com’s got your trip covered. Whether you’re seeking a villa, cabin or cottage, Southold offers 791 affordable homes to choose from, offering far more amenities, space and convenience than the average hotel room. Select from 596 properties with high-speed internet, 265 full with jacuzzi and pool, and homes complete with outdoor patio well-suited for a barbecue with loved ones. Whatever your needs, find the perfect rental that best matches your accommodation style and budget.
For travelers planning for an extended stay, long-term lodging and corporate rentals only cost an average of $25112 a month. Save hundreds with Tripping.com and even book instantly with properties marked “Instabook.” Southold has 791 gorgeous homes with 284 pet-friendly rentals to choose from, perfect for your furry friends. Check out our listings now to get the latest deals, and book the right vacation rental for you and the whole family. Feel at home wherever you are and experience an unforgettable vacation with Tripping.com.Search properties from 11 rental sites in Southold where the top providers in that area are HomeAway, TripAdvisor, and Booking.com. There are 608 HomeAway rentals, 78 TripAdvisor short term rentals and 73 Booking.com vacation rentals.