116 Southold Vacation Rentals & Short Term Rentals

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Compare Southold vacation rentals from 10 rental sites including HomeAway, TripAdvisor, Booking.com and more, ranging from $57 to $7317 a night.

Information about Southold

Vacation Rentals in Southold

Save hundreds with a Tripping.com vacation rental and forget about the expensive hotel room. For the ultimate getaway trip, Southold offers 974 vacation home rentals for an affordable price to match your budget and accommodation needs. Book one now for an average price of $787 a night, or a long-term rental for an average price of $20826 a month.

These homes offer a range of amenities, giving you more bang for your buck. For those looking to stay in a corporate rental, 811 of Southold’s rentals offer high speed internet so you can easily keep in touch with your company or team. Go for a swim at one of the 380 properties complete with pool or jacuzzi, or relax with a night of cable TV in any of our 760 cozy homes.

Traveling with pets? Choose from 355 pet-friendly rentals in Southold for a quality experience. Tripping.com’s home rentals offer far more room and comfort than a hotel, providing a safe and spacious place for you and your furry buddy. Book instantly with properties marked “Instabook”, and check out our other listings now to find the perfect vacation home for you.

Search properties from 10 rental sites in Southold where the top providers in that area are HomeAway, TripAdvisor, and Booking.com. There are 801 HomeAway rentals, 99 TripAdvisor short term rentals and 40 Booking.com vacation rentals.