99 Southold Holiday Rentals

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Compare Southold holiday 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

Looking for a vacation rental in Southold? Tripping.com has 824 rental homes available in Southold. Potential renters will find 5 studios, 100 1-bedroom, 82 2-bedroom and 637 rentals with 3 or more bedrooms ranging from $57 a night to $7317 a night. Many of these properties are instantly bookable.

The average price of a nightly rental in Southold is $742 while the average price of a weekly rental is $5305. For those looking for more than a short term rental such as corporate rentals, extended stays or long term rentals, the average monthly price of a Southold home is $25139.

Wondering if you can bring your favorite dog or cat with you? We have 294 pet friendly vacation rentals available for you. In addition to accommodating pets, Southold rentals offer a variety of amenities. In particular, 629 rentals have internet and wifi, 632 have TV and/or cable and 287 have a pool or hot tub.

Search properties from 10 rental sites in Southold where the top providers in that area are HomeAway, TripAdvisor, and Booking.com. There are 641 HomeAway rentals, 78 TripAdvisor short term rentals and 73 Booking.com vacation rentals.