Find Southold Holiday Rentals

Holiday Rentals in Southold

When it comes to going on a break to Southold, you can go the traditional route with a hotel, or see things from a new, exciting perspective with your very own Southold holiday rental. The price difference alone makes it a tantalising prospect, as you’ll enjoy huge savings on nightly rates when you go for your own apartment, villa or cottage rather than a hotel stay. But there are so many other perks, beyond simply getting more bang for your buck. 

There’s the sense of instantly becoming a “local” to the area, rather than just a box-ticking tourist. From the moment you set foot through the front door, a holiday rental in Southold will become your home away from home, where you can relax in the living spaces and cook your own meals in the kitchen – perhaps with fresh, locally-sourced ingredients from a bustling food market close by.

The feeling of real privacy is another major benefit that comes with Southold holiday rentals. Whether you go for a sleek apartment, smart villa or cosy cottage, you won’t be in a busy tourist temple with hotel staff and other travellers around you all the time – you’ll have your own space where you can enjoy your holiday at your own pace. Have breakfast at your leisure at the kitchen table, chat over your list of must-dos in the living room, and then head out for hours of sightseeing before returning for your later afternoon siesta in a space which is truly your own.

You’ll also have a serious variety of possible pads to choose from. With ebookers, finding the right place is a doddle. You can search for contemporary apartments with sleek decor, ideal for a romantic getaway, or select a large villa where every member of the family gets to kick back in their own spacious bedroom.

To make it easier to pinpoint the exact right Southold holiday rental, you can use our map to find villas, cottages and apartments close to major landmarks and attractions, so you can choose to be in the thick of the action or in a more quiet and serene area. Just select your preferred travel dates and you’ll be able to find the best, most recently updated deals on Southold holiday rentals in moments.