Book Luxury Vacation Rentals in East Sussex

Standen Farm Lower

• 18 guests

• 9 bedrooms

Benenden, Kent

Spread over three buildings, this converted farm dates back to the 17th century and maintains plenty of historic charm. Designed specifically with families in mind, you can have a multi-generational shindig here – two guests have the dairy to themselves (with its ground floor bedroom, it's perfect for older couples), while the farmhouse, spread over three floors, can house up to twelve (with ten adults), and the granary up to ten (with six adults) – the latter two buildings have living areas, as well.

Rye Retreat

• 6 guests

• 2 bedrooms

Udimore, East Sussex

Sea views and a hot tub — need we say more? This dog-friendly stone cottage was once part of the late comedian Spike Milligan’s home and, while it can be rented alongside the adjoining cottage for larger groups, we think it makes an ideal self-contained retreat.

Tenterden Charm

• 4 guests

• 2 bedrooms

Tenterden, Kent

Known for its picturesque high street and proximity to the Kent coast and High Weald AONB, Tenterden is an excellent starting point for outdoor adventures. This cottage is just a short walk from the centre, putting shops, pubs, and eateries within easy reach.