East Sussex Holiday Homes with Staff

We selected the 100 homes worth renting in this location

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Home spotlights in East Sussex

Rye Retreat

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.

Cri de Coeur

Cri de Coeur

  • 2 guests

  • 3 bedrooms

Winchelsea, England

A quintessentially English countryside escape, you may have seen this characterful 16th-century manor feature in the film Mr Holmes and more notably in season three of The Crown. In honour of such a humble appearance – we've named this home after the episode in which it features, titled "Cri de Coeur".

Foxglove Cottage

Foxglove Cottage

  • 6 guests

  • 3 bedrooms

Ashford, Kent

On the outskirts of pretty little Orlestone, this sixteenth-century Grade II-listed cottage is picture perfect – so much so that it was featured in the Wealden Times Lifestyle Magazine. Beyond the manicured gardens are comfy rooms packed with original features, ideal for hunkering down.

Silver Skies

Silver Skies

  • 6 guests

  • 2 bedrooms

Udimore, East Sussex

Nestled in a glorious garden offering fabulous views (and a small glimpse of the sea), this two-bedroom home is made with relaxation in mind. Enjoy lounging in the shade of the silver birch trees, fire up the barbecue for an al fresco feast, then hop in the hot tub and savour the scenery.


We selected the top 3% holiday homes in East Sussex Holiday Homes with Staff

Explore the 100 most perfect homes in our collection

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Most popular homes in East Sussex

Village Life

Village Life

  • 5 guests

  • 3 bedrooms

Newick, East Sussex

Standen Farm Lower

Standen Farm Lower

  • 18 guests

  • 9 bedrooms

Benenden, Kent

Camber Calling

Camber Calling

  • 8 guests

  • 4 bedrooms

Camber, Rye

The Greenshaw

The Greenshaw

  • 6 guests

  • 3 bedrooms

Westmeston, Hassocks

Hastings Hideaway

Hastings Hideaway

  • 13 guests

  • 4 bedrooms

Hastings, East Sussex

For A Moment

For A Moment

  • 6 guests

  • 3 bedrooms

Rye, East Sussex

Camber Sands

Camber Sands

  • 12 guests

  • 5 bedrooms

Camber, Rye

Seaford Rocks

Seaford Rocks

  • 4 guests

  • 2 bedrooms

Seaford, England

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Check upcoming rates & availability for East Sussex Holiday Homes with Staff


Frequently asked questions

Are you hoping for a stay in one of the best holiday homes with staff in East Sussex, England, United Kingdom? If so, you've definitely come to the right place. Reach out to our expert team who will happily arrange for staff to be present at your home in East Sussex, England, United Kingdom as an addition to your booking. Our Plum Guide homes come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Book today and enjoy a short extended stay. Should you need anything, our friendly team is on hand 24/7, so just ask.

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