East Sussex Cottages
With charming towns and villages, rolling countryside, gorgeous coast and fascinating history and heritage, a holiday in East Sussex has something for everyone. Explore the intriguing history of Battle and Hastings and enjoy the miles of rolling countryside for walks, including the magical Ashdown Forest.Read more
Hastings Country Park has over 600 acres of countryside to discover along with lots of wildlife spotting to be done! There’s plenty of coast to discover, from the seaside towns of Eastbourne to Brighton, both lovely spots for a day out, or Camber Sands for watersports and catching waves.
The charming town of Lewes is certainly worth a visit for its photogenic medieval streets and olde worlde beauty and the idyllic Rye is a wonderful choice for a day trip, where you can wander around the cobbled streets, pay a visit to Camber Castle and head to a vineyard for award winning sparkling wine. And don't forget to head to Mayfield, a delightful village known as the place where Mary Poppins was written in the 1930s! There you will find independent shops, historic buildings and plenty of places for a delicious bite to eat.
From romantic retreats for the two of you to a family holiday home, find a self catering cottage in East Sussex here...
We have 37 self catering cottages in East Sussex to show you...
7 nights from £524
The Cottage
51131 bedroom self catering apartment near Uckfield, Ashdown Forest
Enjoy the peaceful surroundings of The Cottage which is situated on the edge of Piltdown and south of the Ashdown Forest, a lovely property for couples looking for a romantic break...
7 nights from £524
7 nights from £588
Hill Farm Cottage
45561 bedroom self-catering cottage near Battle.
Situated in the High Weald Area of Outstanding Natural Beauty within easy reach of the coast, this beautifully crafted Sussex barn is the perfect retreat for couples looking for a ...
7 nights from £588
7 nights from £448
Sawmill Cottage
44251 bedroom, dog-friendly self-catering cottage in Royal Tunbridge Wells.
On the site of the 18th Century sawmill and on the common across the road from The Pantiles, Sawmill Cottage is ideally suited for couples wishing to explore the Royal Spa town of ...
7 nights from £448
7 nights from £483
Moorhen Cottage
45481 bedroom, dog friendly self catering cottage near Battle.
Moorhen Cottage is a single-storey barn situated in a rural location in the heart of an organic dairy farm in the hamlet of Wartling with views of the Pevensey marshes and the Sout...
7 nights from £483
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From £130 per night
Matilda
53801 bedroom, dog friendly self catering cabin near Battle.
This wonderful enchanting medieval-styled cabin is only a couple of hours from London, situated on land that was once part of the Battle Abbey Estate in 1066 country. If you're loo...
From £130 per night
7 nights from £1507
Acorn Barn
49634 bedroom, dog friendly self catering cottage in Alfriston.
This beautifully converted Sussex barn is an ideal staycation for get-togethers with family and friends in a rural location in the Cuckmere Valley and South Downs National Park. It...
7 nights from £1507
From £100 per night
Jessie
5231Luxury dog friendly Shepherds Hut near Battle.
Jessie is a gorgeous shepherd's hut situated two hours from London, tucked away down a long meandering path in a paddock between crab apple and cherry trees, with views of the Suss...
From £100 per night
7 nights from £494
The Pigeon House
51561 bedroom, dog friendly self catering cottage in Lewes.
The Pigeon House is a Grade II Listed, quirky, romantic, cute cottage for two, situated in the heart of Lewes with views of Anne of Cleves House. As you enter The Pigeon House t...
7 nights from £494
7 nights from £563
Castlemans Stables East
44212 bedroom, dog-friendly self-catering cottage near Battle.
In the heart of East Sussex's 1066 countryside and set within the High Weald Area of Outstanding Natural Beauty, Castlemans Stables East is one of a pair of sympathetically convert...
7 nights from £563
7 nights from £1058
Castlemans Coach House
51244 bedroom self catering cottage near Battle.
In the heart of 1066 country and within walking distance of the pretty village of Sedlescombe, this former coach house is the perfect place for families and friends looking for a l...
7 nights from £1058
Our property managers are local experts who handpick perfect places to stay.
Local experts
We scour the coast and country to winkle out bits worth sharing with you, the best properties in lovely locations. While we’re out and about, we gather together the best things to do so that you can start planning your holiday as soon as you’ve booked.
The ‘Explore Nearby’ tab on our cottage pages show what’s nearby along with relevant articles from our holiday guides from Notes and Stories, where you’ll find hand-written experiences of outings across the South and West, from dog-friendly pubs on the Isle of Wight to free things to do in south Devon and everything in between.
