Cottages in Sussex
Sussex, a quick hop and a skip away from London so you can take a long weekend with ease. This corner of England has much to offer; the quiet of the countryside in stark contrast to city life, the coastal towns worth travelling just a little bit further for and the many fascinating landmarks and stunning gardens. Our office is set in the historic town of Battle, just opposite the Abbey, so do pop in and say hello when you visit!Read more
Explore Sussex
It's a part of our country that's inspired great artists and been home to many a famous figure in history - being so close to the capital makes it a hotspot for quick trips and weekend forays, romantic nights away from the noise of the city. But not only that, there's history and culture to uncover with this area being one of the best surviving medieval landscapes in northern Europe, criss-crossed by sunken droveways and small, steep-sided streams known as Gills. There are rare plant species to look out for, wildlife to spot and nuggets of iron to collect, leftover from the Roman and Tudor periods when it was the country's main iron-producing region.
Take walks through ancient woodlands or find yourself one of the award-winning vineyards this county is famed for, make your own way around the delightful towns and villages of the area or book into one of the many tourist attractions; the zoo, steam railway, Sky Tour and nature reserves galore. Actually, you might need longer than a long weekend to make the most of a holiday in Sussex!
Where to stay in Sussex
There's plenty of choices for your holiday in Sussex. Choose from a cottage just for the two of you, or something a little bigger if you're bringing the family and friends, in the lovely towns and villages of Buxted, Mayfield and Chichester. We even have some beautiful dog-friendly cottages that welcome the whole family, dogs included!
Our exclusive ferry discounts will make your island trip with Classic plain sailing.
We have 47 luxury self catering cottages in Sussex
7 nights from £588
Hill Farm Cottage
45561 bedroom self-catering cottage near Battle.
Situated in the High Weald National Landscape within easy reach of the coast, this beautifully crafted Sussex barn is the perfect retreat for couples looking for a relaxing break i...
7 nights from £588
Medleys Yard
7 nights from £582
From £76 per night
The Tea Hut
44771 bedroom, dog-friendly self-catering cottage near Crowborough and the Ashdown Forest.
The Tea Hut is situated up a private drive in High Hurstwood. Nestled in the picturesque Sussex countryside it is a great base from which to explore Ashdown Forest and the local to...
From £76 per night
7 nights from £506
Medleys Barn
44762 bedroom, dog-friendly self-catering cottage near Crowborough and the Ashdown Forest.
Medleys Barn in High Hurstwood is an ideal base for exploring Ashdown Forest or for visits to Glyndebourne. Once a cart barn on a well-established fruit farm, this charming barn co...
7 nights from £506
We’ve been raising the standards of self catering holidays since 1977.
Our family ethos
Tony and Clare Tregoning started the business back in 1977 and their dedication to quality and excellence is at the heart of everything we do. Tony is sadly no longer with us, but we still adhere to their original ethos of finding holiday homes we would like to stay in and have slowly grown the company to find the best picks of properties across the counties. Plus Clare still drops in to keep us on our toes.
As an independent, family-run company, we wouldn’t expect you to stay anywhere we wouldn’t want to stay ourselves. And we’re pretty picky. We want you to walk into your handpicked holiday home and say ‘wow’, sit back and relax.
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 £563
Castlemans Stables West
44222 bedroom, dog-friendly self-catering cottage near Battle.
Set within the High Weald Area of Outstanding Natural Beauty, in the heart of East Sussex's 1066 countryside, Castlemans Stables West is one of a pair of sympathetically converted ...
7 nights from £563
7 nights from £446
Poppets Cottage
42801 bedroom, dog-friendly self catering cottage in Buxted, East Sussex
Nestled in a peaceful setting and part of a former convent, Poppets Cottage is as charming as its name implies. Thoughtfully furnished in a country vintage style, this delightf...
7 nights from £446
