Cottages for a five night break in Sussex
We have an exclusive handpicked collection of luxury cottages available for you to enjoy that precious time away in Sussex, so pick your next escape and get ready for a five night adventure.Read more
A five night break in the UK allows you the opportunity to extend your short break just that little bit longer, giving you that much desired extra time to explore the area, unwind a little more and make the most of your time off. With gorgeous properties in Cornwall, Devon, Somerset, Dorset, Sussex and the Isle of Wight, you have plenty of options to choose from...
We have 11 cottages available in Sussex available for five night breaks
7 nights from £366
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 £366
7 nights from £380
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 £380
Need more time? Reserve any cottage for up to 24 hours before booking.
24hr no commitment reservations
You can reserve your holiday dates on your favourite cottage for up to 24 hours. You might need to check with other guests in your party or simply consider whether this cottage is right for your holiday, either way we’re happy to give you the time to step away and mull over your options before paying a penny.
We’ll send you a reminder to see if you want it or not so you won’t lose out. Take time to think it over, you don’t have to rush your decision. Have a cup of tea and when you’re ready, hit the button to book your holiday and start looking forward to it.
7 nights from £406
The Tea Hut
44771 bedroom, dog-friendly self-catering cottage near Crowborough.
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...
7 nights from £406
7 nights from £645
Woodpeckers Cottage
44731 bedroom self-catering cottage near East Grinstead.
Woodpeckers is a luxury boutique-style holiday cottage perfect for couples wanting to relax in the Sussex countryside with easy access to country walks and nearby Ashdown Forest. ...
7 nights from £645
7 nights from £510
Medleys Barn
44762 bedroom, dog-friendly self-catering cottage near Crowborough.
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 £510
7 nights from £511
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 a sympathetically converted stable block, w...
7 nights from £511
7 nights from £511
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 a sympathetically converted stable block...
7 nights from £511
7 nights from £710
3 Little London Mews
43613 bedroom, dog-friendly self catering cottage in Chichester.
Nestled at the foot of the South Downs, in Chichester's Northern Quarter, this warm and welcoming townhouse is a simple walk to so much that this cosmopolitan and cultural haven ha...
7 nights from £710
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 £872
Danny Cottage
44583 bedroom thatched, dog-friendly self-catering cottage in Alfriston.
Danny Cottage is a beautiful Grade II Listed, 16th Century timber-framed thatched cottage situated in a rural position on the edge of Alfriston village. Purchased from the National...
7 nights from £872
7 nights from £1178
Whitehouse Farm
46704 bedroom, dog-friendly self catering cottage near Tunbridge Wells.
Whitehouse Farm is a wonderfully welcoming Victorian farmhouse perfect for families and friends looking to explore the Kent and Sussex countryside. Dog-friendly and in the High ...
7 nights from £1178