Holiday cottages for October in Sussex
Savour the crunch of leaves underfoot, the quiet beaches and the autumnal woodland with a holiday cottage in the UK for October half term. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We've got 23 holiday cottages matching your search in Sussex...
7 nights from £479
Carter's Cottage
60051 bedroom self catering cottage near Hailsham.
This cosy and well-appointed semi-detached country retreat sits on a working heavy horse farm, perfect for couples or solo travellers looking to unwind, reconnect and enjoy the slo...
7 nights from £479
From £85 per night
Isla Rose
5948Dog friendly shepherds hut near Pulborough.
This oh-so-romantic shepherd's hut for two lies in the beautiful countryside of West Sussex and offers an idyllic, peaceful escape that's dog friendly too. Just a mere two hours...
From £85 per night
Little Oak Farm
7 nights from £256
7 nights from £766
The Laundry
56502 bedroom, dog friendly self catering cottage near Polegate.
This retro-style retreat is the perfect place to relax, recharge and reconnect. It sits in the picturesque downland village of Jevington within the South Downs National Park, just ...
7 nights from £766
7 nights from £630
Hayesland Lodge
57001 bedroom, dog friendly self catering cottage near Rye.
This gem is situated in a peaceful and tranquil setting in a National Landscape (an Area of Outstanding Natural Beauty) with farmland views, a short drive from the coast and the me...
7 nights from £630
7 nights from £918
Beacon Hill Barn
56442 bedroom self catering cottage near Midhurst.
This gorgeous barn sits in the heart of the South Downs National Park providing an excellent base for all types of rural pursuits and is perfectly positioned for visiting the towns...
7 nights from £918
7 nights from £668
4 Church Square
55201 bedroom, dog friendly self catering cottage in Rye.
Welcome to this gorgeous Grade II Listed cottage situated along one of Rye's famous cobbled streets, perfect for couples looking to stay in the heart of Rye. As you enter this ...
7 nights from £668
Dovecote Garden
7 nights from £1382
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.
7 nights from £710
Heringaud Barn
52512 bedroom, dog friendly self catering cottage near Alfriston.
This peaceful retreat is situated in the sleepy picturesque village of West Dean in the heart of the South Downs National Park, a short distance from Cuckmere Haven and the Seven S...
7 nights from £710
From £85 per night
Cala Lily
5289Dog friendly shepherds hut near Pulborough.
With countryside views and just two hours from London, Cala Lily is a luxury shepherd's hut situated in the beautiful countryside of West Sussex and offers a dreamy escape where yo...
From £85 per night
We’re not promising, but you could be on the beach enjoying the best the South and West has to offer. And at this time of year you can also bring the dog, or grab your surfboard as the Atlantic swells start rolling in and the sea is still warm, well fairly! If stormy seas don’t float your boat, it is a great time to explore the many gardens and woodlands in the area as they put on golden autumnal coats for their end of year display. Bring the family during October half-term to relive memories of a spent summer or indulge in a luxury short break before the winter kicks in.