May half term holiday cottages
With a cool breeze and the hint of summer on its way, May is a wonderful time of year to discover a beautiful corner of the UK. Read more Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.
We've got 29 holiday cottages matching your search in Sussex...
7 nights from £519
Pump Cottage
57882 bedroom self-catering cottage in Rye.
Situated in the heart of Rye and just a short walk from the railway station, Pump Cottage is perfectly positioned for exploring this medieval town, 1066 country and the golden beac...
7 nights from £519
7 nights from £755
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 £755
7 nights from £612
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 £612
7 nights from £867
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 £867
7 nights from £661
Darjeeling Lodge
55982 bedroom, dog friendly self catering cottage near Rye.
If you're looking for a peaceful or romantic break in the heart of the Sussex countryside, then this is the place for you! Situated in Beckley, near the village of Broak Oak, Darje...
7 nights from £661
7 nights from £553
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 £553
7 nights from £2500
Costers Lodge
54903 bedroom, dog friendly self catering cottage in Midhurst.
Sitting in gorgeous countryside, this 100 year old luxury sandstone cottage is just a stone's throw from Cowdray House and only a five-minute drive from the centre of Midhurst. It'...
7 nights from £2500
7 nights from £666
North Barn at Pickeridge
52152 bedroom self catering cottage near Haywards Heath.
North Barn at Pickeridge is the perfect abode for couples and families. It sits in a secluded location on a 120 acre working farm in a beautiful valley between Ardingly and West Ho...
7 nights from £666
From £86 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 £86 per night
7 nights from £2475
Pickeridge Barn
52166 bedroom, dog friendly self catering home near Haywards Heath.
This newly converted and eco-friendly barn is rather unique, the perfect holiday home for those looking for a multi-family getaway in the heart of the Sussex countryside. Situat...
7 nights from £2475
With the summer holidays still out of reach and warmer weather on its way, why not take advantage of this lovely time of year and escape to Sussex. Travel solo, have a romantic getaway, or take advantage of some true family time and have a half term to remember in a cottage this half term, get ready to make memories you’ll keep forever.
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