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
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 South England. 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.
We've got 101 holiday cottages matching your search in the South of England...
7 nights from £864
Lower Buoys
54572 bedroom luxury apartment near the beach in Seaview, Isle of Wight.
Looking for buried treasure and an Island adventure? Look no further than this superb ground floor, luxury apartment in a premier destination, in the heart of Seaview. Enjoy beachs...
7 nights from £864
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 £145 per night
Lazydays Hideaway
53811 bedroom glamping Yurt with sea views and an outdoor bath near Ventnor, Isle of Wight.
Welcome to Lazydays Hideaway, enjoying far reaching sea views across Reeth Bay and beyond and nestled on a hillside at the southerly point of the Isle of Wight. Whether you wan...
From £145 per night
7 nights from £925
Rose Cottage
53043 bedroom self catering cottage near the beach in Hythe.
Rose Cottage is an enchanting Grade II Listed period property situated in the heart of Hythe within walking distance of the Royal Military Canal, the seafront, and local amenities....
7 nights from £925
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
7 nights from £772
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 £772
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 £673
Weald View Cottage
52842 bedroom self catering cottage near Maidstone.
Perfectly situated in the heart of the Kent countryside, this pretty semi-detached cottage with spectacular views across the Kent Weald is ideally located for walkers, couples and ...
7 nights from £673
Dovecote Garden
7 nights from £1504
From £135 per night
Little Oak Treehouse
5288Gorgeous dog friendly treehouse with a wood burner near Pulborough.
This gorgeous quirky treehouse situated just two hours from London, is the perfect escape for a romantic getaway. Truly unique and in a lovely part of West Sussex, it sits in a sec...
From £135 per night
From £93 per night
Douglas Fir
5290Dog friendly shepherds hut near Pulborough.
Hidden away in the West Sussex countryside yet just two hours from London, this luxury shepherd's hut offers a magical escape for two. Beautiful and handcrafted, it has all you ...
From £93 per night
