May Half Term Holiday Cottages
With a cool breeze and warm sunshine, May marks the start of summer and many happy times to come. Kick start your summer properly and hop in the car; a holiday in a luxury self-catering cottage awaits. Browse through our list of 872 available cottages and find your favourite. All of our cottages are handpicked; personally inspected and fully equipped so your holiday is the best it can be. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 872 cottages available for May half term
7 nights from £657
Nobby Nook
60061 bedroom, dog friendly self catering cottage near Battle.
This characterful gem, nestled in beautiful Sussex countryside, offers the perfect retreat for couples and solo travellers seeking a luxury escape. Nobby Nook is a lovingly conv...
7 nights from £657
7 nights from £1287
Barricane House
60834 bedroom, dog friendly cottage with sea views in Woolacombe, Devon.
Tucked away in the historic village of Mortehoe, semi-detached Barricane House is the perfect place to slow down, reconnect, and enjoy everything this spectacular coastline has to ...
7 nights from £1287
7 nights from £2133
No 5 Seaview Cottages
60503 bedroom, dog friendly cottage with sea views in Torquay, Devon.
Welcome to No 5 Seaview Cottages, a beautifully finished semi-detached cottage boasting unrivalled sea views across Babbacombe Bay and beyond. This fabulous retreat offers the very...
7 nights from £2133
7 nights from £935
Hill Top Cottage
60772 bedroom, dog friendly self catering cottage near Kirkby Lonsdale.
Cradled within the peaceful village of Barbon bordering both North Yorkshire and Cumbria, sits Hill Top Cottage. Rustic charm radiates from every burning log, every communal meal a...
7 nights from £935
7 nights from £486
Veryan
60921 bedroom apartment with sea views in Praa Sands, West Cornwall.
Veryan is a beautifully positioned studio apartment in Praa Sands offering a relaxed coastal escape just a 2-minute walk from the wide golden sands and rolling Atlantic surf. Altho...
7 nights from £486
7 nights from £1300
Magical Barn
59962 bedroom self catering cottage near Haltwhistle.
Magical Barn is nestled on the edge of the Dark Sky Park in Northumberland amid green hills and woodland and from the moment you step out of your car and turn the corner to catch y...
7 nights from £1300
7 nights from £1300
Magical Cottage
59972 bedroom self catering cottage near Haltwhistle.
Situated within a delightful courtyard surrounded by verdant landscapes, you'll find Magical Cottage. This beautifully converted single-storey former coach house, pairs its agricul...
7 nights from £1300
The Old Parsonage Barn
192A peaceful countryside hideaway for two beneath dark Manx skies
Tucked away in the quiet heart of St Judes, The Old Parsonage Barn is a peaceful countryside retreat designed with two in mind. Set against wide open fields and beneath some of the...
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 £3400
Haske Barton
60806 bedroom thatched, dog friendly home in Crediton, South Devon.
Welcome to Haske Barton, a beautiful 16th Century Devon Longhouse nestled in a quiet, countryside setting, with wonderful grounds and gardens to enjoy. This charming Grade II Liste...
7 nights from £3400
7 nights from £490
Cwtch y Rhos
60861 bedroom self catering cottage near the beach in Fishguard.
Escape to Cwtch y Rhos for a romantic getaway. Nestling within walking distance of the centre of the historic coastal town of Fishguard and the picturesque harbour of Lower Town, e...
7 nights from £490
Spend your days exploring deep, green countryside and skim stones across lazy streams. Follow the scent of salty air and head to the coast, spending long days on the beach flitting between soft sands and cool sea. Perch on a bench and watch as life goes by, before heading to a local restaurant to dine on fresh, local produce lovingly crafted and prepared by skilled hands. Then, when you've had your fill of exploring, turn your attention to relaxing. Throw yourself into the holiday spirit and land in your own private self-catering cottage, primed and ready for you. An early summer break in your own slice of paradise can give you the chance to unwind, catch up and settle into a slower, more considered rhythm.
Spend your May-Half Term in a Luxury Retreat
Whether you are looking for a solo retreat or want to bring the whole family away for a much-needed break, May half term provides ample opportunity to escape to greener grass for a while. However you'd like to spend your time, our cottages offer wide variety and consistent quality. Many of our cottages are dog-friendly too, meaning everyone can join in this May half term.