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 634 holiday cottages matching your search in the South West...
7 nights from £1482 *
Higher Trennal Farm
60234 bedroom, dog friendly holiday cottage near Penzance, West Cornwall.
Step back in time at Higher Trennal Farm, an historic Cornish home dating back to 1740. Once known as Trenwall, this characterful farmhouse has been lovingly rebuilt and restored o...
7 nights from £1482 *
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25% off
22 Dec 2025 - 29 Dec 2025
From £2020.50 £1515.38
7 nights from £837
Soul Surfer
60612 bedroom apartment with sea views in Newquay, North Cornwall.
The embodiment of the surfing spirit can be found at this stunning apartment, simply open the windows and hear the waves crashing on the shore on the iconic Fistral beach. Gaze out...
7 nights from £837
7 nights from £701 *
Swallow Cottage
60392 bedroom, dog friendly holiday cottage in Bideford, North Devon.
*During the Christmas/New Year period, bookings are available for a minimum of 12 guests staying in a minimum of two cottages.* Perched above a central courtyard with views acro...
7 nights from £701 *
7 nights from £571
Kingfishers
60351 bedroom, dog friendly holiday cottage near Shaftesbury, Dorset.
Great care and attention has been put into this barn conversion, resulting in a truly cosy, yet spacious retreat for couples or solo travellers to enjoy. Located in Gillingham in n...
7 nights from £571
7 nights from £840 *
The Gatehouse
60332 bedroom self catering cottage in Malmesbury.
If ever a property was the epitome of luxury town living, then The Gatehouse is it. Located in the historic market town of Malmesbury it provides the perfect base for couples or fa...
7 nights from £840 *
7 nights from £695 *
3 Kelly's Gardens
60562 bedroom, dog friendly cottage near the beach in St Ives, Cornwall.
Tucked away in the very heart of St Ives, 3 Kelly's Gardens is a charming two bedroom terraced cottage and is the perfect spot for couples or families looking to soak up the town's...
7 nights from £695 *
7 nights from £863
Darling Chestnut
60091 bedroom self catering cottage near Helford, West Cornwall.
Resting under the ancient chestnut tree, not far from the oak-lined banks of the Helford, this beautifully converted detached barn has been curated into a dreamy retreat for two lu...
7 nights from £863
7 nights from £1342
Starry Skies
60082 bedroom self catering cottage near Helford, West Cornwall.
Hidden away near the serene waters of the Helford River lies this thoughtfully renovated barn conversion and wild spa, where every detail has been crafted with care. From the soft-...
7 nights from £1342
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 £3373
Canonteign Cottage
60184 bedroom, dog friendly cottage near Bovey Tracey, South Devon.
Introducing you to the fabulous Canonteign Cottage. Nestled in the idyllic grounds of Canonteign Falls and located in the renowned Dartmoor National Park, this wonderful family hol...
7 nights from £3373
From £185 per night
The Barn at Great Eckworthy
60341 bedroom, dog friendly holiday cottage near Bideford, North Devon.
The Barn at Great Eckworthy is a stunning barn conversion, beautifully crafted and perfectly positioned in the rural hamlet of Buckland Brewer in the north Devon countryside yet on...
From £185 per night
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 West. 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.
