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 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.
Our exclusive ferry discounts will make your island trip with Classic plain sailing.
We've got 621 holiday cottages matching your search in the South West...
7 nights from £761
Seaview
54122 bedroom apartment with sea views in Ilfracombe, North Devon.
Perched high above the north Devon coastline, Seaview offers everything you could wish for, from fabulous interiors to beautiful styling and the cherry on top has to be the picture...
7 nights from £761
7 nights from £1690 *
Parc Brawse House
54315 bedroom, dog friendly cottage with sea views in The Lizard.
Blending the best of both classic and modern interiors, Parc Brawse House stands in an enviable position with near panoramic views of the Lizard peninsula. One of the most southerl...
7 nights from £1690 *
7 nights from £568
Cistus Cottage
54272 bedroom cottage near the beach near Port Isaac, North Cornwall.
Located close to the stunning north Cornish heritage coastline, famous for its pretty coastal villages, gorgeous beaches and Atlantic rollers, this utterly charming cottage is idea...
7 nights from £568
From £99 per night
Harvest Hut
5421Dog-friendly cabin with wood-fired hot tub near Totnes.
This fabulous hideaway is nestled within the most glorious countryside setting. Not only are you surrounded by the most magical countryside views and walks, this beautiful hut boas...
From £99 per night
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 £1322
Windsmeet
54263 bedroom, dog friendly cottage with sea views in St Mawes, Cornwall.
Enjoying far reaching views across the garden to the sea and St Anthony Head beyond, Windsmeet sits in an elevated position on an exclusive road just above the pretty fishing villa...
7 nights from £1322
7 nights from £2091
Primrose Hill
53564 bedroom, dog friendly cottage with sea views in St Mawes, Cornwall.
The picturesque harbour village of St Mawes, on the eastern side of the Fal Estuary, has long been one of Cornwall's most desirable and exclusive destinations. Situated on a privat...
7 nights from £2091
7 nights from £921
Harbour Retreat
53552 bedroom, dog friendly apartment with sea views in St Mawes.
Nestled in the heart of beautiful St Mawes on the Roseland peninsula, Harbour Retreat is a delightful apartment with a perfectly placed balcony overlooking the vibrant harbour and ...
7 nights from £921
7 nights from £516
Kerenza
53931 bedroom, dog friendly cottage near Porthleven, West Cornwall.
Kerenza is Cornish for love, and you will truly fall in love with this romantic nook found in peaceful, rural surroundings within the parish of Crowan and which sits well for both ...
7 nights from £516
7 nights from £718
Ivor's Barn
53622 bedroom, dog friendly holiday cottage near Marazion, West Cornwall.
Ivor's Barn is a gorgeous stone-built barn perched on a hillside above the small village of Gulval in the far west of Cornwall. Restful rural surroundings with an ancient village, ...
7 nights from £718
7 nights from £629
Pippins
53603 bedroom, dog friendly character cottage near Beaminster, Somerset.
Pippins is a picture postcard country cottage nestled in the charming Somerset village of North Perrott - not far from the Dorset border. This cosy home can cater for all of the fa...
7 nights from £629
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.
