Holiday cottages for September in South West
If Septembers past are anything to go by, this is often one of the loveliest months to enjoy a holiday cottage in South West.Read more
The beaches are still peachy, the sea's had all summer to warm up and the schools have gone back. So you can have more sand, more cliffs and more moor to yourself. Use the search options on the left to choose your holiday dates. We've got 899 holiday cottages in South West available for your September break.
We have 899 South West holiday cottages available in September.
7 nights from £549
Garden Cottage
21232 bedroom cottage near the beach near Marazion, West Cornwall.
Named appropriately for the beautifully maintained south-facing garden it overlooks and only a mile from the unspoilt seaside village of Perranuthnoe and spectacular coastal footpa...
7 nights from £549
7 nights from £581
The Pump House
20981 bedroom, dog friendly holiday cottage near Beaminster, Dorset.
Seize a unique opportunity and book a stay in this stunning converted pump house on the Somerset/Dorset border, close to the dramatic beaches and clifftop walks of the Jurassic Coa...
7 nights from £581
Be in the know… Sign up to our newsletter for holiday inspiration, offers and all things Classic.
7 nights from £598
Sixpenny Barn
20892 bedroom, dog friendly holiday cottage near St Ives, West Cornwall.
Located in sleepy Mulfra a rural hamlet close to Madron, Penzance you will find Sixpenny Barn. A superb single-storey semi-detached cottage, perfect for two or three lucky guests a...
7 nights from £598
7 nights from £495 *
The Cottage at Polgorran
20773 bedroom, rural holiday cottage near Mevagissey, South Cornwall.
Just minutes away from beautiful sandy beaches at Porthluney and Gorran Haven this lovely Grade II Listed cottage is perfect for those who appreciate the seamless blending of tradi...
7 nights from £495 *
7 nights from £509
Oak Leaf
20752 bedroom, rural holiday cottage in Beaworthy, North Devon.
Tucked deep in beautiful Devon countryside, offering woodland walks and coastal trips, Oak Leaf will delight discerning guests. Impeccably renovated, this semi-detached cottage ove...
7 nights from £509
7 nights from £1039 *
Daydream Cottage
20663 bedroom, dog friendly cottage near Port Isaac, Cornwall.
Set down a country lane only a few minutes’ drive from Port Isaac on the north coast of Cornwall, Daydream Cottage is just perfection. Beautifully furnished and presented to a high...
7 nights from £1039 *
7 nights from £538
Wadsbury Farm Cottage
20682 bedroom, rural holiday cottage near Lyme Regis, South Devon.
Wadsbury Farm Cottage is in a hilltop position in an east Devon Area of Outstanding Natural Beauty, with the coastal towns and fishing villages of Lyme Regis, Beer, Branscombe, Sid...
7 nights from £538
7 nights from £1752
The Ship House
20574 bedroom, dog friendly cottage near the beach near St Ives.
'Stunning retreat' is the perfect definition of The Ship House and its enclosed acre of private, well-established gardens and covered ponds. This lovely detached property lies ...
7 nights from £1752
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 £729 *
The Garden Apartment
20393 bedroom holiday apartment near the beach in Fowey, South Cornwall.
With a wonderful, heated, saltwater swimming pool - indoor but retractable walls and roof enable it to be open-air in hot weather - and minutes from sandy beaches and National Trus...
7 nights from £729 *
7 nights from £912
Kinsale
20363 bedroom thatched, dog friendly cottage with sea views in Cadgwith.
Arguably the most picturesque cove on the Lizard peninsula and still a thriving fishing community, friendly Cadgwith welcomes visitors all year round. At Kinsale, a pretty, deta...
7 nights from £912