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 881 holiday cottages in South West available for your September break.
Our exclusive ferry discounts will make your island trip with Classic plain sailing.
We have 881 South West holiday cottages available in September.
7 nights from £1103
Rose Cottage
53733 bedroom holiday cottage with sea views in St Mawes, South Cornwall.
Located in one of the most sought-after elevated positions in the fishing village of St Mawes and enjoying spectacular views, you will find a very special welcome at Rose Cottage. ...
7 nights from £1103
7 nights from £1110
Seymour Barn
53142 bedroom, dog friendly barn conversion in Bridport, Dorset.
With the bustling market town of Bridport within striking distance, this beautiful barn conversion is the perfect home-away-from-home. A delightful spot to explore all the beauty a...
7 nights from £1110
7 nights from £768 *
The Swallows
52943 bedroom, dog friendly holiday cottage near Chagford, Dartmoor.
The Swallows, a fabulous rural retreat awaits. Nestled in the most picturesque countryside, surrounded by the most special sights and sounds mother nature can offer, along with bei...
7 nights from £768 *
7 nights from £653
Shar Mar
53512 bedroom self catering cottage near Falmouth, West Cornwall.
A lovely dormer bungalow set within large, mature garden found in the heart of the charming village of Constantine. This property offers a home-from-home experience for families or...
7 nights from £653
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 £675
The Dovecote
53611 bedroom self catering cottage near Chippenham.
Peaceful, tranquil and surrounded by gorgeous greenery, welcome to The Dovecote. The clue is in the name, this pretty little hideaway is perfect for a romantic getaway and has been...
7 nights from £675
7 nights from £718
September Cottage
53292 bedroom, dog friendly cottage near the beach near St. Mawes
Nestled in the heart of the charming Roseland village of St Mawes, September Cottage is a delightful holiday abode, perfectly placed just moments away from the gorgeous beaches and...
7 nights from £718
7 nights from £717
Lofty Heights
53371 bedroom holiday apartment with sea views in Shaldon, South Devon.
Looking for that special retreat for two, if so, welcome to Lofty Heights which is nestled in the very sought-after village of Shaldon, just moments from a fabulous sandy beach and...
7 nights from £717
7 nights from £915 *
The Retreat
53383 bedroom holiday apartment with sea views in Shaldon, South Devon.
Welcome to The Retreat, a gorgeous family holiday home, nestled in the beautiful village of Shaldon. Shaldon and The Retreat offer something special for all ages, from the sandy be...
7 nights from £915 *
7 nights from £514
Green Place
53131 bedroom, dog friendly cottage within walking distance of the cathedral in Wells, Somerset.
Wind your way through the historic streets of Wells to find Green Place nestling in a quiet mews offering a romantic getaway. With a vibrant and bustling high street, the city of W...
7 nights from £514
7 nights from £672 *
Bythmoy
52183 bedroom, dog friendly holiday cottage near Penzance, West Cornwall.
Surrounded by tranquil countryside and in one of the best places in the world to view the sky at night, Bythmoy is a fabulous cottage which marries traditional features with contem...
7 nights from £672 *
We’re here to help you find your perfect place to stay 7 days a week.
Open 7 days a week
Call our office on 01326 555555, email hello@classic.co.uk or click on the live chat button in the bottom right of the screen to talk directly to someone who can help with choosing your holiday. If you have any questions or need a hand with the booking process, we’re happy to help.
After booking your holiday with us, you’ll receive your holiday details two weeks before your holiday. This also includes our emergency out of hours phone number for when the office is closed, so we’re never more than a phone call away!
