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 876 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 876 South West holiday cottages available in September.
7 nights from £657
Oak Tree Cottage
57412 bedroom self catering cottage near Burford.
Oak Tree Cottage is a delightful semi-detached barn conversion and is nestled next to its neighbour, The Gallery (5756). The accommodation sleeps four guests and as you approach al...
7 nights from £657
7 nights from £702
The Gallery
57562 bedroom self catering cottage near Burford.
The Gallery is a super spacious, light and airy, semi-detached Cotswold barn. It has a fully equipped kitchen that leads through to an open plan sitting/dining-room, with a hugely ...
7 nights from £702
Greenawell Farm Cottages
7 nights from £1080
7 nights from £562
Horseshoe Cottage
57472 bedroom self catering cottage near Moretonhampstead, Dartmoor.
Welcoming a true Dartmoor gem! This charming semi-detached stone cottage nestles neatly within the grounds of Greenawell Farm, boasting oodles of space, homely touches, and a fabul...
7 nights from £562
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 £763 *
No 12
57383 bedroom, dog friendly cottage with sea views in Ilfracombe, Devon.
With views of Ilfracombe harbour framed by the gorgeous north Devon coastline, and where the sea meets the horizon, you've found not only a fabulous Victorian villa that has been s...
7 nights from £763 *
7 nights from £832
Bridge Cottage
57514 bedroom, dog friendly cottage with sea views near Truro, Cornwall.
A charming and tranquil creekside cottage making the perfect escape, allowing one to wind down and appreciate the simpler things in life. Days can be enjoyed at a slower pace, in a...
7 nights from £832
7 nights from £895
Kittiwake
57542 bedroom apartment with sea views near Whitsand Bay, South Cornwall
With wonderful views of the sea and a mere hop, skip and jump to the beach, come and immerse yourself in the coastal way of life at this stunning retreat in the seaside hamlet of P...
7 nights from £895
7 nights from £627
Gam Bridge Cottage
56392 bedroom self catering cottage near Port Isaac, North Cornwall.
Gam Bridge Cottage is an absolute gem! Set along a country lane in the heart of north Cornwall, it has been flawlessly renovated and impeccably styled to offer an extra special get...
7 nights from £627
7 nights from £513 *
Hay Barn
57482 bedroom self catering cottage near Penzance, West Cornwall.
Nestled in the tranquil hamlet of Mulfra in West Penwith, Hay Barn is a quaint single-storey cottage that exudes charm and character. Sleeping three guests in cosy comfort, you can...
7 nights from £513 *
7 nights from £950
Tower View
57352 bedroom self catering cottage in Broadway.
Situated in the highly desirable Cotswold village of Broadway, Tower View, a charming two bedroom annexe, is a delightful cottage and makes the perfect couple's retreat. Meticulous...
7 nights from £950
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!
