Holiday cottages for September in Pembrokeshire
If Septembers past are anything to go by, this is often one of the loveliest months to enjoy a holiday cottage in Pembrokeshire.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 37 holiday cottages in Pembrokeshire available for your September break.
Our exclusive ferry discounts will make your island trip with Classic plain sailing.
We have 37 Pembrokeshire holiday cottages available in September.
7 nights from £895 *
Penmorfa
55314 bedroom cottage with sea views near Newport, Pembrokeshire.
Choose this gorgeous, colonial-style beach house just yards from the enchanting sheltered cove at Cwm yr Eglws for your next break. Sitting above the hamlet, in a tranquil location...
7 nights from £895 *
7 nights from £1083
Driftwood Cottage
55122 bedroom self catering cottage near St Davids.
Heavenly Driftwood Cottage offers luxurious accommodation in a pretty hamlet, just a mile from the historic city of St Davids, with views across the rolling countryside towards the...
7 nights from £1083
7 nights from £798 *
Cae Cwsg
55044 bedroom cottage with sea views near Newport, Pembrokeshire.
Nestling in its own enchanting grounds, Cae Cwsg offers delightful versatile accommodation with spectacular views reaching across to the sea and the dramatic coastline beyond, very...
7 nights from £798 *
7 nights from £1507 *
Rose House
54984 bedroom, dog friendly holiday cottage with sea views near Pembroke.
Imagine relaxing in a heavenly, luxurious hot tub overlooking the shimmering expanse of the Haven Waterway, one of Pembrokeshire's most spectacular, idyllic views. Nestling in t...
7 nights from £1507 *
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 £925
West Cottage
54972 bedroom self catering cottage near Tenby.
Spoil yourselves with a stay in gorgeous West Cottage. Your private heated pool is waiting, followed by some luxurious time in the hot tub, taking in the fresh countryside air. Bei...
7 nights from £925
7 nights from £790 *
Beach Seekers
54894 bedroom, dog friendly self catering cottage near St Davids.
Choose Beach Seekers, just a short drive from twelve glorious sandy beaches, for the perfect stay in Pembrokeshire. The rolling surf and endless golden sands of Newgale, the neares...
7 nights from £790 *
7 nights from £1650 *
Seaholm
54685 bedroom, dog friendly cottage with sea views near St Davids.
A 5 star Visit Wales graded property, perfectly positioned to enjoy the mesmerising ocean views, just a stroll from the rolling surf and spectacular endless golden sands of Newgale...
7 nights from £1650 *
7 nights from £1304 *
Quay House
53723 bedroom self catering cottage with sea views in Fishguard.
Just over a mile from some of Pembrokeshire's most glorious beaches, soak up the enchanting estuary, sea and mountain views from spectacular Quay House, a fabulously renovated, sem...
7 nights from £1304 *
7 nights from £1245
Puffin Place
53013 bedroom self catering cottage near the beach in St Davids.
If you're a beach lover, a walker, a surfer, someone who loves exploring the great outdoors, has a passion for culture and heritage or you're simply looking for a peaceful retreat,...
7 nights from £1245
7 nights from £1387
The Fold
52194 bedroom, dog friendly cottage with sea views near St Davids.
Choose The Fold for an unforgettable Pembrokeshire holiday. Let the photos speak a thousand words. Immersed in the enchanting, unspoilt beauty of North Pembrokeshire, very near Abe...
7 nights from £1387
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!
