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
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We've got 12 holiday cottages matching your search in Pembrokeshire...
7 nights from £521 *
Ty Pinc
61423 bedroom, dog friendly holiday cottage near the beach in Cardigan.
Nestled in the quiet village of St Dogmaels (Llandudoch), one of Pembrokeshire's most picturesque coastal villages, Ty Pinc invites you in with warmth, offering a carefully restore...
7 nights from £521 *
7 nights from £441
Cwtch y Rhos
60861 bedroom, dog friendly holiday cottage near the beach in Fishguard.
Escape to Cwtch y Rhos for a romantic getaway. Nestling within walking distance of the centre of the historic coastal town of Fishguard and the picturesque harbour of Lower Town, e...
7 nights from £441
7 nights from £1250
High Cliff
57314 bedroom, dog friendly holiday cottage with sea views near Cardigan.
Located in the stunning hamlet of Gwbert, near Cardigan, directly opposite the shimmering water of the Teifi Estuary with far reaching, spectacular sea views across Cardigan Bay. H...
7 nights from £1250
7 nights from £852
Tal y Gaer
56562 bedroom, dog friendly cottage with sea views near Fishguard.
An enchanting, dog-friendly, original whitewashed farmhouse, sleeping four, nestling on Strumble Head peninsula in the magnificent Pembrokeshire Coast National Park. Take in the br...
7 nights from £852
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £759
Pen yr Onen
56333 bedroom apartment with sea views near Newport, Pembrokeshire.
Immersed in a National Landscape (formerly known as an Area of Outstanding Natural Beauty), just a short stroll from the enchanting, sheltered cove at Cwm yr Eglwys, soak up the se...
7 nights from £759
7 nights from £662
Pops Cottage
50122 bedroom, dog friendly cottage near the beach near St Davids.
If you fancy an idyllic retreat, nestling amongst many glorious beaches, the Pembrokeshire Coastal Path and the pastoral splendour of the St Davids' peninsula, Pops Cottage offers ...
7 nights from £662
7 nights from £943 *
Happy Place (Dedwyddfa)
49294 bedroom, dog friendly cottage with sea views near St Davids.
A 4 star Visit Wales graded property with spectacular sea views, you will find this treasure of a traditional beamed Pembrokeshire cottage nestling at the end of a quiet lane. Bein...
7 nights from £943 *
7 nights from £836 *
Swn Y Mor (Sound of the Sea)
48933 bedroom, dog friendly cottage with sea views near St Davids.
Swn y Mor is the perfect traditional Pembrokeshire stone cottage, nestling in the pretty coastal village of Trefin. In an Area of Outstanding Natural Beauty in the Pembrokeshire Co...
7 nights from £836 *
7 nights from £841 *
To the Lighthouse
48183 bedroom, dog friendly self catering cottage near the sea near Dale.
Be surrounded by the dramatic Pembrokeshire coastline, enchanting sea views and the spellbinding sound of the sea at the extraordinary To the Lighthouse. This is a dream location t...
7 nights from £841 *
7 nights from £610
Officers' Mess
47601 bedroom dog friendly cottage with a hot tub close to St Brides beach and Little Haven
Wander back to the 1940s with a stay in 'The Radar Rooms'. Uncover something magical, exquisite coastlines, rolling surf, tumbling hills and fairy tale landscapes whilst staying in...
7 nights from £610
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!
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 Pembrokeshire. 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.
