May Half Term Holiday Cottages in Wales

May Half Term Holiday Cottages in Wales

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 43 holiday cottages matching your search in Wales...

Blaen is a 2 bedroom cottage near the beach near Newport, Pembrokeshire.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £983 booking fees included

Blaen

6183

2 bedroom cottage near the beach near Newport, Pembrokeshire.


Nestled close to the picturesque hamlet and sheltered cove of Cwm yr Eglwys on the stunning north Pembrokeshire coast, this gorgeous recently renovated two-bedroom cottage offers a...

  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £983

Canol is a 3 bedroom holiday cottage near the beach near Newport, Pembrokeshire.
  • Sleeps 5 + cot
  • No pets
  • Changeover Fri

7 nights from £1016 booking fees included

Canol

6184

3 bedroom holiday cottage near the beach near Newport, Pembrokeshire.


An unforgettable Pembrokeshire holiday awaits in this exceptional retreat, nestling in the Pembrokeshire Coast National Park, within a mile of the pretty sheltered cove at Cwm yr E...

  • Sleeps 5 + cot
  • No pets
  • Changeover Fri

7 nights from £1016

Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.

Out West Pembrokeshire is a 7 bedroom home near the beach near Newport, Pembrokeshire.
  • Sleeps 13 + 3 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £2583 booking fees included

Out West Pembrokeshire

6185

7 bedroom home near the beach near Newport, Pembrokeshire.


Nestled within the spectacular landscape of north Pembrokeshire, this collection of three gorgeous, beautifully restored Welsh cottages, with two wood-fired hot tubs and a sauna, o...

  • Sleeps 13 + 3 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £2583

Nol is a 2 bedroom holiday cottage near the beach near Newport, Pembrokeshire.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £1049 booking fees included

Nol

6182

2 bedroom holiday cottage near the beach near Newport, Pembrokeshire.


Welcome to Nol, a beautifully restored Welsh cottage, offering a wood-fired hot tub and outdoor sauna, nestling near Cwm yr Eglwys beach on the spectacular north Pembrokeshire coas...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £1049

British Travel Awards 2025 - Best Company For UK Holiday Home Rentals Logo

British Travel Awards 2025
Best company for UK holiday home rentals

Juniper is a Luxury shepherds hut with an outdoor bath in Wales.
  • Sleeps 2
  • No pets
  • Changeover Fri

From £66 per night + £53 booking fees

Juniper

6133

Luxury shepherds hut with an outdoor bath in Wales.


Surrounded by the rolling landscapes of Wales, Juniper is a secluded hideaway where rustic charm meets modern comfort. Thoughtfully designed for slow living, it offers the perfect ...

  • Sleeps 2
  • No pets
  • Changeover Fri

From £66 per night

Rheidiol Cottage is a 3 bedroom self catering cottage near the beach in St Davids.
  • Sleeps 5 + cot
  • No pets
  • Changeover Sat

7 nights from £2063 booking fees included

Rheidiol Cottage

6149

3 bedroom self catering cottage near the beach in St Davids.


Let your next coastal adventure begin in splendid Rheidiol Cottage. Set in the heart of enchanting St Davids, on Wales' breathtaking Pembrokeshire coast, soak up the mystical vibe,...

  • Sleeps 5 + cot
  • No pets
  • Changeover Sat

7 nights from £2063

Ty Pinc is a 3 bedroom, dog friendly holiday cottage near the beach in Cardigan.
  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £584 * booking fees included

Ty Pinc

6142

3 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...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £584 *

12 Castle Street is a 4 bedroom, dog friendly self catering cottage near Ruthin.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1343 * booking fees included

12 Castle Street

6130

4 bedroom, dog friendly self catering cottage near Ruthin.


Step into a world of timeless elegance and sheer comfort in 12 Castle Street, where classic charm meets modern luxury and pure relaxation. Escape to this superbly renovated Victori...

  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1343 *

The Retreat is a 5 bedroom, dog friendly self catering cottage near Crickhowell.
  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £6363 booking fees included

The Retreat

6121

5 bedroom, dog friendly self catering cottage near Crickhowell.


The spellbinding beauty of the Bannau Brycheiniog (Brecon Beacons) are calling you for your next celebration or larger get-together. Escape to the hills at the exquisite The Retrea...

  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £6363

Caban Tarren is a Cabin in Wales with wood-burner and outdoor kitchen.
  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £590 booking fees included

Caban Tarren

6115

Cabin in Wales with wood-burner and outdoor kitchen.


Full of charm and soul, this cabin nestled in the heart of the Welsh countryside offers the ultimate escape, surrounded only by rolling hills and mountain views – dreamy. Built...

  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £590

Be in the know… Sign up to our newsletter for holiday inspiration, offers and all things Classic.

Load more

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 Wales. 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.