May half term holiday cottages

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 23 holiday cottages matching your search in Wales...

The Lighthouse Keeper's Cabin is a Dog friendly lighthouse cabin, with sea views and hot tub near Cardiff, Wales.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Mon

From £210 per night

The Lighthouse Keeper's Cabin

5836

Dog friendly lighthouse cabin, with sea views and hot tub near Cardiff, Wales.


Set sail for the getaway of your dreams with a magical stay in a very special hideaway overlooking the ocean. The Lighthouse Keeper's Cabin is perfectly situated just a stone's thr...

  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Mon

From £210 per night

Ysgubor is a 3 bedroom, dog friendly self catering cottage near Aberystwyth.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £814 *

Ysgubor

5810

3 bedroom, dog friendly self catering cottage near Aberystwyth.


Imagine getting away from it all to a gorgeous Welsh retreat! Ysgubor is nestled in an elevated countryside haven with far reaching, captivating views across seven counties towards...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £814 *

Cwmcaseg is a 3 bedroom, dog friendly self catering cottage near Aberystwyth.
  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £754 *

Cwmcaseg

5811

3 bedroom, dog friendly self catering cottage near Aberystwyth.


Nestling amongst idyllic rolling Welsh hills in a superbly elevated location with spectacular views encompassing seven Welsh counties, yet a ten minute drive to the stunning beache...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £754 *

5 Green Edge is a 4 bedroom, dog friendly town house with sea views in Beaumaris.
  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1027

5 Green Edge

5787

4 bedroom, dog friendly town house with sea views in Beaumaris.


Set along the picturesque Anglesey coastline, 5 Green Edge is a substantial three-storey, Grade II Listed Georgian home blending historic charm with modern comfort. As soon as you ...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1027

Fron Haul is a 1 bedroom self catering cottage near Cardigan.
  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £500

Fron Haul

5773

1 bedroom self catering cottage near Cardigan.


Imagine getting away-from-it-all to an enchanting, Grade II Listed, 19th Century limewashed, traditional Welsh stone cottage, steeped in Welsh history, soul and tradition, with bea...

  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £500

High Cliff is a 4 bedroom, dog friendly holiday cottage with sea views near Cardigan.
  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1380 *

High Cliff

5731

4 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...

  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1380 *

The Loft at Goytre Hall is a 1 bedroom self catering apartment near Abergavenny.
  • Sleeps 2
  • No pets
  • Changeover Fri

From £150 per night

The Loft at Goytre Hall

5666

1 bedroom self catering apartment near Abergavenny.


Fall in love with The Loft at Goytre Hall, sitting on the edge of the magical backdrop of the Brecon Beacons, a luxurious escape for two. Nestling within the historical walls of Go...

  • Sleeps 2
  • No pets
  • Changeover Fri

From £150 per night

Bwthyn Gynon is a 2 bedroom, dog friendly holiday cottage near the sea near Fishguard.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £597 *

Bwthyn Gynon

5659

2 bedroom, dog friendly holiday cottage near the sea near Fishguard.


Make Bwthyn Gynon your happy place. A heavenly traditional Welsh quarryman's cottage which has been beautifully renovated by effortlessly introducing contemporary, sympathetic comf...

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

7 nights from £597 *

Arrive at your handpicked holiday home safe in the knowledge it’s been fully inspected.

St Brides Cottage is a 2 bedroom, dog friendly holiday cottage near the beach near Dale.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £714

St Brides Cottage

5640

2 bedroom, dog friendly holiday cottage near the beach near Dale.


Explore the spellbinding beaches, craggy cliffs and wildlife-filled islands in Pembrokeshire from St Brides Cottage, a gorgeous single-storey barn conversion, with a heavenly Scand...

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

7 nights from £714

Bobbins Cottage is a 3 bedroom self catering cottage near Cenarth.
  • Sleeps 5
  • No pets
  • Changeover Sat

7 nights from £845 *

Bobbins Cottage

5519

3 bedroom self catering cottage near Cenarth.


Once formerly part of a woollen mill dating back to 1870, Bobbins Cottage is an exquisitely renovated Welsh retreat nestling in the midst of enchanting woodland, just a short drive...

  • Sleeps 5
  • No pets
  • Changeover Sat

7 nights from £845 *

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.