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

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.

Our exclusive ferry discounts will make your island trip with Classic plain sailing.

We've got 20 holiday cottages matching your search in Pembrokeshire...

Towyn Cottage is a 3 bedroom self catering cottage with sea views near St Davids.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £1331

Towyn Cottage

4888

3 bedroom self catering cottage with sea views near St Davids.


It doesn't get better than this, Towyn Cottage is a beautiful rustic cottage in a magical setting, sitting only yards from Abereiddy beach, with stunning views of the sea from the ...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £1331

Clogmakers Cottage is a 2 bedroom, dog friendly self catering cottage near St Davids
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £725

Clogmakers Cottage

4834

2 bedroom, dog friendly self catering cottage near St Davids


Clogmakers is a charming little cottage situated in a sleepy corner of the rural hamlet of Treffynnon, less than four miles from the iconic Abereiddy Blue Lagoon and the popular ha...

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

7 nights from £725

To the Lighthouse is a 3 bedroom, dog friendly self catering cottage near the sea near Dale.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1099

To the Lighthouse

4818

3 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...

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1099

Sea Blue House is a 4 bedroom, dog friendly holiday cottage near the beach in Tenby.
  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1328

Sea Blue House

4811

4 bedroom, dog friendly holiday cottage near the beach in Tenby.


Step out of this very stylish townhouse and gaze at the mesmerising sea, it's literally a minute from the doorstep. Set in a quiet street, yet a short stroll from the heart of the ...

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

7 nights from £1328

Choose from our exclusive collection at the best prices with real time availability.

Officers' Quarters is a 2 bedroom self catering retreat with hot tub near the beach near Little Haven.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £726

Officers' Quarters

4759

2 bedroom self catering retreat with hot tub near the beach near Little Haven.


Take a nostalgic trip down memory lane to 'The Radar Rooms'. Stay in the Officers' Quarters, a superbly recreated 1940s holiday retreat, nestling just a mile from glorious beaches ...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £726

Officers' Mess is a 1 bedroom dog friendly cottage with a hot tub close to St Brides beach and Little Haven
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £609

Officers' Mess

4760

1 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...

  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £609

Beudy Gwyn (The White Cowshed) is a 3 bedroom, dog friendly cottage with sea views near St Davids.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £891

Beudy Gwyn (The White Cowshed)

4682

3 bedroom, dog friendly cottage with sea views near St Davids.


Surrounded by the magnificent, unspoilt beauty of the local area, including many spectacular sandy beaches, a memorable Welsh holiday is promised in this delightful cottage. Nestle...

  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £891

Y Berllan Hideaway is a 3 bedroom, dog friendly woodland cabin with a wood burne near the beach near Newport, Pembrokeshire.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £611 *

Y Berllan Hideaway

4590

3 bedroom, dog friendly woodland cabin with a wood burne near the beach near Newport, Pembrokeshire.


Y Berllan Hideaway offers the perfect whimsical retreat; a fairytale log cabin, sleeping four, nestling in an enchanting, tranquil woodland glade, just a short stroll from the shel...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £611 *

Pink Door at 54 is a 5 bedroom self catering cottage near the beach in Fishguard.
  • Sleeps 8 + cot
  • No pets
  • Changeover Sat

7 nights from £1188

Pink Door at 54

4544

5 bedroom self catering cottage near the beach in Fishguard.


A Visit Wales 5 star graded property situated in the heart of the pretty town of Fishguard, this charming terraced coastal townhouse, which has been exquisitely renovated, offers a...

  • Sleeps 8 + cot
  • No pets
  • Changeover Sat

7 nights from £1188

Station A is a Luxury 2 bedroom self catering cottage with sea views and wood burner near Fishguard.
  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £1276 *

Station A

4481

Luxury 2 bedroom self catering cottage with sea views and wood burner near Fishguard.


Standing magnificently and secluded on the rugged Pembrokeshire coast path, Station A is a unique structure that blends seamlessly into the rolling landscape and has fabulous panor...

  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £1276 *

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  • 10% off

    6 Dec 2024 - 13 Dec 2024

    From £1168.00 £1051.20

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