Cottages in Pembrokeshire for the Summer Holidays

Cottages in Pembrokeshire for the Summer Holidays

A summer holiday in Pembrokeshire is the ideal place for a school holiday break. Head to the gorgeous coastline for views and spend some time exploring the villages and towns.  Read more

Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.

Choose from 27 school summer holiday cottages in Pembrokeshire

Newgale Beach Cottage is a 4 bedroom, dog friendly cottage with sea views near St Davids.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1334 *

Newgale Beach Cottage

5808

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


Escape to the spectacular Pembrokeshire coast to the gorgeous Newgale Beach Cottage. Nestling in tranquil surroundings in an elevated position within the Pembrokeshire National Par...

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

7 nights from £1334 *

To The Beach is a 3 bedroom, dog friendly holiday cottage near the beach near Pembroke.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £745 *

To The Beach

5776

3 bedroom, dog friendly holiday cottage near the beach near Pembroke.


To The Beach nestles just a short walk from the golden sands and rolling surf of West Angle Beach, in the historic seafaring village of Angle, offering a perfect blend of natural b...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £745 *

Choose our flexible booking option and have the ability to cancel anytime.

Tal y Gaer is a 2 bedroom, dog friendly cottage with sea views near Fishguard.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £665 *

Tal y Gaer

5656

2 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...

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

7 nights from £665 *

Ty Blawd is a 1 bedroom self catering cottage with sea views near Fishguard.
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £739

Ty Blawd

5658

1 bedroom self catering cottage with sea views near Fishguard.


Make Ty Blawd your special place. A most romantic rural retreat for two, located on the rugged cliffs of Strumble Head with an abundance of luxury, style and through the large pict...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £739

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 £545 *

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 £545 *

Pen yr Onen is a 3 bedroom apartment with sea views near Newport, Pembrokeshire.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £728 *

Pen yr Onen

5633

3 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...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £728 *

Driftwood Cottage is a 2 bedroom self catering cottage near St Davids.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £1167

Driftwood Cottage

5512

2 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...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £1167

Seaholm is a 5 bedroom, dog friendly cottage with sea views near St Davids.
  • Sleeps 10 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1938 *

Seaholm

5468

5 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...

  • Sleeps 10 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1938 *

We’re here to help you find your perfect place to stay 7 days a week.

Quay House is a 4 bedroom self catering cottage with sea views in Fishguard.
  • Sleeps 7 + cot
  • No pets
  • Changeover Fri

7 nights from £1531 *

Quay House

5372

4 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...

  • Sleeps 7 + cot
  • No pets
  • Changeover Fri

7 nights from £1531 *

Puffin Place is a 3 bedroom self catering cottage near the beach in St Davids.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £940 *

Puffin Place

5301

3 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,...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £940 *

Load more

A self catering holiday cottage in Pembrokeshire is a wonderful choice for a family holiday or a romantic break for the two of you. Make the most of fun family activities with wildlife watching, watersports and exploring the Pembrokeshire Coast National Park.

Summer Holiday Cottages in Pembrokeshire

At Classic Cottages we understand how important your accommodation is in making or breaking your holiday experience. That's why we handpick all of our properties, personally inspecting each one so that exacting standards are met. From start to finish we want your holiday to be as easy and relaxed as possible, and will provide you with help and support every step of the way. All you need to do? Pick your favourite cottage and embrace the holiday of a lifetime in Pembrokeshire.