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

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.

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

Choose from 38 school summer holiday cottages in Pembrokeshire

Pops Cottage is a 2 bedroom, dog friendly cottage near the beach near St Davids.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £768

Pops Cottage

5012

2 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 ...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £768

Happy Place (Dedwyddfa) is a 4 bedroom, dog friendly cottage with sea views near St Davids.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1185

Happy Place (Dedwyddfa)

4929

4 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...

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

7 nights from £1185

Landsker House is a 6 bedroom, dog friendly self catering home with sea views in Tenby.
  • Sleeps 14 + 2 cots
  • Dogs welcome
  • Changeover Thu

7 nights from £3880

Landsker House

4934

6 bedroom, dog friendly self catering home with sea views in Tenby.


A 5 star Visit Wales graded property, a warm welcome awaits in gorgeous Landsker House, a beautifully presented, luxurious coastal holiday property which sits in the heart of the p...

  • Sleeps 14 + 2 cots
  • Dogs welcome
  • Changeover Thu

7 nights from £3880

Swn Y Mor (Sound of the Sea) is a 3 bedroom, dog friendly cottage with sea views near St Davids.
  • Sleeps 6
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £938 *

Swn Y Mor (Sound of the Sea)

4893

3 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...

  • Sleeps 6
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £938 *

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 £1494

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 £1494

Sea View is a 5 bedroom, dog friendly holiday cottage with sea views in Fishguard.
  • Sleeps 10 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1595

Sea View

4432

5 bedroom, dog friendly holiday cottage with sea views in Fishguard.


Situated perfectly in the heart of the pretty town of Fishguard, this charming terraced townhouse stands in an elevated position with glorious views over the harbour. This stunning...

  • Sleeps 10 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1595

We’re a Visit England Quality Accredited Agency for our high standards in holiday letting.

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 £809

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 £809

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 £1079

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 £1079

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 £1530

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 £1530

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 £862

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 £862

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