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.

Choose from 17 school summer holiday cottages in Pembrokeshire

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £800

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 Fri

7 nights from £800

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

7 nights from £1034

Happy Place (Dedwyddfa)

4929

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


With spectacular sea views, nestling at the end of a quiet lane you'll come across this treasure of a traditional beamed Pembrokeshire cottage. Being tastefully renovated throughou...

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

7 nights from £1034

Need more time? Reserve any cottage for up to 24 hours before booking.

  • Sleeps 12 + 2 cots
  • Dogs welcome
  • Changeover Thu

7 nights from £3900

Landsker House

4934

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


A warm welcome awaits in gorgeous Landsker House, a beautifully presented, luxurious coastal holiday property which sits in the heart of the picturesque village of Penally, opposit...

  • Sleeps 12 + 2 cots
  • Dogs welcome
  • Changeover Thu

7 nights from £3900

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1800

Seascape

4886

4 bedroom, dog friendly self catering cottage near St Davids.


Take in the spellbinding, panoramic sea views and experience the joy of Pembrokeshire from Seascape, an exquisitely and lovingly restored 18th Century traditional stone cottage, wh...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1800

  • Sleeps 9 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1947

Joyful House (Ty Llawen)

4885

5 bedroom, dog friendly self catering cottage near St Davids.


Immerse yourself in coastal luxury, daydreaming out to sea, in this superbly restored, spacious, traditional stone Pembrokeshire barn. With stunning sea and rural views, Joyful Hou...

  • Sleeps 9 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1947

  • Sleeps 10 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1592

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 £1592

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

7 nights from £864

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 £864

View
  • 15% off

    8 Jul 2022 - 15 Jul 2022

    £1134.00 £963.90

  • 15% off

    15 Jul 2022 - 22 Jul 2022

    £1229.00 £1044.65

  • 15% off

    22 Jul 2022 - 29 Jul 2022

    £1350.00 £1147.50

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

7 nights from £954

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 £954

View
  • 15% off

    9 Jul 2022 - 16 Jul 2022

    £1476.00 £1254.60

Our property managers are local experts who handpick perfect places to stay.

  • Sleeps 7 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1955

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 7 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1955

View
  • 15% off

    15 Jul 2022 - 22 Jul 2022

    £2645.00 £2248.25

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £882

Sailaway Cottage

4798

3 bedroom, dog friendly holiday cottage with sea views in Neyland.


Welcome to Sailaway Cottage, a lovely 1800 Pembrokeshire cottage with spectacular estuary views, situated directly on the magnificent Pembrokeshire Coastal Path. The location of th...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £882

View
  • 15% off

    8 Jul 2022 - 15 Jul 2022

    £1225.90 £1042.10

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