Holiday Cottages for 2021

Ready for 2021? We are delighted to share our 2021 portfolio with you. Give yourself something to look forward to and start planning next year's holiday with Classic.Read more

Head to Cornwall, Devon, Somerset, Dorset, SussexIsle of Wight, Pembrokeshire or Kent for an incredible UK holiday in a gorgeous self catering cottage and make it one to remember. We have a portfolio of properties ready and waiting for you to start planning your next self catering holiday. Why not now and then relax later, knowing you've got your holiday for next year sorted. 

We have 407 self catering holiday cottages for rent in 2021

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

7 nights from £418

2 bedroom, dog friendly cottage near the beach in St Agnes, Cornwall.


This delightful, stylish cottage is in the heart of the friendly quintessential Cornish village of St Agnes. Beautifully renovated and lovingly furnished and equipped, this is a ch...

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

7 nights from £418

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

7 nights from £1059

4 bedroom, dog friendly house near the beach near Newquay.


Nestled in the pretty rural coastal village of Crantock, just a five minute walk from the beach, with its traditional village pub and ancient church, this absolutely divine house i...

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

7 nights from £1059

  • Sleeps 6
  • Dogs welcome
  • Changeover Sat

7 nights from £868

3 bedroom, dog friendly self catering cottage near Sherborne, Dorset.


This beautiful, historical Grade II Listed semi-detached property oozes charm and luxury. Built in 1607, Oak House is one of the oldest houses in Yetminster and its dated enriched ...

  • Sleeps 6
  • Dogs welcome
  • Changeover Sat

7 nights from £868

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £360

2 bedroom, holiday cottage in Altarnun, North Cornwall.


Wind your way along the leafy country lanes to the blissful rural tranquility that awaits you at The Lambing Shed, which from its humble roots has been lovingly converted to an imm...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £360

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

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £392

1 bedroom, dog friendly self catering cottage in Tunbridge Wells.


On the site of the 18th Century sawmill and on the common across the road from The Pantiles, Sawmill Cottage is ideally suited for couples wishing to explore the Royal Spa town of ...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £392

  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £490

2 bedroom, dog friendly self catering cottage near Battle.


Set within the High Weald Area of Outstanding Natural Beauty, in the heart of East Sussex's 1066 countryside, Castlemans Stables West is a sympathetically converted stable block, w...

  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £490

  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £490

2 bedroom, dog friendly self catering cottage near Battle.


In the heart of East Sussex's 1066 countryside and set within the High Weald Area of Outstanding Natural Beauty, Castlemans Stables East is a sympathetically converted stabled bloc...

  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £490

  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £643

3 bedroom, dog friendly cottage with sea views near Coverack.


This traditional terraced cottage has glorious sea views and is located right on the South West Coast Path. In fact, your adventure begins as soon as you arrive with a very short w...

  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £643

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £406

3 bedroom holiday cottage near the beach in Penzance, West Cornwall.


Spindrift is a cosy cottage in the historic harbour quarter of Penzance, tucked away at the foot of Chapel Street with its mix of elegant 18th and 19th Century architecture. Sp...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £406

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £354

2 bedroom holiday cottage near the sea in Boscastle, North Cornwall.


A warm welcome awaits you at this delightful cottage located in the picturesque village of Boscastle. Dating back to the 16th Century and once part of The Boscastle Inn, Kiddlewink...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £354

Each and every one of our cottages is fully equipped with everything you’ll need on holiday.

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