Holiday Cottages for 5 People

Gather your family or herd up your friends, a holiday in a luxury self-catering cottage for 5 people awaits. Providing the perfect base for adventure in the day and offering total comfort for long afternoons and evenings relaxing together, our cottages combine home-comforts with modern luxuries. Secure your favourite now and get ready to make memories to last a lifetime. Read more

There's no better time to secure your dream holiday cottage than the present. Cosy winter breaks help vanquish the winter blues and summer getaways provide the subject for photo albums packed with happy memories. Out of season holidays are great for both short breaks and longer holidays, providing tranquillity away from busier times. Book a spontaneous short break and then pencil in a longer holiday to look forward to. With so many beautiful places to visit and luxury cottages to choose from, you'll be spoilt for choice.  

Whether you're looking for a rural retreat in the heart of lush countryside, a seaside bolthole with stunning ocean views, or a town hub combining home-comforts with great access to local amenities, we'll help you find a holiday cottage that ticks all the boxes. From quaint thatched cottages to clifftop nests, our self-catering properties are diverse in nature and consistent in quality.

Holiday Cottages for 5 People

At Classic Cottages, we pride ourselves on marketing only the highest quality cottages. Understanding the importance of accommodation in making or breaking your holiday, we ensure only the best cottages are on our books. Regularly inspected and fully equipped with everything you could need and more, holidays with Classic Cottages takes the stress out of your whole experience. 

We have 557 cottages that sleep 5 people

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £479

3 bedroom, dog friendly cottage near the sea near Sennen, Cornwall.


This spacious, detached barn conversion is the ideal retreat. Set close to the pretty town of St Just and the South West Coast Path, on the edge of rugged moorland, it’s a walker’s...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £479

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £479

3 bedroom, dog friendly holiday cottage near the beach in Brook, Isle of Wight.


Formerly the officer's quarters of the coastguard station, 6 Coastguard Cottages has been beautifully decorated and offers a wonderful holiday home in Brook. This period property h...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £479

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £480

3 bedroom self catering cottage near the beach in Seaview, Isle of Wight.


Merries is a traditional beachside bungalow conveniently situated between Puckpool Park and Seaview village centre. It would suit a family wanting a convenient coastal holiday base...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £480

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £481

3 bedroom self catering cottage near the beach in Seaview, Isle of Wight.


Trevenna is a thoughtfully designed holiday home in Seaview that really delivers when it comes to space, charm and comfort. It would be ideal for a family or several couples travel...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £481

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

7 nights from £483

3 bedroom, dog friendly cottage near the beach near St Ives.


Set in the centre of the bustling village of Lelant just over two miles from St Ives, Driftwood is a stylish, year-round retreat. The open plan kitchen/diner leads through to t...

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

7 nights from £483

  • Sleeps 6 + 2 cots
  • Regret no pets
  • Changeover Fri

7 nights from £488

3 bedroom self catering cottage in Dulverton, Somerset.


This spacious period house is on the edge of Dulverton, the gateway to Exmoor National Park, seconds from the riverside walk into this lovely little town. Andrew’s House is on t...

  • Sleeps 6 + 2 cots
  • Regret no pets
  • Changeover Fri

7 nights from £488

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

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £494

3 bedroom cottage near the beach in Portscatho, South Cornwall.


All on one level, this beautifully appointed property lies just above the picturesque harbour village of Portscatho, and is within easy walking distance of the sea and village amen...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £494

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

7 nights from £494

3 bedroom, dog friendly holiday cottage near Holsworthy, North Devon.


This amazing reverse level house offers you the most incredible views from its extremely lavish raised decked area. Sit back and relax on the comfy patio furniture with a glass of ...

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

7 nights from £494

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £497

3 bedroom, dog friendly cottage with sea views in Marazion, Cornwall.


Hidden down a traffic-free lane in Marazion, Cliff House is one of the closest houses to St Michael's Mount – the beach and coast path are practically on its doorstep. Peace and qu...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £497

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Sun

7 nights from £500

3 bedroom self catering cottage near Falmouth, West Cornwall.


Set in a secluded woodland corner of a country hotel estate – the Budock Vean Hotel – and with wonderful views across the hotel grounds and gardens, this fabulous detached retreat ...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Sun

7 nights from £500

Loading more