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 556 cottages that sleep 5 people

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £504

3 bedroom, dog friendly holiday cottage near Dulverton, Somerset.


Oliver’s Cottage is a pretty period property in Withypool, a traditional village at the heart of Exmoor National Park with a shop, seasonal tea-room, riverside picnic-area and pub ...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £504

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

7 nights from £504

3 bedroom cottage with sea views near Portscatho, South Cornwall.


With lovely sea views to Gull Rock and Gerrans Bay, especially from the master bedroom, Tamarisk is a spacious detached dormer bungalow. Renovated to a high standard, the property ...

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

7 nights from £504

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

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £504

3 bedroom, dog friendly holiday cottage near Looe, South Cornwall.


Cardwen Cottage has steps leading into the spacious open plan living-room with high beamed ceilings and exposed stone walls adding to its rustic charm. A wood-burner faces the comf...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £504

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

7 nights from £504

3 bedroom cottage with sea views in The Lizard, West Cornwall.


First impressions of this beautifully presented, detached single-storey cottage is of light, openness and stylish comfort. Set on the quiet outskirts of Lizard, the most southerly ...

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

7 nights from £504

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

7 nights from £504

3 bedroom cottage near Portscatho, South Cornwall.


Trevow is idyllically situated facing eastwards over fields towards the sea at Rosevine, only five minutes' walk from the National Trust coastal path and sandy beach at Porthcurnic...

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

7 nights from £504

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £505

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


Welcome to Solent Peek, a lovely comfortable home in Totland on the West Coast of the Island. As the name suggests, there is sea view from the first floor master bedroom and it is ...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £505

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

7 nights from £505

3 bedroom self catering cottage in East Cowes, Isle of Wight


Turnstone is a beautifully designed, newly built town house situated overlooking the River Medina on the north coast of the island and within walking distance of Osborne House. Fro...

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

7 nights from £505

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

7 nights from £505

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


This charming cottage is tucked away down an unmade road just off Bembridge Harbour, within walking distance of Bembridge village centre. The front and rear gardens of Old Railway ...

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

7 nights from £505

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

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

7 nights from £507

4 bedroom cottage near the beach near Portscatho, South Cornwall.


Set just above the coastal path and looking right out to sea, this lovely mid-terrace property has stunning far reaching views across Gerrans Bay. You can walk directly onto the co...

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

7 nights from £507

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

7 nights from £512

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


Hera is an end of terrace house occupying a spectacular position overlooking the whole of Gerrans Bay. Full width windows across the front of the sitting-room take in views encompa...

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

7 nights from £512

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