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 14 + 4 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1403

7 bedroom, dog friendly holiday home near Wadebridge, North Cornwall.


Bosneives House is an absolute stunner! Approached along leafy lanes in an idyllic countryside setting, this elegantly furnished Grade II Listed country home is the perfect escape ...

  • Sleeps 14 + 4 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1403

  • Sleeps 14 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £1497

7 bedroom holiday home near the beach in Perranporth, North Cornwall.


Just a mile from the superb surfing waves and glorious sandy beaches at Perranporth, this fabulous Georgian farmhouse is the perfect holiday location for big family gatherings and ...

  • Sleeps 14 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £1497

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

7 nights from £1588

5 bedroom, dog friendly home with sea views near Dartmouth, Devon.


Firwood is one of the most wonderful holiday homes. It boasts a very sought-after and unique location and the house itself has everything you need to ensure the perfect holiday for...

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

7 nights from £1588

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

7 nights from £1650

7 bedroom, dog friendly home with sea views in Shaldon, South Devon.


Set in one and a half acres of enclosed rolling grounds and landscaped gardens, Meadowcliff is without doubt the most amazing house for any family or large group gathering, with a ...

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

7 nights from £1650

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

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

7 nights from £1670

7 bedroom, dog friendly home with sea views in Port Isaac, Cornwall.


Silver Spray's clifftop location has to be one of the most breathtaking in Cornwall! Overlooking Port Gaverne cove and Port Isaac – famous for the television programme Doc Martin, ...

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

7 nights from £1670

  • Sleeps 14 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £2035

6 bedroom, dog friendly home near the sea in Welcombe, North Devon.


Meadowgate is Kirstie Allsopp’s beautiful ‘Homemade Home’. Found in total seclusion minutes from Welcombe Mouth, one of the most stunning beaches on the north coast, Meadowgate sit...

  • Sleeps 14 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £2035

  • Sleeps 6 + 2 cots in 2 properties
  • Changeover Fri

7 nights from £727


Set in the heart of the glorious Cornish countryside, Bosneives Mill offers tranquility and an ideal base from which to explore Cornwall. The Owners live on site but have high rega...

  • Sleeps 6 + 2 cots in 2 properties
  • Changeover Fri

7 nights from £727

  • Sleeps 6 in 2 properties
  • Changeover Fri

7 nights from £794


These two delightful properties, set deep in Dorset's beautiful countryside, are the ultimate rural retreats! To set the scene, a long, unmade farm track leads to West Farm, where ...

  • Sleeps 6 in 2 properties
  • Changeover Fri

7 nights from £794

  • Sleeps 7 + 2 cots in 2 properties
  • Changeover Sat

7 nights from £693 *


Nanteague Farm spreads over 130 acres with a beautifully landscaped coarse fishing lake set in the centre, stocked with carp, rudd, perch, roach and bream. With a heated outdoor sw...

  • Sleeps 7 + 2 cots in 2 properties
  • Changeover Sat

7 nights from £693 *

  • Sleeps 7 + 3 cots in 3 properties
  • Changeover Fri

7 nights from £949


The Queens Hotel is an elegant Victorian hotel set on the seafront promenade at Penzance with stunning views of St Michael’s Mount and Mount’s Bay. Tiddily Prom, Jubilation and The...

  • Sleeps 7 + 3 cots in 3 properties
  • Changeover Fri

7 nights from £949

Choose from our exclusive collection at the best prices with real time availability.

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