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 563 cottages that sleep 5 people

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

7 nights from £1664

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 £1664

View
  • 20% off

    29 Mar 2019 - 5 Apr 2019

    £2079.88 £1664.00

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

7 nights from £1789

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...

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

7 nights from £1789

View
  • 20% off

    22 Mar 2019 - 29 Mar 2019

    £2236.77 £1789.42

  • Sleeps 6 in 2 properties
  • Changeover Fri

7 nights from £


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 £

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

7 nights from £


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 £

  • Sleeps 7 + 2 cots in 3 properties
  • Changeover Sun

7 nights from £


Luxuriating in your very own hot tub gazing at a stunning sunset is surely holiday heaven – and Trewhellas Barns offers you exactly that! At the end of a long private unmade lane, ...

  • Sleeps 7 + 2 cots in 3 properties
  • Changeover Sun

7 nights from £

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

7 nights from £


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 £

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

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

7 nights from £428


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 £428

  • Sleeps 8 + 2 cots in 2 properties
  • Changeover Fri

7 nights from £


The stunning World Heritage Jurassic Coast stretches right into east Devon and, just a few miles inland from magical Budleigh Salterton on the coast, over Woodbury Common with its ...

  • Sleeps 8 + 2 cots in 2 properties
  • Changeover Fri

7 nights from £

  • Sleeps 8 + 2 cots in 2 properties
  • Changeover Fri

7 nights from £


These are the first and last holiday cottages in England! Just a stone's throw from Land's End with its dramatic cliffs, coastal paths and below, the crashing Atlantic Ocean. Mont...

  • Sleeps 8 + 2 cots in 2 properties
  • Changeover Fri

7 nights from £

  • Sleeps 8 + 3 cots in 2 properties
  • Changeover Fri

7 nights from £558


West Hembury Farm is situated in an Area of Outstanding Natural Beauty; a walker's paradise. Just four miles from the bustling market town of Bridport, and a short drive to the Wo...

  • Sleeps 8 + 3 cots in 2 properties
  • Changeover Fri

7 nights from £558

Loading more