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
  • Regret no pets
  • Changeover Sat

7 nights from £530

3 bedroom self catering cottage near Portscatho.


This large contemporary detached house is set in an elevated position halfway between the lovely villages of Gerrans and Portscatho. Carefully designed so the living spaces face to...

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

7 nights from £530

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

7 nights from £530

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


Tucked away down a quiet side street in the idyllic village of Seaview, Portholes is a fantastic holiday home just minutes away from the sea. All within walking distance from your ...

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

7 nights from £530

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

7 nights from £531

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


Rose Villa is a beautifully appointed home in the heart of the village of Yarmouth. It would ideally suit a family or a group of friends traveling together. This spacious prope...

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

7 nights from £531

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

7 nights from £535

3 bedroom holiday cottage near the beach in St Mawes, South Cornwall.


Hillside is a modern family house situated in an elevated position above St Mawes with panoramic views from upstairs down over the river and the sea beyond. The spacious accommodat...

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

7 nights from £535

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £541

3 bedroom, dog friendly cottage in Widemouth Bay, North Cornwall.


The Old Byre is a single-storey, 19th Century barn converted into a lovely home-from-home with an enclosed garden and close to the shores of Widemouth Bay. Luxuriously furnished, a...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £541

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

7 nights from £544

3 bedroom, rural cottage with sea views near Falmouth, West Cornwall.


Hidden in the secluded hamlet of Lower Calamansack, Creek Cottage is discovered down a long private lane and has a stunning outlook across the prettiest part of the Helford River t...

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

7 nights from £544

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

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

7 nights from £544

4 bedroom, rural holiday cottage near Port Isaac, North Cornwall.


Near the shores of Polzeath, Rock and Daymer Bay, this is a contemporary, spacious home managed with care for the environment. The Granary is an oasis offering a warm welcome and r...

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

7 nights from £544

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

7 nights from £544

3 bedroom, rural self catering cottage near Helford, West Cornwall.


This large modern and beautifully designed Eco house is nestled in the Gillan Creek valley between Manaccan and St Martin on the Lizard peninsula, and surrounded by wonderful count...

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

7 nights from £544

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

7 nights from £544

4 bedroom holiday cottage with sea views in Falmouth, South Cornwall.


Just yards from a private marina full of yachts of all sizes, Marina View is a modern town house offering excellent accommodation and ideal for families or groups of friends. Set i...

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

7 nights from £544

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

7 nights from £546

3 bedroom, dog friendly cottage near Wimborne Minster, Dorset.


This is an excellent base for exploring rural and coastal Dorset. Cranborne Chase (an Area of Outstanding Natural Beauty) is on the doorstep, and the beaches of the Jurassic Coast ...

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

7 nights from £546

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