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 654 cottages that sleep 5 people

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

7 nights from £401

3 bedroom apartment near the beach near St Ives, West Cornwall.


Riverside, an attractive apartment enjoying views of the tidal Hayle estuary, is happily situated close to St Ives in the village of Lelant. Set above the Owner's Victorian home, t...

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

7 nights from £401

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

7 nights from £402

3 bedroom, dog friendly apartment with sea views in Portscatho.


Jacaranda is a spacious bungalow with an apartment below Jacaranda Apartment (3136), in an elevated position in a quiet cul-de-sac in the pretty fishing village of Portscatho. The ...

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

7 nights from £402

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

7 nights from £408

3 bedroom, dog friendly cottage near the beach near Portscatho.


This lovely semi-detached Victorian house is tucked away just off the village square in the picturesque village of Portscatho, on the beautiful Roseland peninsula. The reversed lev...

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

7 nights from £408

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

7 nights from £410

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 £410

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

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £412

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


If you want to get away from the madding crowd, be off the beaten track surrounded by the Devon countryside yet with that something special that a great holiday deserves, Great Ash...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £412

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

7 nights from £417

3 bedroom self-catering cottage near Portscatho, South Cornwall.


This immaculately presented detached bungalow is situated on the edge of the charming village of Portscatho, only a few minutes’ walk from the beautiful safe and sandy beach of Por...

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

7 nights from £417

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

7 nights from £418

3 bedroom self catering cottage near the beach in Seaview.


This modern, well-presented town house is located in a small development in the centre of Seaview. A true home-from-home, 2 Sandpipers is perfect for a coastal break with the famil...

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

7 nights from £418

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

7 nights from £419

4 bedroom, dog friendly holiday cottage near St Ives, West Cornwall.


Light and airy Lanrest stands beside an ancient Tinners’ Way within an Area of Outstanding Natural Beauty just two miles from St Ives. Built using granite from the nearby engine ho...

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

7 nights from £419

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £424

3 bedroom, dog friendly cottage with sea views near Boscastle.


Located in the small hamlet of Bossiney, Bossiney View is a spacious property set back on the old coastal road between Boscastle and Tintagel and is only a five minute walk from th...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £424

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

7 nights from £424

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


1 Harbour Strand is a town house with jaunty decor, attractive furnishings and interesting prints, including some of the owners own artwork. It offers a games-room, with table-tenn...

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

7 nights from £424

Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.

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