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 608 cottages that sleep 5 people

  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Sun

7 nights from £384

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


This traditional stone cottage, built in 1900, has enjoyed life as a corn chandler, a cobblers and even a venue for the local band practice, and it is now a lovely holiday cottage....

  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Sun

7 nights from £384

View
  • 20% off

    21 Jul 2019 - 28 Jul 2019

    £897.60 £718.40

  • Sleeps 5
  • Regret no pets
  • Changeover Sat

7 nights from £389

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


This traditionally designed modern cottage, with period-style furnishings and fittings, is set close to the lovely village green at Gerrans in the heart of the beautiful Roseland p...

  • Sleeps 5
  • Regret no pets
  • Changeover Sat

7 nights from £389

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £394

Luxury glamping in a beautiful yurt for 5 people near Dartmouth, South Devon.


Conjure up in your mind a small piece of south Devon rural heaven. Four and a half acres of wildflower meadows, woodlands, a stream and a large lake - and then think of a bit of 'g...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £394

View
  • 20% off

    2 Aug 2019 - 9 Aug 2019

    £985.00 £788.00

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £404

3 bedroom self catering apartment with sea views in Seaview, Isle of wight.


Elm Cottage is a stylish first floor apartment brimming with character and comfort. It would suit friends traveling together, a couple or a family. From the front courtyard to t...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £404

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

  • Sleeps 5 + 2 cots
  • Regret no pets
  • Changeover Fri

7 nights from £404

3 bedroom self catering cottage near Port Isaac, North Cornwall.


If you're looking for a taste of village life, then this enchanting end of terrace cottage in pretty St Teath, close to the north Cornish coastline, is just the answer. Within walk...

  • Sleeps 5 + 2 cots
  • Regret no pets
  • Changeover Fri

7 nights from £404

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £408

3 bedroom self catering cottage near the beach near Portscatho.


Close to the centre of the village of Portscatho, with its harbour, slipway, shops, galleries, pub and beach, Sanderling is a great base for a family holiday. This immaculately fur...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £408

View
  • 20% off

    20 Jul 2019 - 27 Jul 2019

    £1043.52 £835.20

  • Sleeps 5 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £408

3 bedroom, dog friendly cottage near the beach near St Ives.


The well-maintained enclosed gardens and terrace will entice you to Trevail on the outskirts of Carbis Bay, renowned for its beautiful family beach and restaurants. Trevail is a...

  • Sleeps 5 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £408

  • Sleeps 5 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £410

3 bedroom, dog friendly holiday cottage near Bude, North Cornwall.


Enjoy outstanding views, wonderful walks and an abundance of wildlife from this delightful single-storey barn conversion nestled in the heart of glorious countryside and farmland. ...

  • Sleeps 5 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £410

View
  • 20% off

    19 Jul 2019 - 26 Jul 2019

    £1077.12 £861.70

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £413

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


This charming first floor apartment is laid over two floors and situated right in the heart of Seaview village, tucked away down a quiet side street called Rope Walk, so called as ...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £413

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £414

3 bedroom, dog friendly self catering cottage near Bath, Somerset.


Greenhills is a beautiful period stone cottage in an unspoilt Somerset village just a few miles from historic Bruton, with a renowned pub, the Three Horseshoes, within walking dist...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £414

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

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