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. 

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 640 cottages that sleep 5 people

3 bedroom, rural cottage near the beach near St Mawes, Cornwall.


Semi-detached Crugsillick Court has reversed accommodation with the spacious sitting-room on the entry level with comfortable sofas, a warming wood-burner and a doorway through to ...

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

Price per week £390 - £896

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  • 20% off

    19 Oct 2018 - 26 Oct 2018

    £568.96 £455.17

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

Price per week £394 - £985

20% off for parties up to 2 + cot on selected dates.

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


Elm Cottage is a stylish, spacious first floor apartment, brimming with quirky taste and character, in the sought after village of Seaview and it enjoys sea views across the roof t...

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

Price per week £396 - £895

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

Price per week £396 - £1224

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

Price per week £399 - £1087

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 all ...

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

Price per week £400 - £1020

Each and every one of our cottages is fully equipped with everything you’ll need on holiday.

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

Price per week £402 - £1122

2 bedroom, rural holiday cottage near Shaftesbury, Dorset.


Semi-detached Hatts Barn is a contemporary, reversed level barn conversion on a wide south-facing terrace. The large en suite master bedroom and a twin bedded family room (the beds...

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

Price per week £402 - £1195

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  • 20% off

    5 Nov 2018 - 16 Nov 2018

    £501.90 £401.52

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


This large, detached traditional farmhouse was built in 1798 and has an open plan kitchen/dining-room with an inglenook fireplace housing a wood-burner; across the hallway are the ...

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

Price per week £402 - £860

View
  • 10% off

    21 Oct 2018 - 28 Oct 2018

    £571.90 £514.71

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


The location of 40 Trelawny Way, on a quiet residential road in Bembridge, belies its extravagant interior. For those looking for a family home with an interior decorated with arti...

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

Price per week £405 - £1071

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