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 626 cottages that sleep 5 people

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


4A Ship House, an attractive townhouse positioned right in the middle of Seaview, is perfect for a family looking for a coastal break. 'Ship shape' in presentation, the fantastic t...

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

Price per week £357 - £810

3 bedroom, dog friendly cottage near the beach in Praa Sands.


As its name suggests, this delightful cottage overlooks the pretty 14th Century church in the quaint village of Germoe and is only a mile from the child-friendly sandy beach at Pra...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Sat

Price per week £363 - £995

3 bedroom cottage with sea views near Ilfracombe, North Devon.


This is quite simply a beautifully renovated period cottage with a truly stunning panoramic view! High up on the crest of the hill on the outskirts of one of north Devon's pretties...

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

Price per week £366 - £915

3 bedroom, rural holiday cottage near Ottery St Mary, South Devon.


This cheerful cottage is close to the east Devon village of Whimple, between Honiton and Exeter. It is a pretty and peaceful rural area surrounded by traditional apple orchards and...

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

Price per week £370 - £850

Don’t miss out; reserve your favourite 2019 holiday cottage for just £30

2 bedroom, dog-friendly cottage near Launceston, South Cornwall.


Amidst lovely unspoilt countryside, approached by narrow lanes, is Woodcutters Barn. Although built in the past 15 years, it has the feeling of a bygone age, with lots of seasoned ...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Sat

Price per week £374 - £860

2 bedroom self catering apartment near the beach in Ventnor, Isle of Wight


Accessed via a set of stairs, this bright and airy first and second floor apartment offers contemporary accommodation, with large and spacious rooms packed with period features, hi...

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

Price per week £384 - £760

2 bedroom, dog friendly cottage with sea views near St Just.


This traditional detached cottage is set in a quiet hamlet, close to the South West Coast Path and Nanquidno Cove. A huge garden, stream and pond will provide the setting for al fr...

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

Price per week £387 - £782

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

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

Our property managers are local experts who handpick perfect places to stay.

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