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 650 cottages that sleep 5 people

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

Price per week £396 - £913

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

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

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

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

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

Price per week £405 - £950

2 bedroom, dog friendly holiday apartment near the beach in Shanklin.


Park Lodge Annexe is a beautifully presented lower ground floor apartment within walking distance to the Rylstone Gardens and the Chine. The cliff path is a minute stroll away, lea...

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

Price per week £407 - £837

3 bedroom cottage with sea views near Boscastle, North Cornwall.


Bloomers' is a charming cottage with stunning sea views over the Cornish coast. It sits in idyllic countryside and provides a peaceful space to escape the stresses of everyday life...

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

Price per week £409 - £979

3 bedroom self catering cottage near the beach in Brook.


September Cottage is an excellent, family-friendly holiday home with an expansive, attractive kitchen and good-sized kitchen, sitting and dining areas. It's easy to imagine curling...

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

Price per week £413 - £898

We’ve been raising the standards of self catering holidays since 1977.

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