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 649 cottages that sleep 5 people

4 bedroom holiday cottage with sea views in Falmouth, South Cornwall.


Right on the water's edge near the National Maritime Museum Cornwall, Harbour House has stunning views across Falmouth harbour from its windows and balconies. Part of the security-...

  • Sleeps 7 + cot
  • Regret no pets
  • Changeover Fri

Price per week £686 - £1915

4 bedroom, rural holiday cottage in Widemouth Bay, North Cornwall.


Close to the shores of Widemouth Bay on the north Cornish coast this luxurious, semi-detached farmhouse with enclosed garden, hot tub and children's playhouse will provide the perf...

  • Sleeps 7 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £690 - £1928

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

3 bedroom, rural cottage near Portscatho, South Cornwall.


Quay Cottage is all about location, location, location and wow, have they got it right! Situated at the end of a private track, perched at the edge of the woods above the tidal Per...

  • Sleeps 7
  • Regret no pets
  • Changeover Fri

Price per week £707 - £1949

4 bedroom self catering cottage near the beach in Beer, East Devon.


This delightful family home is in the pretty fishing village of Beer, just a short walk from the beach, where the stunning cliffs form part of the World Heritage Jurassic Coast. Ke...

  • Sleeps 7 + cot
  • Regret no pets
  • Changeover Fri

Price per week £718 - £1795

4 bedroom holiday cottage with sea views in Mousehole, West Cornwall.


Sit back and enjoy the wonderful panoramic sea views from this detached property set at the top of the steep hill leading out of the picturesque fishing village of Mousehole. Cherr...

  • Sleeps 7 + cot
  • Regret no pets
  • Changeover Sat

Price per week £731 - £1590

4 bedroom cottage with sea views near Portscatho, South Cornwall.


Overlooking the sea with a panoramic view of Gerrans Bay, this spacious and extremely comfortable house has been decorated throughout with a stylish and discerning contemporary eye...

  • Sleeps 7 + cot
  • Regret no pets
  • Changeover Fri

Price per week £745 - £2071

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


Montagu is a luxurious, upper ground floor apartment forming part of a converted Victorian villa, just seconds from the beach at Shanklin. With a private patio with sea views and a...

  • Sleeps 7 + cot
  • Regret no pets
  • Changeover Fri

Price per week £781 - £1990

4 bedroom, dog friendly cottage with sea views in Instow, Devon.


Just steps from the beautiful sandy beach in the north Devon coastal resort of Instow, 2 Bar View, an attractive period cottage, is the perfect base for a family holiday. The house...

  • Sleeps 7 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £796 - £1990

Choose from our exclusive collection at the best prices with real time availability.

4 bedroom self catering cottage near the beach in Binfield, Isle of Wight.


Tradewinds is a four bedroomed yachtsman house, located within a waterside marina development of Island Harbour, just outside of Newport. There is a small courtyard to the rear of ...

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Sat

Price per week £419 - £1071

4 bedroom, dog friendly cottage with sea views in Newlyn.


You can see the sea as you enter this lovely house set high above Mount’s Bay in Newlyn. The decked terraces, overlooking the bay, are the ideal place for watching the fishing boat...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Sat

Price per week £437 - £1197

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