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 632 cottages that sleep 5 people

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


Tucked away down a quiet side street in the idyllic village of Seaview, Portholes is a fantastic holiday home just minutes away from the sea. All within walking distance from your ...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Fri

Price per week £520 - £1224

3 bedroom, dog friendly holiday cottage near the beach in Yarmouth, Isle of Wight.


Rose Villa is a little gem of a home in Yarmouth with its open plan kitchen and dining-table close to the doors to the garden, capturing the light nicely on a sunny day. Continuing...

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

Price per week £520 - £1184

3 bedroom dog friendly cottage near the beach near Portscatho, South Cornwall.


This truly stunning Cornish cottage is located in a quiet terrace just off the square in the charming village of Portscatho only a short stroll from the shops, galleries, harbour, ...

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £522 - £1481

4 bedroom, rural holiday cottage near Port Isaac, North Cornwall.


Near the shores of Polzeath, Rock and Daymer Bay, this is a contemporary, spacious home managed with care for the environment. The Granary is an oasis offering a warm welcome and r...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Sat

Price per week £526 - £1490

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

3 bedroom, dog friendly holiday cottage near Marazion, West Cornwall.


The Packing House has everything that you could possibly want, and more! Just a stroll from the pub, a short drive to the beach and with amazing walks on your doorstep, this spacio...

  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Mon

Price per week £529 - £1602

3 bedroom, dog friendly cottage in Widemouth Bay, North Cornwall.


The Old Byre is a single-storey, 19th Century barn converted into a lovely home-from-home with an enclosed garden and close to the shores of Widemouth Bay. Luxuriously furnished, a...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £530 - £1481

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


Just yards from a private marina full of yachts of all sizes, Marina View is a modern town house offering excellent accommodation and ideal for families or groups of friends. Set i...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Fri

Price per week £533 - £1490

3 bedroom, dog friendly cottage near Port Isaac, Cornwall.


Set down a country lane only a few minutes’ drive from Port Isaac on the north coast of Cornwall, Daydream Cottage is just perfection. Beautifully furnished and presented to a high...

  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

Price per week £533 - £1490

20% off for parties up to 4 + 2 cots on selected dates. The Annexe is excluded at the discounted rate.

3 bedroom, dog friendly cottage near Wimborne Minster, Dorset.


This is an excellent base for exploring rural and coastal Dorset. Cranborne Chase (an Area of Outstanding Natural Beauty) is on the doorstep, and the beaches of the Jurassic Coast ...

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £535 - £1365

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


Perched on Tregonning Hill this gorgeous, light and airy retreat is close to, and has views towards, great beaches such as Praa Sands and Rinsey Cove. This former 1880s Great Weste...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Sat

Price per week £536 - £1340

10% off for parties up to 2 + cot on selected dates. 20% off for parties up to 2 + cot on selected dates.

Our guests rate us 4.8/5 on Feefo, the independent review site.

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