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

3 bedroom self catering cottage in Newport, Isle of Wight


Located in the centre of the Island on the outskirts of the town of Newport, this is perfectly located to explore different places on the Isle of Wight. In the colder months, wrap ...

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

Price per week £495 - £1415

3 bedroom, dog friendly self catering cottage in Ventnor.


This gorgeous stone cottage is nestled in a wonderful countryside location in the central south of the Island, a short distance from the coastal town of Ventnor. Situated at the en...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Sat

Price per week £500 - £1200

3 bedroom, rural holiday cottage near Falmouth, West Cornwall.


Set in the tranquil heart of Cornwall’s countryside just outside the village of Stithians, Seaureaugh Cottage is the perfect rural getaway. With plenty of modern features yet full ...

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

Price per week £510 - £1301

3 bedroom, dog friendly cottage near the sea in Boscastle, Cornwall.


Boscastle needs little introduction, its picturesque harbour being a well-known Cornish landmark. A mere two minute stroll back from the fishing boats tucked below the harbour wall...

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

Price per week £510 - £1301

2 bedroom, dog friendly holiday cottage near Tavistock, Dartmoor.


Found in rolling Devon farmland in an Area of Outstanding Natural Beauty a mile from Dartmoor, this delightful detached property at Lower Chaddlehanger has far reaching views towar...

  • Sleeps 5 + 2 cots
  • Dogs welcome
  • Changeover Fri

Price per week £512 - £1117

3 bedroom holiday cottage near the beach near St Ives, West Cornwall.


Rosedale is a traditional detached cottage, full of charm which enjoys a fantastically convenient location in the popular village of Lelant. Set back from the main road which leadi...

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

Price per week £512 - £1305

Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.

Rural cottage close to sandy beaches and 20 mins from St Ives.


Less than a mile as the crow flies across the countryside from the sandy beaches at Gwithian, this traditional farmhouse is the perfect base for a relaxing holiday in this beautifu...

  • Sleeps 5 + 2 cots
  • Regret no pets
  • Changeover Sat

Price per week £518 - £1295

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

3 bedroom, dog friendly holiday cottage near Bodmin, North Cornwall.


South Priddacombe, surrounded by 80 acres of farmland, is on Bodmin Moor yet only a half-hour drive from the north coast. Totally restored 20 years ago, the Owners won an award fro...

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

Price per week £520 - £1130

20% off for parties up to 2 + cot on selected dates. Only Bedroom 1 is available at the discounted rate.

3 bedroom, dog friendly cottage with sea views in St Mawes, Cornwall.


This charming bungalow, painted blue and white, commands fabulous panoramic sea views over St Mawes harbour, the Percuil river and also towards St Anthony headland and the wide ope...

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

Price per week £527 - £1495

3 bedroom holiday cottage near Totnes, South Devon.


Torbay is renowned for the golden beaches and bustling seaside towns of Torquay and Paignton. Closer to Totnes and Dartmoor, Marldon is a quiet village where the Owner of Jasmine C...

  • Sleeps 5
  • Regret no pets
  • Changeover Fri

Price per week £528 - £1347

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