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

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 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 - £1320

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


Surrounded by the wooded countryside of the National Trust's Penrose Estate and just over a mile from the pretty harbour village of Porthleven, nestled on a hillside not far from t...

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

Price per week £530 - £1175

10% off for parties up to 2 on selected dates. Bedroom 3 is excluded at the discounted rate.

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


A hidden gem nestled in a back street in the heart of St Keverne, the largest village on the Helford featuring two pubs and a church clustered around a pretty central square. Drift...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £538 - £1170

20% off for parties up to 2 + cot on selected dates. Only one bedroom is available at the discounted rate (if there is a baby in the party bedroom 3 can be used for the cot)

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


Set at the end of a quiet lane in the heart of St Mawes, with wonderful views over the Percuil River, this single-storey cottage is a perfect holiday bolthole. Accessed by a couple...

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

Price per week £548 - £1398

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

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


An incredibly stylish three bedroom ground floor apartment ideally located a few minutes' walk from the village of Seaview and the beach. A lovely large entrance hall centrally fra...

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

Price per week £550 - £1150

3 bedroom holiday cottage with sea views in Sennen, West Cornwall.


Situated in an enviable position overlooking the Atlantic Ocean and just a few hundred yards from the stunning sands of Sennen Cove, Oystercatcher (formerly known as The Bosun's Lo...

  • Sleeps 5
  • Regret no pets
  • Changeover Sat

Price per week £557 - £1558

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


Its original waterwheel and the setting of Roskennals Mill, in the heart of Cornwall's far west, makes it a perfect base to explore places such as St Ives, Sennen Cove and Mousehol...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Sat

Price per week £558 - £1530

3 bedroom self catering cottage near Bruton, Somerset.


Greenhills is, quite simply, a beautiful period cottage in a beautiful unspoilt Somerset village, renovated with vision and style to create the most fabulous and welcoming retreat....

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £564 - £1140

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