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 563 cottages that sleep 5 people

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

7 nights from £529

3 bedroom cottage with sea views near Lostwithiel, South Cornwall.


Set in the creekside village of Lerryn, considered to be one of the prettiest villages in Cornwall, Tanglewood is a very special holiday home in a truly magical setting. It sits in...

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

7 nights from £529

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

7 nights from £549

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

7 nights from £549

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

7 nights from £561

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

7 nights from £561

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £564

3 bedroom, dog friendly self catering cottage near Bruton, Somerset.


Greenhills is a beautiful period stone cottage in an unspoilt Somerset village just a few miles from historic Bruton, with a renowned pub, the Three Horseshoes, within walking dist...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £564

Need more time? Reserve any cottage for up to 24 hours before booking.

  • Sleeps 9 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £570 *

5 bedroom, rural self catering cottage near the beach in Seaview, Isle of Wight.


The Old Boat House is an attractive period cottage, set in a fantastic waterfront location on the edge of the beach at Seagrove Bay. This charming family home has been tasteful...

  • Sleeps 9 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £570 *

View
  • 15% off

    22 Mar 2019 - 29 Mar 2019

    £708.24 £602.00

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £570

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

7 nights from £570

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

7 nights from £577

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


Secreted away down a private lane, sheltering within its own south-facing walled garden and overlooking a beautiful wooded valley, this immaculately presented barn conversion is su...

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

7 nights from £577

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

7 nights from £582

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

7 nights from £582

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

7 nights from £582

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


This beautifully presented terraced cottage in the heart of St Ives has sea views and an enclosed garden, and a small private parking space just 100 yards away. Set down a quiet la...

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

7 nights from £582

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

7 nights from £584

Spectacular cedar yurt with all mod-cons and hot tub sleeps 5 in woodland nr Dartmouth, south Devon


You will be thrilled with the comfort found in this luxurious cedar-clad yurt, with under-floor heating and a wood-burner to keep you warm and toasty all year round. Pheasant Cedar...

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

7 nights from £584

View
  • 10% off

    29 Mar 2019 - 5 Apr 2019

    £648.56 £583.70

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

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