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 653 cottages that sleep 5 people

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

7 nights from £580

3 bedroom self catering cottage with sea views in Seaview, Isle of Wight


A seaside sanctuary, Shore House is a three-storey beautifully decorated house, with its own private heated swimming pool. Making the most of the far reaching views over the Solent...

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

7 nights from £580

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

7 nights from £580

3 bedroom, dog friendly cottage near the sea near St Mawes, Cornwall.


This lovingly updated 18th Century cottage is found in the picturesque village of St Just-in-Roseland, only a couple of miles from the beaches and sailing waters of St Mawes on the...

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

7 nights from £580

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

7 nights from £582

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


Two miles from the picturesque fishing village of Port Isaac and just minutes from the sandy beaches at Polzeath, Daymer Bay and Rock, Orchard Barn is a detached single-storey barn...

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

7 nights from £582

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

7 nights from £583

3 bedroom holiday cottage with sea views in St Mawes, South Cornwall.


This handsome whitewashed house has an enviable position in St Mawes close to Tavern beach, with far reaching sea views from many of the rooms and the spacious paved front terrace....

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

7 nights from £583

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £587

3 bedroom, dog friendly cottage near the beach in Lamorna Cove.


From your balcony at this reverse level retreat you can look down on your own glistening hot tub set in a private enclosed garden; there's also a fabulous barbecue-terrace for you ...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £587

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

7 nights from £593

3 bedroom, dog friendly cottage with sea views in Portscatho.


Set in the lane that leads down to sandy Porthcurnick Beach where you will find the famous Hidden Hut beach cafe, Halcyon is an enticing destination for a coastal holiday. This spa...

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

7 nights from £593

We are Gold accredited with the Green Tourism Business Scheme.

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

7 nights from £593

4 bedroom, rural holiday cottage near Hayle, West Cornwall.


Nanpusker Pump House is a mellow-stoned, delightful family home set in a secluded wooded valley just minutes by car from Hayle’s gloriously long, sandy beaches. Formerly supplying ...

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

7 nights from £593

  • Sleeps 6
  • Dogs welcome
  • Changeover Fri

7 nights from £594

3 bedroom, dog friendly holiday cottage near Lyme Regis, Dorset.


Imagine spending a week in a fabulous former dairyman’s cottage with all mod-cons! This very stylishly furnished, yet quirky, semi-detached cottage is in the village of Morcombelak...

  • Sleeps 6
  • Dogs welcome
  • Changeover Fri

7 nights from £594

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £595

3 bedroom, dog friendly holiday cottage in Dartmoor National Park


This beautifully converted stone building, together with its heavenly location, has been featured and recommended by both the BBC Countryfile magazine and Barbour. Set in over 4...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £595

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

7 nights from £598

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


White Cottage is a traditional Cornish cottage accessed down a long private lane with fabulous views over the most beautiful part of the Helford River across to Frenchman's Creek, ...

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

7 nights from £598

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