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 556 cottages that sleep 5 people

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

7 nights from £438

3 bedroom self catering apartment near the beach in Seaview.


Pandora Lodge is a lovely ground floor apartment forming part of a larger Victorian property in central Seaview. With sea views from the sitting-room and large bay windows featured...

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

7 nights from £438

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

7 nights from £438

3 bedroom self catering cottage in Totnes, South Devon.


Harmony Cottage is a stylish, spacious yet friendly semi-detached cottage located in the centre of Totnes. If you are looking for a holiday which offers history, culture and charm ...

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

7 nights from £438

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

7 nights from £438

3 bedroom self catering cottage near the beach in Seaview.


This modern, well-presented townhouse situated in a small development in the centre of Seaview would suit a family, a couple or several friends traveling together. It really is...

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

7 nights from £438

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

7 nights from £444

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


Nestled in the heart of Seaview village, this lovely ground floor apartment is a stone's throw from both the coastline and village amenities, in fact it is just steps away from a f...

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

7 nights from £444

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

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £444

3 bedroom, dog friendly holiday cottage near Newton Abbot, Dartmoor.


This charming Grade II Listed building is both characterful and welcoming, nestled in the heart of one of Dartmoor's most popular villages, Widecombe-in-the-Moor. This gorgeous cot...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £444

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

7 nights from £445

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


Set in the delightful sailing village of Seaview, Blackberries is a pretty, refurbished cottage which offers a peaceful escape for families, small groups or couples alike. Comforta...

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

7 nights from £445

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

7 nights from £449

4 bedroom holiday cottage near Port Isaac, North Cornwall.


In the peaceful country hamlet of Trewalder, just a short drive from the wild cliffs and sandy beaches of the north Cornish coast and the fishing village of Port Isaac of 'Doc Mart...

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

7 nights from £449

  • Sleeps 10 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £450 *

5 bedroom, rural holiday cottage near Bude, North Cornwall.


Bluebell has a lovely open plan living-room where you will all be able to enjoy dining, planning days out and the wood-burner. With lots of bedrooms to choose from and an additiona...

  • Sleeps 10 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £450 *

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  • 20% off

    23 Feb 2019 - 2 Mar 2019

    £864.04 £691.20

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

7 nights from £452

3 bedroom, rural holiday cottage near Mawgan Porth, North Cornwall.


All on one level, FernGully is a light and airy cottage ideal for larger families or groups of friends. From the attractive open plan living area, which still retains the original ...

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

7 nights from £452

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

7 nights from £452

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


This wonderful detached hideaway provides comfortable, spacious accommodation for guests wishing to enjoy the peace and quiet of the surrounding countryside. Bosanketh Cottage sits...

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

7 nights from £452

We’ve been raising the standards of self catering holidays since 1977.

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