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

5 bedroom, rural holiday cottage near South Molton, North Devon.


Lower Upcott farmhouse and its detached 'grand design' barn conversion together create a unique and breathtaking holiday property for eight guests, if you only want to book the far...

  • Sleeps 10 + 2 cots
  • Regret no pets
  • Changeover Sat

Price per week £643 - £2880 *

* Includes 20% off for parties up to 8 + 2 cots between 11 Aug and 29 Dec 2018. The barn is excluded at the discounted rate. 15% off for parties up to 6 + 2 cots on selected dates. Bedroom 4 is excluded at the discounted rate.

4 bedroom holiday cottage near the beach in Studland, Dorset.


The Isle of Purbeck is a stunning Area of Outstanding Natural Beauty between Poole and Swanage boasting one of the most spectacular coastlines in Dorset. Sunnyholme, an extremel...

  • Sleeps 6 + 2 cots
  • Regret no pets
  • Changeover Fri

Price per week £646 - £1806

3 bedroom cottage near the beach near Newquay, North Cornwall.


Crantock beach is a long expanse of golden sand backed by sheltering dunes, ideal for sandcastles and surfing. Picture-perfect Crantock village is a friendly place with ancient cot...

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

Price per week £648 - £1620

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


Beautifully refurbished, Pender Cottage occupies possibly one of the best positions in picturesque Mousehole. Watch the boats bob as the tide ebbs and flows, be lulled to sleep by ...

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

Price per week £649 - £1968

View
  • 20% off

    29 Dec 2018 - 5 Jan 2019

    £1397.28 £1117.60

3 bedroom, dog friendly holiday cottage near the beach in St Helens, Isle of Wight


A simply gorgeous three bedroom property just off St Helens' green on the eastern side of the Isle of Wight, The Haven is just a short walk from the coast and a ten minute stroll t...

  • Sleeps 6 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £650 - £1530

4 bedroom, dog friendly holiday cottage near Helford, West Cornwall.


A tranquil and secluded cottage in a beautiful rural location, offering complete privacy and wonderful views over The Lizard peninsula. This pretty cottage is only minutes from the...

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

Price per week £660 - £1650

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

Luxury safari tent glamping with a hot tub and sea views, pet friendly near Penzance.


Mount View Horizon Safari Tent is the perfect family retreat, set high above Mounts Bay in a spacious meadow with incredible 180 degree panoramic views. As far away from basic as i...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £672 - £1490

Luxury safari tent glamping with a hot tub and sea views, pet friendly near Penzance.


Looking for the ideal retreat for a good old-fashioned family holiday? Then look no further – Mount View Sunrise Safari Tent is that and so much more. Set in the middle of its two ...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £672 - £1490

3 bedroom, dog friendly holiday cottage near Colyton, South Devon.


Just three miles inland from the World Heritage Jurassic Coast and close to the east Devon and Dorset border, this amazing renovation and design project offers guests fabulous cont...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £672 - £1625

3 bedroom, dog friendly cottage near Kingsbridge, South Devon.


This beautiful house is simply stunning, oozing style and luxury throughout. If you are looking to treat yourself and your family to a holiday home that is simply out of this world...

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

Price per week £689 - £1497

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