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

3 bedroom cottage with sea views in Portreath, North Cornwall.


This is a beach house in every sense of the word, with light, bright open spaces, indoor-outdoor living on the private roof-deck lounge and views to leave you speechless. Giant win...

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

Price per week £1267 - £2610

20% off for parties up to 4 + cot on selected dates. 30% off for parties up to 2 + cot on selected dates.

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


This impressive, recently-built eco-house is situated in a commanding elevated position on one of St Mawes' most exclusive roads. Enjoying panoramic sea views over the whole of Fal...

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Fri

Price per week £1441 - £3260 *

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* Includes 15% off for parties up to 6 + cot on selected dates. 30% off for parties up to 4 + cot on selected dates.

  • 10% off

    21 Sep 2018 - 28 Sep 2018

    £1793.00 £1613.70

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


Flackstead is a unique eco-friendly house which has breath-taking and uninterrupted coastal views across Compton Bay towards the Needles. Flackstead combines the very best of conte...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £1650 - £3009

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


Ashmead Cottage has been thoughtfully decorated throughout offering three lovely bedrooms and two modern bathrooms. The kitchen opens out onto a charming private decked-area with o...

  • Sleeps 7 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £437 - £990

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


This light, beautifully presented holiday home offers quality accommodation with wooden floors, whitewashed walls and interesting prints and furnishings lending splashes of colour ...

  • Sleeps 7 + cot
  • Regret no pets
  • Changeover Fri

Price per week £499 - £1325

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


Named after the renowned artist Laura Knight, Knights Cottage is a single-storey, semi-detached cottage. Ramps give easy access for wheelchair users or guests with limited mobility...

  • Sleeps 7 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £510 - £1299

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

4 bedroom, dog-friendly holiday cottage near Lyme Regis, South Devon.


Just outside the pretty east Devon town of Colyton and less than three miles to the beach at Seaton on the east Devon Jurassic Coast, family and dog-friendly Sceat Cottage enjoys u...

  • Sleeps 7 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

Price per week £526 - £1470

4 bedroom, dog friendly holiday cottage near Dunster, Somerset.


Set high above the village of Luxborough at the heart of Exmoor National Park, Westcott Cross Cottage is a fabulous detached family home with a huge enclosed garden and unspoilt vi...

  • Sleeps 7 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £529 - £1479

3 bedroom, dog friendly cottage with sea views in Lamorna Cove.


The Owls House is so-called after the novel written in Lamorna Cove by Crosbie Garstin. This semi-detached single-storey property is ideal for guests with limited mobility, and has...

  • Sleeps 7 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

Price per week £531 - £1485

4 bedroom self catering apartment in Taunton, Somerset.


This beautiful and historic property has been refurbished to the highest standard whilst truly celebrating its history and character. Castle House, part of the original 12th Centur...

  • Sleeps 7 + 2 cots
  • Regret no pets
  • Changeover Fri

Price per week £577 - £1255

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